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What’s your gender? Man
How old are you? 22
What’s your race/ethnicity? White / Caucasian
What continent do you live on? North America
What country and/or city do you live in? Boston, MA
Highest education received: Post-graduate degree (currently pursuing)
What’s your occupation? graduate student
What’s your current relationship status? In a serious relationship (monogamous)
Religious affiliation: Christian
How religious are you? Somewhat
What’s your sexual orientation? Mostly heterosexual
How many sexual partners have you had in your life (including oral sex)? 8
How many hookup stories have you here posted before? none

College Sex Diaries #1 — Eleanor’s First Experience of Penetrative Intercourse

How long ago did this hookup happen? a few years ago

What was your relationship status at the time? Single

How would you best classify this hookup? Short fling

How long did you know the person before this hookup? For less than a week

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? Eleanor was about 105 lbs. with long dirty blond hair and green eyes. She was slender, about 5’6″ and ran cross-country for her high school. She had very small “bee sting” type breasts and never wore a bra – her nipples announcing themselves by poking through her shirt fabric – I found her very attractive due to her purity (no fake tits) and lack of makeup and bra – the sexiness of a youth having completed puberty was thrillingly attractive – a ripeness. She was “my type” due to her slender athletic body: the 100%, all-natural granola type sexiness. I’ve never cared for women with big breasts or “pearl necklace” type sex acts – I just love pussies – licking, touching and penetrating them – an observation from my limited variety of sexual partners, I have found that women with small breasts tend to focus their sexual energies exclusively on their female genitals – it’s their main gift to a male in lovemaking – and thus are more “pussy” focused. Eleanor was a high school student, 17 who enrolled for a summer session at my college – a highly competitive institution in New England: Massachusetts. Eleanor, a rising senior, was taking two undergraduate classes – and planned to apply for admission her senior year. I met her in my dorm – all the high school students stayed together on the first two floors – separated by sex with a RA to make sure no mischief occurred creating legal liability for the college’s endowment – other than openly using drugs and getting drunk, the high school students were free to do as they pleased for the summer session. I was a sophomore in college, 19, and I was on the men’s varsity cross-country team – so I was in amazing shape – a long distance runner with tremendous endurance and “lower unit” muscles: legs and butt. Eleanor and I met in the stairs at my dorm and I asked her to lunch at the cafeteria — nothing special — as she didn’t know anyone, and seemed eager to hang out. We hit it off, and she seemed eager to have further contact.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? After a few days, I took her on a date — to an art museum in a nearby town – we drove my mom’s old car: a 15-year old blue Mercedes sedan that I kept waxed and clean. After we toured the collection and had lunch, we walked around the sculpture gardens — about 20 acres. We found a spot on the grass – far from the museum — and just talking away. The conversations did turn more intimate in terms of emotional sharing. Eleanor seemed to be very attracted to me — in part because I was older and had already gained admission to this highly competitive college. I sensed she was looking for a fling — something to tell her friends about when she returned home for senior year. I started by saying, “I realize I’m a few years older than you, me in college and you still in high school, but I find you very, very attractive…” I wanted to be clear that if we hooked up, it would be her choice — an act of charity on my part to get involved with an inexperienced high school student whom would leave in a few weeks — I didn’t want to set unrealistic expectations. She consented by moving closer to me, and looking me in the eye, smiling.

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? I began to kiss her — sitting upright on the grass — and I felt her eager tongue communicate that she was ready for a sexual encounter. My hands caressed her long hair, and I pulled her close to me. Having a bit of experience in sexual acts, I wanted whatever was going to happen between us to be slow and unhurried. So we kissed for a good ten minutes, my hands started to brush against her small breasts and I drew her even closer to me – her chest pressing against mine. I started to fondle her ass and continued to play with her long blond hair – pulling it a bit in pinches – combined with a massage of her scalp.

