Should I, First time question

[KentuckyGuy]

This question I'm sure has been asked before but I'm new and want advice.

Story

For most my life I had no desire hook up or get intimate with another guy. That is until me an my ex girlfriend stuck a deal. She would let give her anal and in turn she got to use her dildo on me. So she lived up to her bargain but waited a few days for her turn. I came home and she was waiting in the bedroom holding her dildo and said time to cash in on your bargain. So I did an as soon as she got it in it was instant pleasure. She only did it for a real short while and stopped cuz she said it did nothing for her but I loved it. However when she asked I said I didn't.

She kept asking so I finally gave in and told her I liked it and had actually been thinking of the real thing. Her response was duh I could tell you liked it from your face and movements. She was really supportive and we struck another deal. She would set me up with one of her gay friends and leave the apartment for a couple hours so we could have some fun. We split around 6months later and never cashed in on that 2nd deal. This was well over a year ago so its not a rebound tendency but something I continue to think of.

I did buy a dildo an use it occasionally and really enjoy it

Now the question./
Should I pursue the hookup? Would I like the real thing since I like the dildo? I however have no desire to be in a relationship with a guy just sex.

Yay or nay on the hookup.

 

[hylas]

yay, i sez.

straight guys can enjoy anal, too. they have prostates and nerve endings, too, after all. nothing gay about that.
however, you seem to be not only into anal, but also into guys. youre probably bisexual, so i would explore that and have a little fun, if i were you. its really easy to find some gay dude for some nsa sex, us fags are really easy.

however i would ease up on the "have no desire to be in a relationship with a guy just sex" part. its an unattractive sentiment. even if you feel that way, theres no need to wear it like some badge of honour. it just seems insecure and desperate and tacky. just say that youre looking for casual sex, not relationships. no need to add the qualifiers.

good luck! use condoms!

 

[jaysizzles]

I'm not sure if you should pursue the hookup with your ex's friend or not..not knowing his relationship with your ex or how well/bad your breakup with her ended, but I'd say go for it in general. Your ex's friend could screw you, and then screw you over again by blabbing...unless you don't mind that being known. I'm kind of assuming you'd prefer to keep this on the DL, however I don't believe there is anything wrong or shameful with having a gay/bisexual hookup. You are single and now is the time to explore and experience your sexual urges/desires with little to no risk of consequences.

The real thing is attached to a man tho...it's not just a dick, so be respectful...keep the "no homo" schtick to yourself...unless you do it with another "straight" guy.

play safe and have fun.

 

[KaraBulut]

Liking something up your ass and having sex with a guy are different things.

If you're curious about having sex with a guy, then have sex with a guy.

If you consider yourself straight but just enjoying getting fucked, then either stick with your dildo or get a girlfriend who enjoys being on the active side of a strap-on.

 

[jensu846]

go for it!! its so much better when the dick is attached to a guy. do it.

 

[Seasoned]

You need to be your own advisor with this because you'll be the one facing the consequences. If you treat sex as something fun and casual you'll probably decide to go with it. If its something serious with emotion you might give it a second thought. Remember where you're at. You're asking primarily gay guys if gay sex is ok.

 

[VivaVegas]

I was in almost your exact situation not too long ago.
and I really wrestled with whether or not I should experience sex with a man.
finally, after years to beating myself up about it, I took the plunge and experienced it.
some of the most incredible sexual experiences of my life. I dont "love" or "have feelings" for the man, hell we dont kiss or cuddle or anything, but the sexual part is what I enjoy and its awesome. certainly something I wish I had tried sooner and feel very happy that its a part of my life now.

 

[Durango95]

You need to be your own advisor with this because you'll be the one facing the consequences. If you treat sex as something fun and casual you'll probably decide to go with it. If its something serious with emotion you might give it a second thought. Remember where you're at. You're asking primarily gay guys if gay sex is ok.

I totally agree. A lot of gay guys are caught up in the G4P schtick or the "straight to bed" syndrome. So the idea of getting a straight guy is highly desirable. I was caught up in it when I was a young guy myself. As with anything in life, you have to count the costs. I mean think of everything involved. Ask yourself questions like...If anyone finds out what will I do? (BTW people always find out.)....Am I prepared for the fact that I may not be really straight?

You have to keep in mind, you are contemplating a serious step based on a few experiences with a toy. Actual sex involves another human being with feelings and personality and expectations and emotions. A person is definitely not a toy.

 

[KentuckyGuy]

I probably should of stated that I self identify as BI. Coming to that conclusion after a lot of thinking and realizing I'm attrached to some guys physically and being turned on by gay porn.

Also this wouldn't be my complete first time fooling around with a guy I've traded oral once. So I would say a dick in my mouth I've already made that serious step. Lol

I was I guess just asking if the real thing was better. And if I would enjoy it.

I would also like to say your right about the relationship statement. I can't say 100% I'd never try a relationship with a guy because at one point in life I would have never given head or been on this site. I would be more open minded if I had more sexual experience and was sure I thoroughly enjoyed this side of the fence. I'm sure if I did/do I be more likely to try.

 

[KaraBulut]

I probably should of stated that I self identify as BI. Coming to that conclusion after a lot of thinking and realizing I'm attrached to some guys physically and being turned on by gay porn.
...I was I guess just asking if the real thing was better. And if I would enjoy it.

There's no way for us to tell you if you would enjoy it. That's something you would have to find out for yourself.

Since you're clear that you're bi and you've experimented before, it does change the equation somewhat. However, you should keep in mind that gay guy's aren't just dicks; they're people. If you're curious and you want to have sex with a guy, be honest about the situation. Be prepared to reciprocate. But if it is just sex, make sure everyone is clear on the terms.

 

[BiMike]

Go for it with the right guy Just be a bit choosey who you hook up with and take the usual precautions , best of luck
I think you will probably like it and go back for more