mizu5 saidI want to try bottoming simply because I've never done it. But I don't want to go home with an absolute random, and none of my friends really... do it for me. So I'm just SOL eh? What shall I doo? . . .
For example, i feel more inclined to have a guy in late 20s-40s and kinda rugged and naturally dom fuck me.
Plus the type of guy i imagine fucking me has yet to hit on me or even glance my way in a bar or online.
The idea of a guy around my age fucking me is less.. enticing somehow? or anywho who isn't like ...muscular/beefy/stocky/thick bodied.
. . . well ive never bottomed so in a sense i am a virgin, plus im painfully tight.
And of course, as I said I don't want it to be some random, but guys with those body types never seem to want me.
OK, I'm a rather new participant in RJ forums, and don't know you from Adam, but a couple factors stick out like the proverbial thumb:
In your photo, at least, you have the "cute" look that a lot of guys of the type you say you want to dom fuck you would find to be very appealing - at least the nicer ones. Like Yourname implied - you just have to go out looking for them. (And I doubt you really want to be roughly dom fucked by a very rugged macho - Im' guessing that's only your fantasy.) If you don't want a "relationship" with a versatile guy, like GuyNextDoor suggested, you can accomplish this sex goal only by meeting up with someone who will give you the pleasurable experience you want, and won't be a random troll.
Maybe you could vacation in Calgary or Edmonton on your way back east, and meet a cowboy type- nice but rugged.
As for you being too tight, if you really want a pleasurable experience, you should play with your self first with a dildo, so you are used to the feeling - just don't fall in love with the dildo.
Maybe things are too different now, but when I was your age, I had more than a few pleasant sexual encounters with guys I had only recently met, but for whom I had the foreknowledge that the experience and interaction would be a very sensual one - so they weren't a Grinder random, but someone I got to know briefly - If I weren't in a relationship, I would be doing that occasionaly today.
Finally, since you want a very special sexual fantasy, and it doesn't sound like you want to be in a relationship with the kind of person you want to fuck you, you might just consider hiring a professional - you just have to be willing to shell out the dough and be very selective about who it is. The good ones make a living of providing safe and sane fantasy sex. They are essentially actors. I have never hired one, but know a number of guys who have, and have not heard of any bad experiences. Probably not too many get requests from guys your age. You get a pleasant sexual experience, your fantasy is fulfilled, you get treated well, and then they leave, with no strings. It must be a much safer bet than a craigslist adventure. If there is a particular porn star you fancy, he is probably available - most are in the sex trade.