After a while, we lay down, side-to-side facing each other, then side-to-side, spooning. The park was very big, and we were under a tree all alone — the light filtering in and out on a Sunday afternoon. Nobody was nearby, we felt comfortable. In time, I slipped my right hand into her pants, and boldly moved my hand under her underwear after some light massage of her bellybutton. She offered no resistance, and continued to French kiss me with passion. I was excited to have my hand on her sex. My palm pressed against her mons pubis, the ridge of tissue above the vulva – and I just held my hand there without moving – my fingers pressing against pubic hair and slit could feel the nice little hillock – the “camel toe” — and started to lightly massage my palm into her mons pubis with increased pressure in rhythmic pulses all the while rubbing her pubic hairs lightly with my fingertips — stimulating her whole genital region indirectly yet never opening her vaginal lips or touching her clitoris directly. In no time, I could sense the heat rising in her pussy via the moist pubic hair and her vaginal secretions my fingers – her vagina was aroused, enlarged, and lubricated by her vaginal secretions – she was “ready for penetration” in terms of physiology. She was squirming – highly sexually charged. I pressed behind her, spooning, kissing her neck from behind while I would press my palm of my hand onto her mons pubis: the ridge of tissue above her vaginal opening, while my fingers dangled upon her labia

Eleanor’s breathing increased, and she started to tremble, and yet I did not penetrate her vaginal canal just yet with my fingers, I prefer to do that when we would be nude — where I can have better access. I was just testing the waters, and clearly she was highly aroused and ready for sexual intercourse. I was kissing the nape of her neck, my left hand wrapped around her body, cupping her breast, another slid into her underwear cupping her mons — I would make light circles brushing the pubic hair varied with squeezing, palm to fingers, of her entire genitals. We continued on like this for about 10 more minutes, writhing on the grass, me pushing my uber erect penis into her ass crack — we were both fully clothed — and she made no attempt to retreat. I begin dry-humping her, slowly thrusting my rock hard 7″ penis, which when pressed against my body is like a zucchini reaching from just above my anus to my belly-button. I pressed it into her ass crack where it fit nicely, allowing our bodies to be pushed together, head to toe: my balls pushing touching up against her perineum, my cock filling up her ass crack, my glans pushing against her lower spine — I could feel her tail bone with the tip of my penis. It was really hot foreplay, I was loving it, and so was she — yet I didn’t want to do anything further in public, I had no desire to make a spectacle of ourselves, and thus never penetrated her vagina with my fingers in an effort to massage her vulva into orgasm, I just teased her pussy and got her really hot. With my hand still in her wet panties, and my middle finger touching her inner vaginal lips — at the opening of the vaginal canal I so desired to explore — I asked, “Do you think we should go back to the dorm now? Do you wish to make love with me? I’d like that immensely…”

Ridding back to campus about 3pm, we stopped at a Walgreens for some condoms and Astroglide — I smiled as the cashier rang it up — it was very cheerful banter to know your getting ready to have sex with a fit teenage girl this very afternoon — it wasn’t like we were drunks trying to bang each other before we sobered up: funneling around. We were both athletes in tune with our bodies: we both wanted to fuck each other: I planned to fuck here for hours this afternoon, show here that long distance runner’s stamina.

We got back to my dorm room, we stripped naked — my rock hard cock had oozed pre-cum in my underwear — the clear, oily fluid was all over the bulbous red tip of my penis, making it shinny — sometimes my cock gets so hard, if ejaculation does not occur rapidly in foreplay, a sort of “blue balls” pain ensues — and that was what was happening with my cock as I had been erect for over an hour without any penis play — kissing Eleanor, pressing against her ass, and during the drive home — my penis had never left my underwear. Thus the prolonged pressure of the erection itself (the blood engorged erectile tissues) start to bruise my penis causing a mild pain, but nothing too bad — such pains acts to delay the ejaculation especially when I use a condom — . When I am having sex with a girlfriend — i.e., expecting to fuck at a given time — I solve this problem, avoiding an uber erection during foreplay by simply masturbating before the date. Thus when kissing begins after dinner, I am not instantly rock hard, looking to ejaculate, having cum a few hours previous. Thus masturbating before the date allows me to be a better lover, to think of the female’s needs rather then being driven to ejaculate as the number one goal — the reproductive urge. Masturbating by hand takes me just a few minutes — I often do it in a public bathroom with the aid of viewing Internet pornography. The point being in this first sexual session with Eleanor, my cock was unbelievable hard and sore — the large amount of pre-cum oozing from my glans’s slit showed the biological reality — my reproductive system was expecting penis stimulation that would result in orgasm and ejaculation for way too long — yet I still had a ways to go.

