Get him good and drunk off his ass, pun intended...then just do it very softly at first, stroking his hard shaft gently as you slip your tongue onto his sweet ass.Once he gets a taste of how good it feels, he'll start bucking back against you, so make him come buckets with your best work.

 

And, to quote one of my favorite SNL skits, "Let you? I'd MAKE you."

 

just lick his taint and move down, he'll be so caught up in the moment, he wont give a fuck and hell end up thanking you for it

 

Tell him it's only your tongue...and don't be wearing your strap-on when you ask.

 

I am going to go the opposite way than pretty much everyone else who replied..If he doesn't want this then you shouldn't try and talk him into it or force it on him. Some people just don't like this.

 

ive always thought like your boyfriend. but no one knew my secret. its so pleasant to practice anal play, so naughty and horny. id discovered when an older woman gave me a blowjob, sucked my balls, and slowly i was trying to move her tongue down. i kept waiting. hoping that she would lick, and she realized it too. thats when all the teasing began and i ended up asking her to lick me. 2 min later i was spreading my cheeks doggystyle like a sissy and she fingered, started going deep. slowly. then ended up pumping 3 fingers


we did it again and i still always remember...


the tip is to tease your boyfriend, massage his balls. lick them slowly and start heading down.. if he gets too jumpy hes looking forward to it and is just feeling the thrill

 

I think the key here is that he hasn't said "no". Which is probably because the answer is "yes" but as you said he's afraid it will seem gay. He's probably concerned with what YOU will think of him afterwards if he acts too eager to have it done or doesn't resist or something. So I would say don't ask him to let you do it to him. TELL him you're going to do it to him. Next time you're doing something and get the urge, look him in the eyes and with a dead serious face say "bend over!!!" (or order him into whatever position you want him in). If he asks why, tell him. "Because I'm going to eat your asshole, now BEND OVER!!!" *SLAP* on the ass. Odds are he'll bend over at this point.

 

So true nd he will love it

 

Just ask!!!!

 

I think you should just do it when youre blowing him. What is the worse he would do? Say "No" while you are licking his ass and balls? Color me doubtful.

 

True.

 

Why not just start out with a good blowjob and just move right on down?Just keep it going,keep him aroused hard and throbbing.I don't think that when he is at the point of no return he is going to say no.

 

I totally agree with you. Also if the OP was male and wanted his gf to. .then your opinion would have been in the majority. Btw I love, love a rimjob. My gf knows I do so she's super into it.....after like 4mins I pull her up, French he deeply, then as I raise my lips from hers I choke her, one hand on her neck the other grabs the back of her head with a palm full of hair as she opens her mouth for air, I spit directly into it, call her a filthy bitch, mild slap on her cheek then a harder one on her Boobs whilst still holding on to the fist full of hair I spin her around and bend her over.Very rough 2 mins pounding ,hair pulling spanking and name calling later......

 

to op: Make me your boyfriend; problem solved.

 

Talk filthy whilst you are wanking him off then as you have been giving him a BJ for a bit move down, tell him you want to go inside him and just go for it, I would be surprised if he did not like it.. Before I got with my husband I wouldnt have ever thought about doing but it is now a normal part of our sessions, I love doing it and having it done to me.

 

The thing is he hasn't said he doesn't like it or doesn't want to do it, if he did I wouldn't force the issue.

 

I was hesitate at first But loved it... Whos down...ill lick yours if you like mine...

 

I still say talk to him and figure out why he hesitates, work with or around that and let it be at that. Asking us for our ideas is pointless if you do not ask him.

 

lmaooo