Ready to bottom for first time

[Jacksmooth]

Hey..I’m a newbie that’s recently divorced. I’ve played The last few months with a gay couple that I’m really comfortable being around. They’ve taught me a lot LOL and I think I’m ready to try bottoming. They say starting on top is the best way...and that’s my fantasy...riding a nice long cock just like a porn actress. I just can’t stop thinking about how it would feel all the way inside me. Any pointers?

 

[kwdguy]

Starting out on top is a great way to go. You can have more control this way. I find when I do that, I am more ready for him to switch it up later and really pound me. It's like most things...a good warmup helps. I'm an exhibitionist, so being on top lets me put on a little bit of a show. I have a big thick dick, and it's fun to just stroke that thing in front of him while I ride him. Last time I rode a guy, I came twice in a row, all over his chest, and that refractory period after combined with the fact that I was STILL horny, made the next phase where he fucked me missionary while kissing me feel extra hot. Had my legs around him, just receiving him. Getting these little blasts of tingles any time he would show a high level of confidence and appreciation with me. It was great. I love fucking women and it was like being on the other side of that experience for a change.

 

[Jacksmooth]

That sounds so hot. I also want to be able to take it doggy because it’s the deepest penetration. These guys are safe and I think I’m going to let them cum inside me. That’s my ultimate thrill.

 

[MoaningMike]

Nothing like getting rammed! If you've never had anything up your hole, get a dildo (or improvise) and practice. You don't want to have him slide into you, only to end up begging for him to take it because of the pain. Training your tight twat is key, lots of lube. Entry is the hardest part. Once you get into a groove, the pleasure overrides any pain. Jerking off with a big dildo up your ass is life changing, you will be hooked. Cumming while your prostate gets poked might just be the greatest sensation a mans body can experience. Get a selection of anal toys in different shapes & sizes. Don't be surprised if you find yourself buying a fucking machine: you can get fucked for hours and it never goes limp.

 

[Jacksmooth]

One of the guys in the couple has this gorgeous flared mushroom head. That’s going to get my cherry . I’ve practiced a bit with a dildo and it’s easier once you get past the sphincter. But I have to go real slow. I want to get to the point where I can take it hard and fast.

 

[kwdguy]

I once got myself one of those realistic suction cup dildos and just backed up onto it in the shower, then slowly built up speed. There's really nothing like it, as MoaningMike said. I have the rare hookup with a guy, but getting in touch with all that in a controlled environment really helped me feel comfortable with the real thing.

Somewhat related: I used to use a wand-like toy with a vibrating head on the end and just hold it on my prostate, just to get used to the intensity. Made me ejaculate without even touching my dick. Not an orgasm, just the cum. Amazing.

Learn to clean yourself properly. There's a wide range of thought on this so go with what works for you. I get fucked so rarely that I make a big production out of it and end up with an ass cleaner than any woman's pussy. It's nice to have no worries. And when the time comes, be generous with the lube. That's going to help a lot. With enough lube you can put anything inside of anything else, as an old friend liked to say.

 

[ballcaphair]

I would heartily recommend a condom and this should not offend them. Personally it actually lets me relax. I like missionary for starters.

 

[novastar]

My first time i was on my hands and knees. No condom

 

[Jacksmooth]

That’s hot and the way I want it. I just want to feel that spurt as he fills my pussy.

 

[sweet_taboo]

...lots of lube. Entry is the hardest part. Once you get into a groove, the pleasure overrides any pain.

Yes, when you're tight, initial entry is always the hardest part. Also, entry feels different depending on your position...whether it's doggy, you on top, missionary, or you on your side...it all feels different.

I want to get to the point where I can take it hard and fast.

It all goes back to entry. You have to get over that initial stretch of him putting the head in, just breath and let him slowly push it all into you, his head and shaft opening you up along the way. Once he's in as far as he can go, take your time to allow yourself to get accustomed to being stuffed. At this point, you can take it however you and he likes it. Hard, fast, deep, slow...until he cums.

 

[novastar]

Don't eat 8 hours or so before and be sure to really clean yourself out with a deep enema a few hours before. Lube yourself up beforehand and arrive wearing a buttplug. It'll be a turn-on for the both of you, and you'll be ready to take what he has to give without the lame "ow ow stop stop."