Eleanor and I were now nude in my dorm, quite a turn of events from the morning, and standing pressed against each other kissing, I asked, “Eleanor, have you had vaginal sex before with the lads in high school, or just done oral? I know that stats for 17 year old girls, and it’s 50%-50%?” She replied that she’s never had sexual intercourse — just done oral sex — and I again asked, “Are you sure you want to have sex with me? Are you ready for this?” I really didn’t want to push her, but sensed that she was really keen to proceed — she had already fucked me in her imagination the day we first met. I was happy to oblige her desire, and I was full of sexual energy but I really wanted to make this an amazing experience for her — so glad her virginity was being offered to me in the daylight with full consent — quite a responsibility. I thought for a moment what her parents were doing at this instant — as I, a stranger, was about to become the closest person to her on Earth — to forever exist in her memory: her first adult sexual experience. Certainly the blowjobs she had given to the high school lads had created an adult desire, for she never drew away from my erotic “dry humping” in the grass — in which she became quite aware of my cock and its need to penetrate her bottom.

I played her down on the bed, kissing her, and rubbing my cock on her belly — I started to finger her mons as before, but quickly proceeded to place my middle finger into her wet vaginal opening — it slid in. I then kissed her breasts — taking her aerials into my mouth briefly — I love small breasts, and love tonguing the erectile tissue of hard nipples. She being on my bed on her back, I moved down and had her spears her legs so I could really see her genitals: a slender teen, she had a ungroomed blond pubes — very light in color and shinning — I told her how beautiful her pussy was — something I learned in sex tips — women always want to know that they have beautiful vulvas (i.e., genitals) when a man is first making a visual inspection. I held her legs spread — “Gorgeous genitals with the blond hair, just like me!” and nothing smelled amiss. Some women do have a foul vaginal odor, but Eleanor definitely had a scent from her vaginal secretions, but nothing unpleasant — just a female in heat type odor — and I commented on it too, “you smell great — like honey,” putting her at ease for what I was about to do — eat her out while fingering her G-spot — aiming for a mixed orgasm via simultaneous clitoral and vaginal stimulation — I had read many sex books being a bio major and really interested the physiology of sex: the science of eroticism. As they say, “the brain is the biggest sex organ.” My academic interest in sex (in addition to real life experiences of penis-in-vagina sexual intercourse) helped prepare me for this unexpected situation: a 17 year old virgin, had opened her pussy to me — it was inches away — eager for a first fuck. What to do? What was the sex session plan of attack? Definitely, I wanted to giver her a five start experience — something to tell her friends back home what she accomplished of the summer break: “I went to Dartmouth summer school and I fucked this really hot varsity cross-country runner; he’s a sophomore in college. We fucked every day, in every way — it was amazing — felt so good!” I put on some classical music via Bluetooth— Bach keyboard solo works — very soothing and would mask her sex sounds — I didn’t want people listening against the dorm door (or rather for her to know this always occurs when students fuck in a little dorm room with paper thin walls.) I live on the third floor, and left the window blinds open — anyone with binoculars in the treetops could have seen us, and we’d have welcome them to it! Men fuck women in college dorms — duh!

The way I looked at it, I was to be Eleanor’s sex coach for the next two weeks — she wanted this experience— and what Eleanor would learn from me would shape her sexual experiences with other men! Yet she was just 17, and I was chosen as the first one to make love with her — to open her up erotically — a great honor that I took seriously. I started to lick her labia — her outer and inner vaginal lips — my nose pushed against her pubes. Studying bio always made me connect sex with reproduction — for everything in sex is geared towards conception — for example, the pre-cum that had been oozing out of my cock for the last hour… that clear oily fluid’s utility is immense: it alters the pH balance of the male’s urethra so that the acidity of urine traces are removed —so when a man ejaculates through the urethra in the penis, the sperm is not placed in an acidic environment — likewise a female’s “wetness” in her vagina during sexual arousal is actually her vaginal canal’s pH being adjusted to receive the male’s ejaculation – keeping the sperm healthy.

Anyhow, I was rhythmically tonguing her vaginal lips a set number of times, and then sticking my tongue as deep as I could manage into her vaginal canal — during this oral sex, with both hands I grabbed her ass checks firmly, massaging her glut muscles hard as I ate her little teen pussy. She began to moan and writhe in pleasure. I then inserted a finger into her vagina and quickly found the rough spot on the top of her wall — her G-spot. I began to simultaneously lick her clit and massage her G-spot with a finger — being careful to monitor her movements and moans — I did not want to over stimulate her, just keep her on a steady inclined plane of sexual stimulation. After just a few minutes of this sexual projects — tongue to clit and finger to G-spot, her ass lifted into the air, and she convulsed into a sexual ecstasy — a powerful orgasm tore through her body that lasted so very long, I began to worry she was dying — the vaginal canal spasms extended into her glut muscles — she shock all over — and she made shallow breaths— and a flush of vaginal fluid was released – not squirting, just more vaginal fluids.

