Chapter 1: Chapter 1


I took my shirt off as Olive stood before me in just her bra and panties with a grin while saying, "Show me some of that amazing skin Sydney." I sat nervously on my bed as I threw my shirt to the floor and pulled my pants down as well. I glanced at Olive standing before me in her beautiful purple lingerie with her amazing smooth skin and firm young breasts. Meanwhile I glanced at myself in the nearby mirror and noticed the little bits of fat skin on my body, the scar I still had on my stomach from a childhood accident I had, the ugly birth mark on my right arm, and the fact that my hair was not looking right. I was an ugly mess that was about to have sex with a goddess, and I truly believed I was not worthy. Olive then turned her back to me as she playfully took off her bra, and then pulled down her panties. Oh God, her butt looked so beautiful. Olive then playfully winked at me, and turned around while still covering her breasts and vagina; only to eventually expose them to me. Meanwhile, I looked like a nervous wreck as I pulled my own underwear off, laid on my side, and then said, "Hey beautiful" just as my voice cracked and for a moment I sounded like a nervous preteen boy. I clearly did not know what I was doing.

For some reason, I thought my instincts would just kick in; that I would just know what to do when this moment happened. Clearly all of the porn I had watched online lied to me. Of course, I needed to remind myself that most lesbian porn is probably made for straight guys who just wanna jack off to two hot girls, and not necessarily designed as a guide for confused young women. As I laid on my back nervous, Olive grinned and said, "Don't worry. I'm gonna make you feel so good." Olive got on top of me and brought her lips to my young nipples. I felt the blonde beauty suck on them causing me to moan. Oh God, is this was wet lips touching breasts feel like? It's so weird, but so good. I tried to repay Olive but touching her butt and squeezing it. However my finger nails pushed into her butt skin, causing Olive to yell, "Oww!" I nervously apologized. Olive said it was fine, and then asked if I wanted to touch her somewhere else. We both sat up as I starred at her body. It was her breasts that caught my attention the most. Oh God, I was mere inches away from touching another young woman's boobs. I was in heaven. I slowly put my fingers on Olive's young breasts... and then realized I wasn't sure what to do next. Do I rub them, squeeze them, lick them, suck them? So many options. Which one would be the best? Oh God, I was screwing up my first time having sex.


I guess I should back up a bit and explain how I got here. My name is Sydney Reynolds, and I've always felt a bit off compared to my peers. Like any young girl, I believed I was gonna marry a nice boy one day. However as I hit puberty, I found the dream of marrying a nice boy to just feel unappealing. Like most teenagers, I discovered porn behind my parents' back. And like most teenagers, I touched my body and seriously pleasured myself while watching that aforementioned porn. As the man would push his long hard penis into the attractive woman, I would push my own long hard fingers into my vagina; enjoying the sensations of my young body. At first, I thought I was attracted to the naked men having sex with the naked women in the videos I found. However, the more porn I watched, the more I found myself only taking in the details of the naked women. I didn't care about how muscular the naked man looked, or how firm his butt appeared to be, and especially didn't care of how long or how hard his penis was. But with the naked women... I loved starring at their breasts, those wonderful round nipples, their hips, their curves, their buttocks, and of course their vaginas. It eventually became clear to me... I liked women. I mean... I really, really, really liked women. Soon my preferences changed to just watching lesbian porn. But it wasn't enough. I needed more. I desired more. I desired to have sex with a real woman.

However making my dream come true of having sex with a real woman was going to be hard to do. No girls at my schools were lesbians, or even hinted they were. I wished I had the confidence that my best friend Olive had. You see when we started high school, Olive's boobs started to really show, and Olive dressed in revealing clothing as often as possible to get the boys to notice her. And boy, did they notice her. Boys everywhere were lining up to have a date with Olive. And Olive decided to use that situation to her advantage. On Saturday nights, Olive started to go to an underground club to auction herself; in which she would have boys bid money, and the highest bidder would get to go on a date with her. Now, only high school boys could join the auction (they would have to show a current high school ID to be allowed to bid). But essentially, my best friend turned herself into an escort, in that she would always promise each boy to do anything he wanted on their date night. And word quickly spread, that definitely included sex. Olive became quickly known as a sex goddess around school, and every boy in school was heading to that special auction every Saturday in an attempt to win Olive. For Olive, it was very exciting. Her beauty, her sexiness, and her femininity had been validated by countless boys. But the thing was... I envied them.

