Almost no thought, just came to mind on the spot.
HELP/ADVICE needed! I want to suck my best friend, what do I do?
- Thread starter Caseylove99
- Start date
lol. Nope.
I can't remember if he ever said anything about doing anal with girls, I know he has taken at least 1 girls virginity.
Is your friend the typical high school jock that everyone had during their time as seniors or your typical str8 guy that is fit but dont looks like a gym rat?
Who knows? It may work out in your favor if you get to that point. You're already sucking his dick. IF he feels comfortable doing anal you might end up with a new experience. At least this way you'll be getting more out of it.
Now it's becoming a normal part of our hangout so nothing too crazy lol. His dick now belongs to my mouth
still we d love to hear how its going so keep updating us
- Mads,
Great story.
Don't understand why he can't jerk u off, you are doing so much for him.
Sorry to say, but sounds like you are head over heels with this guy.
Be careful not to get hurt in the end
Don't understand why he can't jerk u off, you are doing so much for him.
Sorry to say, but sounds like you are head over heels with this guy.
Be careful not to get hurt in the end
So when we were sleeping last night he rolled over and spooned with me and he said "I've been thinking a lot about what you asked me and if the time ever comes and you want me to take your virginity, I will." I just replied "ok, but I would have one request" and he said "what is that?" and I said "in addition to doing it bare and you cunning inside of me, I'd want it to be missionary so I can look into your eyes when you pop me" he said "now you're asking for too much" and I asked him how many virgins he has popped and he said "2 for sure maybe a third" and how did you do it with them and he said "missionary at first, but the first one I only lasted about 30 seconds the other 2 switched to doggy" and laughed. I said "why did you do missionary?" And he thought about it for a minute and said "I see why you would want that now, if it means that much to you, I will do it" I said "thanks" and I rolled over to face him pushed his shoulder so he was on his back and scooted down to suck his dick. As I was flopping mr softie in my hand he chuckled and said "I suppose I should've waited to say yes until you finished down there, I was never good at negotiating" and I said "well how about I make sure you don't change your mind" and I proceeded to give him 4 back to back blowjobs. He was so sweaty by the time we were done the bed sheets were soaked and his tip was nearly raw. My fucking jaw is killing me rn but it was so worth it.
This has been a great read thus far. A part of me would love to see a Hump! fest-like film made of this. I think many of us have had some similar impulse or experience, but less successfully.
I have had two slightly similar situations, albeit with men who ended up being either gay or heteroflexible:
There was classmate in school I had a major crush on. He looked like Mark Hamill as he appeared in The Empire Strikes Back. We became pals, but it was the 80s and I was very much in the closet to everyone. We fell out of touch after school.
By 1991, I was out to everyone and a regular on the club scene with an apartment in the trendy part of town. By the time that started to feel a bit stale (rinse, wash, repeat every Thursday and Saturday night), I took the opportunity to move into a duplex in at the edge of the suburbs, right along the boundaries of the rural areas with farms.
My sweet, but super religious, neighbor and I became pals in that way an openly gay man could become friends with less extreme version of Tammy Faye Bakker. (You know she thinks you're going to burn in hell, but she is so sweet to you and is delight to hang out with.)
Come to find out, one her church pals is my former high school crush. I did not know this, but she told him about me being her neighbor. One evening I get a knock on the door and it is Steve [name changed]. I open the door and my heart jumps. He says, "Tracy [name changed] told me you're her neighbor."
He comes in, follows me upstairs, and we sit in the living room. It feels a bit awkward. It seems like he wants something, but I cannot tell if that is him or me projecting that on him. We talk for a bit, play catch up. I give him the short version to be clear he is aware that I am gay. He tells me a bit about his work farming before he starts asking me about being gay...what is it like, how did I know... the usual things one got asked by well-meaning, but clueless folx back in the 90s.
I don't remember the details anymore, but the conversation turned to what gay sex is like and before long he is telling me he wants to try it but only if I swear not to tell anyone. I ended up laying on the floor there in the living room, me sucking on him as he laid back spread eagle style. Then he sucked on me (I vaguely recall him commenting, "Hmmm, this is nice." in one moment when he came up for air.)