I prepared to penetrate her — skipping the expected offer of a blow job — by tearing open the first condom packet, and rolling a bright red condom over my penis down to my balls — a nice tight fit — I always believe that never can one have enough lubrication in penis-in-vagina sex, and thus I squirted a few two teaspoons of lubricant onto my latex-covered red dong, and another squirt directly on her labia — drenching her vaginal lips. I let the moment of truth build up slowly, carefully placing my 7” dong against her vagina in the missionary position – looking into her eyes. My penis is fairly long, but thin, and sometimes I can hit a women’s cervx causing pain. I asked, “Are you ready? Let’s take this nice and slow. No rush. I’ll just ease in there — tell me if it hurts…” and I pushed about 1/4 the way in — and took a few shallow in/outs – looking into her eyes. Eleanor was still lying on her back, enjoying the moment. I placed her hands upon my ass checks so she could help control my thrusting. Feeling the warm, well-lubricated vaginal canal with the tip of my penis was fantastic — I was inside her, I was taking her for the first time. I would make it a great experience.

Keeping contact with her eyes – my face about 12” above hers – in the missionary position as if I was doing pushups — I started to thrust slowly, deeper — now getting half my 7” inside her without any resistance — her extreme arousal had caused her vaginal canal to expand in size, and within a few minutes with the help the lubrication, I was balls deep within her, all my 7” buried inside, feeling the warmth of her wet vagina with my penis was amazing — the lubrication created was frictionless in/out. I started to do 10 quick deep thrusts – a rhythm I had learned in sex books – and then hold my penis still while pushed all the way into her vaginal canal. After a few such cycles, when I pushed into her vagina really hard – I touched up against her cervix with my glans (penis tip) which was engulfed in blood and not soft, but hard. This caused her immediate pain – and she yelped in pain. Knowing the problem form experience, I said, “Sorry, I’ll take in easy – my penis is long enough that it’s hit your cervix – the gateway to your uterus. Let’s switch positions to rear entry in which your vagina will be natural extended.” I helped position her in doggie style – she on all fours and me pulling in behind, kneeling. This is my favorite position – I tend to only orgasm in this sex position as it allows me intense visual stimulation – seeing my penis thrusting in/out of the female’s vagina with my hands on the her hip bones – moreover, it allows me space for vigorous fucking – thrusting of the hips – without making me feel like I’m doing a hundred pushups – being a runner, my hips/legs are strong yet not so much in the upper body. Luckily, sex is about the “lower body” as it were!

Being my dick has been solidly erect for what seems like hours from the French kissing at the art museum – I decide it’s time for me to cum – at least so I can concentrate more on her first penetrative sex experience in the next round. So I start fucking her at a nice clip – being careful not to thrust hard, just deep – she was taking my cock 100% to the balls – but I just refrained from pushing that extra bit in which I can jam it in even further. I quickly reached a “plateau state” in which my testicles tightened, and I was going strong, in/out, in/out, in/out, in/out, in/out, in/out, etc. I really like getting to a “plateau state” – I can feel the orgasm building within me – and I have no desire to slow down and to lengthen the time of the lovemaking session. My goal is my own orgasm – and my hands are holding her hip bones and I look down at our my dirty blond pubes and dick stuck into her slit – vaginal fluid and lube has oozed out along the base of my latex-covered red dick to my balls – I can feel the fluids being pulled by gravity along the folds of my scrotcal sac – while this fuck action goes on – and even the drips off the base of my scrotum to my inner thighs. It’s so fucked amazing to be having sex like this – that’s what I was thinking. I wasn’t able to gaze into Eleanor’s eyes anymore – I was just pounding her pussy – but that was the center of her being at this point in time – her warmth – her expanded canal having just orgasmed herself. “I’m going to cum soon.” I announced.