The truth is... Olive was the first girl I ever felt a sexual attraction to. It started at the pool shortly after she hit puberty. When I saw her come onto the pool deck in that sexy green bikini, that was it. I wanted her badly. I went home that night, and dug my fingers into my vagina dreaming of her and me making love on my bed. It hurt me inside that Olive had already lost her virginity to some boy who simply paid to take it away. But then I realized... maybe I could still have my virginity taken by Olive. I then went to the auction at the underground club that night. I had plenty of money to spare. After my maternal grandfather had died, he left me a huge amount of money in his will; an amount so huge, I didn't have to worry about going broke at all from tonight. I remember sitting in the back as the teenage boys didn't even take notice of me. Their eyes were fixated on Olive as she stepped onto the stage wearing a red dress. Olive playfully teased the boys as she pulled up her dress just a little bit... only to stop, making the boys more excited. One boy then stood on the stage and told us the auction was now beginning. I heard the boys make their kids. First it was 20 dollars, then 30, then 50. The numbers slowly reached 100. I then smirked a bit. I thought: Child's play. These boys are just bidding their allowances, or odd job money. I'm the only one that came ready to pay for the price of a queen.

Then as one boy bid exactly 100 dollars, I stood up and yelled, "I bid 250 dollars." Every boy froze, and then turned to look at me with shock. I could easily tell from their faces that nobody had ever bid that high before, and certainly no girl had ever bid at all before. Since no more bids were made, I was announced as the winner. I could hear the boys grumble and complain; even some saying this had to be scam since I was Olive's friend. I wondered how Olive would react. Would she think I was weird and creepy for doing this? But instead, when I met her back stage, Olive looked very happy as she said, "Sydney. I had no idea you were interested in doing this." I then nervously said, "Well... like... I just wanted to experiment a bit and, you were the only girl I wanted to experiment with." Olive held both of my hands as she said, "Well as your best friend, I am honored to be your first. So what would you like to do first tonight? You wanna go out to eat first, or just go to my place, or your place?" I wanted to have a more formal date with Olive... however I was feeling so horny, and I wanted to have sex with Olive as soon as possible. So I asked Olive if we could go to my bedroom immediately.


As we entered my bedroom, I felt so nervous. This was it. This morning I was a girl. Tonight, I was going to become a woman. I asked Olive if she was comfortable or needed anything. Olive told me she was fine. Still looking nervous I then told Olive, "Olive, I don't want you to feel like I'm using you. I mean I don't want you to feel like I'm forcing you to do something you don't want to do, despite how much I paid you." Olive put her hands on my shoulders and said, "Sydney, I want to do this. I want this to be a mutually beneficial experience for both of us tonight." Still looking nervous I said, "Well... I'm sorry if I don't perform too good, especially since this is my first time." Olive smirked as she said, "It's my first time too... with a girl that is. Now come on. Lets both have some fun now." Then my breath got taken away as I saw Olive strip out of her clothes and revealed the most adorable purple lingerie I had ever seen. Her body looked so amazing... while I felt so ugly in comparison.

And so eventually we were both naked, sitting on my bed, facing each other. I leaned in and began to lick and kiss Olive's young breasts. Oh God, that felt amazing. The texture, the detail, the tiny little bumps... everything about Olive's breasts felt perfect. I heard Olive moan a bit as she said, "Mmm. Yes Sydney. That feels amazing." Then I moved my face up and looked into Olive's eyes. She looked so happy with those big beautiful eyes, and then... suddenly in that moment I just fell in love with her. Me and Olive were sharing just a wonderful moment together, and I could see her in eyes that Olive was no longer my escort. She was lover. I moved my face forward and suddenly I found myself kissing my best friend. At first I could only think about this felt so weird. Then I thought about how this felt so nice. Then I thought about how this felt so perfect. Our noses rubbed against each other as a passion began to build between us. We both began to wrap our arms around each other, and hugged the other tightly. Then I began to instantly feel Olive's hands touch my butt, starting to explore it. I grabbed her young butt cheeks in response. Our kiss stopped as we giggled. A wave of relaxation began to come over both of us.

