Tag Archives: experimentation

The first time I had sex with a boy

Image from pinterest.com

Image from pinterest.com

I was 14 and everything seemed wrong and hypocritical, and also it was at that stage where you feel you’re the first to ever experience it.

Social compression and boredom forced me into what my parents would have called ‘rebellion’ and I was amazed, as Lucy must have been in Narnia, to find a microcosm of disillusioned deracialized children from alternative schools, who accepted me, allowed me to feel part of some broader adolescent experience. I pantomimed appreciation for third-rate metal bands, learned to smoke pot and read Catcher in the Rye.

It was a time of blurry-faced young people molten in alchoholic fumes, and hitching rides with truckers at night in order to find some stranger’s party.

I met this Cyril (age 17) in one of these dreamy nighttime sprawls. He had an archaic name and a face like an angel, a young steam-punk Narcissus trawling the darkened suburbs with the grace of a gazelle. I was in love with him the minute I saw him, and I never ever believed he could love me back. In the way of adolescents, we ensnared one another with Myspace and sexual innuendos. One night we got to sleep over in the same house, and, in the middle of the night we both jolted up and started kissing. I could not believe I was holding someone so liquid and golden in my arms. I hadn’t kissed many boys then.

When I started going out with this Boy, my two worlds fused: the daytime one, in which I was a nerd at a private school, with my secret nighttime self. Cyril in the daylight, in my parents’ eyes, was this scruffly youth with broken sneakers and a sullen demeanor. He was allowed to sleep over but emphatically in different rooms.

So began a ritual of sneaking into the spare room at night, where we would undress one another, suck and kiss each other’s bodies until our mouths were numb with a slightly sour taste. I gave my first hand job, blowjob and so on. I was slightly alarmed at penises and even more so when he tried to put it in me. I was small and sexually premature, despite being hell bent on rebellion.

So began a bad time. I was convinced something was wrong with my body, and the pain was excruciating. I would clutch his throat to stop him breathing so loud, and I would try separate myself from my experience and focus on the dark passage where my family lay sleeping.

Image from imgfave.com

Image from imgfave.com

Because of the creaking bed, I made him try take me on the floor. I remember how it felt to be flattened between the wooden floorboards and his body. The feeling of that dull fleshy instrument against some unspecified region in my vagina, shoveling unsuccessfully into me.

In the daytime, my mother started coming down on me. In a terrible voice, she told me she was not an idiot; she noticed ‘all the tissues in the bin’. That was all she said about it, but our mutual discomfort slapped us both in the face. She thought I was giving hand jobs. The truth made me want to cry. Cyril continued to sleep over and so the ritual of trying to lose my virginity continued, even in the face of mine and my mother’s red-faced shame.

Not only had my contradictions fused, the once binary parts of my life began to interchange. Now me and Cyril tried to lose my virginity in the bright afternoon. At night, as I lay next to his sleeping body, watching the clock for when I should tiptoe back to my room, I felt young and little and wanted badly to be a child again.

Image from pinterest.com

Image from pinterest.com

I was staving off penetration like it was death, but I began to tell myself that both were inevitable, and I must release my body to him. That afternoon something was different. He put on the condom and moved into me with fluidity we had never experienced, and I could feel myself permeable to him. My overriding feeling was triumph, that I was not an anomaly. Once it was over I held the condom, still warm from my body, and contemplated the semen inside.

That night we went to ‘The Fountain’. A damning movie to lose one’s virginity to if ever there was one. I have since re-watched the movie and have felt tired and disappointed.

About these ads

Leave a Comment

Filed under Sex, Sexual Experimentation, sexual health

My first one night stands

I have always been a “good girl”.  Never played hooky, got good grades, generally polite, sweet, innocent … those are the sorts of words that come to mind when I think back to my younger years.  I was also a bit of a “late bloomer”. I wasn’t really interested in boys until about 16, only had my first kiss at 18, got drunk for the first time at 18 and so the list goes on.  When I went to University I carried on along a similar path. Oh, don’t get me wrong, I definitely did things I probably “shouldn’t do”, but *gasp* I never, you know, slept with anyone I shouldn’t have.

