To fuck or not to fuck

[Curiously Confused]

Ok so I have this friend and he is straight. He's recently told me that he has been getting more and more attracted to guys but only when he's aroused. He's gone so far as to start fingering himself while jackin off to gay porn. Now he wants to take it a step further and told me he wants me to fuck him. The problem is I don't have the biggest dick in the world 4 1/2inches hard. Especially when compared to him.. But anyway I just didn't want his first time with a guy to be displeasurable because of my shortcomings.. so any tips or advice to give a guy with a shortcoming?

 

[itsmeagain]

Dude, he obviously is comfortable with and cares for you enough... to share this. For a "straight" guy to do this takes a ton of trust. He has picked you to deflower him. Don't worry about your size. It is irrelevant. Just be tender and loving and show him a warm time. That is all anyone making love to someone can do, no matter their orientation.

 

[Kaigon]

If anything, the fact you're smaller than average will be better for him. I mean, fuck, he'd have a worse experience of being fucked if you were loaded with eight thick inches. =P

 

[blublud]

Perhaps he's seen you and knows you're a bit on the small side. And that may be what allowed him to ask you to be his first.

 

[BiAggieGuy]

Go for it. As Kaigon said, it will be easier for him than being split open by some guy with a horse dick.

Another reason to do it; never, ever pass up a chance to deflower a straight guy. Hopefully he won't ID as "straight" much longer and you might end up with a nice fuck buddy

 

[mano]

If anything, the fact you're smaller than average will be better for him. I mean, fuck, he'd have a worse experience of being fucked if you were loaded with eight thick inches. =P

What he said.

 

[lambdaboy]

First off I agree with others your perfect for it with your small size.You are long enough to work his prostate and if he has a hot ass fuck Id do it

 

[Curiously Confused]

Thanks for the words guys!

Now any advice on the position(s) for maximum pleasure?

 

[jmadaf]

Go ahead and fuck him, him wanting it is half the battle. I'm a bottom and some of the best fucks I've had are six inches and smaller, just work him good, if hes a virgin he doesn't need someone bigger, don't forget the lube, Good Luck!!!

 

[jmadaf]

I think missionary you can get the best penetration, but if he doesn't like face to face, spoons.

 

[JCorrola]

Agreed. Any updates?

 

[Curiously Confused]

The update is........For some reason I just can't go through with it.. I mean every time he asks I get knots in my stomach and come up with some excuse. I mean I don't know what the problem is. I guess this must be a first. Someone nervous about deflowering a straight guy. ........Someone shoot me.

 

[cloneman]

I hope your size has nothing to do with your nervousness because as other guys on here have already said, your size is good for breaking his hole open. Also, he trusts you enough to be his first. Maybe he's even a little attracted to you. Not everyone is a size queen. Are you nervous because his a friend?

 

[Telstra]

Ok so I have this friend and he is straight. He's recently told me that he has been getting more and more attracted to guys but only when he's aroused. He's gone so far as to start fingering himself while jackin off to gay porn. Now he wants to take it a step further and told me he wants me to fuck him. The problem is I don't have the biggest dick in the world 4 1/2inches hard. Especially when compared to him.. But anyway I just didn't want his first time with a guy to be displeasurable because of my shortcomings.. so any tips or advice to give a guy with a shortcoming?

That dick is perfect for people who can't take pain.
Most people can't take pain.

 

[Curiously Confused]

I hope your size has nothing to do with your nervousness because as other guys on here have already said, your size is good for breaking his hole open. Also, he trusts you enough to be his first. Maybe he's even a little attracted to you. Not everyone is a size queen. Are you nervous because his a friend?

This is probably the 99% of the reason I'm so nervous. He's been my friend since we were kids. I just don't want anything to change.

 

[muggins123]

Go for it.

 

[muggins123]

If you've been friends since you were kids, he must know what you look like by now. He must like what he sees and feels, otherwise he wouldn't ask. He trusts you, and you surely won't disappoint him. Just take it slow and easy and follow his lead. He is probablly smart enough to know smaller is best for first timers!

You look like a nice and good looking guy in your profile picture. I would hop in the sack with you in a heartbeat.

- - - Updated - - -

 

[Curiously Confused]

If you've been friends since you were kids, he must know what you look like by now. He must like what he sees and feels, otherwise he wouldn't ask. He trusts you, and you surely won't disappoint him. Just take it slow and easy and follow his lead. He is probablly smart enough to know smaller is best for first timers!

You look like a nice and good looking guy in your profile picture. I would hop in the sack with you in a heartbeat.

- - - Updated - - -

Ha, as much as I appreciate the compliment that isn't me in the picture. It's Thomas Dekker.

 

[cloneman]

This is probably the 99% of the reason I'm so nervous. He's been my friend since we were kids. I just don't want anything to change.

It makes sense now. I can see where you're coming from. Although, I've never been in your position before. I guess you can talk to him about your fear and work out what to do then... I don't wanna give bad advice, so I'm being a bit ambiguous. Hope everything goes well

 

[BiAggieGuy]

I've hooked up with friends over the years, both male and female. If it was more than just casual friendship, I was usually hesitant to jump into bed because I hate ruining a relationship for a few hours of fun. In the end, I ended up having sex with most of them who wanted to do it, and it only ruined one friendship, and to this day I have no idea why, but I don't even try to understand a woman's mind. While in high school and college, I think I fucked with probably 6-8 guys I could call good friends, and it was never a problem. All IDed as straight. Usually it was just oral at first, but in the end, most of them fucked me, and I ended up fucking several of them in return. Most became good fuck buddies which is why I was rarely without a hookup while in college.

Now, I can't say what would happen with you and your friend, but my advice is to talk with him first and let him share how he feels about the two of you fucking; and then share your concerns with him. If he still wants to do it after that, then go for it and take that boy cherry. I would much rather have sex with a friend or someone I'm comfortable with rather than random hookups.