AN: Hey guys, here is the long awaited chapter 10. Apologies for taking so long but I was on vacation and then I had an issue with my laptop so all of that really delayed my progress with this chapter.
Well, enjoy. This chapter is about Serena's first time so I put more emphasis on the foreplay and stuff than the actual sex. Don't worry I have a plan for a chapter when she and Mark have a lot of raw, wild sex. More at the end!
Chapter 10 - Everyone Remembers Their First Time (Serena x Mark (OC))
It was late at night and Serena was in bed cuddling with Ash when her tablet suddenly began to vibrate. Serena groaned in anger as she didn't want to separate herself from Ash but she knew she had to check what the notification was in case it was something important. She leaned over to her side and grabbed her tablet which was on the bedside table and opened it up. She saw that she received an email from PokeHookUp so opened the internet browser and went onto her account. She clicked on her inbox and saw that she had received an email congratulating her on her 7th anniversary of being part of the site.
Serena smiled at this nice gesture and glanced a look to her right to peek at the sleepy Ash who was trying his best to stay awake and watch the news as she thought about how far they both had grown in the last 7 years. She remembered being that shy teen who didn't have the courage to confess her love for the raven haired man who is now her boyfriend and (hopefully, more like certainly) future husband. At the same time as thinking about this she thought back to how it was through this site and through being away from Ash without having confessed her biggest secret to him, that she started having sex as she thought back to how she joined the site and lost her virginity.
***FLASHBACK: 7 YEARS AGO***
It all started a few months after Ash left Kalos following the end of the League. During the whole journey back from the league to Lumiose airport Serena was getting closer and closer to telling Ash how she felt but every time she was about to open her mouth and say the three magic words that she has been yearning to say for so long, something always happened. Whether it was her being too depressed about him leaving or being too nervous/scared to confess. Then her worst nightmare occurred, before she could muster the courage she had missed her chance as he boarded the plane to Kanto and flew back. Serena was depressed beyond possibility as she hoped maybe even if she couldn't say it verbally she had hoped the last hug she gave him might have told him how she truly felt about him, but she guessed her fear and anxiety made it not so effective. After leaving the airport, the now gloomy looking trio returned to the gym to just sit and reminisce on their journey.
Bonnie and Clemont knowing about the honey blonde girl's true feelings towards the raven haired teen felt bad for her and asked her to stay with them for a few days at least. It hurt Serena when they said 'the three of them' because she so badly wanted the fourth, the most important member of their group in her eyes to be here as well but he couldn't. He was gone. Gone back to his home, halfway across the world. However after thinking about it for a while Serena thought maybe it would do her good to stay for a while and accepted the siblings kind offer. The trio spent a lot of their time just talking about the journey and all the adventure and fun they had.
A week had passed and Serena knew she had to go home and so left Lumiose for what she sadly thought would be for the last time in a long time as she felt so peaceful and happy in Lumiose. Once she got home she surprised Grace by hugging her rather tightly and sobbing on her shoulder. Grace comforted her daughter as she rocked her side to side whilst still hugging. Once Serena calmed down she apologised and lied saying she didn't know why she was crying like this. Grace knew of Serena's strong feelings for Ash and knew this must be hard on her but accepted her daughter's 'answer'. For the next couple of weeks Serena simply just stayed in her room only coming out to eat or wash herself. She also hardly spoke and when she did her mother knew it was forced and that her daughter was only pretending not to be upset. Grace hated herself for not being able to do anything about this as she couldn't simply contact Ash and ask him to come to Kalos to stay with her daughter. She couldn't send Serena to Ash as she didn't even know where her daughter's crush was currently. Grace could only sigh in defeat and hope Serena got better soon.
Serena often cried herself to sleep as she thought she had lost Ash forever and won't ever get the chance to tell him how she felt and that she would spend the rest of her life alone. As time went on she also started dreaming about Ash - first just old memories of the summer camp, then she began to imagine Ash being with her and them living happily together. Soon those sweet innocent dreams took a turn in direction as she began to have lewd, erotic wet dreams about him and her being more intimate which soon developed into dreams of them having sex in various position in her bed and other locations. Overtime these dreams occurred more regularly to the point she would be daydreaming about having sex with Ash.
One day Shauna suddenly called and asked Serena if she wanted to meet up in Ambrette Town as she knew Serena was still depressed since Ash left. Serena reluctantly agreed since shopping was still one of the few things that still grabbed her attention. They met up and Serena instantly noted Shauna wearing an even shorter pair of shorts than she last remembered but ignored it as they went shopping. Whilst walking around between shops the pair were regularly being hit on by guys. Shauna welcomed the attention she was getting and responded by giving them her number and telling them each to call her with a wink. But Serena just gave them all the cold shoulder and ignored them and didn't respond to them at all. Once the shopping trip was done Shauna took Serena to the aquarium and while walking along the path, Serena asked why Shauna gave all the boys her number when she didn't even know them especially since it was more likely that they were only interested in her body and looks than personality. Shauna shrugged her shoulders and while looking at the fish, absent mindedly whispered "In case they or me need a good time" before quickly covering her mouth in shame. Serena heard what her friend said and her eyes widened but kept quiet after that and the two continued exploring the aquarium before going to the restaurant to eat.
After a few minutes of awkward silence Serena wanted to say something but couldn't as she didn't know what to say. However Shauna broke the silence and apologised "Sorry for what I said earlier, hope you are not ashamed of me and will still be my friend".
Serena was stunned and reached across the table to hold both of Shauna's hands in hers and said "You will always be my best girl friend, no matter what.".
After that Shauna felt relieved and the two ordered food. But what Shauna said was still in Serena's mind and then after a few minutes she asked if she could explain by what she meant earlier. Shauna tells Serena how she and Tierno dated for a while but they broke up after he accused her of cheating (all she did was hold hands with a guy at a festival that Tierno didn't want to go) and he left to go to Hoenn with Trevor. Shauna said how she was really depressed and lonely after that and how she would usually cry in the Pokemon centre, until a guy approached her and due to her being lonely she opened up to him and told him everything and one thing led to another and she ended up in his bed in the Pokemon centre and they had sex. This made Serena's eyes wide as she never knew her friend was sexually active. Serena asked questions like "Was it your first time? How was it?"
Shauna said how she lost her virginity before even starting her journey and that Tierno was the second guy she ever slept with whilst they were still dating and how the fact that she was lonely, hurt and horny is why she ended up agreeing to having sex with that guy. The day after, he complimented Shauna on how good she was at sex and asked if she enjoys sex with different people and Shauna says how he was only the third different guy she slept with. He grabs a piece of paper and scribbles down a website and tells her how this fling site called 'PokeHookUp' is used by lots of people including him to meet many different people for sex. Shauna decided to join and has been meeting up guys up and down Kalos since. She explains the benefits of this - how she gets to have fun with different people with no strings attached or guilty feelings.
Serena hears the story and becomes more depressed and stays quite. Shauna notices this and after taking a deep breath says "You know Serena, if you keep thinking about Ash it will only make it worse. I think you need to move on and think about maybe dating another guy or maybe even joining the site".
Serena turns red in anger and says how she can't imagine life without Ash, yet alone with another guy and starts shedding a couple of tears. Shauna apologizes and once they finish dinner, they head home.
As the days go on, Serena was getting hornier and started to masturbate whenever she can, thinking about Ash. But one day she got fed up with only being able to talk to Ash briefly from time to time on her phone and still scared to confess. Also her fingers and her hairbrush were no longer enough to satisfy her sexually and so after giving it a long time to ponder about she decided to get help for her pent up sexual feelings and explore the world of sex. Once Serena was certain of her decision and accepted that it won't be Ash she loses her virginity to, she called Shauna and said how she felt ready to join the site and asked Shauna to text her the link. Once she received the text she thought about it again and said to herself 'Ok, Serena you can do this. Maybe you will be so good at sex one day that when you, hopefully, do it with Ash he might not want to leave you afterwards and stays with you instead forever.'.
