Community Board: Looking for Companionship

by kenriot1214

During Harry's final year at Hogwarts Headmistress McGonagall puts a community board connected to all the common rooms. In an effort to eliminate house rivalries it was meant to connect students from different houses. Instead girls who are broke from the war are using it as a way to sell themselves. Harry was just looking for a friend but comes out with a new hobby. Harry/harem

1. Daphne Greengrass

Looking for Conpanionship: Community Board.

This was a fun idea I had for how Harry's last year should have went. Please review.

Daphne Greengrass: Sydney Sweeney

Harry Potter was in his final year at Hogwarts and a lot had changed since the war had ended. Killing Voldemort had more implications than he could have possibly imagined. Not only was he a war hero who got a Order of Merlin but he also got the bounty attached to his head from the ICW which was in the millions of galleons. On top of that he also got a share of the riches the Ministry seized from the dark families. With all of his new added wealth in addition to the Black and Potter fortunes he was probably the richest wizard in the world.

Normally being rich wouldn't be a problem but it came at a time when Hogwarts was going through a phase that preyed on his new wealth. When they arrived at Hogwarts Headmistress McGonagall introduced a new idea to eliminate house rivalries. In every common room there was a board that was connected to all of the others where you can post personal ads for friendship. That's not to say that's what it was used for. It quickly devolved to girls posting personal ads to find boyfriends which then led to some girls wanting to earn extra money by selling themselves. The girls selling themselves were from recently bankrupted dark families.

Headmistress McGonagall gave Harry the Head Boy pin and gave him a special request to try to befriend everyone he could. One night he didn't have any homework while Ron and Hermione were having a date night and he decided to check the board. One ad caught his eye and it read.

Lonely Slytherin needs some companionship.

Bring some galleons to buy a treat.

7th floor empty classroom at the end of the hall

Come alone 1 on 1 only

This was Harry's first time looking at the board and he didn't understand why it was so vague. No name or interests to give him an idea of what this person was like. 'Maybe it's just a Slytherin thing? Always so secretive at least they are reaching out to make friends.' Harry changed into a plain T-shirt and jeans before sticking his galleon pouch in his pocket. It was linked to his vault so he always had enough money for anything that popped up.

Harry made his way to the classroom thinking of what he would say. In the last month he has had to make friends with a lot of new people and he tried to make everyone feel special. When he opened the door to the classroom he was shocked seeing multiple lit candles around the room and a massive round bed in the center of the room. "Umm Hello I am responding to the ad on the board."

Daphne Greengrass was waiting the small room attached to the classroom peeking through the crack of the door for who answered her ad. She was pleasantly surprised Harry Potter walked in the only thing she could think was 'Jackpot'. Harry potter was the richest wizard in Hogwarts what a great opportunity to make some quick cash. She had only done this twice before and didn't make as much money as she wanted. Which led to Tracey fixing her "Menu" and Potter was the first to see what she was now offering.

Harry sat on the bed waiting for the person he was supposed to meet. Part of him wanted to leave and forget about what he saw but on the other hand he was genuinely curious to see where this would go. He was so in his head he didn't hear the door open as Daphne came out from her hiding spot.

As Daphne walked into the room she was a little disappointed he didn't look in her direction. "Potter!"

That snapped him out of his thoughts and he stood up flustered almost reaching for his wand in reflex. "Daphne I saw you were lonely and wanted to offer my services as a friend."

Daphne let out a laugh, "That's what I am here for Potter. Do you not know how this works?" His naive attitude might have been cute normally but she didn't want to waste time with someone who wasn't going to pay.

Harry looked around, "No I have no idea how this works. I thought it would be some talking while sharing sweets."

Daphne let out a sigh while taking a seat next to Harry on the bed, "Most of our housemates are broke. They lost all their wealth as punishment for supporting the wrong side. Their dads are in Azkaban and they need money to survive and can sell the only thing they got." At least it was the only thing she had and she didn't want Astoria to have to sell herself. This was the only way she could make money while she was in Hogwarts. She got the idea from another Slytherin witch who was working every night and was quite smug about all the money she was making.

Harry suddenly felt a huge wave of guilt hit him. He didn't think that the daughters should have to be punished because their dads were on the wrong side. "Is there anything I can do to help you girls?"

Daphne waved her wand and summoned her menu from the other room. "The way you can help is use my services and if you like me I wouldn't say no to a tip." When she saw Harry was her customer she doubled her regular rates it didn't hurt he was attractive and powerful. She could almost feel his magic pouring out of him and that alone was starting to get her wet.

