u/Quiet-but-wild777

I’ll start, the last time I regretted wearing a plug was when I first wore my TailRaiser 90 to work without having worn it long enough for my body to fully adapt to it. After around the 3rd hour it started to get a bit uncomfortable but I still had 5 more hours to go. Towards the last hour or so I was nearly waddling due to feeling of the immense girth of it being pressed against my prostate for that long. When I went home I rushed to the bathroom to push it out as fast as I could and thankfully there was no blood on it. Only thing it left me with was a noticeable gape for the remainder of the day lol but since then I predominantly wear my GapeKeeper 65 instead and save the TR90 for home or light errands.

Asking because I often wonder how common it is for an otherwise “straight” appearing guy that’s in a committed relationship with a woman to crave dick in their ass. I’m currently in heat and I can’t get cock off my mind. I try to be a good boyfriend but the overwhelming urge to worship cocks bigger than mine (my own cock is 4.7”) with my mouth and asshole is starting to cloud my judgement severely.

For me it was due to me already being used to using dildos/toys in my ass since I was in high school. After I had graduated, I was curious how different a real dick would feel compared to my silicone toys. It felt amazing! In fact, so much better that I still prefer bottoming for the real thing to this very day (although I have a girlfriend now so I had to stop).

But what are your guys’ reasons?

I’m an industrial mechanic and I find that my GK65 is the perfect size for my sort of work. I tried to wear my TR90 a few times but found that it affects my gait and even shows a bit through my pants if I’m bent over all the way. So now I just stick to smaller sizes while I’m out doing things I know will require more physical activity. What about you guys?

Personally, most of the time I enjoy the feeling of being fucked after I just came. That little bit of discomfort actually amps up the pleasure afterwards.

Asking because I’m in a similar situation where I’ve dated a few women and, including the one I’m with, none of them were into pegging at all. So I took matters into my own hands and decided to buy a hismith fuck machine to satisfy my urges and I have to say while it’s not as good as the real thing it still feels amazing.

Anyone else try one out?

I have one and it’s about the gynecomastia I’ve had growing up. See when I was younger I was a fat kid but then I lost all the weight in high school but real the problem was I had developed a pair of B cup titties, complete with soft, sensitive puffy nipples. I used to twist and grope them when I jerked off since they were so sooooooo sensitive. So sensitive in fact, I could nearly cum just from pinching them alone. They also fit wonderfully in bras as I would steal my sister’s and mom’s bras to try on when they weren’t home. But as I wasn’t sure if I wanted to remain a sissy or not I ended up getting them surgically removed since most women I dated weren’t a fan of them. Since getting them removed I often wish I had just kept them instead since most men would love something like that. Plus they compliment my fat ass and thick thighs. Oh well :(

But what about y’all? Any missed opportunities or regrets?

Just saying, some bottoms really enjoy having their balls played with when they’re getting pounded.

It seems like I’m in the minority on this subreddit but as a bottom I LOVE jerking my little dick off while I’m being fucked or even when I’m on my knees sucking dick. It makes me feel so sexy and plus I tend to power through my PNC so it’s not a huge deal afterwards. As a matter of fact, I’m even able to keep being fucked even after I’ve came multiple times from jerking off without stopping. I’ve had a few tops be very pleasantly surprised by that.

What other bottoms love to jerk off during sex?

Asking because while I’m capable of having HFWO, it’s not something I’m able to do every time. Are there guys out there that (more or less) consistently shoot cum or precum whenever they have a prostate orgasm? If so, then what are their secrets? I find that I need to abstain from regular jerking off for at least a few days and get into the right headspace for it to go smoothly. My preferred method is via a long girthy dildo mounted on a hismith fuck machine that seems to work very well to empty my balls.