We ended up 69ing and then jacking off together to orgasm.
Honestly, it wasn't great. He got dressed and left, and I felt as if I had just done something that put that crush solidly in my past. I never reached out to him and he never followed up with me. Tracy never mentioned being aware that he had stopped by (We share the same dual car pad.) and it was very easy to let it go.
Second one, I was the object of desire. and happened before the incident with Steve above.
I visited a pal, (I will call him Kevin.) for the weekend in a college town two hours South of here.
Kevin had moved there for a career opportunity many months before and was missing his Portland friends. He was a sweet, reasonably attractive guy I had no sexual chemistry with. I really I just wanted to get away for the weekend and be somewhere else.
Upon my arrival, I took my things into his ground floor apartment and freshened up a bit before we got in his car. Kevin gave me a tour of the town and picked up a two of his friends of his along the way. We visited the downtown shops and the mall. He ended up introducing me to a half-dozen of his friends before we got a bite to eat.
I remember thinking, "Is every guy in this town hot?" (This has to be around 1992 because I remember wanting to get out of Portland, and Eugene seemed like a nice respite.)
There were not a lot of out gay people Eugene, and I think there were maybe two or three gay bars in the whole town. But, pe capita, the number of guys I was introduced to that were buff and met that gay jock ideal seemed higher than in Portland. Even the men that were a bit queeny for me, I was attracted to. They had tight toned bodies with some muscle, nice arms and shoulders on all of them. Maybe it was just his friends, I don't know.
Some were built like cheetahs. Others were built like tigers. All were hot AF from what I remember.
I even thought, "Am I physically hot enough to be with this people?" (I had been told over and over again that I was good looking and had "a great face." And my body clearly showed the disciplined two hours of daily gym rat time, and diet made mostly of chicken breast, tuna (little mayo), protein powders, and vegetables, but I never thought of myself as "muscular.") I was neither a cheetah nor a tiger. If my body was a cat's, it would've been a leopard's. (Yes, I was one of those gay guys that knew he was good looking, but never actually believed it...that or that men only liked me for my looks. Insecure pretty people can be nightmares.) But I digress.
Later that evening a few if his Kevin joined us for dinner at the local LGBT-friendly diner. In the process of asking who was who of the folx I had met, they all volunteered who was going out with who, who wanted who, and the typical gay male drama of the era before cell phones, Instagram, and Gridr. One of the sexy AF cheetahs wanted to be with one of the sex AF tigers that seemed to be on the "most desired" list. They had hooked up before, but were not a couple, not the way the cheetah wanted them to be. Oh, this *is* Portland, just on a smaller scale.
Kevin and I went back to his place to get ready for the clubs. I changed clothes and took a shower. Kevin was in a really good mood. As I was getting ready, I remember him blurting out to me "They're going to think my friends [from Portland] are the best looking!"
I remember feeling both complimented and alternately like I was being used to bolster Kevin's status with his friends. It was well intentioned and say smore about how both of us were fighting our own insecurities. I would have never presumed to be a trophy friend that Kevin was parading around town to show off to his Eugene friends, but that was at least a sliver of the motivation for his weekend invitation.
We went clubbing and I was really into that hot AF cheetah. I danced with him a few times and he bought me drinks. The tiger of his desire, built like a star quarterback, was friendly with me at the bar. Hands on my shoulders and my waist when we danced, but neither of us were going to go after the other (I was chased; I never overtly chased anyone.)
The club tiny and it was impossible to miss the drama, the cliques, and hunting going on. At one point not much past 1:00 AM, Kevin pulled me aside to tell me the sexy AF cheetah I was coming on to me to make his tiger jealous.
I smiled and shrugged, but I thought to myself, "Yeah, I am not having this." Being told I was a twice in one night I was being used was a bit much. I broke from the group hanging out by the bar to imply I was going to use the men's room and made for the exit. I ran out and hid behind a bank's drive thru.
From that vantage point, I saw sexy AF cheetah run outside, look around, and look distressed before heading back in to bar. Kevin came out before too long and I left with him to go back to his place.