It took another two minutes – higher and higher I traveled on this mountainous sexual plateau – my heart beat increasing — the orgasm sensed – the pumping faster and harder. Then I go over the edge – the pleasure fills my brain from all directions – in about two seconds, I am in full ecstasy – “I’m cumming now…” as the waves of the orgasm hit – I thrust deeply for about ten seconds – as my ejaculation takes over and I squirt – one, two, three, four contractions – into the red latex condom. I squeezed Eleanor’s ass to emphasis the moment of ejaculation – “That was fantastic. Wow. Amazing. Thanks for letting me share that with you.” Properly speaking, being a bio major I inform you my dear readers that the male’s orgasm is quite separate from the male’s ejaculation – although people consider them to be synonymous. A male’s orgasm always precedes his ejaculation – typically by a few seconds – the orgasm triggering waves of pleasure but also causing a primal instinct to take hold – the deep thrusting of the penis into the vaginal canal as far as one can push in – so that the ejaculation of seminal fluid, i.e., several squirts of the “seed of life” (the greek meaning of semen) is deposited at the cervix with the sperm swimming into the uterus. Of course, the latex condom stopped this natural process – yet the instinct remained.

I held my penis in her for about 30 seconds while my brain chemistry descended from the heights of orgasm – my penis slowly goes flaccid and I can feel the seminal fluid at the reservoir tip of the condom – my warm cum load. I withdraw from her, took off the red latex condom – she looked with interest — pore the contents of my ejaculation on my palm – one of my biggest cum loads ever – and showed it to her – “Wow look at what you made me do. That was amazing. Incredible. You were fantastic.” We took a bathroom break, got cleaned up, and had some Gatorade – just laid in my single bed together for about 30 minutes.

She was clearly up for some more action – she started to caress with her hands, my semi-erect penis. After the release of the orgasm, I was much freer now to have sexual intercourse without the pent up pressure of the orgasm trying to get out – the biological reality of sex – to ejaculate into the women’s vagina. That done, we could now have a more pleasant round 2. As I didn’t want to overdo things, this being 17 y.o. Eleanor’s first time with penetrative sex (though she’s sucked cock on a few occasions and been fingered to orgasm) I let her take the lead. We were both lying on our backs – a bit sweaty – pheromones hanging in the air – she starts massaging my penis and kissing my neck. Quickly, I am rock hard again. She moves down and said smiling, “I’m going to give you the ‘buttery fly flick.’” I had no idea what Eleanor was talking about – I assume it was some special blowjob technique she’d read about in Cosmo (laughter) – 10 new ways to give . I was relaxed and eager to receive this pleasure. Eleanor sat Indian style, her muscle legs folded, and I lying on my back. We positioned ourselves so that my testicles were pushed against her bellybutton, my thighs wrapped around her torso, my butt checks positioned between her calf muscles and inner thighs – a position of receiving a blowjob I have never experienced. This allowed Eleanor easy access to my erection and testicles – my scrotum sac being quite loose now (expanded in length meaning orgasm is far off).

Eleanor started to caress my penis with her hands and making certain rhythmic tongue flicks upwards on my glan’s frenulum (the ridge of the underside of the penis tip). This was awesome. I had never experienced it. After a bit, she took my testicles into her mouth, one by one, as she continued to caress my shaft – but not touching the glans. Not being the most experienced at blowjobs but quite willing to learn, I suggested a bit of lubricant might be in order – and a squirt of AstroGlide made skin-to-skin contact with my shaft much more pleasing. Generally, I prefer PIVing to blowjobs (PIV = penis in vagina) but Eleanor was taking me into new heights. I was loving this blowjob – not only the attention to my glans, but also to the shaft and testicles – and watching all this was amazing – her blond hair framing the scene – my penis in her mouth, her smiling and being so willing. No alcohol make the inhibitions, just sexual desire and a genuine desire to please one’s partner – to create a deep erotic connection.

After a few minutes Eleanor said, “Most guys would have cum by now, are you enjoying this? Do you want to try something else?” I said, “This is fantastic, just know that I came about 30 minutes ago, so it’s going to take much more action to get me off the second time. Just keep going. You’re doing great.” I was loving it, but at the same time, I sensed Eleanor was getting tired being bent over working on my penis, and she was nervous at my delay in orgasm – she was quite ready for me to cum in her mouth – quite a honor – but the high school men she had been with, I gathered the “butterfly flick” was a one-act play, and she did not comprehend the length of stimulation required for a 2nd act. So I suggested, “What about some more penetration? Is that OK?” She agreed, and I took control: laying her on her back.

