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Girlfriend takes my best mates Virginity

"My mate, Nick was crap with girls so I let my girlfriend, Amy make him a man."

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I have just found SH and after reading and loving all your stories and accounts, I have now finally worked up the courage to share this with you. It happened about five years ago so I have had to elaborate the odd bit, but most of it is truthful. My girlfriend is Amy and I am Nick. Both currently 23 but this happened when we were 18, a few days after we got our exam results. Back then I was a bit of a skinny nerd, about to go off to uni and seek out my dreams. I had been fortunate enough to grow up with Amy. As kids we had always known we would go out one day, so had naturally progressed from friends to girlfriend and boyfriend as we grew up. We were each other’s firsts for everything and despite being young, we had built an unbreakable bond. Amy is a self-confessed gamer girl and the smartest person I know. She is also incredibly hot, but back then she had no idea. Let me describe her to you. Average height and around a size 8/10, depending on the shop. She has the most stunning red hair and carries most of the stereotypes. Pale skin, green eyes and covered in freckles. Her boobs are perfect, about a C cup I think, with small firm nipples. Then going down, she has a tiny waist and large hips. And her best assist? Her large peachy bum. She didn’t work out much when we were 18, but she didn’t need to. Her body was naturally perfect. As for her clothes? I don’t think she really followed any fashion or style much, but had a tendency to wear very little, so always looked stunning. Personality wise, she is incredibly kind and giving. People used to be surprised how out going and willing she was, despite coming across shy. I guess maybe, she used to lack confidence. Now, the important part. Amy can be absolutely filthy. I know we both lacked experience back then. But trust me, she is amazing in bed. Mainly because she is up for trying anything. She loves dressing up, doing it outside, watching porn, anything. She has never turned down a dare from me or anyone else. I mean, she has probably kissed a dozen girls and has been skinny dipping multiple times, we lived by the see but still, I think most of our friends have seen her naked at some point. The night it all happened, we were at mine celebrating the end of college and looking forward to uni. My family were out so we had the music on and we were drinking spiced rum and coke with our friend Nick. We had also grown up with Nick and he had been my best friend, apart from Amy, for as long as I could remember. He looked a lot like me, just lighter hair and a different nose. He was a good looking guy as well, not that it did him any good. He had no luck with the girls. In fact he had the nickname ‘one touch’. The first girl he kisses touched him through his jeans and made him cum in his pants. Since then he lost all his confidence around girls he fancied. So while all around him were losing their virginities, he was left high and dry. Back to that night. Things really started to change after a couple of hours of chatting and drinking. We were all reminiscing about the good times, I guess we were a bit scared as we prepared to all go to different unis. Inevitably the ‘one touch story’ came up, much to Nicks embarrassment. But it led him to open up about his worry of going to Uni a virgin. After a moment of looking sad, he said “but do you remember our deal?” We hadn’t, until then. A couple of years before we had promised Nick that we would find him a girl before we finished college. In fact, we were so confident that Amy had promised to take his virginity if we didn’t find him someone. And we had tried. We had lined up so many girls, but he had always managed to ruin it. I told him as much “We met our side of the deal, you just didn’t see it through”. “A promise is a promise mate” he replied. Amy was surprisingly quiet as Nick and I jokingly argued through a list of all the girls we tried to set him up with. Finally Nick said “Amy what do you think, will you take my virginity?” Which might sound a little forward, but they were close friends and it didn’t seem an odd question at the time. I still remember her grinning and saying “I guess we did promise, Sam, didn’t we and a promise is a promise.” I was gobsmacked and must have looked it because I made both of them laugh. When the laughing died down, there was a long pause. I eventually broke the silence by saying “mate you are not having sex with Amy” then turning to her and seeing her smile I continued “what, Amy are you up for this?” “Yeah” she shrugged “we promised.” I told them no and we continued talking as normal, but the topic came up again and again. Nick kept trying to persuade me and at times, it felt like Amy was as well. Eventually, I started to give in and said “so I just sit here and watch you two have sex? Nick was silent but Amy replied “well, yeah.” Something inside me twitched and I started to feel excited, in fact I desperately wanted to see where this would go, so I asked them “are you both serious, you actually want to have sex while I sit and watch?” Silence. I looked at both of them as they smiled back at me. Amy looked a little drunk and I was worried she would regret it in morning, so I asked her seriously “are you sure you want this?” She replied “Yeah, like not want it, but yeah, I am happy to do it. It will be fun, why not?” I genuinely couldn’t think of a reason why not. “Ok” I said, “but I’m going to need another drink first”. They both hugged me, with big grins on their faces. Amy almost looked as happy as Nick. I insisted we take a shot of rum, followed by another, then we set about it. Amy asked me to change the music over, so I put on one of our other playlists as they both got off the bed we were sitting on. Amy switched the main light off and tuned down our bed side lamp so it was fairly dim in the room. Then she tied her long hair in a pony tail and without any warning, started to get undressed. Within seconds her tight gym shorts were on the floor, followed moments later by her hoodie. Well it was my hoodie, but she wore it more. She hadn’t bothered with a bra or T-shirt that night, so was left standing in nothing but a light pink thong. Finally climbing back into my bed, she got under the covers and told us to hurry up. We had both been staring at her body, but did as instructed. I climbed over to the far side of the bed, which was up against the wall, staying