[MF] [virgin] friend’s sister wanted me to take her virginity

I have been friends with this girl’s brother for several years now. I had come over and visited more times than I can remember. His sister is much younger than he is, so she never was hanging out with us at all. She was around 5’7″, chubby, and really cute. Her hair was often braided, and she had a VERY innocent appearance. Her voice was high pitched and squeaky. I remember shortly after she turned 18, I started looking when she was around. She would wear these really tight leggings, which were smaller than what she should have worn, and she would sit with her legs crossed on the floor. Of course, usually, her mother was there, as well as her younger brother and my friend, so I only got small peeks. She would sit there and cross her legs on the floor and bend over, so she was pressed down into the rug. Her leggings would slide down in the back and you could see at least half of her ass crack, which was really hot to witness.

One time, I was staying with him for a few days due to flooding at my house. I was sleeping down on a couch in the basement, where we would frequently hang out. When walking around her house, she kept on taking every chance she could to whisper questions to me. She would usually do it when her mother or my friend left the room, even for the smallest period of time (sometimes she would be super rushed and barely get it out). She, during the entire time, had asked me stuff like “Have you ever watched porn?”. And then we got into more questions after I nodded yes. She asked if the dick size was normal, then eventually asked how big I was. I had a feeling I knew what was going to happen at this point. I just finally responded with a “let’s talk later, alright?” and she went away.

Later on, when her mother went to work, and my friend was long since passed out in his bedroom upstairs, she came down the stairs. She was dressed in some short basketball shorts and a purple shirt. She sat down on the table in front of me, which allowed for a peek up her loose fitting shorts, at her white, flowery, cotton panties. She asked more questions, getting dirtier and dirtier. Eventually they led to her asking if I have ever had sex, then the doozy of “Have you ever had sex with a virgin?”. I explained that I hadn’t, and then explained the whole, painful process so she would know before she said anything more. She then asked me if I would be willing to take hers. Mind you, she has lived in a super religious household, so if she looked at even a science book and saw a dick, she would have been in trouble. She had the purest form of innocence on her face, but I could see her kinky desires building up. It was disarming, but really hot.

I just told her I would ease into it, so I beckoned her over to the couch right next to me. She sat right up against me, smiling and giggling. She was blushing like crazy as I put my arm around her and moved my hand down, rubbing her stomach. I told her I’d ease into it slowly, and if she was uncomfortable, let me know and I’d stop immediately. I rubbed around her stomach a bit, then moved up and brushed her tits (had to be around b-cups) before actual moving onto them and rubbing her nipples. I gave them a bit of a pinch before I moved down to her lower stomach. I eased onto her thighs, moving up onto her stomach and then down onto her other thigh before repeating it with the other. I then moved into her inner thigh, rubbing it softly. She was giggling less and less as she watched, sounding more like moans. She asked me if it was supposed to feel that good by just doing that, and I kind of shrugged, letting her it will get better. I then rubbed at her pussy, over her panties and shorts. I did that a while until she started breathing harder. I remember the words “wow” being used a few times amid her heavy breathing. I moved her shorts aside, rubbing right on her panties. I could feel how unused she was, and it was absolutely surprising. I asked if she had even touched herself, and she denied it. I don’t know if I believed her, but it wouldn’t surprise me (with the trouble she would have gotten into if they caught her). I moved her panties aside, and saw that she was pretty hairy. I moved my fingers down and spread apart her labia, pressing two fingers down against her clit. I began sliding them around while watching her face. Her eyes kept moving around, not sure what expression to have. And her mouth was opening repeatedly, letting out small, cute gasps and giggles. I didn’t go very fast, and definitely didn’t make her cum as hard as I could have. I didn’t know how loud she would be for her first orgasm, so I played it safe. She ended up pressing her face into my shoulder as she moaned, holding tight onto my arm as it reached down to her pussy. She ended up moaning louder than I wanted, muffled a bit by my shoulder.

After she came, I looked at her and asked her if she wanted to see a dick. She told me she has, truthfully, seen one before in a video. I then pointed out that this is in person, so it will be way different. She nodded, and watched innocently for my hand to reach down and pull it out. As I did, she just watched it intently. She asked me if it was big, to which I said “No, it’s not pornstar size, but I’m above average.”. I slid my pants the rest of the way off, so it was now standing at attention. She asked me how we would continue, and I told her to take off shorts and panties (I have a fetish for bottomless, so I recommend it a lot).

I ended up standing up and positioning her on all fours (which I’ve heard is not preferable for the act). I put on a condom from my wallet, and got behind her. I pressed my cock between her labia, so it was just outside of her pussy. I leaned over her and wrapped my arms around her before easing it into her. I reached up and covered her mouth tightly as my other hand held her up. I ended up going in up to my balls, and I could feel her clenching down on me, holding me there. We sat there, motionless for a bit before she cried, and asked me what to do next. I asked her if she wanted to stop, but she pointed out that the worst part is over, and I should keep going so it wasn’t a waste. I agreed and leaned back up, grabbing her chubby, cute hips. I started sliding in and out of her slowly, watching as her head bobbed up and down to each thrust. I began groping her big, juicy ass as I started thrusting harder. I was not used to such a tight pussy, and I quickly came, grabbing her shoulder and thrusting deep into her. She moaned out loud, cumming harder than her earlier orgasm.

I went into the adjacent bathroom and cleaned up the blood, and I helped her clean up as well. After I finished, she asked if she could play with my dick a bit, since it’s the first one she’s seen in person. We sat down and I let it stand straight up. She grabbed it, rubbed it, moved it around, and even slapped it a few times, letting out a wild giggle. I told her she should put it in her mouth, to which she bent over and sucked on the very tip of it. She didn’t go any further, but I didn’t need it. The sight of such a cute, chubby, innocent girl sucking on the tip of my cock was enough. I remember grabbing her and putting her down on her back, which she didn’t know what was going on, but loved anyway. I stood over her and stroked at myself before putting the head down onto her cheek and blowing a load all over her face. I remember looking down at her after I was finished, and seeing her innocent, cute face looking up at me with cum on it. There was a big glob of it on her cheek, going up and draping over her nose. Another shot was going up over her forehead and collecting in her hair, and the last bit was in a small pool collecting on her chin, just below her bottom lip. She looked at me and giggled. I swear, the innocence of it made it a million times better.

She cleaned up quickly, and got dressed before sneaking upstairs to her bedroom. I’ve talked dirty to her since, mostly around her family (much like the questions she asked beforehand), but I have yet to actually have sex with her again.

And as always, I’m open to questions. I enjoy telling about my many (lucky) exploits.

Source: reddit.com/r/gonewildstories/comments/6m2iv2/mf_virgin_friends_sister_wanted_me_to_take_her