Should I have gone for it?

bigshy

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you shaved each other's cocks and asses... isn't that enough said to know you could have done more? That just doesn't happen with straight friends.

I guess I could have, but I always have running through my mind, "what if he freaks out". Would rather have the friendship instead of the experience, if I can't have both. That's why I want him to make the first move, request, or suggestion. I've been patient for years to get to this point, I'm in no hurry. I can wait longer!
 

D_Harry_Crax

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ScotRandom says, "I've stood at an open air concert with my hands down the front of his [straight friend] jeans & my dick pressed against his [straight friend] ass."

OK, so now I'm really curious. Does anyone else have a straight friend who lets him put his hands down the straight guy's pants, especially in public (such as outdoor concert)?
 

bigshy

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Well, my buddy and I have scheduled another golfing weekend for the end of the month. Anxious to see what happens this time. I'll be sure to pack plenty of alcohol and porn.

When I was booking the room, we were on the phone talking about rates. I mentioned that since it was spring and we were going to a beach resort area, the rates were higher than they were in the fall. Jokingly I said, "but we can save some money if we only get one bed" laughing it off. He said without even hesitating, "Well book that one. I don't mind sharing a bed with you". I was shocked that he had offered, but thrilled that he had. Oh the possibilities!!! I'm chubbing just thinking of it.
 

miamirt

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Good luck with this next trip. Sounds like you may take it further and have some fun.

Reading up in the shaving episode, I would have grabbed his shaft plenty as part of the shaving, then you should have stroked it and said you need to get him hard to trim up the base better!! If he did not complain about this, when you were done just give the head a little kiss to see his reaction to that. If he does not protest, take it all in!!

I agree with the others... there are not too many srt friends who will let another dude kneel down in front of them naked and trim their pubes and ass.
 

Mercurygirl

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This past weekend my best bud and I went on a weekend golf trip. After drinking heavily for several hours, the conversation turned to sex, like it always does when we drink together. He mentioned that he needed to shower and trim up. I said that I had trimmed a week ago. I told him I had a new trimmer that shaves close but will not cut. It a Norelco trimmer, about the size of a pen. He said great and that he would love to use it. During our conversation about needing to trim up, I told him how jealous I was of his great bubble butt and reached around and gave it a firm squeeze. He said "Yeah, but you've got that big fucking dick" as he reached out and cupped my balls. This was the first time in all the times he's seen me naked that he acknowleged how big my dick is. I had caught him sneeking a glance here and there but his actually saying it made me feel great.

After showering he called me into the bathroom asking for the trimmer. I offered to do it for him since he was pretty drunk. I'm bi (NO ONE knows) and he is straight. He dropped his towel and said help yourself. My heartbeat immediately increased. I had seen him naked many times but this was the first time I got to touch him. He was really hairy because he said he hadn't trimmed in a couple of months. He's not a hairy person, just has a lot of pubes.

He's somewhat small but has a great looking cock. It has a dark skinned shaft but the head is light colored. He tans well but given this time of year he's a little pale. I am in heaven. He's standing there holding up his balls while I'm on my knees trimming them and his gouch. I clean up his stomach leaving his goody trail. I trim down his shaft and his groin area. Somehow I have avoided getting a raging hard on. Guess it was all the alcohol. I told him "I guess you would freak out if I sucked your dick right now huh?" He said "Yeah, I probaby would". DAMN!

I finish up the front and tell him to turn around. He puts his hands up on the wall and spreads his feet slightly so I can shave his ass. He has such a great tight bubble ass and a hole surrounded by a light covering of hair and darker skin. I finish his cheeks and start trimming his crack when he reaches back and stops me. He says "That's enough. I don't want to shave there". I said "Okay, but it's my turn now" He said he needed to smoke first. So we go out on the balcony and hit the pipe and then we come back in. He hits his bed and says he's done for the night. I said "Oh no, you owe me a shave." I grab his hand and pull him up and lead him into the bathroom. He grabs the trimmer and starts shaving my belly, balls, shaft and gouch. I am dripping pre-cum at this point but he doesn't say anything about it. He finishes up the front and tells me to turn around. He then starts shaving my ass and trims up my crack as well.

We then clean up and head off to bed when he starts to tell a story about an employee that works for him that he's dying to bang. At this point I am pulling on my hard cock as he is basically telling his sexual fantasy in full detail. The only disappointment is he is not hard nor is he rubbing himself. He looks up just before he passes out to see me shoot across my chest. He says "Good job. You'll sleep good now". I would really have liked to suck his dick, but want him to initiate it. Should I have gone for it when I brought it up?

Maybe on the planet antipodal.
 

D_22

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....Dude, just value that budding friendship you guys have. I have some very affectionate best friends, all straight, and stuff like shaving wouldn't probably be an issue with us. But at the risk of getting one of them to freak out because I see them sexually, I dunno if I'd take that risk. I have thought of maybe seeing if I can mess with a friend and some have entertained the idea, but eventually it was their comfort level that wasn't into it and I never wanted to push on. I very much value the friendship and the comfort they've given me as a person than trying to push forward any sexual acts.

But the ability to even talk to them about us possibly fooling around is helped due to me being out and open with them. Not being out with them and being I believe would make a difference in their comfort level.
 
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deleted300444

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Ding, ding, ding... That was my bullshit-o-meter going off. Nice read, but seems more like fantasy than reality. Sorry, I'm a skeptic

You know, I was thinking the same very thing. Ding ding ding.
 