I only slept with two guys at University – both my boyfriends, although the first one wasn’t at the time, and I can hardly say that it was memorable (I’m not sure I did actually sleep with him, which may sound weird, but we were both so drunk, I didn’t feel ‘sore’ the following day, and I don’t recall any blood (that may however have been due to my inebriated state)).

Anyway, enter boyfriend number 2.  We slept together (enough in a two year period) but I never actually enjoyed it. It was a chore. How lame is that? I loved him; he loved me, but sexually? I just don’t think we were compatible.  I used to think it was me, that I was just destined to not enjoy sex, and that was that. (This may have also been because when I first went for a pap smear the University doctor mentioned I was ‘built differently’ which I suppose lingered at the back of my mind.) Anyway, in time we broke up (which ironically was not because of the sex, but that’s a story for another day) and I started my life in anew city.

A few months passed and I had to go and see my doctor for my annual pap smear (never fun, but important nonetheless) and while there I got to talking to her and queried whether there was anything, you know, wrong with me. She laughed and told me to stop being silly and that there was nothing wrong with me.  I told her what the other doctor had said. She said that what the other doctor probably meant was that my lady parts are usually found in girls that are very tall (I’m not – I’m about average height). So then I queried, well why hadn’t I enjoyed sex with my long term boyfriend? So she asked a number of questions, one being how often we had had sex. I replied, not often (who wants to have sex often when it’s uncomfortable!?) and she responded and said that that was the problem and that the next boyfriend I found I should lock myself in a bedroom with him for days on end and get used to sex and then I should, in all probability, enjoy it.

Great! Now to just find that elusive boyfriend…  Well two years went by and nothing happened.  In this time I heard my ex had moved on and would be getting married. Great.  I had no inclination to have him as the last guy I had had sex with, but at the same time, no one was presenting themselves as someone I necessarily wanted to date. Just great.

I then went to this party and boy what a party it was. Bright lights, fun clothes, awesome people, too much alcohol.  Well, anyway, as I suppose things happen, I met this guy, partied with him and ended up going home with him.  It was great, he was great, minus the fact he was about 4 years younger than me and we probably shouldn’t have drunk as much as we had. We laughed, talked, had some good sex, laughed some more and he dropped me off at home in the morning.  I knew him through someone else that knew him and we had fun. I had fun. Fun having sex.  Awesome.  Then the doubt started creeping in. I had had sex with someone I didn’t know and didn’t care about. Was this a problem? I did struggle with this for a while, but then got over it.  I had had sex with someone I’d wanted to have sex with, it was good, and I had had fun. Added bonus? My ex wasn’t the last person I had had sex with.

Fast forward 5 months, and it was the same sort of situation. Too much alcohol, love was in the air, very, very sexy man and me.  Suffice to say sex happened and when I say happened, I mean OMG mind blowing, out of this world, crazy, fun, phenomenal sex. Now THIS was a problem … on so many levels. 1. It was great that I found out I was capable of having mind blowing, amazing sex (twice) but 2. I felt like I had done something wrong when I hadn’t, because I had now slept with two men that weren’t my boyfriends.

This I struggle, and continue to struggle with.  I think it also has to do with the fact I do actually want someone in my life, but don’t really have the time to commit and, in all honesty, haven’t really met anyone yet.  What further compounds my problem is that I can’t get this man out of my head. We talk (a little) but don’t stay in the same province (which is probably a good thing) because I worry that I’m probably making out our evening in my head to be far more than it actually was. I know that it was just sex, but it scares me that I can have such amazing sex with someone I don’t know. It also scares me that I can now and seem to “just have sex”. What I do know, and have gotten from these experiences, is that I can’t continue to have sex with “random” guys – the guilt eats me up inside (for no reason – I’m young, single, use protection, and enjoy myself – I can tell myself this, but I still feel dirty). So then I realise, I need to meet someone, to trust them, to date them, to have sex.