We ended up sleeping in Kevin's bed. I had pajamas in those days, those loose silky ones with the single button on the fly and loose waistband. At some hour in the middle of the night, I felt Kevin's hand on the front of my pajama's fly. "Oh, why not" I thought to myself. I faked still be asleep while Kevin groped me, pulled my cock out and eventually sucked me for a few minutes while he jacked off. It felt good and reminded me of the mutual masturbation from early in my coming out days. I remember knowing he had climaxed because of his breathing and the faint smell of jizz.
The next morning, Kevin and I got up and acted as if nothing had happened. He asked me why I had left the bar the way I had. In the context of the sexy AF cheetah, I responded, "I don't like being used, " but I think Kevin understood that I meant it to apply to him as well.
We ended up stopping by the house of one of Kevin's other friends. He was someone I had not met yet. He was a bit older, ruggedly handsome, with really strong forearms. He worked at a chicken processing plant. I liked him. We had breakfast and it was more pleasant than anything that had happened in the previous 18 hours. I ended up telling Kevin I wanted to head back to Portland to get some things done before work on Monday.
I ended up going to Peacock in the Park (in Portland) later that same day, which is where I first sighted my next boyfriend. A couple of years later I would learn that boyfriend, a sexy AF leopard if ever there was one, was also a former William Higgins porn star. He would end up chasing after me and not believing me when I said I had spotted him long before he pursued me.
ME: "I saw you first."
HIM: "No, you didn't."
ME: "Yes, I did. I saw you during Peacock in the Park more than a year ago. You were wearing denim overalls with one strap unhooked and little else."
[silence], a pause, and then he looks at me and says, "You're scarry." [Both of us laugh out loud.]
But that is another story.
I have had two slightly similar situations, albeit with men who ended up being either gay or heteroflexible:
There was classmate in school I had a major crush on. He looked like Mark Hamill as he appeared in The Empire Strikes Back. We became pals, but it was the 80s and I was very much in the closet to everyone. We fell out of touch after school.
By 1991, I was out to everyone and a regular on the club scene with an apartment in the trendy part of town. By the time that started to feel a bit stale (rinse, wash, repeat every Thursday and Saturday night), I took the opportunity to move into a duplex in at the edge of the suburbs, right along the boundaries of the rural areas with farms.
My sweet, but super religious, neighbor and I became pals in that way an openly gay man could become friends with less extreme version of Tammy Faye Bakker. (You know she thinks you're going to burn in hell, but she is so sweet to you and is delight to hang out with.)
Come to find out, one her church pals is my former high school crush. I did not know this, but she told him about me being her neighbor. One evening I get a knock on the door and it is Steve [name changed]. I open the door and my heart jumps. He says, "Tracy [name changed] told me you're her neighbor."
He comes in, follows me upstairs, and we sit in the living room. It feels a bit awkward. It seems like he wants something, but I cannot tell if that is him or me projecting that on him. We talk for a bit, play catch up. I give him the short version to be clear he is aware that I am gay. He tells me a bit about his work farming before he starts asking me about being gay...what is it like, how did I know... the usual things one got asked by well-meaning, but clueless folx back in the 90s.
I don't remember the details anymore, but the conversation turned to what gay sex is like and before long he is telling me he wants to try it but only if I swear not to tell anyone. I ended up laying on the floor there in the living room, me sucking on him as he laid back spread eagle style. Then he sucked on me (I vaguely recall him commenting, "Hmmm, this is nice." in one moment when he came up for air.)
We ended up 69ing and then jacking off together to orgasm.
Honestly, it wasn't great. He got dressed and left, and I felt as if I had just done something that put that crush solidly in my past. I never reached out to him and he never followed up with me. Tracy never mentioned being aware that he had stopped by (We share the same dual car pad.) and it was very easy to let it go.
Second one, I was the object of desire. and happened before the incident with Steve above.
I visited a pal, (I will call him Kevin.) for the weekend in a college town two hours South of here.
Kevin had moved there for a career opportunity many months before and was missing his Portland friends. He was a sweet, reasonably attractive guy I had no sexual chemistry with. I really I just wanted to get away for the weekend and be somewhere else.
