by Scott

Gender: Male
Age: 29
Race/ethnicity: White
Location: Pacific Northwest
Highest education received: College degree (eg., BA, BS)
Occupation: Bookkeeper
Relationship status: Single
Religious affiliation: Christian
How religious are you? A little
Sexual orientation: Heterosexual
How many sexual partners have you had in your life (including oral sex)? 15
How many hookup stories have you here posted before? Three

My First Time

How long ago did this hookup happen? Twelve Years Ago

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…) Losing my Virginity

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? Her name was “Susan”. I had actually known her since grade school but we had not gone to junior high together and she was the best friend of a girl I had a major crush on. She was five three or four with short brown hair and she always wore these sweaters and black frame glasses. She was what you would call a good girl. We had been dating at the time, as much as two 17 year olds could be.

How/where did the hookup BEGIN? What led to it? Was planning involved? Who instigated it? I shared about it a bit last time but I will repeat it here. Susan and I went to a very conservative Christian High School. They naively taught abstinence over sex ed (there were a few girls that dropped out over the years because they got pregnant). Susan was President of what was called the Abstinence Club for two years. They also even had a daylight rule, where you had to see daylight between students. Basically it was the same as every other high school with sex, drugs, and alcohol. I knew of a number of students sleeping together and which cheerleaders were sluts. I also know many of my senior class went quite wild after high school.
Susan and her friend Heidi (See the Reunion Hookup) had always been friendly with me. I was a nerd, thinking back you could probably have described Susan as one as well, and for most of High School girls made me nervous and you could have also described me as a loner. 
Fall of our senior year things changed between me and Susan. Over the summer she had gone through puberty so Susan was fully a woman now with breasts and everything. We had both taken journalism (it was mostly girls, why I took it) all through high school and were co-running the school paper and working very closely together and often staying late after school. One day in October we were working late and had brushed up against each other and kissed, the sexual tension between me and Susan had been building for a while. She was only the second girl I had even kissed. I asked her to Fall Formal (so conservative we didn’t even have dances) and she said yes and we actually started dating.
Things between me and Susan progressed slowly, it was nearly Christmas before we had sex. Kissing led to making out and heavy petting a few times. I knew Susan had grown tired of being the good girl which is a big part of what led to our first time.
I had had her shirt off once before, but one weekend her Dad had gone out of town (he was a single parent) and my parents were gone as well. I had gone over her place in the evening, cell phones were quite new back then but I had one so my parents called me on there to check in. We had started making out on the couch in the living room and she had pulled her shirt off and she quietly whispered in my ear she was ready.

What happened DURING the hookup? What sexual behaviors took place (e.g., oral, vaginal, anal, kinky stuff)? How did you feel during it? Did you have an orgasm? Did your partner(s)? How did they behave toward you? Were they a good lover? What did you talk about? How did it end? Susan took her bra off, and thus my fascination with boobs began. I had never seen them outside of TV and she was curvy and what you would call stacked today, gifted with a large pair of natural breasts and I wanted to play with them. Thinking back to that night I was a little too focused on her boobs as I laid her down on the bed and played with them and licked and sucked them and her nipples. Susan always wore very loose clothing and admitted to me she was very self conscious about how big her breasts were, to which I responded I wasn’t going to complain about them and she laughed.
She stuck her hand down my pants and stroked my cock a bit, not that I needed it since I came quickly from it. Back then I could get it up at the slightest patch of bare skin, math class was hard in more ways than one, and repeatedly so we decided to finish undressing.
I had never seen a girl naked and saw my first vagina and ass and she saw her first cock, a word I was surprised to hear her use. She offered to “suck it” but something told me Susan was not quite ready for oral so I passed. We kissed and made out naked and played with each other and I came again all over her stomach.  
The time came and she wanted me to penetrate her so I put a condom on and did. It was very clumsy, how I would describe the entire night, and also quite painful for Susan. She bled a bit and I came again after just a few minutes and I was quite tired from our love making at this point. Susan asked me if I wanted to stay.
I slept over with her in my arms and we cuddled for a while in the morning. Susan was quite sore. I wanted a shower before I went home and I used the one in her Dad’s bathroom, it was quite large and Susan wanted to join me and we both knew he had entertained lady friends in there. There was a lot of playing with each other, touching and kissing but no intercourse. I had to meet my brother so I went home early in the afternoon.

What precautions did you take to prevent STIs and pregnancy? Did you discuss STI history? As neither of us had any sexual history we only discussed it in passing. However I used a condom and after Susan quietly went on the pill after she turned 18 a few weeks later.

What were your REASONS for having this hookup? I was young and really liked and wanted her.

Were alcohol or drugs involved? If so, how much? Not at all.  I still hardly even drink.

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? Susan and I were together for the rest of senior year. We actually had sex a bunch more times and got a lot better at it. For Christmas she gave me my first blowjob, oral is something I very much enjoy now. Her older sister gave her a copy of the Karma Sutra and we experimented with positions and tried a few things. Her Dad caught us once and we had to cool it for a bit, he never got a good look at me so there was no blowback from my own parents and I am not sure how much Susan ever even told him. I also want to point out that right after the first of the year Susan quit the abstinence club, she said it was about grades but I knew it was about the hypocrisy and how much of a joke we both truly thought it was at that point. She also started dressing differently, tighter and tighter clothes and ones that were quite revealing when we weren’t at school. While her grades were still excellent (she graduated salutorian) the good girl was gone.

Senior Trip following graduation was our last hurrah and Susan and I knew it. We stayed at an ultra conservative college, so much that if boys and girls were caught in the same dorm room they were expelled and for us we would be asked to leave (this did happen to one couple). Not even my high school was that rigid. Susan and I still managed to sneak away and have sex and spent a lot of time together. The trip ended, we both cried and I am man enough to admit that. Susan was leaving for early college in a few weeks and I haven’t seen her since.
As this was my first time and first relationship I look back on this quite fondly. She didn’t come to our 10 year reunion last year but her friend Heidi (who I have been seeing off and on since the reunion) told me she is married now and has two kids and lives in Texas. I am happy for her.

To whom did you talk about the hookup? How did they react? A few ex’s over the years have asked a few times. I told my best friend who was impressed but he had been sexually active since 15. Other than that we kept it quiet, despite the fact that everything went on if word ever got back to our parents or the Administration which would have expelled us both. I know of a few students this happened to.

Was this a consensual and/or wanted experience for you? For your partner? For both of us very much

Do you regret this hookup? If so, why? Not at all

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? Having sex for the first time, I feel it is a true milestone in a person’s life. It’s why I would argue there is no such thing as casual sex, I feel there is nothing truly casual about sex. What I learned was girls can want and enjoy sex as well. I learned sex is ok and I actually gained a lot of self esteem from this experience.

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

All things considered, how NEGATIVE was this experience? Not at all negative

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