What’s your gender? Man
How old are you? 54
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Michigan
Highest education received: Some college (not currently in college)
What’s your occupation? Executive
What’s your current relationship status? Widowed
How religious are you? Somewhat
What’s your sexual orientation? Heterosexual
Any other term(s) that describe your sexuality or sexual identity? Daring. Hungry. Secure.
How many sexual partners have you had in your life (including oral sex)? 350+
How many hookup stories have you here posted before? 14
How long ago did this hookup happen? November 1975
What was your relationship status at the time? Single
How would you best classify this hookup? First of many
How long did you know the person before this hookup? For less than 6 months
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? T. worked at the bridal shop her family owned, which was around the corner from where I lived with my family. She was 5’3”, weighed about 115 lbs., had wavy, brunette hair that hung to about the bottom of her shoulder blades, green eyes, and perfect teeth that made her sweet, friendly smile most inviting. At that time she was 21 years old and in college part time, and single but dating a guy somewhat regularly for several years, mostly just friends according to her though. She had a semi-athletic build, and could’ve been a model because of the combination of beauty, posture and gracefulness in movement.
I had just turned 14 in September, shortly before meeting T. while selling candy for a school fundraiser. She and her older sister were some of my best customers, buying a box of candy nearly every time I came into the store, which was at least twice a week for well over a month at this time. T.’s sister was not always at the store when I came in, so I started coming by later so that I could have more time to talk with T., who allowed me to flirt with her, sometimes with unrebuffed sexual innuendos, which is one of the things I was honing my skills in at that time. I really liked T., not just because she was beautiful but because she was sweet and engaging, and because she returned with the flirts most of the time. I recall fondly how she taught me to wink with one eye and make it look natural instead of contrived and laborious.
I stopped into the store one Tuesday just a few minutes before closing time, about 6:20 p.m. T. was finishing up the closing process and asked me to go ahead and lock the door and turn the sign to indicate the store was closed. I don’t recall really thinking anything about it at the time other than, “She never closes early.” After she was done counting the till and closing out the register, she invited me to go into the back with her, which was not out of the ordinary, as I had been in the office with both her and her sister several times over the past nearly two months.
After she finished the books she got a bottle of Mountain Dew® from the refrigerator, opened it, and took a drink. I remember thinking, “I’m surprised she didn’t offer me a bottle; she knows it’s my favorite drink.” But then she handed me the bottle and said we could share. Then she sat on the floor which, again, was out of what I thought was character for her. But I followed suit and sat down in front of her, took another drink and handed her the bottle back.
How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? After taking another drink of Dew® T. asked me why I came in so late that day. I told her that I was done with selling for the day and figured it would be a good time to talk alone for a while. She smiled, took another sip and handed the bottle back to me, and said, “You don’t mind sharing a bottle of Mountain Dew® do you?”
Of course, I told her no but added with a chuckle, “I’ve always wanted to share your germs,” all while looking her straight in her eyes. She didn’t say anything but just got up from the floor and walked into the restroom, but left the door open enough for me to see her as she lifted her skirt and dropped her panties to the floor before sitting down on the toilet. That kinda surprised me some but what happened next surprised me even more. After she got done on the loo she left her panties on the floor as she dropped her skirt and stepped out of her panties before washing her hands, then came back and sat down in front of me again as she took the Dew® from my hand, took another sip and said, “I think I forgot my panties.” I asked if she wanted me to get them for her but she said that she would get them later.
We had some more small talk and banter mixed with sexual innuendos before we finished the Dew®, then she looked at the clock behind her for the first time since we sat down, and said something like, “Well, are you going to share my germs just with the bottle or are you going to kiss me too?”
