Yeah this probably sounds gay but I’m not (yes I’ve experimented in real life, no it didn’t turn me on). About 9 months ago I quit watching porn, hence why I don’t really try anal play anymore.
However, when I was watching, I saw videos of straight guys trying dildos or wearing butt plugs in their day to day life which I thought was SOO hot, like just walking down the street with a fist size plug all up in your booty? That sounded so hot. So naturally, curiosity got the best of me. Girls (and guys) have – without fail – always mentioned that my ass is my best feature so I was like yeah I’ve gotta try this.
I went on a sex toy shop and bought a few things. I bought a 9” white, suction cup dildo, a large butt plug and I was about to check out. Then my feelings kinda surprised me. If you look at me, I’m a masculine man. I work out (a lot), I’m currently a military reservist and I’m not a bitch in the slightest. Yet before I checked out, I found myself browsing lingerie. I knew exactly what to look for as well because I knew what I liked on girls. I browsed for what was probably an hour before I settled on some things: a couple of pairs of high denier (like opaque) black hold up stockings, a few black thongs and a little black dress.
When I did it, I honestly don’t know where it came from like I’d never had these desires but suddenly I was shaking with anticipation.
It took about 5 days to be delivered…I waited for my flat mates to be out for a night out and then it happened. I tried all my new toys. First, I went for the lingerie. I literally ripped open the packaging and slipped into the stockings and they made my legs look genuinely stunning. Slipped into the g string panties and went upstairs with the dildo and butt plug and locked myself in the bathroom.
I actually had fun taking pictures of myself. I’d set a timer, pose like a girl (yeah yeah teehee) and wait for the flash to go. Not gonna lie, I turned myself on: I looked GOOD. After that I started getting the toys involved. I was a little nervous to insert at first so I just took pictures with them. My favourite was where I stuck the dildo to the wall, stood on my tiptoes and straddled it and you could see the dildo poking out between my thighs.
Anyway, the time came and I wanted to feel what it was like to be penetrated. I started the shower, lubed up (it was a little basic, I used moisturiser) got on my hands and knees and began to back up on the dildo. The head was quite bulbous so that was a massive shock…just pushing, pushing and then POP it was inside. After that I just backed up gently, gently until it was all inside me. And I’ll be honest, it wasn’t anything special: even with all 9” inserted I just felt a LOT of pressure inside me but no pleasure. I tried bouncing and twerking on it and to be honest it was just painful. I made a sexy evening of it but the conclusion I got from it was:
The fantasy was better than the reality.
I ended up throwing the clothes and dildo away but I’ve kept the butt plug. Yeah I’ll admit, writing this excited me but I don’t wanna go back to it knowing that it’s not for me and that the fantasy was better than the reality.
HOWEVER, yeah there are some times when I just wanna unwrap the butt plug, get it all up inside me and just strut around a little in the city centre or something haha. Anyway this was my anal experimentation story
Source: reddit.com/r/gonewildstories/comments/c1q5z1/my_sexual_experimentation_with_anal_play_true