Handjob 15g

Titfuck 50g

Blowjob 100g

Vaginal sex 200g

Anal sex 500g

If you cum inside you pay double

Pepper up potion 50g

Harry's eyes were scanning the menu and already found a few items he wanted to purchase. Now the image of fucking Daphne in the ass was the only thing he could think of. Ever since third year he had a small crush on Daphne and this was his chance to live out every fantasy he has ever had. When he lost his virginity to Hermione she never gave him the option of fucking her in ass. The other girls he was with were quick and dirty shags where they didn't have the time for that.

Daphne put a hand on his shoulder, "Is there anything on here you want to try?" She knew money was no object for him so it was really up to him where he wanted the night to go. The one thing she hoped was that he wasn't going to be as rough as her last customer. Despite her selling her body she still wanted to be treated as a person. It was a sixth year Ravenclaw who bent her over a desk and pulled her hair so hard her eyes teared up. She was never going to let him buy her services again hopefully Harry would be different.

Harry's face was beet red and trying to hide his rock hard erection that was pressing painfully against his jeans. "I have never done anal before and I am really curious now."

Daphne had to hold back a laugh that he jumped straight into the deep end. She noticed the tent in his pants and decided for a little fun. She slid her hand over his clothed cock and was shocked at his girth and length. "I will be honest with you Harry Tracey made me add that to the menu and I have never done it before so in that aspect I am a virgin." Tracey grew up muggle and talked it up quite a bit saying boys loved it and once she got used to it she could make a lot of money. Tracey said she was willing to sell herself with her if she found the right client.

His cock was now throbbing so hard he was sure she could feel it. "Can I get a blowjob to start?" He didn't want to rush the night he had plenty of money and stamina to spend the whole night with Daphne.

Daphne huffed, "I guess that's to be expected." She quickly fell to her knees while he sat on the bed and went to work trying to get his pants off. 'Why couldn't he start off with a more expensive pick to start out.' Her thoughts were cut short when she pulled his pants off and was greeted with the biggest cock she had ever seen. Harry Potter was packing a beaters bat in his trousers. "Fuck Potter you are big." At least he was courteous enough to be completely shaved to she wouldn't get any hair in her mouth if she could even get that far down. She doubted she could fit him down her throat.

Harry was expecting that, "I never get tired of hearing that. It's not a problem is it?" He loved the shocked look in every girls face when they see it for the first time. It was hard to beat Hermione's face when she first saw it. Hermione didn't believe what she was seeing and pretty much slapped herself in the face with his cock to prove she wasn't dreaming.

Daphne tried to wrap her hand around it and couldn't touch her fingers together. 'I have never had a boy over six inches before and Harry had to be eleven inches.' She looked up at him with her hands around his cock with shock written across her face. "Harry I have never been with someone as big as you. Please be gentle." It worried her a little because if Harry was a brute he could really hurt her.

Harry wasn't a cruel person and didn't want to hurt her, "I promise not to be too rough." That's not saying he was going to take it easy on her. He wanted his money's worth.

With that said Daphne popped the head of his cock in her mouth and sucked as hard she could. He was already leaking pre cum which she gladly lapped up it didn't taste as bad as she was used to. Her hands weren't idle and she stroked his massive cock up and down as she struggled to take it deeper down her throat. When she managed to get the first four inches in her mouth she felt his hands on the back of her head not quite pushing her down but firm enough to get the hint. He didn't want her to mass around with soft licks or teasing it was clear he wanted to fuck her mouth until he came.

"Fuck Daphne." He looked down to see her eyes tearing up a little as she pushed it deeper until she had six inches in her mouth. He knew she wouldn't be able to go any deeper than that since he could feel the back of her throat fighting him the last inch. If Daphne hadn't asked him to be gentle he would have pushed her deeper like Lavender Brown his first night back in Hogwarts. She didn't fight his hands and let him push her all the way down. Even with Daphne not going all the way down she was giving him a great blowjob.

Daphne increased her bobbing to the sounds of Harry's heavy breathing. She could tell he was holding back trying to make the blowjob last. If she didn't know he was good for it she would have finished him off with her hand but she could get double if she let him cum in her mouth. His cock was twitching like crazy and the last straw was her taking one hand off his cock to squeeze his balls. Almost instantly his cock erupted in her mouth quickly filling her mouth with a more pleasant taste than she was used to.