Then Olive began to make light kisses around my neck. Oh God, it felt like little butterflies ticking my neck. Then Olive moved her face down and began to make light kisses on my young breasts. Oh God, her lips felt amazing there. She eventually began to lick the entire area of skin that surrounded my nipples with her wet tongue. Then her teeth met my nipples and she nibbled at them. Oh God, yes. YES! This is how a woman's breasts should be treated! We then both took a moment to look at the other's vagina. Olive's underage womanhood was so smooth, so heavenly; such a perfect mound, with a perfect little opening in the middle begging the be touched. Oh, how I wanted to feel what that little line in the upside down hill made of human flesh felt like. Then it was time to be bold. I stuck two of my fingers into Olive's vagina, slightly curled them inside, and began to rub against Olive's womanhood. Yes, I had crossed the threshold. I was now sexually pleasuring another woman. Just like our first kiss, invading Olive's young vagina with my fingers felt weird at first, then nice, and then simply amazing. It felt so moist, so wet, and yet so hot. The sensation of having my fingers inside another girls' body, bringing immense pleasure to her, brought immense pleasure to me. Eventually Olive opened her mouth wide and said, "Ahhhh! Ohhhh!" I suddenly took her fingers out of Olive worried and said, "What!? Did I hurt you?" Olive smiled and said, "No. It's just... that was really pleasurable." I then said, "I'm sorry if I went too..." Olive then said, "No. It was just right. Come on Sydney. Lay down and you relax now."

Obeying my incredibly hot best friend, I laid down on the bed as Olive moved her face towards my young vagina. Olive looked into my eyes, and then I nodded at her. Olive then brought her mouth towards my underage vagina as it immediately dawned on me what she was about to do. This was it. This was final moment of no return. My womanhood, my vagina, my sexuality, and my soul was going to be irreparably changed after this moment. And then... Olive stuck her tongue into my underage womanhood. OH GOD, it felt amazing! The wet sensation of Olive's tongue against the wet walls of my vagina... I had never know pleasure like this could exist. Then it dawned on me that at this point I was breaking my purity pledge I had made to my late mother, was instantly becoming a disappointment to my father, maybe heading to hell, and definitely screwing up my dreams for an ideal traditional family in my future. But for some reason... I didn't care. In this moment, being touched by Olive in this sexual way, this loving way, this pleasing way... it was all that mattered. Feeling Olive being so open, so close, and so intimate with me like this simply felt... perfect. The wetness of Olive's tongue eventually began to turn me more as she moved her mouth's member deeper into me. However I wanted Olive to really dig her tongue into me. So I dug my fingers into Olive's hair, pushing her head down hard. I wanted Olive to freaking eat me out. Then Olive made this even more hotter, and began to also squeeze my butt really hard with her hand. It hurt a little, but the feeling of Olive's fingers on my butt turned me on even more.

Eventually Olive sat up and looked into my eyes and smiled. Without saying a word, we stretched our legs out a bit exposing our respective vaginas more. Olive then laid her head down at the back of the bed, while I laid my head down at the front of the bed. Then Olive brought her beautiful hairless vagina towards my young smooth vagina and had them touch. Olive then pushed her legs towards each other so that my body was squeezed between them (with Olive's legs pushing against my stomach and butt). The two of us then both began to push and rub our vaginas against the other; with both of our vaginas rubbing onto the other's leg a bit and then back onto the other's vagina back and forth. We instantly began to shake our young bodies hard, building a friction between our forms. Then to build up the friction, we each also brought two fingers down and stuck them in the other's vagina. Now each respective womanhood was rubbing against the other's leg, vagina, and fingers. It was like rubbing sticks to make a fire. However what we were creating felt like a huge flame. I had never known that a girl could feel pleasure like this. It was like every atom of my body was soaked in immense happiness right now. To be completely naked with my best friend, nothing separating our young naked underage bodies from each other, being so exposed, both of us completely letting our guard down, so completely in love with each other's bodies and souls... it was the most perfect moment in all of existence.