Serena opened up her laptop and entered the weblink Shauna sent here and once the page was loaded she was on a site which had a picture of a woman in her bra kissing a nude man holding a Pokeball pointed at the screen with the words "PokeHookUp" written across the top. Serena was blushing as well as sweating a bit as she found the signup option and clicked it. Once it loaded, it asked her to select her gender and then her preferences at which she stopped. Serena who up until now was sitting on her bed, leaned back so that she lay with her back to the bed and thought 'I know I definitely want to meet guys, but what about girls?'. Serena then started thinking back on her journey and all the girls she had met. While thinking about them her right hand had subconsciously snaked its way towards her skirt and continued to keep sliding until it made contact with her vaginal folds. Serena was still deciding on whether to put girls as a preference as well on her account or not when she suddenly gasped for air and began to moan sensually. This sudden pleasurable feeling snapped Serena out of her thoughts as she looked down to find that she was fingering herself without even realising! Serena pulled her hand back and turned it so that her palm was facing her before she stuck her tongue out and licked her palm to taste her juices before she smiled at herself believing she had just answered her own question. Serena then sat upright again as she selected both male and female as her preference and clicked to continue setting up her account.
After 15 minutes, her account was finally set up and she was now allowed to design and fill out her profile page. She had decided to use her name as her account name and was surprised to find out the name 'Serena' was not already taken and so chose it for herself. She did this as she secretly hoped that maybe one day Ash might use this site and if he was to type in her name then he would be taken to her profile and they could potentially meet up for sex without Ash even realising that the 'Serena' he wanted to meet up with would be her. However Serena didn't want the whole world to suddenly find out that she had an account here so she decided to only upload a picture of herself nude without her face being shown. Serena stood up and undressed and hoped her mom wouldn't come in anytime soon. Serena then approached her full length dressing mirror and checked if her body was looking nice and cute. Once she was happy, she took her tablet and started to take pictures of herself and made sure her face was not on them. Serena took about a dozen pictures and then got dressed before sitting down on her bed as she looked through the various nude pics of herself in various poses and selected one. It was the one with her standing and her legs spread out with her right index finger in her mouth but since she didn't include her face in it, the picture only showed her flat stomach, her curvaceous curves, the lips of her vagina, and parts of her breasts that were not blocked from view by her right hand as it was placed across her body towards her mouth. Serena thought it was quite a sexy photo and hoped it would attract the attention of many men and women. Once her profile page was completely set up she was happy for once and closed her laptop and decided to wait a few days to allow enough time for people to see her profile and approach her.
2 days later late at night, once Serena was sure Grace was asleep, she got up from bed and picked up her laptop and logged back into her 'PokeHookUp' profile and was excited when she saw that her inbox had a small red star on the top right hand corner meaning she had received a lot of messages from other users. She was slightly trembling as she clicked on her inbox and waited for it to load up and once it did she gasped and her eyes widened when she saw that she had received over 100 messages! Serena couldn't believe her eyes, she expected quite a few messages but she had never in her wildest dreams expected so many approaches. She guessed being a very horny 17 year old virgin was a major turn on for most guys and girls which is why so many people were interested in her. Serena sighed however as she knew she had a long night ahead of her if she wanted to read through all the messages and pick who she wanted to sleep with first. This was because Serena wanted to have sex as soon as possible but still wanted her first time to be with someone who she felt like could connect on a personal level as well and be gentle and cautious as it would be her first time, not just someone who would invite her over and then just rush into the bedroom. Serena wanted to read the first ever message she got first and to her surprise it was from Shauna! It read "Hey Serena. I like your nice profile pic but please don't steal all the guys and girls from me, leave some for me too. ;) -Shauna".
Serena smiled at this and began to open the next mail and read it. After what felt like a few hours when in fact it had only been an hour, Serena had managed to, after reading all the messages and deleting all the ones she didn't want to continue talking to, narrow the list down to 30 guys. The messages she deleted (except Shauna's) simply just said things around the lines of 'Message me back for sex.' or 'My cock is waiting'. Serena knew she didn't want to do it with anyone who wouldn't even attempt to have a proper conversation with her and saw no need to keep those messages.
Serena realised it was difficult to pick one from the 30 remaining and decided to reply to them and see who she felt most comfortable with. She messaged them again introducing herself and telling them that she is a virgin and so is very inexperienced in sex and will need someone gentle for the first time. Serena then went to sleep hoping she could pick her partner soon. A few days have passed and the list was getting smaller and smaller by the day until she was left with only one - it was a 32 year old married man called Mark who lives in Aquacorde Town. Serena felt easy and comfortable having a conversation with him even when it was quite sexual half the time and believed he would be gentle and understanding. Confident in the fact that she had picked the right guy, she began to message him telling him how she wanted to meet up with him.
The pair kept messaging each other daily over the next week with them exchanging various pictures of themselves being nude in various positions. When Mark sent her a picture of his cock she gasped at its size and sent a message saying 'It's so big. Can't wait until I see it in person Mark'.
Mark replied with 'Serena dear, you aren't just going to see it, you will feel it with your hands, your body and you will taste it, lick it and feel the immense pleasure of all 10 inches of it.'
This turned Serena on as she played with her clit and replied 'Can't wait until I do.' and sent him a picture of her fluid drenched tight, virgin pussy.
Mark replied 'Wow, can't wait until that pussy is in my house. You still OK with coming over next Monday? My wife will be at work at that time."
Serena replied after she finished fingering herself and said 'Definitely, won't miss it for the world. Can't wait to finally have sex.'
For the remainder of the week Serena spent her time getting ready to go to Mark's house and did some reading online about sex and contraception. She also phoned Shauna to ask for advice and to double check if she had everything she would need. Shauna told her to relax throughout the whole encounter and that the pain will go after a bit and that she will feel immense pleasure afterwards. She also told Serena to make sure she is taking her shower stuff plus a towel as she wouldn't want to return home smelling like sex with her mom around. Shauna also said how she knew Serena would be nervous and embarrassed to go to the PokeMart to purchase condoms (if she wanted to use them and in case he ran out) and pills, so she bought them for her and will come to Serena's house to drop them off the following day.
A week had passed and Serena was double checking her backpack to see if she had all the things Shauna told her to take with her. Once she was satisfied that she had everything, she tied her long honey blonde hair in a ponytail and sat down by her dresser and applied the final touches of makeup as she wanted to look nice and sexy for Mark for when they have sex. Serena looked at herself in the mirror and checked her coconut white floral lace bra and shortie which reached up to near her belly button and barely covered her ass cheeks before she put on her short, tight pink tank top and a very short white skirt which wasn't much longer than the lace shortie as the skirt only reached up to her mid thighs. Serena finished her look with a pair of red ballet flats before putting her backpack on and sneaked across the first floor corridor to see through her mom's bedroom window to check if Grace was still in the garden and not in the house itself. Serena relaxed when she saw her mother in the garden tending to the flowers and wanted to seize this chance as Serena quickly made her way down the stair and shouted from the kitchen (making sure she was hidden from her mom) "Mom, I'm going to visit Bonnie for the day. I won't be back until quite late at night. Is that OK?"
Grace turned around but couldn't see her daughter and shrugged her shoulders and said "Sure, Serena just be back before it's too late at night. Have fun."
Serena was grinning from ear to ear and said "I sure will mom, see you. Love you."
