Sex with Women vs. Sex with Men (My Experiences)

I’ve had my share of sex with both men and women and it seems like there can be a huge difference between the two. Dating almost exclusively girls all the way through high school I was in awe of their softness and femininity. It was such a contrast for someone who felt they came off as hard and at least a little butch. I loved the way their skin felt under my hands and the softness of their lips. I loved that they often seemed soft and plaint and were ready, willing, and able to do anything I asked. If they said no, then it was no and the same went if I said no. I was very aggressive with them and it worked. I thoroughly enjoyed all the time I spent with my girls. One of my best nights was with my friend (we’ll call her Kitty) and she was soft and plump and her breasts were delightful. We are still friends and even now I love her a little.

Kitty was brave and fearless and would try anything that came up in conversation. We often shared nights at her house making love as quietly as we could so we didn’t get caught by her parents and then have to explain ourselves as neither of us were out yet except at school (although I suspect my father knew about me). But my experiences with Kitty were what shaped a lot of my sexual attitudes and mores because we were both willing to be so honest with one another.

With all my girlfriends and female FWBs learning our bodies and each others bodies brought only pleasure and we reveled in it, delighted by what we learned and shared with one another. Protection never seemed like an issue we had to worry about since we couldn’t get pregnant and the idea that one of us might have an STI never seemed to occur to us.

I did have sex with one young woman who was a few years older than me who was hard and definitely butch, but very tiny. It made for an interesting contract between the two of us because despite her attitude and mine being so similar I still took charge of our activities and she became passive and incredibly lovely for me. I remember that she loved my eyes and I could look at her and that was all it took to have her wanting. And I frequently teased her, by looking at her over the tops of my sunglasses with a wicked smile on my face, just to watch her melt. We didn’t last long, but she is the one who really taught me that my sexuality was more powerful than I knew. And I began to use that power to try and seduce straight friends I was attracted to, which never worked well, although many of them were flattered at the attention as teenage girls can be. When I realized that I could have this power over girls I got curious and began to try it out with the boys.

And when I say boys I really mean young men, most of whom were older than me as the boys at my high school didn’t date “girls like me.” I wasn’t a pretty, popular cheerleader nor was I slender or even considered notable. (It blew my mind that some of my girlfriends found me attractive even.) But I digress. Back to the slightly older young men that I flirted with and teased. They were harder. Their lips not as soft, their skin slightly rougher, facial hair and larger hands. Being intimate with a man became a far different experience for me. I became the passive one, letting them lead me into activities.

I was game for pretty much anything that came along, provided that protection was used, and I always enforced that rule. And the men I fucked all found me attractive despite my being a little chubby, with unruly wavy hair, and an average enough face. And they would tell me so, as much as the girls did, which both flattered me and blew me away. I could understand how another woman might find me attractive, but these men who could have easily been fucking someone much prettier than I was struck me as odd and strange at first. I finally began to believe it and that gave me a desperately needed confidence boost. I kept my circle of FWBs small (because that’s all these men were to me and I to them.) I let them manhandle me, fuck me, make me come, but not one of them was able to bring my submissive nature really to the forefront. Even my husband of ten years failed to do that, although that was largely lack of trying on his part. But even as I was passive with the men that I fucked or let fuck me I was never afraid to say stop or tell them no. And most of them (save my now ex-husband) respected that rule. Consent was important in all of my relationships and I made certain that people knew that. I never felt devalued because I didn’t want to do something. I don’t think sex with the boys at my high school would have been quite the same.

The most striking thing about sex with men that endeared me to them was that, contrary to the rumors I heard, these guys wanted to please ME. It wasn’t all about them, but it was about us. When you’ve heard different for as long as you’ve been talking about sex with your female friends it can be surprising to learn that they were wrong and it is OK to take pleasure in sexual acts with men. And I did, just like I had with the ladies I was with. But there was still something surreal about sharing pleasure with a man for a long time.

Overall, I think the biggest difference in my experiences tended to vary from person to person, more than from men and women. I know that I was the aggressor with one sex and the passive partner with the other, but it was all sex, and usually good sex, although I did have some bombs like we all have I’m sure. Those tended to be more with men for whatever reason. I think it was a lack of communication on both parts. Sex was and is something I enjoy and while today I choose to be in a committed relationship with a man, I would have zero qualms about getting involved with a woman if the timing was right and having that softer experience once again.

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