As we continued to sexually please each other, I heard Olive yell, "Oooo. Oh God. Ohhh! Oh Sydney! Yes! Oh yeah! Ohhhh! Oh my God! Oh Sydney! Oooohhh!" Meanwhile I called out, "Ohhhhh. Oh yeah! Olive, I... Ohhhh! OH Olive! YES! Olive! OOOOOOOHHHHHHHH!" Then at the same moment, a huge wave of pleasure overtook as both yelled, "OOOOOOOOOOOHHHHHHHHHHHH!" And then suddenly in the same instant, like two singers in perfect harmony, me and my best friend orgasmed at the same moment. We let out a load moan together as well, again like singers in harmony. Bright fluids poured out of our underage bodies, making our upper legs and the bed sheets beneath us immediately a bit sticky. We both shook as the heavenly climax of pleasure occurred. And then... it ended. Olive got off my body and laid by my side as she said, "So... did you like it?" I turned my body on my side as I gazed at the beauty that was Olive's nude form and said, "I liked it Olive. I liked it so much!"

Olive grinned as she said, "Good. I aim to please. Thank you for making my first time with a girl so good Syd. Well anyway, I should be heading home." As Olive got out of the bed, I sat up looking confused as I said, "You wanna go so soon? But I thought we could..." Then as Olive put her clothes on she said, "Sorry, but I need rest. I still have school work to do. Plus, since it's a three day weekend: I'm doing another auction tomorrow night as well. Thanks to your high bid tonight, people are now more likely to make the starting bids higher from now on. Plus, once word spreads I had sex with another girl, it's gonna make me feel like I'm more off limits to guy, but that will just make them want me even more. So thanks for helping advance my career tonight Syd." I was now very confused and sad now as I said, "Oh... your career... that is important." Then as Olive put the last of her clothes on, she looked at me and said, "But hey, that was still very hot. Thanks for making my first girl on girl experience so much Syd. It was a great experiment, and it was fun to do it with a friend. Anyway, see you later Syd." Olive then walked out of the room leaving me looking alone and sad. Then after a moment of silence, I got up, went over to a hidden safe she had, and then pulled out of the safe several hundred dollar bills. I then smiled as she said, "Actually Olive, I'm planning on seeing you much sooner than later."

TO BE CONTINUED...


Chapter 2: Chapter 2


Yes, it was true. I had to admit it to myself. I had to pay to have a woman have sex with me in order to lose my virginity. However that woman was my best friend Olive. We already had an established connection. When we made love... it was magical, it was special, it was destiny. Olive and me were meant to be together. I just had to find a way now to make her see that. I had tons of money from my savings, and decided I was going to bid on Olive again. We would have sex again, it would be glorious, and Olive would eventually realize I was the only person in the world worthy of her love. I know how foolish this plan would sound to others. However I knew what I experienced with Olive, and I knew it was real. The way she kissed my body and licked my vagina... it was pure love that made her do that. And I was going to make her realize that.


I went back to the underground club that night with my money in hand. Olive came on stage again, but this time was wearing a short gold dress that exposed a lot of her cleavage. Olive leaned over a bit, exposing more of her cleavage to the boys in the audience. The bidding then began. The bidding started at 50 dollars. It quickly escalated to 100. Then 150. Then I boldly made my bid of 300 dollars. The audience again went silent. No more boys bid. I had won Olive once again. I heard the boys grumble again, but I truly didn't care anymore. What mattered was that I had my girl again. I went backstage and met with Olive. With an impressed look on her face Olive said, "My, my, someone was excited to be with me again." I smiled as I raised one eyebrow and said, "Well you deserve to be with someone who treats you well Olive."

Me and Olive then proceeded to walk to my house as Olive said, "Well thanks for your support Sydney. My parents' bank accounts are tapped out from sending my brothers to college, so raising my own college funds has been hard. You remember me telling you this, right?" I was silent for a second, because I had totally forgotten Olive had told me this once. But I played it cool as I said, "Oh yeah. Just happy to support my best friend, and happy I get something out of this too. So um... what are you planning to study in college?" Olive smiled as she looked up and said, "Probably how to make it big in real estate or some related business. I love looking at different homes whenever I can." I was silent for a second again, because this was a side to Olive I never knew. I didn't realize she wanted to get into real estate. I don't know if anyone else knew this. However I felt privileged to know that she was sharing this information with me.