Grace replied with "I love you too, honey" however Serena didn't hear her mother as she was already out of the house, quickly walking down the road for two reasons - she couldn't wait until she got to Mark's house and she wanted to be out of view before her mother saw her dressed in such short, provocative revealing clothes. Serena smiled as she remembered to pack her usual clothes in her bag as well to wear on her way back so her mom wouldn't see her current outfit.
It took Serena an hour to travel to Aquacorde Town by bus and whilst travelling she noted that many guys including middle aged men were checking her out as they gazed at her long, amazing and slender legs since they were exposed which caused Serena to blush as she looked out through the window, not exactly minding all the attention she was getting. It also didn't help that her tight pink tank top showed a lot of cleavage too.
Once she got off the bus she took her phone out to have another look at the text Mark sent her which contained his address as well as directions on how to find it. Serena was trembling with every step she took as she was very nervous yet excited at the same time to finally meet Mark and have sex for the first time. Before setting off, she patted and brushed her outfit down to make sure there were no creases or any bits scrunched up and once she was satisfied she set off. It took Serena 10 minutes before she was by a stone gate and looked over the corner to see that she was near Mark's house. Serena took a deep breath and combed parts of her hair that were not tied back in the ponytail and once again checked over her outfit. She wanted to do that before she got near Mark's door as he asked her not to wait too long outside and to knock immediately once she gets here so that she can enter the house without anyone seeing her so no one would be suspicious of him cheating on his wife. As soon as Serena gave herself an internal pep talk telling herself that she would have a great time and that Mark seems nice and gentle, she quickly walked over the road and knocked on his door. When she heard movement from the other side and saw the doorknob turn, her heart started to beat faster, anxious to finally meet the man who would take her virginity.
The door suddenly opened and before her stood a black haired man with black eyes with an average body and a bit of belly fat - he wasn't exactly fat as he did have some muscles which were showing. He was dressed in a simple white wifebeater and a pair of black sweatpants and wore a pair of white socks. He smiled at the teen girl in front of him, stepping to the side and said "Hi there Serena, come in quick before anyone sees us."
Serena returned the smile and quickly stepped into the house with Mark closing the door behind her. Once they were inside Serena nervously turned around and looked up at Mark and checked him out and was pleased with his general appearance, sure he didn't have the body of a bodybuilder or a teen heartthrob but to Serena he looked good enough especially since Serena's priority was to find a partner who would be nice and gentle with her and from the conversations up until now he fit that criteria for her. Besides she knew she wouldn't be attracted to anyone besides Ash so it didn't really matter too much to her. Mark also checked Serena out and was pleased with what he saw as he liked seeing her in such revealing clothes and it already got him eager for the fun the pair were going to have.
The pair walked towards each other and shared a hug with Serena resting her head against his chest with her breasts firmly pressed against him as her arms wrapped around under his armpits. Mark had his hands around her small waist and took her scent in before the pair released themselves from the hug and looked at one another again. Serena said "Thank you Mark, for being so nice and gentle and letting me come here to learn about sex. But is it really OK with you seeing as you are married?"
Mark smiled at the polite yet horny teen standing in front of him and said "You are welcome Serena, even though it should be me who should thank you for choosing me to be the one to introduce you to sex and take your virginity. Don't worry about my wife, she won't know. You look really gorgeous and sexy by the way. I like it" ending it with a wink.
Serena blushed at this and fiddled with her top as she said "Thanks, you look really good as well."
Mark locked the door and walked up to her and placed a hand on her shoulder rubbing it as he leaned down to kiss her on the cheek and whispered "Come in Serena, let's talk for a bit to get used to each other a bit more before we get started."
Serena could only nod as she slipped off her ballet flats and took Mark's hand as he guided her to the living room hand in hand. Once they entered the room, Serena saw that Mark had laid out a variety of Kalosian delicacies on a table near the seats. He guided Serena to the seats - one which was for five people and one which was for 1 person, all arranged in a L shape with the table placed in the space created by the layout. Serena gasped when she saw this and turned to her side to look at Mark who let go off her hand and placed his around her waist and said "This is so we can just relax and talk for a bit before we go upstairs. I want to make sure you are relaxed enough before we begin."
Serena tiptoed as she leaned up and kissed him on the cheek as she said "Thank you for this. I knew I made the right choice when I picked you, since you really do want me to be relaxed and ready rather than drag me straight upstairs."
Mark just smiled at the praise and guided her to the closest end of the five seat sofa before he took his seat next to her on the one seat sofa. He then reached over for a plate and held it out in front of Serena and said "Help yourself. Let's watch some TV and talk for a bit while we enjoy some of the food and drinks. Then when you are ready we can go upstairs. How does that sound?"
Serena reached for a piece of the sweet and took a bite before she said "That would be great."
Mark chuckled when he saw her fingers and then looked at her toes as he said "Well, I guess you didn't want to go easy with the pink today eh Serena?"
Serena blushed and wiggled her toes as she said "Well baby pink is a nice nail polish color and besides I wanted to look really cute and sexy for you."
Mark leaned over and whispered in her ear "Well you have done exceptionally well at that."
Serena who became embarrassed by all the compliments and nice words of Mark, looked at her knees and feet with new found interest as he laughed and stood up to get them some drinks from the kitchen.
Not a minute had passed when Mark returned to the living room with two cans of soda, one for himself and one for Serena, who gladly accepted the drink and sipped on it. The pair spent around half an hour just eating the snacks and watching TV as well as talking about random things to get used to each other such as Serena's journey as well as Mark's journey when he was a young trainer. Mark picked up on the fact that most of the time when Serena was talking about her past and dreams the name 'Ash' kept coming up and he wanted to know more so he asked "Serena, tell me more about this Ash you keep mentioning?"
Serena could have sworn she almost choked on the piece of pastry that she was eating when Mark mentioned Ash. Seeing this kind of reaction from her made Mark more curious but he also guessed it was a difficult topic for her and said "I mean I only asked because you mentioned that name quite a lot while you were talking. Is he someone important to you?"
Serena grew red and could only nod, but after swallowing the piece of pastry she looked at Mark and said "Yeah he is. He is such an amazing person with a fiery, passionate personality and a never give up motto for life. He inspires me a lot, which is one of the reasons why I fell in love with him."
Mark grew curious and hesitantly asked "If I may ask, have you told him how you feel? Or did he not return your feelings?"
Serena frowned at this and dipped her head down slightly and mumbled "No. He lives in Kanto, and it is actually there where I first met him. Like I said he came to challenge the Kalos League when we met up and travelled together. I always wanted to tell him but he was so dense and I was so nervous and scared that he might not like me back that I never had the confidence to tell him. It is my biggest regret in life."
Mark felt sorry for the girl sitting near him and reached over and placed a hand on her shoulder and said "Hey, don't feel bad. I'm sure you will meet some nice guys and one might really catch your eye."
Serena still had her head down and shook it before she said "I don't think so, I mean I have loved Ash since I was a little girl. I… I… I don't think I can forget about him or ever think about being with another guy. It's either being with Ash or being alone."
Mark was amazed by this and said "Well, I admire your loyalty to him. You must really love him, like he is a part of you."
Serena raised her head up again and could only smile as she said "Yes, yes he is."
Mark then defiantly said "Well in that case you shouldn't give up. Keep waiting for him and muster up the courage and when you are ready call him and tell him or go to his home and confess. Also I understand if you want to break this off and go home now…"
Mark couldn't finish his sentence as his mouth was blocked off by Serena's lush lips pressing against his. His eyes widened but when he realised the teenage girl was kissing him, but then closed his eyes and returned the kiss. After a few seconds they pulled apart with a trail of saliva linking them which Serena wiped off with her hands, as Mark regained his breath and with a stunned look muttered "W-w-ait what about Ash? Was that your first kiss?"
