I had a girlfriend who always fantasized about fucking me up the ass. She was a wild one. She was forever fingered my butt and even enjoyed sticking her toes up there on occasion. A friend of a friend I once told this story too admitted that if I were into it, she’d considering doing it to me too, even though she already had a live-in boyfriend. You see that the content at Strapon Sissies is a rather common fantasy, expect that they’ve taken it one step further by sissifying the dudes beside making them bottom bitches for some horny female tops.

I’ll be honest and admit that I have tried on women’s clothes before, but mostly just at Halloween. I have indeed extolled the virtues of feeling pantyhose against my hairy legs. I have had a fling with a mischievous lover who insisted I wear a lacey thong while attempts were made to violate my nether regions with a butt plug. Therefore, you know that I’ll try anything once, but as much as I might not be a big burly quarterback of a guy, I have never had a girl try to make me over into a complete sissy.

Actually, I’m lying. I do remember once when I was young having to high school babes insisting on putting makeup on my face. I figured what the hay. Even if it didn’t get me laid, at least I got attention from two chicks that I thought were completely out of league. I guess with a humble and submissive attitude, it isn’t that surprising that they treated me like their makeover guinea pig. Looking through the members’ area preview, I understand where the sissies part is coming from.

Admittedly, these pretty boys do much better renditions of “dude looks like a lady” than I could ever muster. Those two young women from my foolish youth laughed for hours at how bad I looked with their trashy blue eye shadow and orangey red lipstick. You have to remember that this little makeover experience happened in the eighties. Good taste was hardly trendy, as much as a victim of fashion back then. Looking like a streetwalker and men wearing makeup was cutting edge at the time.

Anyway, rather than reliving my abusive past at the hands of the popular girls in my class, I’d rather imagine falling into the hands of the sexy albeit somewhat scarily intimidating femdom bitches on StraponSissies. I bet they would fuck me so hard that my mascara would be running and I wouldn’t be able to tell you if it was from tears of pain or of pure joy from living out my fantasy of being some dildo sporting domes whipping boy.