After the first 2 visits with my then FWB (Her words at the time) I didn’t know where we were going. I felt a connection and knew she liked hanging with me but didn’t know how serious she was with her then BF. I figured, it’s all good. FWB is cool too so I wasn’t the pressuring type. To my surprise, she also liked being a FWB and I happened to live close to her school (that’s college you perverts! She is 18! Albeit just started college LOL) so it would be easy to stop by before, between or after classes to hang out. So after playing phone tag a few days (no cell phone in those days) she came over again. I had decided if she had a BF she was going to stay with but still wanted to hang with me and fuck perhaps she was lacking something or looking for something so I was going to take it that way. Now at 22, I was by no means a professional but I did know how to make women orgasm. Remember, I’m a tactician, not a size guy. I wanted to get her comfortable with herself, get her comfortable with talking about sex and see how far I could get. Oh yea……I wanted to FUCK her too!! Well lucky me, because the morning she came over, it was before her class and SHE wanted to fuck. I mean within 10 mins we were making out and she had me undressed. This time with the right sized condoms I was able to finally bend her over the sofa, she lifted her skirt showing nothing on under her skirt and I had my glory….or her glory should I say. After fucking her for about 45 minutes, a few broken condoms, and neither one of us coming yet, she said she had to leave for school for school in 10 mins. I laid her down on the sofa and ate her pussy for 9 of that 10 minutes before she had to leave. After the orgasms (only the second time she has ever had orgasms during sex) she wanted to miss her class but I told her to go. She said she had about 3 hours after her classes and before school she could come back. I said, DO! Now I’ve had sex maybe once or twice in my life to that point where I had trouble coming to orgasm but when I first put it in her I thought for sure it was going to last 1 min. She was tight, ungroomed just like you’d think an 18y/o girl would be back in the day. One of the other times this happened to me was when I was wearing a condom which today I know I still have issues cumming using a condom.
So, she gets done from school and comes back over. We get naked and start talking. She has her hand on my cock the whole time and we talk for over an hour. SEX TALK!… I just start asking her tons of questions, trying to open her up a bit. I’m no cockmaster, but usually when I can fuck a woman with a fully hard cock for 45 mins and they don’t orgasm there is usually another issue involved, whether it’s no chemistry, thinking about something else, worrying something may happen or just plain lack of experience. So I ask her (My wife helped me remember this part because I did not) Do you ever masterbate? She said she had tried it once or twice but felt weird so didn’t do it. I asked if she ever did it in front of others. She said NO. Have you ever seen a guy jerk off? NO (no internet then) Every use any toys? NO. Now, my wife lived with her mom who was divorced. She was an honor student and a geek in school. So, I’m thinking to my self, (with her hand still playing my cock n balls) No toys, no masterbating, never orgasmed before you were with me and have been with your BF for a year. (He is her manager at work) how/why are you such a slut with me? I ask her how many guys she has been with. She wouldn’t answer. So I asked her when she last got fucked (before a few hours ago) and she said last night by her BF. She said he fucks her 5 times a week. WHAT?? MAGNUM MAN? That pussy didn’t feel like a magnum cock fucks it 5 times a week for sure, in which she laughs. She said he is a minute man. Insists on wearing a magnum condom but it is loose. He is long but not thick at all. He rarely fucks her in a bed. It’s in a car, at work or wherever. Both live at home. I asked now that she has given 3 blowjobs and swallowed cum all 3 times, if she will give her BF a BJ? She said he never even asked….LOL. But she’ll see. I ask, when was your first? She said 16. Who was it? No response. So I let her have her turn to ask anything she wanted and I knocked her hand away and put my hands on her body rubbing her breasts and pussy…you know, writing the alaphabet….lol. She’s loving it and wet as hell. She is super shy in asking me anything but pretty much asks me the same questions. She got to the “do you jerk off” question. Which I said yes. She wanted to watch. I said I would if she did it too. (I would have done it anyway but wanted to get her to open up) She reluctantly agreed so away we went. I could tell she was getting excited or getting off so I stopped and went down on her again and finished her off. She was sweating. She said it was her turn and but my cock in her mouth. I was super excited but tried to push her off to slow it down. She wasn’t having any of it and got her mouth full of cum. She was smiling from ear to ear. A little more chit chat and she saw she had about an hour before she needed to leave for work. I wanted to fuck her again and only had 1 more condom. She wanted it I think more so I went to town. Missionary so I could talk in her ear. I pulled out to move and saw the condom was ripped. Fuck me. Then she said she didn’t care and to keep going so I did with plans to pull out when I came, actually well before. But I kept fucking her and talking to her saying sexual things to her. And guess what happened? She had an orgasm from fucking! 1st one. I’m a fucking hero! I felt her clench down so I know she had strong orgasms. I felt myself cumming so I pulled out and she jumped up and swallowed every drop. (Still her thing to this day) I think that was the first time we both felt “something” between us but weren’t sure what it was. I told/asked her (alterior motives here) I can’t believe you haven’t had an orgasm before me if your BF fucks you 5 times a week. And how many others before him? She smiled and said “8”! I said Sweet, young little Shelly fucked 8 guys already and not a single one got you off? She said Nope. So 8 guys between 16 to 18, would have never guessed that!! Who was the first. NO response.
Next adventures include the night of sex that got us into the swinging lifestyle (still with a BF), She dumps boyfriend and gives up who the first was………..
Liveloveswing.
Source: reddit.com/r/eroticliterature/comments/6xjhv2/liveloveswingthe_next_meet_up