Serena who was blushing right now due to her bold move, shook her head in an embarrassed manner and said "No, it wasn't. You see once when Ash, me and our travelling friends camped out and slept under the stars without our tents I realised everyone apart from me were asleep. I was really nervous especially since I was next to Ash and saw that he was sleeping on his side with his face towards me. I didn't know what made me do it but I leaned over and kissed him on the lips. What a way for a girl to have her first kiss right?"
Mark was chuckling at the story and thought to himself that this girl was way head over heels in love with this boy. But he still had an important question he needed to ask before he felt like he could continue. He looked at Serena and asked "So are you really sure you want to lose your virginity to me? You could go home right now and save it for Ash. I mean, I am just wondering seeing how you described him and all…"
Serena shook her head and reached to grab one of Mark's hands and said "You see ideally I want to save myself for Ash but I have been so hormonal lately, mainly because I am thinking of Ash most of the time. But the real reason I want to lose my virginity now is because I was thinking it might help me be more self confident and determined to confess to Ash. I know it sounds like a stupid reason but it makes sense to me."
Mark placed his free hand on her exposed thigh and said "I am happy to continue this as long as you are. Besides your reason makes a lot of sense, if you are more confident then it will be easier to confess to this Ash."
Mark then began to stroke his right hand up and down her left thigh and asked "So do you know anything about sex? I am guessing you are relaxed enough for us to continue."
Serena smiled and briefly looked at Mark's hand as it played with her thigh and said "Well I read stuff online and asked a friend of mine who is very sexually active. But apart from that I have no real experience."
Mark was starting to get hard as he heard this sweet, innocent teen tell him about how little she knows about sex and yet she wants him to take her virginity and teach her. He couldn't hold back anymore and he reached over and pressed his lips on hers as he stopped stroking her thigh and instead squeezed it. It took Serena a few seconds to get over the shock of his sudden advance but she soon gave into the kiss and reached for the back of his head with her hands as she played with his hair and pulled him more towards her lips. They pair kept switching the positions of their heads as they kept kissing and moaning into each other's mouths. Mark then decided it was time for Serena's first lesson of the day and so he opened his mouth and pressed his tongue against her mouth asking for entrance. Serena's eyes shot open as she felt his tongue and realised he wanted to 'Kalos kiss' her, something she read online and was curious to experience herself first hand.
Serena hesitantly opened her mouth and felt Mark's tongue enter her and explore every curve and feature of her mouth. It felt so strange yet so good to have another person's tongue in her mouth as it explored her. Serena was getting impatient now and wanted to try it herself as well so she swivelled her tongue around his and pressed against his tongue leading to a brief battle for dominance. It was only a short battle as the experienced Mark easily pressed Serena' inexperienced tongue back down as he continued to explore her mouth. Satisfied with his time in her mouth, he pulled his tongue back into his mouth to give Serena a chance. Serena smiled into the kiss having realised what Mark had kindly done and so moved her tongue into his mouth and started to explore it, loving the different sensations her tongue picked up on and send back to her body. As long as the pair wanted this to continue, the need for air meant that they had to pull back with Serena panting for air and Mark just leaning back on the seat trying to figure out how he managed to score this girl.
Serena who regained her breath managed to say "T-thanks, f-f-f-or teaching me K-kalos kissing. I really enjo-oyed it. Do you want to go upstairs, I think I am ready now."
Mark smiled and leaned forward again having too regained his breath before he started to chuckle which confused Serena as she waited for an answer from Mark. He resumed the stroking of her thigh but this time going along her whole thigh from the knee all the way to her hip, which earned him a moan from the teen as he said "Serena, you may think you are ready but that's your lust talking. For sex to be comfortable especially for a virgin we need to make sure you are wet enough first."
Serena realised he was correct as she remembered Shauna telling her that she should be really wet before allowing a cock to enter her to keep the pain and friction to a minimum. She grew red once more out of embarrassment and slightly spread her legs and asked "So do you want me to play with myself?"
Mark grew even harder hearing this beautiful teen wanting to play with herself in front of him so he said "If you want to, it helps a lot to get you wetter."
Serena then gulped before licking the tips of the fingers of her right hand before she lifted the front part of her skirt back, revealing to Mark her white lace shortie which had a small wet stain on it signalling that Serena was becoming aroused. She pulled on the hem of her shortie and slipped her right hand down to her vaginal folds as she began to squeeze, trace and flick them. Mark was getting harder and harder to the point he felt his cock being restrained by his clothes and knew he had to take care of that. He suddenly stood up and looked down at Serena who was looking back up at him with a curious expression on her face whilst she bit down on her lower lip in an attempt to hold back a moan that was trying to escape her mouth due to the pleasure she was giving herself.
Mark smirked and slowly pulled his wifebeater off him before tugging on the top of his black sweatpants as he pulled them down until they reached his ankles after which he took them off completely and remained standing to show Serena his erect cock pressing against the fabric of his boxers. Serena's eyes grew wider and she allowed a moan and a gasp to escape her lips when she saw his package erect and realised how much bigger it looked in real life compared to the pics he sent her previously. She began to speed up the movements of her right hand and was now flicking her clit as she began to slightly rock in her sitting position as her hormone levels rose and she was getting wetter and wetter. Mark thought about taking off his boxers but decided against it, wanting to tease the honey blonde teen for a bit longer as he sat down again watching Serena masturbate. After a few minutes he decided it was time for her to stop before she came too soon and so reached over and placed his right hand on her left knee and rubbed it in a circular motion. This got Serena's attention as she slowed down her hand and asked "What is Mark? Do you think I am ready?"
Mark silently stood up and stepped to his right so that he was in front of Serena with his boxer covered cock pointing at the girl and with his hands he asked her to scoot to her right so that he could sit where she was sitting. Serena complied and scooted to her right and watched as Mark lowered himself down and sat in her original place. Once he was sat down he turned to Serena who slowly spread her legs slightly out of instinct and waited to see what Mark wanted to do. He saw her legs move apart a bit and pushed back the front of her skirt to expose her whole thigh before he began to stroke it again. As he was stroking her thigh the pair maintained eye contact wondering what was going to happen next. Mark knew what he wanted and so he asked "Hey Serena, I know you are a performer. My daughter is always talking about your performances and saying how you are a role model to her. My son also thinks highly of you, but I bet that is for other reasons. Anyway since you are a performer I bet you know how to dance quite well right?"
Serena blushed when she heard that Mark's daughter wants to be like her and that his son might have a little crush on her but she focused herself to answer his question and said "Yeah, I have been dancing since I was a little girl. I used to take dance lessons which I guess have paid off for my performances. Why are you asking that if I may know?"
Mark smirked and replied whilst not slowing down his stroking of her thigh "No reason. I mean I bet you are a good dancer but I don't think you know how to twerk do you?"
Serena tried to remain composed as Mark's hand was making her very wet and tilted her head to the side and asked "No, I haven't heard of twerking before. What kind of dance is it?"
Mark leaned towards her and whispered "It's a very provocative dance involving a girl shaking her ass, thrusting her hips and squatting down to show off her body."
Serena knew she was growing even wetter and that her shortie was become more stained by her juices after hearing Mark explain what twerking was. She whispered back "Sounds interesting, I wouldn't mind giving it a go, could you teach me?"
Mark knew she would ask him if he told her what is was about and so he nodded and said "Of course I can. But to do it properly we need you to undress. Are you comfortable enough to take your clothes off for me Serena?"
