I appreciate the response, but with all due respect, that doesn't really do much to put me at ease. I know that there's more to a relationship than just the sex, and honestly I probably care less about it than most guys do. I'm much more interested in finding a guy I like than rushing to lose my virginity. But if and when I do find someone, I'm sure sex is something that'll come up eventually, and I don't want to go into it a nervous mess who's hesitant to try anything because my only idea of what to expect comes from a few awkward fingering sessions, which is where I'm at right now. I know you should be patient, work your way up, etc., but if I can't comfortably simulate the fucking motion with something as small as a pen after a half-dozen to a dozen times, it just seems like I'll never be "ready." It freaks me out because I really don't want to live the rest of my life exclusively as a top or just doing oral or whatever, but if I can't get used to bottoming, that's pretty much what I'm looking at, which would totally suck for me and probably for whoever I'm with too.
hi buddy,
i was in your shoes once. i didn't even try bottoming until several years after hooking up with guys. i even found it disgusting in the beginning to touch even my hole. lol.
but like karabulut said, you're just starting out. don't expect to be an expert right out of the gate.
but let me get straight to the point.
i don't want you to experience the bad experience i had when i bottomed for a guy. he basically forced me to bottom for him without much preparation. bad decision.
so, first of all, don't expect the first guy you meet to go into a relationship with you. the most likely outcome is he just wants to hook up with you. which is well and good since i bet you want sex too just as badly as he does. it's just the way guys are made, i'll understand if you're a lesbian. so there's nothing wrong about getting off and having a one-night stand with another guy. at least, you'll hopefully learn to kiss. maybe suck dick or get sucked.
but onto your problem. when done correctly, bottoming can be a great experience. just like a vegetarian having his first steak, it's an acquired taste. but once you learn to appreciate the flavor and texture of it, you'll keep coming back for more. fingering yourself with a bare finger, yours or others', WILL HURT your anal linings. avoid doing it with bare fingers.
anyway, when you're alone and have enough time, empty the tank. or you might want to buy an enema bottle and perform an enema yourself. don't use the chemical that is sometimes included in the bottle. dump it, rinse it and fill it only with warm CLEAN TAP water. i repeat, warm water. NEVER HOT OR YOU'LL END UP IN A HOSPITAL. Stop when the water is no longer cloudy. 3 flushings is usually more than sufficient.
lube your ass. get a condom and put it over your finger. lube it and play with the entrance of your hole. get familiar. get comfortable with the idea. AND DON'T FORGET TO LOCK THE FUCKING DOOR! ass play is as much physical stimulation as psycho-sexual stimulation and release. play with your bud by running circles or pressing or whatever, just make yourself familiar with that part of your own body.
insert slowly. BREATHE. RELAX. apply constant pressure to your ass when inserting your condomed finger. do it slow. be comfortable with it. keep it lubed. insert your finger until it is all the way in. then start fingering your hole in and out slowly. do it as long as it is comfortable. when you feel pain, stop. the idea is pleasure, not pain. finger yourself and explore the sensations. enjoy it.
when you have been comfortable with playing with your ass with a finger inside a lubed condom, put in 2 fingers inside the condom this time. do the same process. when you have become comfortable with the sensations, try to stretch your hole a little with your two fingers.
do this exercise a few times to be comfortable with yourself. i don't advise 3 fingers. find a
Real Cock find a versatile guy, not a top. a gay guy who is hiv- and into vanilla sex and not a straight guy. This will take the edge off the initial experience. AND FIND SOMEONE LESS THAN 6 inches. you'll thank me for this. preferably with a slender dick. thick dicks hurt. everyone loves a big cock. but it's not fun when you are just starting out to bottom.
bottoming is a great way of getting and giving pleasure to your partner. just make sure you play safe. know your status.
sex is 1.3 billion years old. it's not your fault. it was meant to be enjoyed. do it safely with others.