Harry locked eyes with Daphne as she gulped down his cum without complaint. "Fuck you are good at that." Daphne didn't reply right away choosing to give his balls one last squeeze wringing out all of his cum and swallowing everything he had to offer. Normally with her other clients she had no problem taking all of their cocks in her mouth but with this monster there was no way it was happening tonight.

When she was satisfied she got everything she pulled away leaving his spit covered cock still standing strong. "Fuck Potter I give you the best blowjob I can and you aren't soft." She couldn't tell if it was a compliment or an insult that he was still hard.

"Get naked Daphne I want to see what I am working with." The blowjob was nice but it only increased his lust for the main event. Now he wanted to see if he wanted to start with her ass or finish with it. He was like a kid on Christmas ready for his gifts

Daphne got off her knees and brushed herself off before standing up straight and dropping her outer robe leaving her in the standard white shirt and skirt. The shirt was so thin she knew he could definitely see her hard nipples poking through since she decided to not wear a bra. His eyes were glued to her breasts as she slowly unbuttoned her shirt. She was quite proud of her breasts and was glad at the reaction she was getting which was a dropped jaw. "You know how to make a girl feel special Harry." Just for fun she pushed her tits together and shook them a little "Do you want to fuck them?"

He really did but there was more he wanted to do tonight, "I definitely will if we do this again but right now I want to fuck something different."

Grinning she pulled up her skirt revealing her shaved pussy it was already dripping from just sucking his cock, "You mean this or." She turned around and pulled her skirt down as she bent over, "This?" she felt a little embarrassed as she spread her ass giving him a view of her asshole. It was by far the most exposed she had been because she never gave this option to another boy before today. Now there was no doubt in her mind Harry wanted first go in her virgin ass.

Harry let out a small growl when she presented her ass to him, "Both but your ass is going to get it first." Everything about her was perfect and he was for sure going to fuck her pussy before the night was over. But her cute untouched asshole was calling him. He wanted to be the first to claim it.

Daphne almost rolled her eyes she should have known it was going to be his first choice. Luckily Tracey was an anal pro and she helped her prepare with the anal sex charm. The thing she didn't expect was how big of a cock that was going to fuck her ass. Before they started she pulled her wand and summoned her bag which had a bottle of pain numbing lube she threw to Harry. "Please put some of this into my ass before you stick your beaters bat in. Anyway how do you want me?"

Harry took the bottle but stood up and swept Daphne into his arms which got a cute squeal from Daphne. He lifted her up and laid her back onto one of the long table desks. In this position he could watch her as he took her anal virginity. Without another word he quickly poured some lube on his two fingers and pushed them into Daphne's ass.

Nothing prepared Daphne for the weird feeling of something going inside her ass for the first time. The lube did it's job because she didn't feel the pain but did feel her hole stretch around his two fingers. She couldn't imagine what his cock was going to feel like. "Fuck."

Harry was scared he hurt her and stopped moving his fingers in and out. "Did I hurt you?"

Daphne shook her head, "No it just feels different but a good kind of different. I think I'm ready for you now." The numbing lube did it's job and she was ready for his cock.

Harry was also very ready and slapped his cock onto her pussy which radiated heat and was dripping wet. The slap against her clit made Daphne moan deeply he saw her want to say something but she quickly closed her mouth. "Don't worry Daphne I won't forget your pussy. Let me have my fun before I give you yours."

Daphne kept quiet as he dragged his cock down her pussy and pressed the head against her puckered hole. Harry was focused on her face as he slowly pushed in. When the head of his cock was in Daphne closed her eyes taking in the intense feeling. Harry didn't give her time to feel it before pushing deeper and deeper until over half of his cock was inside of her.

Daphne's eyes were wide not believing how much cock was inside of her and it felt so good. It was like he was scratching an itch she didn't know she had. "Fuck Potter I feel so full." People always said the ice queen had a stick up her ass but if this was the stick she might have not been so icy.

Harry didn't say a word and instead shoved the last four inches in. Daphne's eyes got even wider when she felt all of him. "Fuck you feel even bigger than before. Shit you are going to split my ass in two." Her body was shaking in anticipation to the fucking she was about to receive. Anal was surprisingly more pleasurable than she was expecting she was on the edge ready for Harry to push her over.

