by Doc

Gender: Male
Age: 63
Race/ethnicity: AA
Current location: Georgia
Highest education received: Post-graduate degree (eg., MA, MS, PhD, JD, MD)
Occupation: Doctor
Relationship status: Married
Religious affiliation: Christian
How religious are you? Very
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 13
How many hookup stories have you here posted before? 2

Plump-Pussy Virgin

How long ago did this hookup happen? 40 years

How would you best classify this hookup (e.g., one-night stand, fuck-buddies, friends-with-benefits, booty call, sex with an ex, short fling; paid sex…)? Short fling

Tell us about your PARTNER(S). What did they look like? How well did you know them, had you hooked up before? How/Where did you meet them? How did you feel about them before the hookup? Sherlia was black, 5′ 3″, brown skinned,with a very large ass, wide hips, wide mouth, dark brooding eyes, small breasts. I knew her from high school and I was in college at the time. I never considered her good looking enough to be a gf, but she was smart, and sweet, I liked her, and she was best friends with a good female friend of mine, Cathy. I liked Cathy and assumed one day I would fuck her, but she married a friend of mine. She still flirted with me like crazy and made it clear she she was ready when I was, husband or not. But she was the reason I ended up fucking Sherlia, they were friends and she set it up.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I was home from college at Christmas time and got a call from Cathy. After a few preliminaries she asked me about Sherlia, did I like her, and had I called her, blah blah. I said no, and Cathy said that Sherlia was 19 and told her she was tired of being a virgin, was old enough, and wanted to see what sex was like. She told me that if I asked her, Sherlia would let me be the first. In retrospect I am sure Sherlia was probably sitting next to her, listening to the conversation. I wasn’t that attracted to her, but the idea of popping a 19 year old cherry was too good to pass up, and being a 19 year old dog, I agreed. I called Sherlia as soon as Cathy hung up, surprise, she was home and answered, and we made a date for a movie that night.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? First date; came back to her house, parents asleep upstairs in the small house, us sitting on the living room couch. I started to make a move on her, to see how willing she really was. I sat her sideways on the couch and worked my hand down the front of her pants, while kissing her. She was a terrific kisser, the best kisser I have ever had. I put my hand on her pussy. What a surprise! It had huge, soft lips and when I goosed her with my middle finger, her soaking wet slit felt like butter. She wanted a dick all right, I could even feel her slippery clit, it was so firm and prominent. She leaned back and panted softly like she was secretly jogging uphill. I worried about her dad coming downstairs or I might have tried more, but I have never wanted to fuck a woman so bad in my life as I wanted to fuck that soft, fat-lipped pussy. If I had been more experienced I would have turned her so she could have sucked my cock while I finger fucked her, but I stroked her pussy until I couldn’t anymore, then made a date for the next night, to go over Cathy’s house. I knew I was going to fuck her then.

Fuck night was pretty direct. After a brief date we went to Cathy’s apartment. We ended up in Rick and Cathy’s bed and while talking, Cathy brought us a quilt and said,” if you two are going to use my bed you had better put it to good use!” I stripped Sherlia’s clothes off, being grateful when she pulled down her panty hose on her own, taking her panties with them. I was pretty sure I was about to fuck her then. I pulled out a condom and rolled it on; she smiled as she watched me do that, then she laid on her back, legs apart. I told her she looked cute naked, and raked the sides of her ribs with my nails ( I heard somewhere that felt good). I then got between her plump thighs and rubbed the head of my dick up and down her slit. She was very wet, I pushed the head in and she gasped,”Doc!” I froze, giving her a minute, wondering if she was changing her mind. Then, thinking, I’m already fucking her, I pushed hard and in about three thrusts, sunk every inch of my big dick into her soft, inviting pussy. It was the best feeling cunt I have ever been in, my big cock felt like she had been custom fit for me. She didn’t groan or gasp but took every inch like she was a married woman with 10 kids. I have never had a woman take my big dick that easily. It was astonishing for me.