Serena took a deep breath and looked into Mark's eyes and said "Yes I am ready now." and with that she placed her hands on the couch and decided to scoot further away from Mark. This earned her a confused look from him as he watched to see what she was planning on doing. Serena saw this and smirked before she pulled her legs up onto the sofa and turned her body so that it was completely facing Mark and then crossed her arms in front of her and pulled on the ends of her body hugging pink tank top slowly and teasingly peeling it off her, exposing her white lace bra covered breasts to Mark. He was eyeing her body liking her tight, toned flat stomach and lush breasts being contained within her sexy bra. He was mentally saying "I could look at her body like this forever and not get tired. No wonder in the past me and my wife repeatedly found photos of her in various performance dresses under our son's bed which were all covered in cum." But the show was about to get hotter as Serena lay down on the couch and slowly lifted the lower half of her body using her legs and began to tug on the hem of her short white skirt as she tried to wiggle herself out of them. After a few forceful tugs, the garment came off and she teasingly slid them off her silky slender legs before dropping them on the ground next to her top. Serena then brought her legs back down onto the couch and spread them for Mark as he could see a large wet spot now drenching her shorties allowing him to partially see her vaginal lips through them. Seeing Serena like this caused Mark's cock to get even harder as he continued to look at her and licked his lips while a shy Serena was biting on one of her fingers waiting to see what was going to happen next.
Mark wasted no time and grabbed her left ankle and carefully pulled her towards him such that her legs were now across his boxer clad lap with his erect cock fitting within the gap between her legs. He maintained his grip on her ankle as he brought her feet up to his face before he gave the curious Serena a final smile before he opened his mouth and placed her baby pink coated toes into his mouth as he began to suck on them. Serena's eyes almost bulged out by the act Mark was doing but soon closed her eyes as she began to moan and simultaneously began to curl all of her toes. This however didn't bother Mark one bit as he continued to suck and lick and explore her toes that were within his mouth. He used his free hand to stroke Serena's flat stomach and waist to keep her relaxed as well as to simply touch this horny girl. Serena soon regained her composure and began to playfully wiggle her toes inside Mark's mouth which caused him to smile as well as his cock twitch and make contact with her inner thighs. After a few minutes of toe sucking he removed her now saliva coated toes from his mouth and gently lowered her leg back down across his lap before he stroked her whole leg for a minute whilst regaining his breath.
Once he had done so he caressed her stomach, tracing his fingers along her curves and gently said "OK Serena, I think it's time I taught you how a girl should twerk. I'm sure you will be very good at it."
Serena nodded and moved her legs off his lap making sure to intentionally brush past his ever erect cock before placing her feet on the ground. She turned around and offered Mark a smile which he reciprocated earning him a peck on the lips. Serena then stood up and waited for Mark to guide her. He gently placed his hands on her hips and moves her so that she was right in front of him and turned her around so that her back was facing him. He maintained his hold on her hips and briefly admired her young, firm bubble butt before he said "Serena I want you to shake that ass and move and thrust your hips as if it was part of your performance routine. Can you do that for me?"
Serena nodded and said "I think so. I'll give it my best shot" and with that she teasingly started what looked like a snaking movement with her hips as she moved them side to side and gently began to crouch and shake her ass which was now almost brushing against Mark's face.
Mark who was mesmerised by her cute ass could only mutter "Yes just like that but I would really like to see some squatting and firm and violent shaking and thrusting."
Serena heard his demands and carried them out to perfection as she was now erotically dancing with her ass shaking and she herself lowering down with each shake before stretching back up to only repeat the motion. Mark was losing his self control and could no longer simply sit still as this teen showed off her butt to him and not do anything with it. He becomes excited and firmly grabs each cheek in each hand as he began to knead and repeatedly squeeze them. This earned him a moan from the honey blonde girl who could only silently say "That feels so good one has touched me like this before."
Mark seeing how he was doing a good job at pleasing the teen decided to reward himself and decided to rest the side of his face across her butt whilst she maintained her twerking performance. Once he nestled his face against her butt he reached to the bottom edge of one side of her shortie and pulled it up to expose her cheek to him as he turned his head slightly and began to kiss her butt. Serena froze in her position and gasped with a deep satisfying moan soon following as her legs began to wobble. This caused Mark to chuckle as he placed his hands on her hips again and said "OK that was excellent Serena. You are a quick learner. Now sit down so that the next lesson for you can start" whilst saying that he gently pulled her back down towards the sofa placing her directly next to him so that their bodies were touching each other.
Serena eagerly looked at Mark and asked "What's the next lesson?"
Mark placed his hands on the elastic waistband of his boxers and said "this" and with that he pulled his boxers down to reveal an impressive 10 inch erect cock twitching back and forth. He looked over to see Serena staring at his cock with her mouth hanging open, as she tried to take in how big it was in real life and hoped it would fit inside her and not be too painful. Mark grabbed his cock and began to stroke it snapping Serena out of her thoughts as she looked up at Mark trying to figure out what he would do next or what he wanted her to do. Mark looked down at the girl sitting next to him and asked "Well do you like what you see?"
Serena looked up from his cock into Mark's eyes and said "I don't know what to say. I mean I knew it was big from the photos we exchanged but it looks so much bigger in person."
Mark had a smug look on his face and increased his stroking motion as he placed his free right hand on Serena's left thigh and stroked and massaged it as well. Serena closed her eyes and leaned back onto the sofa and slightly spread her legs allowing Mark to stop massaging her thigh and instead slowly and sensually trace his finger along her inner thigh and shortie covered pussy earning him a low, prolonged moan from the teen girl. Soon the moans turned into groans and rapid breaths as Serena spread her legs further with her shortie becoming damper by the second due to the wonderful sensation she was receiving from Mark's experienced fingers tracing along her delicate sensitive skin. Both couldn't take it anymore and Serena decided to step it up by removing Mark's hand from her private area which in turn caused him to stop stroking his erect cock as he turned to face the teen.
Once she knew that she had his attention, she slid away from him before turning her whole body to face Mark and pulled her legs up onto the sofa. She offered the horny man a suggestive smile before she pulled her legs up to her chest and placed her hands on her shortie as she remained in that pose for a few seconds. Mark didn't think his cock could get any harder but the sight before him made him realise how wrong he was as he felt himself get harder and his cock began to twitch more frantically. Serena smiled when she saw his cock twitch and began to slowly and teasingly wiggle her shortie off her whilst keeping her legs close to her chest. Once the shortie came over her knees, she let her hands off it as it smoothly glided down her legs before coming to a halt by her ankles as it landed on the sofa. Serena lifted her feet a little and removed the shortie completely before dropping it on the ground on top of the rest of her clothes. She then closed her eyes and took a deep breath before opening them again and stretched her legs out on the sofa so that the tips of her toes were just about touching the right side of Mark's body whilst she rested her back against the curve of the sofa at the same time. Serena remained in this position for a few seconds, for two reasons - one was to get over her embarrassment and the other was to allow Mark look at her and make him lust after her more. Serena kept her eyes on Mark to see the way his eyes were scanning over every part of her body before concentrating on her now shortie free private area which gave Serena the confidence to begin to spread her legs. While she spread her legs she maintained eye contact with Mark to see how he would react to seeing her pussy - sure she had sent photos to him on the site but this would be the first time she allowed anyone to see her most private area in real life.