New conundrum. When will I meet said person? I’m either destined to be celibate, or hopefully, sometime soon, Mr Right (or even Mr Right Now) will come along and he and I can have mind-blowing, amazing sex, that I now know I’m more than capable of having.

2 Comments

Filed under Freedom, Sex, Sexual Experimentation, sexual health, Sexuality

The first time someone else gave me an orgasm

Sex is a concept that I’ve never really been uncomfortable with.  Of course, that does not mean I’ve actually had it.  I have a few rules for myself, but it has always been more of a way for me to feel in control of a seemingly nonexistent part of my life.  My first real kiss was at 14; my second happened when I was 17.  In both of those cases, there was blind groping and I felt out of place.  I’m not going to lie and say some of it didn’t feel good, because there are certain spots that set me off no matter what.  However, these experiences weren’t about me; they were about a guy trying to score with a girl.  It goes without saying that these were incredibly short lived “relationships.”

I’ve always felt that sex should be something intimate and beautiful.  It should happen at a time when both parties are ready and they really feel something.  All I felt before was lonely, so I ended up in the arms of guys who just didn’t want to be virgins anymore. Fortunately, I am independent enough to have stood my ground and said no as soon as I got uncomfortable, so the farthest either of them got was still on top of my clothes.  I never touched them back.

My third kiss, though… that was something else.  Just shy of 18, I found myself out with a guy who I had approached and found he liked me back.  We flirted shyly for a while until the fact that something was going to happen became apparent to both of us.  Out in the park, looking up at the stars, he leaned over and kissed me.  Fireworks literally went off right after it happened, as there were some people celebrating something somewhere in the neighborhood.  After the kiss came smiles and tingly feelings, but what I didn’t let him see was the fear that this would just be another time when a guy tried to take advantage of my feelings.  Instead, we kept talking, cuddled, kissed a little more here and there, and we kept it innocent.

I was absolutely ecstatic to find a guy who was not just using me for my body.  Other guys who showed interest in me tended to do so shortly after seeing me in particular outfits or, more frequently, a bikini.  I may get A’s in all my classes, but my D’s were what really got the attention of others, and I couldn’t stand it.  In this case, though, my new guy genuinely liked me for me.  I’m a conversationalist, and the flow never seems to die down between us.

Like any couple of teenagers, we don’t just talk.  We’ve done a decent job of keeping things slow.  It started out with just massaging one another’s backs while kissing then progressed to kissing around the neck.  Eventually, I allowed him to touch me in ways that drove me wild.  Simply having his hands under my shirt, even if they were still only on my back, was a huge step for me.

Times with him felt wonderful.  My most intimate experience up until that point then occurred in my house late on a Saturday night.  He and I had watched a movie with my mom and her boyfriend, chatted, and simply enjoyed each other’s company.  My mom and her boyfriend went upstairs to give us some privacy.  Not really in the mood for another movie, I turned on some music.  We laid down on the couch and talked for a bit, but it soon progressed to kissing.  He kept his hands to my lower back and hips because that was what I was comfortable with.  Well, being so close with him on top of me, we did start to grind together.  It was at a relatively slow pace and the focus was still on the kissing more than anything else, but I ended up having an orgasm.  I’ve masturbated (many times) in the past and brought myself over the edge that way, but this was the first time someone else had managed to make me feel that kind of pleasure.  The crazy thing is, we were both in jeans!  Right after it happened, we just looked at each other, and he brushed my hair out of my face and said, “so beautiful.”  I smiled and settled myself in his arms.

Anyway, long story short, I’m still a virgin and I’m still with him, in fact we haven’t gotten much farther physically than that experience, but being with him feels intimate and beautiful.  I can see myself with him long term and losing my virginity to him.  I may be young, but I’ve never been happier.  He makes me feel safe, never pushing me beyond what I’m comfortable with, and he cares for me on an emotional and intellectual level, as a lot of what we have done has had little to nothing to do with the physical.  I enjoy being with him in every single way, because I know I’m not just some girl to him.

2 Comments

Filed under Growing Up, love, Sex, Sexual Experimentation, Sexuality