File :-(, x, )
Anonymous
Dear /hc/

I'm going out tonight to fuck this slut i've known for a few years. We hook up casually about 1-2 times a month. I've got a gf and she has a bf so its always top secret.

Anyways, i really want to fuck her in the ass and i dont know how to go about it. she says shes done it once before but didnt like it. how can i convince her i wont destroy her pooper.

How to i pitch this to her without going to jail (no raep)

in return, porn.
>> Anonymous
just fuck a trap.
>> Anonymous
gets a lot easier after 5 or so times.


still tight, but workable

play with her asshole, get her comfortable with the feeling
>> Anonymous
     File :-(, x)
OP Here,

I've tried playing with her asshole and shes kinda into it.... any other suggestions??
>> Anonymous
barrel roll?
>> Anonymous
eat her pussy out while sticking your finger in there, or just tease wit hthe cock, just prod her ass with the tip six times then plunge into her cunt for ten thrust then plop you knob all the way in her as in and out. then continue with the vaginal sex. ask how she felt about it after wards and take it from there.
>> ??????????UNEX???? !4D/aEqio2w
>>2766
Will hurt like shit. This board is new and without culture so I do not feel bad being nice here.

DO NOT JUST SLAM IT IN THE ARSE. IF YOU'RE STUPID ENOUGH TO FOLLOW THAT ADVICE YOU DESERVE THE SUDDEN KICK TO THE GROIN YOU RECEIVE.

work slowly, prodding and playing with just fingers, lubed up. Do talk about it, too.
>> sage SAGE
failpasta
>> Anonymous
ASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDA
SDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASDASD
>> Anonymous
>>2766
DO NOT go from ass to vagina without washing first. The nasty infection you give her will NOT convince you to ever fuck you again.
>> Anonymous
infection you say?
outstanding, i sure want to stick my dick there
>> Anonymous
stick your thumb on her anus the next time you fuck her, and apply pressure whenever she cums. the next time, apply pressure in a circular motion. the next time, use a bit of lube or spit. the next time, do this before and after spreading her ass checks wide so that it stretches her asshole. the next time, try inserting your lubed finger and swirling it around inside. keep ramping up this behavior, over months, and once she's comfortable with a couple fingers, then try your dick. if you can hold out and do this slowly, she'll eventually BEG you to fuck her ass.