Her heart was crashing against her ribs with every spreading motion she was carrying out and soon before she knew it, her right leg had slipped off the sofa and was now in contact with the floor while her left leg was now resting on the top part of the sofa. Mark was now staring at her bare, clean shaven, tight, virgin pussy and could see some of her fluids leaking out from it, making her private area glisten in the light. Normally, if this was his wife or one of the girl's he would usually meet up with from the site, he would have reached for her pussy and either penetrate it or lick it but he knew he had to restrain himself from doing so since Serena was a virgin and he did promise to be gentle and slow at start for her to get used to all of this. So instead he resorted to stroking his cock again whilst switching his eye contact between Serena's eyes and her pussy. He kept looking back and forth between her face and her pussy for a few seconds after which he admitted "I got to say Serena, your pussy is by far one of the most alluring ones I have ever seen. I seem to be craving your pussy more than I did when my wife showed me her's for the first time all those years ago."
Serena blushed at the compliment and squeaked out a quiet "Thank you."
However she got over it and told herself that there was no turning back or need to be ashamed or embarrassed as Mark was clearly giving her his attention and has said that she was beautiful and sexy. She mustered the courage and began to lick the fingers of her right hand before she placed them on her pussy and spread her pink lips to show Mark her hole as well as to play with herself for his and her own pleasure.
"Ahhh, this feels so good. I'm so aroused right now" Serena kept saying as she played with herself in Mark's living room. But in her head she was in a bed with none other than Ash as he was furiously and passionately penetrating her whilst using his hands to hold her by the waist and explore her body while her own were lost within his unruly raven hair. Serena could feel her pussy begin to pulsate slightly and could feel herself getting wetter, indicating that she was close to an orgasm. Mark saw her pussy pulsate and the euphoric expression on the honey blonde teen's face and knew he had to act now to stop her from cumming too soon. He stopped stroking himself and grabbed her right hand causing her to open her eyes leading to her vision of Ash disappearing which was soon replaced by the face of Mark. Serena didn't seem exactly happy at being cut off from her fantasy and eyed Mark and asked "Why did you do that? Didn't you want me to be wet for when he have sex?"
Mark shook his head and said "You are right, I did say you needed to be wetter before we can begin but I didn't mean you should orgasm now. Save that for later when it will be an even more intense sensation. Besides before you stripped I did say I needed to teach you more about cocks, remember."
Serena understood his reasoning and calmed down and said "You are right. So what was it you wanted to teach me now?"
Mark was about to begin when he saw that she was still wearing her coconut white lace bra and playfully frowned at her. This resulted in Serena having a confused look on her face and she was about to ask but was beaten to it when Mark said "Well before I begin, I should point out that it isn't entirely fair that I am completely nude yet you still have your bra on."
Serena looked at Mark's entire body and then down her body when she realised he was right and that even though she was nude from the waist down, she still had one last article of clothing on. Serena smiled at Mark and no longer feeling nervous or self-conscious, flirtatiously said "Well to make up for that, why don't I reward you with these" and with that she unclasped her bra and let it slide off her arms, exposing her 36C breasts to this stranger she met online who was going to take her virginity.
Mark's eyes widened when he saw her breasts and was beginning to oogle them trying to make sure this would be etched into his memory for a long time. He then reached his right hand over and stopped just by her left breast before looking up at Serena who knew what he wanted to do so she nodded to tell him she was OK with it. This was all Mark needed before he placed his hand on her left breast and began to glide it over it as well as gently squeeze it. Serena closed her eyes and had her mouth open as she once again began to moan from the electrifying sensation she felt from having Mark caress and play with her breasts, especially her nipples. Mark stopped his squeezing and instead began to trace her breast using his fingertips which felt like heaven to Serena as this time she felt a more softer, sensual sensation from this. Serena's moans soon deepened and she tried to suppress them by biting her lips which Mark noticed and decided to stop playing with her breasts as he didn't want to make the honey blonde teen cum just yet. Instead he shuffled closer to Serena and wrapped his right arm around her shoulders. Serena turned her head to focus on his face before her eyes wandered down his body before stopping at the sight of his erect cock.
Seeing as he had her full attention now, he lifted her chin with his fingers and said "Well Serena I can see you are interested at my cock. Now why don't I tell you how you can have some fun with it before the main event? How does that sound?"
Serena looked him in the eyes then leaned up to kiss him once again then whispered "That would be nice."
Mark then released his fingers from her chin and placed his right hand over Serena's left hand before lifting it and placing it near his cock. He then said "First of all, aside from sex a girl can make a guy feel good by playing with his cock. You can do this in many ways but usually girls use their hands or mouth. We'll start with using your hands. When a girl plays with a guy's cock using her hands it is called a handjob,OK?"
With that he let go of her hand and waited for her begin. Serena had her full undivided attention on his cock and having heard his explanation she was blushing and feeling nervous but swallowed her nerves and slowly wrapped her hand gently around the first cock she had seen in real life. It struck Serena immediately how soft it felt even though it looks rock hard to her eyes, plus the gentle warmth was making her feel content to holding this cock in her hand forever… well if it was Ash's it would have been even better she thought, but she will take what she can get she told herself. Whilst Serena was doing this, Mark had his teeth clenched as he felt so good from having Serena have her hand around his cock. He then opened one eye and said "Can you move your hand up and down along my entire length? It makes it even more pleasurable for me that way?"
Serena nodded at the man and began to slowly pump his cock with her hand and could see that his cock was twitching more frantically now, telling her that he was enjoying it. He repeatedly leaned down towards her to kiss her cheek whilst he also kept whispering "That feels so good. You are a natural at this Serena."
Serena simply blushed at all the compliments she was receiving and then asked "How can I make this even better for you? You mentioned other ways I could make you feel better by playing with your cock."
Mark was getting even more excited and said "Well if you want, you could put it in your mouth and move it along my length and use your tongue to play with it as well. If you want to that is."
Serena was getting wetter hearing this and quickly said "Sure, I'd love to try it."
Mark smirked and said "Great. Now get on your knees in front of me and place my cock in your mouth and bob away. Remember to use your tongue too."
Serena stood up from the sofa and walked around so that she was standing in front, facing the sitting Mark and made sure to walk slowly and sway her hips to give him a bit of a show. Serena then smiled at him and sank down onto her knees and gently grabbed his cock once again before she tucked her hair behind her ears and opened her mouth as wide as she could and slowly lowered it over his cock whilst still maintaining eye contact with Mark. Soon around 3 inches of his cock was inside her mouth but Mark felt slightly disappointed at her only putting such a small amount in her mouth but dismissed his thoughts when he remembered this was her first time and she would need to get used to such a big cock, especially since it was her first one as well. Serena could see the disappointment in his eyes and closed her own eyes and forced herself to take more of his cock inside her mouth. She kept bobbing away and soon learned she could only fit around 6 inches in her mouth. She then remembered what Mark said about tongue and soon flicked and traced his length with it. Serena was trying her best to savour the taste of cock and having never experienced anything like this, was trying her best to enjoy and become addicted to this taste as she hoped after today she would be doing this a lot.
Serena kept the blowjob going and soon felt Mark run his fingers through her hair as well as stroke her cheeks. Serena was getting to enjoy doing this when she felt his cock press against her cheeks and could feel a small, continuous trail of liquid escape from the tip of his cock. She was curious to find out what it was and so licked some and could tell it tasted quite salty. It was at this time when she felt Mark place his hands on her face and slowly push her off his cock. Serena was confused by this and even wondered if she was doing it wrong. But before she could ask, Mark said "That was wonderful Serena. No one aside from my wife has given me such a wonderful blowjob before, and I have been with a number of girls. It was so good I couldn't even say a word once you started and almost came, which is why I made you stop since I want to save all of my cum for your pussy."
Serena beamed at the praise she was receiving and made a mental note to herself to remember the thing she as doing was called a blowjob. Mark offered his hand to her so she could stand up which she took graciously. Once she stood up she saw Mark get up too and look at her with a smile which could only mean one thing - they were about to have sex.