Remember, I was only 14 years old and, although I had been sexually active already I was a bit surprised at her forwardness. I looked her in the eyes as I hesitated, so she leaned forward onto her knees and initiated the kiss. This was my first experience with a kiss with tongue, and I liked it instantly because it felt like I had always imagined it would: soft, warm, moist, and connectingly intimate. After that first kiss she asked me if I had actually ever kissed a girl before, so I told her yes, but that this was my first french kiss. She chuckled and said, “I can tell you haven’t done it before but you’re good anyway.” Then she pushed me onto my back, climbed halfway on top of me and kissed me again, only a bit more aggressively, which caused my cock to start twitching. As we continued to make out like this she pulled my polo shirt out of my pants so she could feel my chest. We made out like this for probably about 10 minutes or so before she asked when I was going to touch her tits. Being a 14 year old hormone-drunk adolescent I started pawing at her a little too anxiously but she was really sweet and told me to let her teach me how to touch a woman, which she did very well.
We continued making out for more than an hour, playing with each other’s chests, as she continued teaching me what she liked when it came to having her breasts fondled and caressed. Then she said she had to get home but that if I came back Friday afternoon about the same time we could play a little more, and that she would teach me some more things that she liked. I told her that I would see her then.
Well, Friday afternoon at about 6:20 p.m., I returned to a store full of customers. T. saw me and motioned for me to come to her, then whispered in my ear that she was going to act like I was there to help clean and close the shop when the ladies were done. So, she told me to empty the trash, turn the sign to closed, and get the vacuum ready for when the ladies were done. I did as I was told, and waited patiently for about 25 minutes before the ladies finished and checked out.
Finally! We were alone again. I helped her close out the till and clean up, then we went into the office so she could finish the books real quick. It was about 7:00 by then. She told me to get a Dew® out for us to share as she did the paperwork. After finishing with the books she plopped down onto her right side on the floor propped on her elbow, then she propped her head on her hand and invited me to lie down in front of her. We quickly picked up where we left off the other day, only this time I was the one who was halfway on top of her. With me being only 14 and relatively inexperienced, things were somewhat awkward at first but we figured out how we could fit together better as we went along. We made out and fondled each other’s chests for a while before she sat up and took off her panties from under her dress. Then asked, “Do you know what this means?” as she tossed her panties onto my face. I didn’t want to admit it but told her that I wasn’t quite sure. She then told me that she was going to teach me how to eat her pussy. (I didn’t tell her but I had already licked a girl’s pussy a few times before that, but I quickly learned the difference between simple licking and eating. BIG difference! I like eating much more.)
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? T. knelt down on her knees in front of me, kissed me again deeply, then slowly laid down backwards until she was flat on her back with her heels underneath her ass and her legs spread so that I had a full view of her beautiful, slightly hairy pussy as she pulled up her dress. Then she simply said, “Come here, baby. Let me teach you what to do with this.”
So I leaned forward until I was on my hands and knees over top of her body, and started kissing her again. As we were making out she took my right hand and placed it in her hot, wet crotch so that I could feel her soaking pubic hair and pussy lips. She guided my fingers with hers to show me exactly how she wanted me to touch her and, after just a few minutes of this she pushed my middle finger inside herself, to which she let out a soft moan as she lightly bit my tongue. She told me to move off a little bit to the side so that I could touch her even better. After a little bit longer she instructed me to lay down so that my head was by her hips but my hips were by her head, then she did exactly what she said she was going to do, she taught me how to eat her pussy. T. tasted amazingly sweet and tart at the same time. The other two girls I had licked were only slightly tart, without the sweet. I ate her out for more than 15 minutes as she fondled my cock through my pants before she had her first orgasm, which I hungrily slurped up until she started unzipping my pants and pulled out my cock. We stayed in the 69 position eating each other up for more than a ½ hour more while she had several more orgasms, finishing up with me cumming in her mouth with her swallowing nearly every drop. (I tried to pull my cock out of her mouth when I started to cum but she held onto my ass hard in order to make sure I couldn’t pull it out.) Ever since that evening I have loved the feeling of a woman who enjoys taking my load in her mouth and swallowing as I continue to shoot. She had me hooked.