Then Olive looked at me and said, "Well what do you wanna do when you're older Syd?" I looked up and said, "I don't know. I definitely want to pursue a music career. However if that doesn't work, I'd like to explore some type of artistic career. Maybe I could try out fashion design. I've always liked the idea of helping people feel more beautiful." Then Olive smiled again as she said, "Maybe you could help me make some nice fashionable outfits that I could wear while I'm selling homes. Something that looks real snazzy." I smirked as I said, "Sure. And if you get really good at finding new homes, maybe you could find a nice home we could both live in together." Olive giggled a bit and said, "Sounds good to me." My heart skipped a beat for a moment. Was Olive just playing around with me with that last sentence, or did she really mean she wanted us to live together one day? Either way, she was thinking about it now and that excited me.


We eventually reached my home. We reached my bedroom, still talking about how we wanted to achieve our career goals. Then suddenly Olive dropped her pants down, and looked at me standing in just a revealing shirt and lacy white panties. Olive looked at me, as she playfully said, "So do your dreams for the future include this?" I made a grin as I said, "Absolutely." Then Olive said, "So... where would you like to do it this time?" I decided to play it cool, wanting to give Olive whatever she wanted, so I said, "Wherever you'd prefer." Then as Olive took off her shirt she said, "How about in your bed again?" But then suddenly my mind got hornier. It didn't want a repeat of last time. It wanted something hotter. So I changed my mind and said, "Actually... you wanna take a shower together and see what happens?" Olive grinned as she said, "Sounds good to me."

I then took off my clothes and followed Olive into my bathroom. As Olive stripped before me, playfully peeling her underwear off her body, I looked at Olive with joy as I said, "Olive, you have the most beautiful body in the world." Olive grinned as she looked at me and said, "Aww Sydney. You say the sweetest words." Olive turned on the shower, and once the water was warm, we both stepped in. We both began to wash our young naked bodies As I watched Olive lather her body with soap, I looked so happy as I said, "Wow. Being wet has only made you look even more beautiful Olive." As Olive washed shampoo in her hair she said, "Thanks Sydney. Your positive words are so kind. I wish the other people who bid on me were nice as you." Suddenly feeling concerned I asked, "What do you mean?" Olive sighed and said, "Many boys who won me would often think I'm like those other girls who sell their bodies. They would demand I let them take photos of me, or try to make me do sexual positions I wasn't comfortable with, or demand that I spend the whole weekend with them. However I'm not doing this to be used or exploited by people. I'm doing this to raise money for my college fund, and to just bring a little happiness to some people. Plus, as long as I'm on birth control, it's an enjoyable way to explore my body and what it can do."

I looked at Olive with awe. She was so strong in spirit, and endured so much dealing with those not so desirable boys she had sex with. I felt privileged to know she had opened up so much to me, and could feel like we were developing a real bond. I then held Olive's hands and said, "I will always treat you like the true woman you are. Olive, you are like a rare flower, that must always be cherished." I saw Olive look at me with pure happiness, and then... she kissed me on the lips. I kissed Olive back as we wrapped our arms around each other's naked bodies. I then decided to be bold and I brought my right hand down to her vagina. I stuck two fingers in and began to please her. Olive did the same. My womanhood suddenly erupted in pleasure causing me to moan loudly. Olive's wet fingers moving and sliding in my wet teenage vagina... it was like heaven. I could feel the shower water and even tiny trace amounts of soap get on her fingers and push into my womanhood. I moaned loudly as I suddenly orgasmed. Olive had turned me on way too fast, as my body shook in extreme pleasure.

Since Olive hadn't orgasmed yet, I decided to mix things up to turn her on more. I got on my knees and brought my face to her vagina. I stuck my tongue into Olive's womanhood, and as I did I playfully said, "Nom, nom, nom, nom, nom." I grabbed Olive's butt cheeks with my hands as I pushed my tongue in deeper. Olive moaned louder as I did. I saw Olive squeeze her own breasts as I kept going. As Olive squeezed her breasts harder she said, "Oh! YES SYDNEY! YES! YES! OOOOOOOHHHHHHHHHH!" Olive then immediately orgasmed. I moved my face away as Olive's bright fluids came out of her. I cleaned off my face a bit, and then stood up behind Olive, wrapped her body in my arms, and kissed her neck. Olive purred as she said, "Wow Sydney. That felt so good. Do you feel good too?" I rested my head on her shoulder as I said, "Yes. I feel so good and I feel so happy. Seriously though Olive, you make my entire body feel so good when I'm naked with you. Like, I literally feel every part of my body part from head to toe feel happier. You help me unwind like nobody else." Then Olive smirked as she said, "Well you still have me until 10pm, so... how about we move this to the bedroom?"