Mark turned to leave the room but turned his head back and offered his hand once again to Serena and said "I think we both know what we want to do next. Let's go to my bedroom to show you how pleasurable sex really is."
Serena nervously took his hand after grabbing her bag and he could tell she was nervous has her hand was slightly shaking to which he held her hand firm and led her to the stairs. Once they were by the bottom of the stairs, the pair smiled reassuringly at each other before they slowly walked up together.
They reached the top of the stairs and then Mark led the way to the room that was to the right of the stairs and pushed the door open whilst still holding Serena's hand. They walked in and Serena dropped her bag and looked around the room which was mainly dark blue in colour, with a king sized bed against one of the walls. On the opposite side of the bed against the far corner of the room, adjacent to the windows was a door which Serena thought was the en-suite toilet. Whilst Serena was distracted by looking around the room, Mark yanked his hand so that Serena was pushed forward in front of him, who then walked behind her and wrapped his arms around her waist with his cock pressing against her ass as Serena leaned her head back to look into Mark's eyes who leaned down to kiss the honey blonde teen.
They kissed for a while, then Serena then pulled away from the kiss and unwrapped Mark's hands from her waist as she approached the bed, and her eagerness took over as she began to crawl on the bed stopping once she got to the pillows. Mark was enjoying the view of her pussy and ass as she was crawling and began to stroke himself to get even harder. Serena turned to face him before completely turning her body and lay down on the bed, waiting for Mark. Mark approached the bed and sat on the end near her and leaned slightly down and said "You will love it. I promise to go gentle." to which Serena smiled and nodded her head, slowly spreading her legs.
Mark was eager to be inside her when he realised he had taught her about giving oral but never about receiving it! Instead, he got up and climbed the bed and was on his knees in front of Serena who looked on in anticipation. He then smiled at her and said "Surprise" before laying on his stomach and sticking his tongue out as it inched towards her folds. Serena's eyes widened at seeing Mark do this as she had no idea what he was planning but soon screamed "Ahhh! Wow, this is so good!" in pleasure as she shut her eyes when she felt his tongue make contact with her folds. Mark smiles hearing her scream like that and decided to bore his tongue deeper in her as he gained entry insider her with his tongue exploring her pussy, lapping up any of her remaining juices from earlier. Serena was bucking her hips and squeezed Mark's head using her legs due to the immense pleasure she felt. Mark refused to give up and kept going further and further into her pussy, enjoying her juices and its unique taste. Since she was so inexperienced, after a good 2 minutes, he pulled his tongue out of her hole and began to kissing and nibble on her folds, causing the girl to curl her toes and moan repeatedly. He stopped with his oral work and looked up at a misty eyed Serena and said "That is when a guy decides to return the favor of a blowjob. Hope you liked it, I know I did."
Serena smiled but couldn't get a single word out so just nodded. Mark then raised his right hand and said "Now, I know you finger yourself but let's see what you make of my fingers."
With that he dove his fingers into her private area and traced her folds, pinching them and rubbing them, especially her clit before entering her and exploring her inner walls until he reached her precious barrier. He made sure to feel around her to make sure she was wet enough and once he was satisfied, he pulled his fingers out and licked them to taste her again before he put his fingers in her mouth so she can have a taste herself. He then looked at Serena who was still panting and was now starting to sweat and said "OK, let's get started my dear" and with that he reached over to the bedside table and picked up a condom before taking the plastic wrapping off it as Serena shuddered and watched on with lust and excitement.
He dropped the plastic wrapper on the floor and put on the condom over his cock before looking over at Serena who simply stared at his cock the whole time with a lustful expression on her face. Once the condom was on he turned and got himself in position over her and repeatedly tapped his cock against her clean shaven pubic area as he leaned over down to her and huskily asked "You ready sweetheart?"
Serena liked it when he tapped his cock against her and nodded before lifting her head up to capture his lips once again in a kiss which soon turned into a Kalos kiss. Mark was starting to lose it when she started using her tongue and instead gripped his cock with his right hand rubbing it against her slit to ask for permission before he moved his free left hand to her right breast and began to knead and squeeze it. Serena could feel his impressive cock against her outer folds and spread her legs further and nodded whilst still kissing him to say he is allowed to enter her. This was all Mark needed to know before he slowly forced his cock against her slit which caused her vaginal lips to spread and open up allowing him passage to her most sensitive area. He kept pushing in and soon felt the moist, warmth sensation of her pussy as he could feel the head of his cock brush past her outer walls and slowly enter her inner walls. The pair moaned and groaned into each other's mouth during the kiss as they both felt immense pleasure - for Serena this was the first time she had a cock in her pussy and for Mark, he couldn't remember the last time he had such a tight pussy or rather the last time he took someone's virginity for that matter. However, as Mark gently pushed in further and further, Serena wasn't enjoying it anymore and felt pain and uncomfortable which she at first thought was due to this being her first time so tried to ignore it. But the uncomfortableness was getting worse and worse to the point she pulled back from the kiss and looked at Mark with a scrunched face telling him to stop briefly. Mark saw her face and stopped pushing in further as he cupped her right cheek and asked "What is it Serena?"
Serena didn't know how to answer as she promised herself this morning she wouldn't do the very thing she was about to say as she looked at him with an apologetic expression and said "I'm sorry Mark it's just I find condoms really uncomfortable. I have some with me in case you ran out, and over the last few days I put them over my fingers when I played with myself to try and get used to them but I can't. I really hate condoms."
Mark didn't know what to do, he always used condoms to minimise the risk of catching something from his hook ups and to make sure the girl didn't get pregnant. However since Serena is a virgin he didn't have to worry about catching anything but there is a chance she could get pregnant which is why he was in deep thought. He decided to share his thoughts and said "Well I mean the only thing we could do is have bareback sex without condoms but I am worried in case you get pregnant."
Serena smiled at him, seeing how concerned he was for her but said "We don't have to worry about that, I am on the pill so we can have raw sex, if you still want to."
Mark was stunned and began to think about having raw sex with this beautiful teen with his cock all inside her with nothing to dull down the pleasure. He eagerly nodded his head and peeled the condom of him and chucked it on the floor before he realigned himself by her slit and looked up into her eyes. She was slightly shaking but smiled and with that he once again began to slowly enter her, but this time it resulted in the pair feeling even more pleasure as they could completely feel each other's private areas rubbing against each other as Mark's cock entered her inch for inch without a condom being in the way now.
The extra pressure caused Serena's vision soon became cloudy as the image of Mark entering her turned into the image of a naked Ash entering her. Serena smiled in glee thinking it was Ash who she was having sex with and relaxed a bit. 'Ash' kept pushing in and soon had the first few inches of his cock embedded in her pussy as Serena became slightly restless due to the pain and was moving slightly in the bed. 'Ash' caressed her body and began to kiss her all over her to calm her down as he pushed deeper and deeper in her. Serena was unsure how to feel - she felt immense pain from her pussy being stretched like this but at the same time she felt small amounts of pleasure that were slowly building up. She breathed out heavily and opened her eyes to see him licking her nipples and pulled on his hair so that he faced her and once he did, she kissed him passionately again in an attempt to forget the pain and to finally kiss 'Ash' again. As they kissed, Mark was penetrating her further and further, which resulted in her kissing him for passionately and force as she tried to get her mind off the pain. He soon felt the head of his cock come across a small barrier - her hymen. He pulled away from the kiss with multiple trails of saliva dropping onto Serena's chin, neck and chest as he looked her in the eye and said "Serena I am by the barrier. Are you sure for me to go ahead and take your virginity?"