Harry savored the feeling of being inside Daphne's ass, "Your ready?" Daphne just nodded not trusting her voice. With that Harry pulled out half way and thrust back in real quick which made Daphne whine and lurch against the desk. It was unreal what she was feeling being stretched to the max along with the pleasure building in her stomach it spelled doom. There was no doubt in her mind she was going to love this and be an anal whore for life

Sawing in and out of Daphne's asshole was pure heaven for Harry it felt as the deeper he got the louder she moaned. As he found his rhythm Daphne was shaking like a leaf and without thinking he took one of his hands from her hips to her clit and gave it the slightest touch which caused Daphne to scream, "AH CUMMING." Harry was happy he could give Daphne so much pleasure.

Daphne felt like a puppet with her strings cut because she laid against the desk completely boneless as Harry thrust in and out of her. She just had the biggest orgasm of her life and Harry was fucking her through it. As much as she would have loved a second to just enjoy it the intense feeling of getting fucked in the ass was building her up to a second orgasm. 'Harry Potter is fucking my ass and I am loving it.' It was a admission she had to make because no matter how much she tried to fight it but anal was her new favorite thing at least with Harry.

Harry was so wrapped up into his own pleasure he wasn't aware to the chaotic feeling going on in Daphne he was happy to watch her tits bounce up and down as he fucked his first ass. It was easily the tightest hole he had ever been inside which was saying something considering how big he was. He was dangerously approaching his orgasm which sucked because he wanted it to last longer. This time he wasn't going to warn Daphne he wanted to see her reacting when he came inside of her.

Daphne was surprised when she felt the warm sticky cum shoot inside of her for the first time. She couldn't help but moan as he filled her ass with cum. When she looked to Harry he looked really pleased with himself. The next thing she knew he leaned down and kissed her showing a level of intimacy she wasn't expecting. It really made the moment special Harry Potter took her anal virginity and made her feel like they were dating with all the love he put into that kiss. She could feel his cock slowly softening inside of her but it was still thick enough her ass still had it in a death grip.

When they broke apart Harry pulled his wand and summoned a pepper up potion from her bag. She didn't get a chance to say anything before he downed it and she felt his cock get hard again in her ass. "Fuck Harry." Was all she could say before he was fucking her again.

This time Harry put more power into his thrusts and it really showed because Daphne's breasts were moving back and forth at an even more rapid pace. He couldn't resist and leaned down taking a nipple in his mouth. Daphne wanted to be upset with Harry for not warning her before fucking her ass again but it felt so good she couldn't. Instead she put her hand on his head keeping him latched to her nipple, "Merlin Harry." She said in an almost exasperated tone which caused Harry to bring a hand to her pussy and inserted two fingers. "What are you-?" She was cut off when he curled her fingers and found the magical spot that made her see stars. It was like he knew her body inside and out.

Harry just smiled and gave her nipple a light bite as he felt her ass get even tighter around his cock. Her ass had his cock in a death grip as he made her cum for the second time tonight. He pulled away from her breasts and put everything he had into his trusts which were harder and deeper than before. He was now pulling out until just the head was inside of her before thrusting back in.

Daphne was speechless as Harry fucked her stupid, the only thing that could have been better was if Harry had a twin that was fucking her pussy at the same time. 'He is turning me into a slag now I want two of him. If I didn't need the money I would let him fuck me for free. Hell if I was rich I would pay for him to fuck me like this.'

Harry watched as Daphne's eyes went blank and her tongue lolled out of her mouth. He wasn't far off from his next orgasm. "Here it comes." Was all the warning he gave before he came in her ass for the second time tonight.

Daphne couldn't take his cum this time due to the pepper up potion it felt like he came a cup. His hot cum was sloshing around inside her in a way she wasn't used to. He filled her to the max so she pushed against him in an effort to get him to pull out. When he pulled his cock out she felt his cum rush out of her gaped asshole.

Harry took a moment to watch Daphne's asshole leaking cum all over the desk so much so it was even dripping down onto the floor. "Sorry if that was a little unexpected." It was a pleasant surprise the pepper up potion increased his load. That was a side effect he was unaware of and from the look on her face she was also.

Daphne was almost struggling to breathe it's like she just ran around the Black Lake. "Just because you didn't pull out doesn't mean you won't have to pay twice."

Harry chuckled, "Worth every galleon. Are you still up for another with that potion I'm still hard as a rock?" His eyes were now completely focused on her dripping wet pussy and as much as he would have gladly ate her out he could tell she wanted his cock.

She groaned, "Give me a moment that really wore me out." She didn't want to wait but needed a minute because she was so overstimulated. Harry was a sex God and she was a mere mortal next time she would have to bring Tracey along so she could get a moment to rest. Harry was relentless which was both good and bad. She was sure she would be walking with a limp tomorrow especially if Harry fucked her pussy like he just fucked her ass.

