u/mikey04321

Recently I’ve been seeing someone who wants to bottom really bad however they’re really tight and can’t seem to relax when trying to warm up with fingers… They insist that they want to try it because they love having their ass played with but any time we’ve tried they can’t relax…

I’m not someone who uses poppers on a regular but I remember my first time bottoming it hurt and the guy offered me poppers… I didn’t even know what they were and he just told me to sniff and then he pushed in. It hurt for a second and then it was such a fucking amazing experience. I only used them with that guy the three times we hooked up and then I’ve only bottomed for two other guys but didn’t need them..

I’m asking if I should introduce the idea of them to him. He claims to be “straight” and says I’m the only guy he’s ever been with so I’m sure he has no idea what they are but I was wondering if I should bring them up to see if he would want to try…

Problem is I’m worried he’s going to think I’m offering him drugs or something like that and be turned off by the idea.. I know they’re considered a danger as well so I don’t want to risk that but surely a one time occasion would be fine right?

Do you think I should offer that and if so how? Also if not is there any other way for me to get him to relax and make it comfortable for him. My biggest fear is hurting him while trying and then him being completely turned off by me because of the bad experience…

So the current person I’m seeing really wants to bottom but he’s scared. Most times when I’ve tried to start with a finger he tenses up and gets uncomfortable. Only one time have I been able to actually finger him but he had me pull out real quick because it almost made him cum..

Right now he wants to take it slow and basically stick to humping. I’m curious as to what positions work best for this and if it actually feels good enough to the bottom? I feel like sometimes when I try to hump him from behind im not actually on his hole and I can’t tell for sure if it’s even pleasurable…?

So to the bottoms, is it pleasurable and is there certain positions that make it better? Any tips on what more I could add or do? I really want him to be turned on and get off from this so maybe he’ll try actually bottoming again..