Olive led me into my bedroom as I eagerly awaited to see what she had planned for us to do next. Olive then told me to lay naked on my bed on my stomach. I did as she commanded, and then Olive got on top of me with her legs spread out and proceeded to give me a back rub. She started with my shoulders and upper back. And oh wow, did her touch make me already feel better. I felt Olive move her hands down to my lower back. Olive was now moving her hands against my waist, and then... suddenly I felt Olive's hands slip and touch my butt. Within a second, Olive moved her hands up and playfully said, "Sorry, I slipped." I then playfully responded by saying, "No. It's okay. You can rub me there. You can rub me wherever you want."

I felt Olive take no action for a second. But then I felt her touch my butt again. But this time, I felt her hands move across the skin of my butt cheeks. I felt her fingers explore every inch of my butt from the top to the bottom, from the curves of my hips to the middle area between my cheeks. I couldn't explain why, but Olive touching my buttocks left me feeling an incredible sense of joy I had never felt before. But then things got even more interesting when Olive said, "Sydney, do you want me to rub the front of you too?" Without hesitation, I turned over and showed my frontal nude body to the love of my life as I said, "Whatever you want." I saw Olive smile as she brought her hands down again. She started rubbing my shoulders again, but then moved down to my chest area and began to rub around my light brown nipples. I felt Olive intentionally move her fingers across my nipples back and forth several times; the sensations she was feeling from that she was obviously fixated on. Then she moved her hands down eventually and rubbed my stomach. I giggled a bit as she did, since I was a bit ticklish there. My giggling made Olive giggle a bit too.

But then I felt Olive move her hands to the very top of my legs. She rubbed my upper legs for a little bit, but then I felt her fingers move closer and closer to the middle of my legs, and then get very close to my vagina. And then when her fingers reached the edge of the mound that made up my womanhood, I felt Olive begin to push her fingers into me, while I brought two of my fingers to Olive's vagina. We both spread our legs out a bit, and then at the same instant... we both drove our fingers deep into one another. And oh God, did we start moving our fingers quickly. Olive even began to bounce her young butt up and down a bit, to make my fingers moving in and out of her even more intense. I shook my hips to increase my own intensity. Then Olive leaned forward a little bit and said, "Oh God Sydney. Ohhhh! Oh God, you feel so amazing." As I continued to finger Olive hard I said, "Oh God Olive. Keep going. You are the kindest, sweetest, most beautiful, and hottest person ever! Ohhh! OOOOHHHHHHHH!" And then... suddenly me and Olive felt the climax to what we were doing. Suddenly the amount of pleasure we both felt increased ten fold, as we both shot our bright inner liquids out of our vaginas and onto one another. We both shook quite a bit for a long moment, until... the climax ended, and everything was calm.

Olive fell in exhaustion near me. I looked at the hot sticky mess near the top of our legs for a moment, then I looked at Olive as I said, "So... was I good?" Olive made a warm smile as she said, "Of course you were good. Getting to have sex with you tonight Sydney has really made my day and you say the sweetest things. I mean those last words you said before we orgasmed together were like the sweetest words. You really think all of those things about me?" I nodded and said, "Of course. Getting to know you, not just through sex, but through learning about your dreams for the future especially tonight has been amazing. I'm never sure if I'm too boring, uninteresting, or not as playful as you'd prefer. But I appreciate you so much for the experiences we had together tonight." Olive put a hand on my shoulder as she said, "You are far from boring Sydney. I liked talking to you tonight, and the sex was amazing too. I hope you don't think I'm boring, he he he." Olive giggled a bit as she finished her sentence, and I giggled too.