D_Jacqueline_Boozann

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Take care of business as you'll never know when you'll not have that opportunity, again. Now, if you're going to see him often....then, that's something to think about. For a one-shot ordeal, life is too short for regretws.
 

bigshy

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Just got back from the trip. We had a great time but not the great time I was hoping for.

On Friday night we got there really late, about 2am. Got settled in and started drinking. Drank for a couple of hours all the time talking about our favorite subject, sex! Then we did a shot of Jaeger. That sent him over the edge. He passed out. So no contact the first night.

Played golf all day Saturday, then back to the room to shower. After cleaning up, we headed out to dinner and then to a bar across from the hotel. Tried to hook up with several chicks but no luck. Our intention was to bring them back so we could try double penetration. On Friday night before he passed out, he said he had always wanted to try DP and I said I had as well. I asked him if he would have any problem doing DP where we were both in the pussy with our dicks rubbing against each other. He said "No, that wouldn't bother me" Well, no luck. Several scenarios where one chick would seem interested but her friend would talk her out of it.

After the bar shut down, we headed back to the room. As we were walking and rehashing the night, I said "Guess we'll just have to go back and rub one out to porn" and he said "Guess so, and then order pizza!". I said "Deal".

Once in the room we find an all night pizza place in the phone book that delivers. While he places the order I put in the porn DVD. I had brought some from home. Just so happens that I had a DVD that had DP in it. I asked if he wanted to see that scene and he agreed. We are both sitting on the couch next to each other, he still fully dressed and me down to my boxer briefs. I'm already bulging but purposely do not touch. I'm waiting to see what he'll do first. I notice that he starts rubbing himself through his jeans. This goes of for several minutes when he asks me if I'm going to go get a towel or tissue. I said "Sure, I'll get it." When I get back his pants and underwear are down to his knees and he has raised his shirt to expose his chest. I immediately notice his erect dick! It's much larger than I expected. At this point I had only seen him flaccid and he was on the small side. I immediately commented "Wow man, look at that dick. You're a grower not a shower" as I sat down on the couch and reached over and gave it a quick tug. He said, "Yeah, but I'm still not as big as you". To be honest it looked like we were the same girth, but I am a little longer. He had a nice shaped head that at this point was fully engorged. His erect dick stood up on it's own at about 10 o'clock, with no curve. I have a strong curve that stands completely up at 12 o'clock.

We continued to watch the porn and I dropped my boxer briefs completely and sat as close to him as I could on the couch, putting my feet up on the coffee table so I could spread my knees far apart and rest one on his leg. I'm dripping precum but have also brought back a bottle of lube. I ask him if he wants any lube and he declines, saying he prefers the friction.

I try to jack slowly so I can see how this will play out. My intention was to wait until he was almost ready to blow and ask if we could swap hands and rub each other. Just a gut feeling that I had that I wasn't going to be able to ask if I could blow him so I just put it out of my mind. The scene is getting very hot and he starts to moan a little. Just as I am about to suggest swapping, he blows his load. I quickly jerk on my dick to catch up and blow my load about a minute later. We both clean up and head into the bathroom to piss. As we both stand over the toilet, I comment again on his size. "I'm shocked your dick is so big, I never had any idea". He said "It gets the job done".

About this time the pizza guys knocks on the door and we scarf down the food quickly. It's about 3 am now and we go to bed.

The next morning I'm up first. I hang out in the room quietly as he sleeps and wait for him to wake up. After he gets up, we start talking about what we'll do for lunch before we go play. I start up the porn again and say I'm going to rub one out before I shower. I strip completely down and sit on the couch. He say's he's going to shower. He goes towards the bathroom and comes back after he started the water standing in his underwear right in front of the TV. His underwear is below his ass cheeks and halfway down his crotch. The man really does have a perfect bubble ass. I notice that as he stands in front of the TV his crotch is growing. His underwear is sticking straight out. He puts his hand inside his underwear and I'm excited thinking I am going to see a repeat performance. But no...he turns and head to the shower, I assume to jack off in private this time. I finish up and head to the bathroom as he is coming out of the shower. I try not to miss any opportunity to see him when he's naked. Wish I could have gotten a picture of him for my spank bank and to post here but not an option.

That's all I have to report this time. We won't have another chance to take a golf trip alone probably until the fall and worst case scenario until next spring. There might be some occasions when he'll come over to my house late after he gets off work and before he goes home, so we can hit the pipe. On some of those occasions I have had porn on when he got to my house but he never joined. Since we have both jerked off in front of each other now, maybe next time will be different. I promise to report any details.
 

Stephenmass

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You get there late (2 AM), drink beers for a COUPLE of hours, put porn on, rubbed one out (making it at the very least 4 AM or later) and the pizza guy comes after you both came at 3 AM?? BS.
 

bigshy

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Just had a conversation with my buddy last night. He called and said he wanted to start taking quick overnight trips, instead of whole weekends, more often. It's hard for him to take time off from work for two days back to back. He said he couldn't stop thinking about that last night of our last trip. I'll keep everyone posted!
 

bigshy

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Leaving for an overnight golf trip tomorrow afternoon. Very excited to see what happens this time. My buddy already said "Don't forget the entertainment". I assume that means the alcohol, pot and porn.

I'll let everyone know what happens as soon as I get back.