Boyfriend Bottomed

This happened a few nights ago, but I'm just now getting time to post about it.

I'm not sure if I've mentioned it before, but my boyfriend and I have had issues with bottoming since we started having sex. He constantly said about how much he didn't like it, and how it hurt, and how he was too tight and he didn't like anything going up in that area, and how my penis was too thick and hard and that it would make it hurt worse.

We had a lot of dialogue and conversation about how I was construing his message, and blah blah blah, but basically it ended that he would work on it.

I was over at his house a few nights ago and we were fooling around, like we usually do, and at one point he suddenly got on his stomach, and I rimmed him a bit, hoping that I would be able to loosen him up. I played around with my dick near his hole, and kept rimming him until eventually he spred his legs and I felt like we were making progress. I learned from a good friend a LONG time ago before he got married to his wife that when the time comes to have sex, you can't let your horniness or excitement exceed your partner's feelings, and how they are going to feel, and kicking the door down and barging in could not only be painful, but ruin the moment. He said this at the time, assuming I was straight, but still the advice stuck with me.

I took turns just rubbing, and then licking, and applying more spit, rubbing more, being really careful of his needs, and he let me enter about half way. It felt AMAZING, and what was better was that he was able to do something for me that he hated, and that he didn't want to do if ever in his life. When I came he was in all kinds of pleasure, and when we had our after-sex talk, which always seems to happen that we suddenly have really deep conversations, I asked him how it was and if it was as horrible as he thought it would be. He basically said that he loved it, and that it wasn't what he was expecting at all, and he really enjoyed it and wanted to do it again in the future if I was as careful as I was that night.

It gave me so much hope, because for a long time I felt like I was always going to be the bottom and never get the priviledge to top.

I wanted to share this, because it made me happy.

Comments

lots of lubricant and gentle stimulation, eventual digital penetration, more lubricant and lots of mutual penile and scrotal stimulation throughout.....da da!
 
That's great! From what you've said in other posts, was there any chance that your bf noticed how much you enjoyed being topped by him? (Something like, "well, James seems to REALLY like it, so maybe it isn't as bad as I've thought...." ?)
 
That's the best story I've heard this year. Congratulations.
One thing to explain to your b/f though: when he feels your dick pressing at the door however gently, his natural reaction is to contract his sphincter muscle, thereby closing the door. That muscle is like the exit door from the supermarket; it only opens outwards. So the trick is to wait until someone's coming out then you can nip in before it closes again. So your friend must do the opposite: instead of pulling back and contracting that muscle, he should PUSH the door open to let your dick in (just as if he was having a shit - pardon the analogy but that's physically what to do.

Good Luck next time; plenty of lube though - on him AND on you ! Happy New Year !
 

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jameshawket
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