Harry shrugged and decided to have a little fun while he waited and waited no time in burying his head in her cleavage. Daphne couldn't complain because Potter did a wonderful job pecking, licking and sucking her breasts in such a way she really enjoyed. Despite his fascination with anal he loved her breasts. When his mouth found her left nipple and sucked it hard she moaned, "Don't stop." Harry didn't and his hand went to her other breast and played with it. 'Fuck Potter knows what to do to drive me wild. I hope this becomes a regular thing because the other boys don't care about me like Harry does.'

When Harry felt she was ready he took his left hand and brought his cock to her pussy before pressing in and filling her pussy with almost a foot of cock. Daphne didn't say a word in protest and only moaned as his cock slid right in her soaking pussy. "Stop playing with my tits and fuck me." Now that his cock was inside of her she wanted him to move quickly.

Harry followed her direction and disconnected from her breast and did as she commanded. Every thrust was effortless her pussy was so slick and needy. Daphne could feel his cock on every thrust batter her womb no man ever reached this deep before. He was so deep she could swear she could see the outline of his cock though her skin. It was almost maddening how good Potter was at sex because no man was ever going to be able to replicate this. 'He is ruining me. I am getting addicted to his cock.'

Harry felt her pussy tighten and flutter with each thrust, "Are you cumming?" Daphne just nodded her head unable to talk but she was in one long constant orgasm. Taking a second he put her legs on his shoulders so he could fuck her even deeper. With the new depth he was rewarded with her pussy milking his cock for everything it was worth. Just for fun he decided to tease her a little, "I am getting close do you want me to cum in your ass again?" Daphne shook her head. "Oh so where do you want me to cum Daphne?"

"In my cunt cum in my cunt." It was such a vulgar demand it helped push Harry cum and with a groan he did just that and filled her womb with an equally large load as his last one. Her womb gobbled every drop he gave her. If it wasn't for the fact every girl student was given the potion he was sure she would have gotten pregnant. Harry laid all of his weight on Daphne and with every twitch of his cock another hot rope of cum painted her womb. Harry couldn't help himself and kissed Daphne again even when folded in half she didn't complain she took it with a smile. When he finally pulled out she was sure she looked like a mess. Her hair was matted down from sweat, both holes were leaking Harry's cum and her breasts were already starting to show evidence of his affections.

Daphne was done she didn't think she was able to stand up. "Take me to the bed." Harry did as he was told but as he walked her over to the bed she felt all of his cum leaking out of her holes. As Harry laid her on the bed she could have gone to sleep right then and there but there was one last piece of business. "Pay up Harry before I fall asleep."

Harry went over to his trousers and pulled his pouch of galleons along with his wand which was on the floor after he summoned the potion. He conjured a duffle bag and filled it with the 1650 galleons he owed her plus an extra 350 galleons to make it an even 2000. Daphne saw the bag filled with enough galleons to provide for her family for the next year. "Thank you Harry you don't know how much this helps me."

"No thank you Daphne this night has been the best night of my life." With that said he laid down next to her after setting the bag at the end of the bed.

Daphne curled up next to her new favorite customer, "I hope you aren't tired of me already and we could do this again." It would have broke her heart if he didn't want to see her again after all that.

Harry put his arm around Daphne, "There is no doubt we will be doing this again." He really liked Daphne but he was now even more curious about other girls posting ads there were quite a few witches in this school who he wanted to fuck and this might be his best opportunity.

Daphne couldn't keep her eyes open much longer and fell asleep on Potter's chest. Harry kept stroking her hair until he eventually nodded off as well. When he woke up the next day he was alone in the classroom almost like what had happened last night was a dream. He looked down to see a green lipstick kiss on his cock from Daphne to prove it wasn't all just a dream. 'I must have been really tired because I thought I would have woke up if I felt that.' As he stood up and got dressed there was also a note next to his wand that said. 'Let me know next time you want to do this 700g for all night.' That made him want to ask to do it again tonight but he had Head Boy duties and he still wanted to check out some of the other witches.

End

This was another fun idea I had where all the girls need money quickly and that was the best way. This might be a fun little mini series. I know I have one more in mind from Slytherin and she is going to get it har review if you can guess it. Then I might go to Susan Bones or another lesser known girl. I hope everyone likes this series please give me reviews of who you want to see or what you thought of this story.