virgin bottom who can't take it.

OCMuscleJock

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yeah i was thinking that, if hes really super horny then hes going to be more ready for it and itll be easier.

definitely have him prep...its easier to take cock if you've been cleaned out well...also have lots of foreplay..a great rimjob really helps as well as fingers. You'll be able to tell what way will be easiest for you to shove in by which angle your fingers slide in easiest... work that route. :) I'm having a problem like this with a bud of mine too. He's only been fucked by "small" guys and granted I'm not the biggest in the world but still too big for him. So we're going to work on it :)
 

Viking_UK

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Just take it slow. Loads of foreplay always helps. The hornier he is, the more he'll want it which will make it easier in the end. Loosen him up as much as you can with your fingers/tongue/toys first, making sure to use plenty of lube. I've always found that teasing helps. Work him up till he's gagging for it, then start again. Do that a few times until he's begging for you to enter him, then do it some more. Chances are it will hurt the first time, but if you do it right, and give him time to adjust, it won't hurt for long and you'll both enjoy it.
 

jason_els

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His relaxation is most important; more important than anything else save for lube. Right at the start tell him that if tonight isn't the night then that's fine by you. There are plenty of other nights to come (shoot me for that one :biggrin1:). Ass tightness is like pee shyness. You can want to do something all you want but if the muscles don't comply, no amount of wishing will fix it. Use massage, candles, and if not booze, a joint may help so long as he's not the type to get paranoid when he tokes.
 

Beanie

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i am loving th teasing idea, i know that i get crazy when teased and i know he gagging for it anyway so hes going to be uncontrollable if i tease him :) hehe love it, thank you viking.

and i think im going to use the "if tonights not the night" very good idea :) well lets hope that this works, but if you still have more to add keep it coming. :)
 

Smaccoms

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yea, the last guy who was significantly bigger than most who fucked me ended up working out really well. Lots of foreplay and relaxation REALLY open's you up (I speak from experience--ie I'm an active bottom) so you can take and love it. This other who was similar size fucked me, but not nearly as much foreplay--it wasn't nearly as good and I couldn't take it nearly as well.
 

D_season 5

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sounds like the TOP who fucked him...DID NOT DO HIS JOB...its called prep work...or eating him out, tongue, fingers, lots of spit...we all know the drill here don't we?
sounds like HE didn't know...the ass muscle will stretch forever..given its relaxed and lubed...and if the TOP knows what he is doing...he should of been able to get his cock into a virgin asshole...and damn...to fuck a virgin asshole...wow..what i wouldn't give to know that tight tight feeling....damn