Olive then hugged me as she said, "Mmm. Oh Sydney, it was fun to actually have sex with a friend for a change these last two nights. You are definitely so much fun to do it with." I then looked into Olive's eyes and said, "Olive, just to let you know the truth: I'm not usually the kind of girl who pays anyone for some service. I mean you are literally the first and only person I've ever paid to do anything with me. I guess I just wanted to tell you that all of this is a new type of experience for me, but thank you for being patient and kind with me as I navigate through this new experience with you." Olive smiled at me as she said, "I want you to know that your support means the world to me Sydney. I hope you see this as mutually beneficial and that I put a smile on your face too. I hope I am making this experience worth it for you because I am enjoying it. You're getting a chance to explore your sexuality, while I get the chance to save up for college. It's a win/win for both of us."

Then Olive looked at a clock in the room and said, "Whoops. Better get home now. It's past 10pm now." As Olive began to put her underwear on, I then asked, "You sure you don't wanna stay the night?" Olive giggled as she put her clothes on and said, "Nice one Sydney, but I'm off the clock now. But if you can't find a proper girlfriend in the near future and have an itch one night you wanna scratch, you know where to find me on Saturday nights. I'll even secretly give you 10% back on your bid next time, since we're friends. Good night girl." Olive then left my bedroom by herself. I laid on my bed naked looking at the ceiling. On one hand, I had an even more spectacular sexual experience than last time tonight, and I felt like I had really grown closer to Olive. On the other hand... I still felt some distance from Olive near the end; as if she still felt like our relationship wasn't genuine. However I knew it was genuine. When me and Olive had sex tonight, it was the most real romantic encounter in the history of the world. Me and Olive had a bond like no other, and her entire mind, body, and soul was going to be completely mine one day, and I was going to make sure Olive saw that. I then went into my safe, and got more of my savings money out, vowing that I was going to get Olive to see how much I genuinely loved her no matter what I took.

TO BE CONTINUED...


Chapter 3: Chapter 3


I was in a state of panic. Me and my dad were going to visit my extended family on my mom's side of the family this weekend. However this meant I was going to miss out on the chance to bid on Olive and have sex with her again. I couldn't tell my dad why I wanted to stay home. However my heart ached knowing Olive would be sharing her naked body with someone who wasn't me this coming Saturday night. I put on a fake happy face during my entire visit with my extended family, but inside my heart was yearning for Olive. When I saw Olive after I came back from my family visit, it was at school. I greeted her with a smile and said, "Hey. How's my favorite girl?" Olive simply made a little smile and said, "All good. See you in class." I was worried for a moment due to Olive seeming disinterested in me. But I realized that she must be playing it cool; trying not let anyone know about our secret relationship.

I masturbated every morning and every night thinking about Olive leading up to that Saturday night. In my bed at night, I rubbed my young nipples pretending it was Olive kissing them. In the shower. I would squeeze my own smooth butt cheeks pretending it was Olive squeezing them (and I squeezed them real hard). I kissed myself in the bathroom mirror way too many times, imagining I was Olive kissing myself. And of course, I pleasured my vagina so much. I experimented with my shower head, shooting hot steamy concentrated blasts of water at my womanhood. Mmm, it felt so nice; almost as hard as Olive's warm sticky tongue. In my bed, I spread my legs out and dug my fingers in, trying to imitate exactly how I remember the way Olive's fingers touched my underage vagina. As I pleasured myself I even imagined new locations and ways me and Olive could have sex. Maybe we could do it in the closet, on the stairs, in some bushes in the park, inside of a tube slide at one of the playgrounds after dark, or by the lake. The last one turned me on the most. Two young teenage girls completely naked on the beach by the lake, making love under the moon light. Just the thought got me wet. I didn't know for sure what the future held, but I knew that Saturday night: Olive was going to be mine.


That Saturday night, the bidding commenced again. I was in room full of horny boys, as I clenched my envelope full of money, ready to bid on my Olive. Olive then came onto the stage wearing her most bold outfit yet. She wore just a strapless white bra with red polka dots, and a red thong. The boys hooted and hollered at her, while I just stared at her with her awe. Olive then grabbed two giant feathers and held them in front of herself. Then as Olive held the giant feathers over her breasts, she used one hand to tear off her bra, and she tossed it into the audience. Olive then grinned as she moved her fathers around, but constantly made sure they covered her nipples (although she did find ways to show plenty of cleavage). Olive also made sure to turn around and show off her bare backside, along with her nearly bare butt cheeks, which definitely aroused the boys in the audience the most.

