A little trouble in the bedroom..

[Whitefang]

I understand this is my first post, but this was one of my main reasons for joining, I'm not sure where else to turn. Any help is very appreciated!

Recently, my boyfriend and myself finally got together on one of those passionate nights that as you can guess, tried to result in sex. This being our first time, he hadn't really seen me unclothed before. When I got hard for him, he was stunned, but he lubed me up and tried his hardest to get me inside of him. I doubt he got past the head of my member before he started to groan in pain. We tried again last night to no avail. What can I do? I don't want to hurt him to have a loving night together with him. I've tried to stretch him out before hand with a few fingers, but it doesn't seem to help at all.

 

[B_nocock2big4me]

Try some increasingly larger toys to stretch him out.... start with something comfortable and work your way up. Another idea would be an inflatable dildo (get one with a solid core... www.forttroff.com has these). Just work with him to stretch and relax his anal muscles.

 

[Hungrey]

From a very experienced top, dunno how big u r but 9" x 6" round here all I can advise is that you must must MUST get your bf relaxed before attempting to penetrate. Think you said the sight of your dick stunned him, that put hs brain into a "oh no - no way" mode. Lots of passionate foreplay with well lubed finger exercises and it will work. Believe me it does work given lots of time and patience, he will thank you for it

Maybe of course you are twice my size in which case I agree with your bf.... no way

Good luck

 

[rabidrabbit]

Try some increasingly larger toys to stretch him out.... start with something comfortable and work your way up. Another idea would be an inflatable dildo (get one with a solid core... www.forttroff.com has these). Just work with him to stretch and relax his anal muscles.

Exactly what he said. I, (being straight but into anal toys) can handle quite a bit. The largest having about 7" circumference.
When I bought that 7" one, it was super intimidating. Probably took me a week to get it in, and another week of rest after that before I could attempt it again. It's still tight and I have to go very slow, but once it's in, it's no problem.

Introduce your BF to some firm butt plugs. Don't waste your time with the tiny ones, get a medium and a large and just play with them. Let him explore his limits, and you'll be surprised just how quickly he'll be asking for your cock. (worked with my GF) :wink:

 

[fortiesfun]

What can I do? I don't want to hurt him to have a loving night together with him. I've tried to stretch him out before hand with a few fingers, but it doesn't seem to help at all.

Give him the maximum control possible, by placing him on top while you lie on your back and letting him work at his own speed. You need to keep him going slow, real slow. Be almost resistant to letting him get on. Almost all beginners think that mounting happens at "porn" speeds, when in actuality it is usually a long, slow process especially when you are big. (We're talking minutes, not seconds.) Can be lots of fun, actually, but it takes time and perhaps a little distraction. Relaxation is everything. You can help that a lot, just by talking through your full intention to cooperate with a loving, but pain-free, night.

You might try it in reverse, also. Helps a lot for you to know what is going on with him if you get penetrated yourself, and helps him a lot to see how you handle it. Turnabout is fair play.

 

[HungXL4me]

I used to be scared of a big dick, now I can't get enough big dick. I love to bottom, but I do remember a time when it used to hurt. So here is MY opinion. Your bf needs to be relaxed and not thinking, "OMG, it's so big, it's going to hurt", because with that thinking, it WILL hurt. His ass muscles will just want to shut you out, instead of letting you in. He should clean himself out (with an enema), so he won't be self conscious and feel like he might "soil" himself while you are trying to enter him. I feel that perhaps after a few drinks, he will get relaxed (some people may not agree, but again I'm just giving you my opinion). There should be LOTS of foreplay, with you using your fingers to open him up and getting used to the sensation. Also LOTS of lube. As for positions, him sitting on it gives him control, also if he were to take it "doggie style" (my favorite) where he can pull forward (away from you) if it hurts, or he can back up into you to take more. Again, he's in control and taking as much as he can handle. It is a "shock" to get a big dick in your ass for the first time, but the pain will pass and his endurance will build up. Hopefully he will crave your big dick, and both of you will look back at the time when he had a hard time taking it and laugh about it. He should not pressure himself (or you him) and just take your time and have fun!! If you want other tips or whatever, just drop me a note.

 

[Whitefang]

Thank you very much, I'm definitely going to be trying some of these. As for the positions, I have let him be in total control in hopes of him loosening up on his own will and have let him be in the position that fortiesfun had mentioned, me laying down and him riding me. *Feels quite a bit silly talking about this like he knows what he's talking about* I guess it would help if i was a little more experienced as well....heh <_< *Still the virgin yet...* Anyhow, we can try some experimentation tonight, I hope I at least can get the tip in ^^()

Thank you everyone, I can let you know how it goes if you'd like.

 

[CUBE]

You guys are so great to each other...big LPSG hug...perfect advice.