How sexually satisfying was this hookup? Very
Did you have an orgasm? Yes, one
Did your partner have an orgasm? Yes, multiple
What happened AFTER the hookup? How did you feel about it the next day? What are/were your expectations/hopes for the future with this person? How do you feel about them now? After I finally exploded in her mouth I was spent and rolled onto my back, arms and legs spread-eagle in sweaty exhaustion. She then climbed on top of me, face to face, and we made out for probably about another 10-15 minutes before she said we should probably get out of there because it was well after 8:30 p.m. by this point. So, we cleaned ourselves up real quickly in the restroom, then had one more passionate kiss before leaving for the night.
I felt 10 feet tall and bulletproof for a long time after that first hookup, especially because she continually complimented me when I did things well without ever once downing me for less than stellar performance.
T. and I hooked up like this several times over the winter and spring before she taught me how to fuck. She was an amazing teacher, to whom I will forever be grateful because she didn’t simply expect me to know what to do and actually taught me with patient instruction to please her sexually in many ways. I have remembered these lessons for more than 40 years now, and continued the education process, pretty much in her honor, which has served most of my partners and me quite well over the years.
T. went on to become a social worker, then into pediatric psychology in her early 30’s. To my knowledge she never married (many years later I became friends with her younger brother after meeting him one night at a bar. Of course I never indicated to him anything about my experiences with his sister.)
What precautions did you take to prevent STIs and pregnancy? (Check all that apply) None, No penetrative sex happened
What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, Hoping or expecting it would lead to something more, Thought it was an important experience to have
How intoxicated were you? Not at all (no alcohol or drugs)
How intoxicated was your partner? Not at all (no alcohol or drugs)
How wanted was this hookup for you at the time? Very
Did you consent to this hookup at the time? I gave enthusiastic consent
How wanted was this hookup for your partner at the time? Very
Did your partner(s) consent to this hookup? They gave enthusiastic consent
To whom did you talk about the hookup? How did they react? I only told one friend about it many years later. He said that had he not known me any better that he would think I was lying, but that now he understood why it was so easy for me to pickup a girl almost anywhere I went, because I had a real, practical education in reading how a woman is feeling/thinking.
How would you best summarize people’s reactions about this hookup? Relatively positive
Did you get emotionally hurt as a result of this hookup? Not at all
Did your partner get emotionally hurt as a result of this hookup? Not at all
Do you regret this hookup? Not at all
What was the BEST thing about this hookup? T. was the BEST sex teacher a guy could ever have imagined. I couldn’t believe she had made me cum in her mouth, and later learned that it was the first time she had ever let a guy do that, and she realized that she liked it. Having an adult pussy as the first one I ate, and being able to bring her to an orgasm was simply magnificent! I had never known about the female orgasm before that evening.
What was the WORST thing about this hookup? That it couldn’t last longer. (Remember, I was only 14 and, while she was 21, she still lived with her parents while working and going to college.)
Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? T. opened my eyes to many wonderful sexual experiences beginning with this first hookup. To think that a 21 year old woman would accept the flirtatious advances of a 14 year old boy, then willingly and enthusiastically teach him how to read and please a woman, while in no way coercing him was simply amazing. Had this happened today and our secret was found out, she would have spent several years in prison for simply doing what comes naturally. I was well beyond puberty at that point (started shortly after my 8th birthday and was all done by 10½. Yes, and one proof of that was that I was singing bass in an adult choir by my 11th birthday. Along with my confidence, my unusually deep voice was one of the things that attracted her to me), and was quite obviously well into adolescence, with the voice and hormones in full effect.
All things considered, how POSITIVE was this experience? Very positive
All things considered, how NEGATIVE was this experience? Not at all negative
Anything else you want to add about this hookup? What more can be said besides, it was FANTASTIC!
What are your thoughts on casual sex more generally, the role it has played in your life, and/or its role in society? What would you like to see changed in that regard? Read some of my earlier postings and you will be able to understand them after reading this one.
What do you think about the Casual Sex Project? I enjoy it, especially the stories where the author includes emotion and thoughts about their partner(s).
You have a hookup story to share? Submit it here!