Olive then went backstage, and then came back on stage with a new blue bra, as the announcer said, "So shall we start the bidding at $200?" I heard boys make bids that went slightly higher than that. Soon the bids were at $350. But then I got bold, as I stood up and yelled, "I bid $600!" Everyone in the room became silent. I knew there was no way any boy could beat my bid." But then suddenly I heard a young male voice say, "And I'll bid $1,000!" I turned my head and saw a handsome boy standing near me with well combed hair, a formal black suit, and he stood at attention like an adult gentleman (despite looking no older than fifteen). I was in shock. $600 was all I brought. I couldn't top his bid. What was I supposed to do? I couldn't lose Olive to this stranger. However the announcer recognized the boy as the winner, and was invited to meet Olive backstage.

I quickly ran backstage as I saw Olive meet the boy. The two shook hands as an impressed Olive said, "$1,000. My I'm flattered." The boy in his sophisticated accent (I think he was British or something like that) said, "Well I'm on holiday visiting my cousins here, and they told me about this beautiful goddess that is here every Saturday night, and I knew I just had to give myself a chance to know what it's like to be with the most beautiful girl on this side of the ocean." I then called out to Olive and said, "Olive! A word?" Olive excused herself and walked towards me and said, "What's wrong Syd?" Feeling upset I said, "What's wrong? You're about to have sex with that guy when... I thought me and you..." Then Olive said, "What are you talking about? Are you upset you didn't win? Don't worry. It sounds like mister heavy roller won't be here next week. You'll have a turn then." With desperation in my voice I said, "But... I thought what we had two weeks ago was more than a turn. I thought... me and you... we had something special." Olive suddenly had a look of clarity go across her face as she said, "Oh my gosh. I mean... Sydney, you're my friend, and you'll always be that. But... I only had sex with you because you paid me. That was just a service. It wasn't a commitment. I thought you understood that."

Pain suddenly hit my heart. Confusion took over my brain as I said, "But... you seemed so happy when we..." Then Olive said, "Yeah, but... even though it was fun, I always put on that happy face when I'm having sex with a client. I mean when I do this kind of work, I'm giving people a fantasy they can interact with. That's what people are paying for. However you can't pay someone to fall in love with you and be your girlfriend." Shock and horror took a hold of my body, as I tilted my head down and said, "I guess..." Olive then put a hand on my left shoulder as she said, "Listen... you are such a beautiful and kind woman Sydney. I will forever feel privileged to know you lost your virginity with me, and I will forever have fond memories of you being the first woman I ever had sex with. Exploring our sexuality together was beautiful Sydney... but it wasn't love. It wasn't romance at least. That's something that has a higher cost than money... it takes time. Don't worry. You'll find someone who will have sex with you one day because they want to, and not because you paid for it." I nodded my head and then walked away.


I walked home feeling like an idiot. How could I have fooled myself into thinking if I paid Olive enough money, she'd fall in love with me? I hated myself for being stupid. I should've realized Olive wasn't the woman for me the second I realized she wasn't willing to wait for romance to start having sex. And yet... I couldn't stop thinking about her. Her eyes, her smile, her breasts, her bright pink nipples, her adorable smooth butt, and that amazing vagina that tasted so perfectly. I wanted Olive to be my one true love. I wanted to marry her, maybe adopt two kids, or I could get pregnant with Olive's brothers being the sperm donors. We were best friends, so I knew we could be the best co-moms together. We would grow old together, holding hands as we walking through the park near our retirement home, and then die right around the same time, because neither of us could live without the other. It would've been perfect... but that dream had to shatter.

Without Olive, I had no future. I didn't care about college, or my music, or anything anymore. What's the point in having a great music career if you have no one to share it with? I walked over to a bridge that went over a large river. I stood on the edge of the bridge ready to jump. I couldn't keep living in a world with no love for me. There is no more hope, there is no more love. There is only chaos, and I am done dealing with chaos. But then I remembered my dad, and remembered how he's loved me my whole life without me having to pay for it. Same for my two grandmothers, and my mom before she died. It wasn't romantic love, but thinking about them made me realize... unconditional love can exist. So I walked away from the bridge. I still felt like the chances of my life improving were hopeless. But I figured, maybe I'll keep on living and see if life perhaps gets better... for now.

THE END