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This wasn't recent in any sense, but it was a really fun experience. We were all pretty young, with me being in my early 20s, my girlfriend a couple of years younger and her friend had just turned 19. In fact, this was only a coupe of days after her birthday.
We were chilling at my place, none of us had been drinking, we were mostly playing video games and watching movies for the day. One film we had on in the background had quite a lot of sexual humor in it, and that's when things got weird. We were playing some silly online RPG game, the movie in the background, and that's when we heard our friend crying. We stopped to check what was wrong but she was reluctant to say much. I decided to give the two of them some space and went out of the room to get some drinks and snacks and deliberately waited a little before heading back to my bedroom.
I came back and found them sat on the bed, our friend in my girlfriends arms. The crying had stopped but I could tell she was still very much upset, but she didn't want to say too much and hadn't even told my girlfriend what had upset her. We talked a little and went back to our gaming, when our friend, out of nowhere, asked the two of us how our sex life was, We weren't sure why, but our conversation turned to sex, which in turn lead to us playing a silly game of ruth or dare. It wasn't anything crazy, being dared to kiss in front of her, my girlfriend dared me to kiss our friends feet (they both knew I have a foot fetish), and this went on for a while, before we found out what had our friend upset - she had planned to lose her virginity on her birthday, but the guy she was meant to be with ditched her. We didn't find out, or ask, why, but she didn't cry about it this time, she thought talking about it would help.
My girlfriend and her had known each other for a long time and were really close. So I suggested they explore together a little - I know it wasn't going to be the same as losing her virginity, but until then I don't think she had done more than kiss. She liked the idea, my girlfriend didn't mind the suggestion, so they started kissing, I watched my girlfriend undress this girl in front of me, they were both touching and feeling each others bodies. And I suggested my girlfriend go down on her, but while my girlfriend was kneeling on the floor, our friends legs open before her, she asked a question I never expected. She asked her friend if she still wanted to lose her virginity - there was a long pause, and our friend said only one word - "yes".
We had all seen each other naked before - we used to go to naturist beaches together, and we had spent days at a time during summer in the same room, so we weren't shy around each other. My girlfriend told me to strip, so, after asking our friend, I stood before them both and undressed. Our friend, who was laying bottomless on our bed, my girlfriend saliva glistening on her inner thighs, sat up and pulled her top off and I knelt down next to my girlfriend and we both licked her for a couple of seconds, before I climbed on the bed. I didn't want to rush things, but I was already hard from how she tasted, so I lay beside her, kissed her for a moment, and then kissed her neck down to her small, firm breasts. I played with her nipples while encouraging her to take my cock in her hands and I could tell she was both nervous and excited. My girlfriend came and sat on the bed, letting her rest her head in her lap and asked if she really wanted this - she just nodded. I lowered myself on the bed and knelt between her legs, lifting her feet up on to my shoulders, kissing them as I did, before placing my cock against her. She didn't say a word, but was moaning a little from the feel of my cock on her clit so I took that as a sign and started pressing against her. She was tight! The tightest I've ever experienced. She lay back into my girlfriend, my girlfriend gently running her hands over our friends body while she started moaning. I was only an inch or so inside of her and decided to thrust as hard as I could, letting my whole cock dissapear inside of her no-longer virgin pussy. She moaned loudly, I could tell it hurt her a little, but she didn't care about that as she started pressing against me. My girlfriend did nothing but watch as we fucked - It felty like it lasted forever, but it was probably only a couple of minutes in reality, before I couldn't take it anymore. I was going to pull out (we hadn't planned this happening and I never used protection with my girlfriend), but our friend begged me not to, so I pushed as deep into her as I could and let myself cum. She could barely move, but I pulled out of her, cum dripping off of my cock and out of her pussy - I always licked it up from my girlfriend and without thinking, followed my instinct and leant between her legs to lick my cum from her. She did bleed a little, but it didn't stop me swallowing the mix just like I always did.
We never did anything similar again, except for a little light foreplay together here and there. But that will be a day I never forget.
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