I was recently telling a friend about some of the escapades I had gotten into that made me realize I wanted to write some of them down. It started as a bulleted list of things I'd done as if I was playing a game of "Never-Have-I-Ever" with myself: had some girls, had a threesome, had a foursome, had sex in public, had sex for money...
I began to remember names, places, other interesting tidbits, and came to understand my life so far as a pretty wild journey. I'm pretty sure if my current boyfriend knew the extent of all this, he'd have never bothered with me. I'm sure he's not naive, and assumes I have a sexual past but...again, if he knew *everything*, we wouldn't be the same. And I'll be honest, remembering everything and comparing it to my life with him now does leave me wanting, which is probably why I turned to writing as an outlet.
Reliving these memories during masturbation helps, but I've even started doing it during intercourse with him when I need a little something to push me over the edge. There's definitely something about feeling like a slut that I love, and probably why I got into all these situations. I sometimes can't believe what I did, how I reacted in the moment, and how oddly not bad I felt about them afterwards. I remember a time when I thought sex (any kind of sex) was a big deal, and now nothing can shock me. Once the first seal was broken, it just kept escalating.
Not all of these stories will be sexy, and much of it a lot of people will find offensive or criminal, but they're real, and I can't say I have much regret at all once I got over the fear and tension of the more unpleasant moments.
A little bit about myself: My name is Esme, I'm a 31 year-old white girl, with long, dark brown hair (which I used to change all the time before settling into this conventional look), I'm 5'4 and have been told I have great curves, which mostly stay in place as long as I don't let myself go. I'm pretty blessed in the chest area, but hated them when I was in high school and kept them pretty well-hidden. Once I got to college, I acquired just enough confidence to wear normal clothes and appreciate some (but definitely not all) of the male attention. My parents weren't conservative or church-going folks, but I did grow up in a suburb where they gave us a healthy dose of fear of the consequences of sex; it was before sex-positivity was even a concept one could imagine being taught in classrooms. But the internet was there, and as I started to learn more facts and consider all kinds of lifestyles, I was determined to do it on my own terms. It was during that time of "blossoming" that I found the guy I wanted to "lose it" to.
You can probably guess my state of mind by the phrase I just used; I was a virgin and really just getting tired of it. I'd never had a serious boyfriend, and the extent of my sexual experiences were some awkward backseat makeout sessions with guys my own age. I'd been felt up, did my share of feeling up, and once tried to give a blowjob at one of these guy's insistence, but had yet to have actual intercourse, and god damn I wanted it. I'd been watching porn and masturbating for years; I got so wet when I was aroused; I knew exactly what it was for and I absolutely burned for it. The dilemma I faced along with so many other girls (I imagined, I mean, who dared talk honestly about this kind of thing back then?) was that all the boys my age were exactly that: boys. It was probably unfair to want the kind of professional pounding from unreasonably hung studs that you see on those sites, but...that's what I wanted and absolutely could not find among the specimens available to me in real life.
As a result, I was almost 19 when it happened, and in retrospect I'm glad I waited a bit. Some combination of fear, shyness, and lack of self-esteem kept me from being one of those 15-year-old girls who have a douchebag 23-year-old boyfriend and then becomes a slut used to being subsumed by men. Honestly, there but for the grace of God; I feel lucky I wasn't targeted.
My 23-year-old douchebag found me when I was ripe, and gaining enough confidence to at least have an idea of what I wanted, be able to say "no" to some things, and then when the time came, leave him and not miss him.
A female friend from a class got invited to a party and then invited me. It was a fairly typical college party thrown in a suburban house that four guys were renting. Nothing rowdy or crazy, lots of cheap beer and liquor, red cups, and stereo music.
One of those guys was named Matt; he was about 5'10, skinny, shaggy-looking, but had super kind eyes that put me at ease. We chatted about music, classes, professors, and then I gave him my number. He texted me the next day and asked if I wanted to see a movie screening on campus. I liked him well enough, but it seemed a little fast; still, I had nothing to do that Saturday, so I agreed to meet him there.
I just threw on some jeans and a cute but casual top, not expecting anything to happen that night. He put a little effort into what he wore and sitting next to him I could detect a faint trace of a cologne that was nice on him. They were a bit late setting up, which gave us the chance to talk. He was getting flirty; I remember playfully punching him in the arm and us laughing. During the movie, his hand moved to my thigh and I froze a little, but let him continue touching me.