Long story short, I have a transgirl coworker that seems really into me, and we're going to hang out at my place. I got a blow job once when I was in my early 20s, but outside of that I have no sexual experience whatsoever, much less with anal. If I end up sealing the deal, I was looking for some anal sex tips. I bought some lube, but outside of that, I'm clueless. I've never fucked anyone before.
>>42166341>you show up to a coworker's place thinking you're going to play videogames and gossip about work>OP pulls out a fresh tube of Astroglide and says it's his first timeHow do you respond to this?
>>42166341you need to use a lot of lube and go very slowly. ease into it, literally and figuratively, like don't rush straight into penis in hole. foreplay & starting with fingers first is critically important. listen to her & watch her body language if she's trying to get you to be positioned somewhere or change up the tempo. also you should wear a condom unless you know for sure she's clean.>t. have had lots of anal
>>42166341You need to use your finger first. Start with one then put some pressure on the sides at 12:00, 3:00, 6:00, and 9:00. Rotate between them for about 10-15 seconds each until you can get the 2nd finger in with little/no resistance and then you should be good to put the dick in. Be VERY generous with the lube.Also don't forget to clip your fucking nails.
>>42166370Please stop pretending women hang out with men alone at their houses to make friends.>>42166341OP: don't worry about the lube it's only necessary in some cases.Start by probing and managing with fingers, massage that hole gently, then kiss it , lick it, and eat that shit. Get your tongue as far up there as you can. Once she's moaning and her hole is wet and opened, whip out your cock and begin rubbing it in her crack, over her hole. Probe her hole, dock the tip in. Get her whimpering and begging for it. Ease your cock head in very slowly, never plough ahead quickly. Slowly Ease your cock in at a glacial pace, try to get your hands on her nipples, order her to arch her back more, press down on the small of her back, grab her hair like reins and give a little tug.Once you're all the way balls deep into her ass, just wiggle around a bit, make small micro movements forward and back, "tapping" on her prostate, she'll go crazy. Then pull back, slowly, glacially. Don't pull all the way out, leave the head in. Ask her if she wants your cock, make her beg for it, then slide back in, a bit faster but still slow. Globally deep again. Hold it. At this point you can begin accelerating your thrusts, she'll probably be begging you. Give her a spank, pull her hair. After some thrusting, pull out your cock and tell her to put up her sss and spread and show you her gapped hole. Spit in it. Put your cock back in, grab her by the waist, and begin the full on boyremoval. Hit her prostate at a good rhythm, ask her if she likes being made into a little faggot by a real man.
>>42166479Sorry when I said "eat that shit" i just meant her ass. There shouldn't be any shit she should be cleaned, prepped, washed and moisturized so her hole tastes nice.
>>42166381>>42166404>>42166479>>42166495Thanks for all the advice.
>>42166479>don't worry about the lube it's only necessary in some cases.Dicklet detected tbqh
>>42166341https://github.com/regdude/anal
>>42166725I've never met a trans girl who cant self lubricate from their anus. You must have a dry asshole or something. Ive never needed lube.
>>42166341>How to make love to an anus?Kek, how autistic are you?Also, don't listen to >>42166479 about not using lube. Retarded advice.
>>42166479>Please stop pretending women hang out with men alone at their houses to make friends.trannies are sometimes clueless enough to do thist. tranny who was clueless enough to do this several times
>>42169106did you have sex?
>>42169420no i panicked when i found out that's what they wanted laterthen later i regretted it and wished we had had sex (with one of them anyway)
>>42166370I literally had that sex dream last night.
>>42169437i've actually been to boys' houses where they didn't seem to realize i wanted to have sex with them..