Serena looked back at him but in her eyes she still saw Ash and whispered "Do it, I want to have you completely inside me 'Ash'."
Mark heard her call him Ash but guessed her hormones and feelings for the boy were playing with her head so didn't say anything to stop her fantasy. Instead he took a deep breath and before the final push he said "OK, here I go. It will hurt for a while Serena but trust me the pain will soon turn into pleasure" and with that he resumed kissing the teen as he made one final thrust and broke the thin layer of skin, taking the girl's virginity and gaining access to her never explored region of her pussy. Serena screamed into the kiss and was shedding tears so Mark refused to stop kissing her and rubbed her breasts to hide the pain with pleasure. Once he broke through her, he stopped thrusting and instead allowed his cock to rest inside her as he turned his attention to her breasts and began to nibble on them and lick every curve and inch of skin. Serena slowly stops her pain filled grunts and instead opens her eyes slightly so that only have of each eye can be seen and moaned out of pleasure of Mark or rather 'Ash''s cock brushing against the deeper walls of her pussy.
Seeing Serena having recovered from the pain and was now experience pleasure, Mark resumed his thrusting but did so at a slow pace as he wanted Serena to get used to this. After 10 minutes of slow thrusts and synchronised moans and kisses, Mark sped up and began to reach deeper in her pussy as he managed to fit all 10 inches of himself inside her. Serena had one hand on his shoulder the whole time with the other alternating between playing with her clit and her breasts. Mark had his face burrowed into her shoulder and kept kissing her neck repeatedly as he maintained the steady thrusting of his cock inside her. As he kissed her neck, he reached up and kissed her left earlobe before whispering "You are being awfully quiet Serena, tell me how much you are enjoying this" before he licked the left side of her face followed by planting small kisses on it.
Serena laughed due to the pleasure she felt and said "I feel wonderful 'Ash'. This is so good. But don't hold back, fuck me harder and faster."
This got Mark's cock twitching and colliding against her inner walls as he grunted "Your wish is my command." and then sped up his penetration of the girl. Serena's eyes shot open and she arched her back but was prevented from lifting her back by the force of Mark's body on top of hers and instead screamed "That's it. Just like that. Ahhhh! Oh yes, that feels good."
Mark was starting to lose it too and shouted "You like it when I screw you like that huh? Tell me how much you crave my cock."
Serena broke her defences down and gave in to his commands and admitted "I love your cock. It's so big and hard inside me, so much better than my fingers or my brush. Oh God, just like that. That's the spot."
Mark had enough, he wanted to go even deeper and faster so he removed himself from her neck and took her hand off his shoulder. He then repositioned himself in a kneeling position and continued to penetrate her, this time with more intensity and depth. This earned him a pleasurable squeal from Serena as she arched her back once again but this time was able to lift parts of her body off the bed. Mark saw this and grabbed both her breasts and began to flick her nipples whilst also squeezing her breasts. Serena refused to stop her moaning and kept saying "Fuck me harder. I want this. I want you inside me and press, stimulate every inch and fibre of my pussy. PLEASE!"
Mark was more than keen to do that and sped up even more causing the bed to shake more violently. Serena had her mouth open and her eyes shut again as she reached behind her to hold onto the headrest for support. Mark was smirking and said "You really are a dirty girl aren't you. You look so innocent but is so filthy minded to have sex with a much older man. Tell me aren't you."
Serena could do nothing more than nod and say "Yes, I am a dirty girl who wanted to sleep with an older man like you. I need to be punished, so please punish me as much as you can. I don't want to be able to walk tomorrow by the time you are finished with me."
He kept thrusting and thrusting and clenched his teeth as he felt her walls closing down on him, but refused to stop and kept going until her vaginal walls were constricting his cock and that combined with her panting and calls for "I'm so close. I am going to cum soon" was all Mark had to hear to know he was pleasing her well. Serena then grabbed his thighs as she howled out "Y-Y-YYES! Here it comes, I a...m...m cumming. I am cumming all over your b-b-ig fat cock. God this feels sooooo g-good. I can't remember the l-l-last time I came so much."
Mark felt her warm fluids splash against his cock and he was close to cumming himself but managed to prevent himself from doing so. Instead he collapsed on top of her and they resumed their kissing while he continued to penetrate her but this time much more gently as she recovered from her orgasm. Mark kept going but after 5 minutes he knew he had reached his own peak and so opened his left eye and looked at Serena who had her eyes closed and was kissing his cheek when he said "S-S-Serena dear, I-I-I am about to cum. W...w...where would you like your first ever ejacualtion?".
Serena stopped showering his face with kisses and opened her eyes but she no longer saw Ash and instead saw Mark's face again for the first time since he entered her. She offered him a smile as she had thought about this already and so wrapped her legs around him and said "Cum inside me. I want to feel your cum fill me up. Can you do that for me?"
Mark just kissed her briefly before he said "No problem" and with that he sped up once again, and after 2 more minutes he groaned in pleasure with Serena also moaning "Ahhhh" out of pleasure and the sensation of cum flooding her pussy. It felt so thick, warm, sticky and nice in her pussy and once Mark pulled out of her, she felt some leak out of her pussy and dribbling down to her ass with some going into it whilst the rest flowed past and onto the bed. Serena and Mark looked at each other and hugged with Serena thinking "So that's what sex is like. I just lost my virginity and I loved every second of it. Can't wait to do this again". Mark kissed her face causing Serena to smile and cuddle him as he spoke up and said "That was one of my best experiences in a long time Serena dear. Thank you for allowing me to share this moment with you."
Serena shook her head and kissed him on the lips before she said "No I should be thanking you. I learned so much today about sex and guys. Also you were so patient and nice to me, so thank you for being my first Mark."
They both smiled at each other before continuing to make out for a further 5 minutes after which Serena pulled back and nervously asked "Mark, I was wondering if I could stay longer and have sex with you again. I really love and don't want to leave just yet."
Mark rubbed her stomach and said "Well good news then. I was hoping you would stay for more rounds so I convinced my wife to work longer today. Also our kids are at their uncle's place in Lavaridge Town in Hoenn. So we have the whole house to ourselves until at least 8 in the evening. How does that sound?"
Serena was squealing in delight and continued cuddling Mark and said "Yay, that's wonderful. That means we can have more sex."
They spent a bit of time talking until both felt energised to go at it again. They then decided to take break and shower after their 20 minute long second round, before they went downstairs again to have food and watch TV. Whilst watching TV, Serena lay on her stomach across the sofa and began to give Mark a blowjob whilst he had her left hand in his mouth to suck and lick it. They both couldn't contain themselves and soon engaged in sex on the sofa until they heard Mark's wife's car pull up and so they quickly got dressed with Serena sneaking out through the back after they both promised to meet when they can with Serena asking him to be her fuck buddy.
***END OF FLASHBACK***
Serena smiled to herself after the trip down memory lane and soon remembered another notable encounter with Mark which lasted for an entire month in Hoenn, but she thought that is a story for another time. Plus she was too tired to think about it now and instead snuggled up against Ash as he draped his arm over her and they pair went to sleep, not before Serena kissed him on the cheek and whispered "I'm so lucky to have you Ashy" to which he smiled back and said "Not as lucky as I am to have you Serena."
So what did you think? Leave a review to let me know. Also as I said at the start, I made foreplay and fooling around a priority in this chapter as it was about Serena being comfortable enough to lose her virginity. I have decided chapter 50 will be about what I just mentioned at the end, about Serena and Mark's second most memorable encounter. I won't spoil too much, but let me just say it was at a time when Serena and Mark 'lived together' (they weren't a couple or anything) for a month and so lots of sex is ensured ;) More info in due time.
Thanks.