I wanted to prepare Eleanor’s pussy to receive me again, and so I pushed her legs back – her ankles on either side of her head – her pussy exposed – and began to aggressive tongue her vaginal canal – tasting her, getting her ready. I was taking a much more masculine role – moving her body around with my strength and she assenting. She was in my control, willingly. Her breathing increased, and she began to moan at this intensity of stimulation from my tongue. After a few minutes, I moved to her clitoris and gave it a brief workout, at which time she said, “I want you inside.” I didn’t need to be told twice! I grabbed another red latex condom, sheathed my shaft, and plunged in while she was still in this erotic and submissive position – I was careful not to thrust deeply as this position shortens the vaginal canal – I again assumed the pushup position – supporting my torso with my arms – and thrusting down into her. I alternated looking into her eyes and down at my penis buried in her slit. She started to moan.

I decided that this second sex session would be more aggressive – more animalistic. We were both athletes – and I wanted Eleanor to experience the physical workout that a sex session could be – to get the heart racing and sweat. I flipped her over – having her lay face down on the bed – I positioned a pillow under her belly button – raising her ass in the air. I then did her in the “down doggie” fast and hard. I love this position as it allows me to thrust hard, and I enjoy seeing my penis buried in her ass. I can also see the rosebud of her anus, but need my hands to support. I pile drive her for five minutes – yet with the condom I am not quite ready to cum – I am tired and need a shift. I move her to the edge of the bed, and we both stand on the floor and I do her doggie – she using the bed for support – her stomach lying on the bed. I am grabbing her hip bones again and thrusting wildly into her – I moan as well. I stop for a moment and squirt a bit of lube, and bury my thumb in her asshole – I can feel my penis through the rectum walls – feel my head going in and out of her vagina. I use the other hand to wrap around and massage her clitoris – giving her anal, vaginal, and clitoral stimulation – I’m going fast and trying to get to the plateau so I can cum again. Well on my way to orgasm, Eleanor cums again – the flush of fluid and spasms over take her – I feel the contractions through her rectum, with my penis, and the two fingers I have jerking her clitoris off as if it was a penis – working the shaft up and down – never directly lifting her hood. After a few minutes of this hard action – my deep thrusts – I get to the sexual plateau and have a few wonderful minutes going deeper into exhaustion yet I can sense the coming orgasm. After a total of fifteen minutes of penetration in this standing doggie position, I cum again – grunting loudly and pulling her hips into me – pushing my cock deep. “Wow. Incredible. You were amazing – that was just the best ever.” I compliment her, withdraw my penis slowly – grabbing the red latex condom at the base – and then take it off – not nearly as much of a cum load this second time, but the orgasm was every bit a strong. I am spent – we lay down in sweat and just cuddle, falling asleep in each other’s arms.

How sexually satisfying was this hookup? Very

Did you have an orgasm? Yes, more than 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? We continued to have sex daily while she was at summer school — I kept up with her a bit when she returned to her senior year in high school — but I didn’t want to push it — I let her set the pace. She ended up not attending my college so we never had any more contact.

What precautions did you take to prevent STIs and pregnancy? (Check all that apply) Condoms

What were your motives for this hookup? Fun, pleasure, horniness, Attraction to partner(s), Learning new things, experimenting, Emotional intimacy, closeness, connection, Thought it was an important experience to have, To feel more confident, I was feeling lonely, Power / Dominance, Making new friends, Everyone else was/is doing it, Didn’t want to disappoint my partner, Boredom, Just happened, I don’t know why, just went along with it, It was easy / convenient

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? Somewhat

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 talked about it to my male friends — with respect to the female involved.

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? I felt I helped teach this young woman about sex in a gentle manner — no alcohol involved — letting her set the pace. She left summer school with great sexual confidence and experience.

What was the WORST thing about this hookup? No regrets.

Has this hookup changed the way you think about casual sex, sexuality, or yourself in general? It was a learning experience for both of us.

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? I had sex with her many times — I will post as to the following sessions. I was very careful not to take advantage of her, and I feel that she was very happy with me helping her to “lose her virginity” by becoming experienced in penetrative sex (she had experience in blowjobs already).

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? I think it helps to educate us — although it can be a means of escapism — I plan to get married and be faithful to my future wife.

What do you think about the Casual Sex Project? I enjoy reading the true stories and like the way it’s tagged.

You have a hookup story to share? Submit it here!