Did you have an orgasm? Did your partner(s)? I poked her deep two or three times so she could feel what it was like to be full of me, to calm her. Then I started grinding her slowly, trying to get my balls in her. She was delicious and I kissed her deeply and she returned another of those sweet kisses. I started to stroke her harder and told her it might be easier to take me if she wrapped her legs around my back. I didn’t know if that was true, but a woman with her legs around my back says she is conquered from my stand point and I wanted that. She did for a moment, then lowered her legs again to the bed. I was fucking her harder and harder, almost feeling like I was high, her pussy felt so good, and then I was aware that things were moving, that way it feels if you are standing up in a small boat, that there is rocking and swaying you aren’t in control of. It took me a minute to realize that Sherlia was rocking and rolling me. She was fucking me back, timidly at first, then with more and more strength and energy as the joy of sex took root in her. I have never felt an ass roll or a pussy grip like she did. It was sex from heaven, sex from another world, it was the hottest, best pussy in the world, and I was balls deep in it, fucking her with the longest, hardest strokes I could, slamming again and again against her soft cunt lips while she tried her best to bounce me to the moon. Damn it was hot. When I came it was like taking a piss, it was that thick and hard, two hard squirts that were so powerful I had nothing left. I have never come that hard in my life, before nor since. It was the best fuck in the world. What a ride!

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? Condom. Wish I had the balls to have taken it off, but I knew knocking her up would have been very awkward as she was not a girl I would want to be in that situation with. But as good as she fucked, maybe that would not have been all bad.

What were your REASONS for having this hookup? 19 year old cherry to pop on a female that was going to give it to me as soon as I could put my dick in her.

Were alcohol or drugs involved? If so, how much? Not a drop

What happened AFTER the hookup? How did you feel about it? What are your expectations/hopes for the future with this person? How do you feel about them now? We fucked again a few days later, same place, heads facing the other way, It was good, but not like the first time, but still very, very good. I started thinking about whether or not she could suck cock as good as she sucked, but her pussy was so satisfying I figured it could wait. As it turned out, that was the last time we fucked.  When school ended I went by to see her and she was dating a friend of mine. She wanted me to sneak and fuck her but I wasn’t comfortable with that, and when he ended up marrying her, that was the end of that.

To whom did you talk about the hookup? How did they react? Cathy and Rick. I never told my friend who married her, although I suspect he suspects. He never asked me and I never volunteered it, and Cathy told me Sherlia never told him, so I guess he’ll always wonder, if he thinks of it at all. My wife, suspects I did her too, but I have never confirmed it and she has mentioned all of us vacationing together. I know she likes Sherlia’s husband and I have always had my suspicions about the two of them, so maybe I should push the vacation idea. After a few drinks things might get interesting. I would give a nut to fuck Sherlia again. I want to kiss that pussy and get her to suck my cock, which never happened.

Was this a consensual and/or wanted experience for you? For your partner? Very consensual. She gave it to me on a silver platter. She pulled down her own panties. I think I kept them for a while, as it was a habit of mine back then, but I can’t remember after all these years.

Do you regret this hookup? If so, why? Hell no! I have jerked off so many times thinking about her.

What was the BEST thing about this hookup? How about the WORST? Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? I liked the way she moved. She told me she came with me, but she was breathing so hard and moving so much it was hard to be sure. She was delicious in the sack and she had the best pussy, was the best kisser, was the best fucker and the best come I have ever had.  Love my wife, but I love thinking about that brief fling with Sherlia.

All things considered, how POSITIVE was this experience? Very positive

All things considered, how NEGATIVE was this experience? A little negative

Anything else you want to add about this hookup or anything else? Only negative was I was wearing a rubber and I didn’t get to eat her, and get sucked by her and I would love to have fucked that fat ass of hers. And to be honest, she was not a pretty girl and her figure wasn’t all that great, so it was purely the quality of the fuck that made it great, with little enhancement from her looks and figure. But I am not complaining as on her back, in the dark, with my cock in her pussy, she was an angel from heaven itself, no lie!

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