closer to the foot end. Nick meanwhile stripped down to his boxers and scooted in beside her. Under the duvet. I remember, I didn’t know what to do with myself. But I didn’t feel any jealousy or regret. If anything I was enjoying myself. They were on their sides, under the covers, facing each other. They seemed to be whispering at first, then Amy leaned over her shoulder and called out “love you.” “Yeah love you too mate.” Nick added. Before I could reply they were back facing each other. I could only just see over the covers and the lighting was low, but they got closer and closer until their lips touched and they were kissing. The kissing then progressed to full making out. However, I was more distracted by the movements happening beneath the duvet. Then, just over the music I heard Amy say “yeah, no. You can just pull my knickers to the side, oh wait hang on.” She then wriggled under the covers and seconds later threw her thong at me. It landed on my leg. Nick followed suit, but fortunately had the good grace to throw his on the floor. They were both naked. The kissing restarted immediately as did the fumbling under the covers. I heard Amy say quietly “no, put your hand here….yeah that’s good, no do it in circles.” She was giving him instructions on how to pleasure her. Shortly after I saw the unmistakable movement of her hand going up and down. She was pleasuring him as well. Next she told him to stop and dived under the covers. Nick’s eyes were closed and he had a massive grin on his face. After a few seconds I saw Amy’s head bobbing up and down under the duvet. Even over the music I could hear the wet sounds and the odd gag. She’s good at sucking dick and I am sure Nick was loving it. Amy came up after only a minute or so, her head popping out the covers. It was Nicks turn now and he disappeared under the duvet going between Amy’s legs. She looked at me and blew me a kiss. Then lifting the covers to peek down at Nick, she turner her focus to him and give him yet more instructions. “No move your tong in circles like you did with your hand… yeah ahhh that’s perfect. Ahhh, you can use your fingers as well, mmmmm yeah. No use two... Fuck. That’s it’s.” She dropped the covers and pushed her head back into the pillows. A look of pure pleasure across her face. Nick didn’t stay there for long either, minutes later his head reappeared. Only this time he was on top of Amy, looking down at her. They started to kiss and there was some movement happening under the covers again. Suddenly Amy broke away from the kiss and said “not it’s fine, let me do it… yeah that’s it…ahhhhhhh.” After a loud moan and the unmistakable movements under the duvet, they started to have sex. Again, I remember feeling no jealously or negative feelings. Here was my best mate having sex with my girlfriend and I only felt excitement. They were both panting now, Amy letting the odd moan escape. She didn’t need to give any instructions, Nick was going for it. The covers started to slip and I could see a little more of what they were doing. Nick had his hands either side Amy’s head holding himself up, while rolling his hips. Amy, on her back, had her legs spread wide, her feet slightly off the bed and her arms reaching around his back. I could just make out her boobs as they bounced with each thrust. Not that there were many thrusts, it was probably less then five minutes when he stopped with a bit of a grunt. Amy looked at him shocked and asked “did you cum?” He nodded. She lifted herself up slightly, kissed him gently on the lips and said “congratulations Nick, you are a man now.” We all laughed. After a few seconds to compose himself, Nick pulled himself free from Amy, then climbed off her and out of the bed. I had seen nick naked hundreds of times, but I had never really looked at him. His hard dick was bigger then I expected, much bigger actually. Even in the low light I could tell is was soaking wet. Remembering I was staring at my best mate naked, I averted my eyes to look at Amy. She was completely free of the covers now, still laying on her back, legs still spread wide. I looked down her pale body, at the familiar freckles until I came to her pussy. As usual it was shaven, just maybe with a day or twos growth, the red stubble barely noticeable. The whole area was a light pinky red, which always happened after sex. As I continued to stare, I saw the unmistakable white of Nicks cum drip from her. Amy noticed as well and cupping her hand between her legs to catch it, jumped out of bed and ran to the bathroom to clean up. By now Nick had pulled on his boxers and T-shirt. I got up to join him and we hugged. He tried to thank me but I just brushed it off and said I would do anything for him. We both grabbed another drink and sat in the bed chatting when Amy returned. She was still naked, but she didn’t seem to care as she switched the main light on to find her cloths. Nick was finally getting his first proper look at her perfect nude body. She grabbed her hoodie, well my hoodie and after fixing herself a drink, joined us sitting on the bed. She never bothered to put on any bottoms. She literally sat crossed legged, pussy on show, for the rest of the evening. Even while we ate some pizza. Nick left late that night, nothing else happened and as soon as he was gone, Amy and me fell into a rum and pizza induced sleep. The next morning, when we sobered up, she was feeling a bit sheepish and worried. But we spoke about the night and I reassured her I was ok with it. In fact, given the chance, I would do it again. I got off on watching her, she enjoyed herself and I helped out my best mate. Win, win, win. I didn’t need to worry about her regretting it either, once she found out I was ok, she didn’t have a negative thing to say. Over the following weeks we spoke about it regularly, including with Nick. Gradually we discovered that our relationship lacked the jealousy of normal couples. So we decided to open it up and allow sex with other people. Which made Uni far more fun. We both made the most of our freshers, believe me. It wasn’t the last time she slept with Nick either, they hooked up a couple of times, and we had a impromptu threesome recently, but he’s finally got a girlfriend now so it won’t happen again. Needless to say, Amy and me have had a lot of fun over he last five years. Some of our friends find us a bit odd, but we are happy with our open relationship. If I get round to it, I will let you know what else we have done.
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Written by Sam

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