Upon my arrival, I took my things into his ground floor apartment and freshened up a bit before we got in his car. Kevin gave me a tour of the town and picked up a two of his friends of his along the way. We visited the downtown shops and the mall. He ended up introducing me to a half-dozen of his friends before we got a bite to eat.
I remember thinking, "Is every guy in this town hot?" (This has to be around 1992 because I remember wanting to get out of Portland, and Eugene seemed like a nice respite.)
There were not a lot of out gay people Eugene, and I think there were maybe two or three gay bars in the whole town. But, pe capita, the number of guys I was introduced to that were buff and met that gay jock ideal seemed higher than in Portland. Even the men that were a bit queeny for me, I was attracted to. They had tight toned bodies with some muscle, nice arms and shoulders on all of them. Maybe it was just his friends, I don't know.
Some were built like cheetahs. Others were built like tigers. All were hot AF from what I remember.
I even thought, "Am I physically hot enough to be with this people?" (I had been told over and over again that I was good looking and had "a great face." And my body clearly showed the disciplined two hours of daily gym rat time, and diet made mostly of chicken breast, tuna (little mayo), protein powders, and vegetables, but I never thought of myself as "muscular.") I was neither a cheetah nor a tiger. If my body was a cat's, it would've been a leopard's. (Yes, I was one of those gay guys that knew he was good looking, but never actually believed it...that or that men only liked me for my looks. Insecure pretty people can be nightmares.) But I digress.
Later that evening a few if his Kevin joined us for dinner at the local LGBT-friendly diner. In the process of asking who was who of the folx I had met, they all volunteered who was going out with who, who wanted who, and the typical gay male drama of the era before cell phones, Instagram, and Gridr. One of the sexy AF cheetahs wanted to be with one of the sex AF tigers that seemed to be on the "most desired" list. They had hooked up before, but were not a couple, not the way the cheetah wanted them to be. Oh, this *is* Portland, just on a smaller scale.
Kevin and I went back to his place to get ready for the clubs. I changed clothes and took a shower. Kevin was in a really good mood. As I was getting ready, I remember him blurting out to me "They're going to think my friends [from Portland] are the best looking!"
I remember feeling both complimented and alternately like I was being used to bolster Kevin's status with his friends. It was well intentioned and say smore about how both of us were fighting our own insecurities. I would have never presumed to be a trophy friend that Kevin was parading around town to show off to his Eugene friends, but that was at least a sliver of the motivation for his weekend invitation.
We went clubbing and I was really into that hot AF cheetah. I danced with him a few times and he bought me drinks. The tiger of his desire, built like a star quarterback, was friendly with me at the bar. Hands on my shoulders and my waist when we danced, but neither of us were going to go after the other (I was chased; I never overtly chased anyone.)
The club tiny and it was impossible to miss the drama, the cliques, and hunting going on. At one point not much past 1:00 AM, Kevin pulled me aside to tell me the sexy AF cheetah I was coming on to me to make his tiger jealous.
I smiled and shrugged, but I thought to myself, "Yeah, I am not having this." Being told I was a twice in one night I was being used was a bit much. I broke from the group hanging out by the bar to imply I was going to use the men's room and made for the exit. I ran out and hid behind a bank's drive thru.
From that vantage point, I saw sexy AF cheetah run outside, look around, and look distressed before heading back in to bar. Kevin came out before too long and I left with him to go back to his place.
We ended up sleeping in Kevin's bed. I had pajamas in those days, those loose silky ones with the single button on the fly and loose waistband. At some hour in the middle of the night, I felt Kevin's hand on the front of my pajama's fly. "Oh, why not" I thought to myself. I faked still be asleep while Kevin groped me, pulled my cock out and eventually sucked me for a few minutes while he jacked off. It felt good and reminded me of the mutual masturbation from early in my coming out days. I remember knowing he had climaxed because of his breathing and the faint smell of jizz.
The next morning, Kevin and I got up and acted as if nothing had happened. He asked me why I had left the bar the way I had. In the context of the sexy AF cheetah, I responded, "I don't like being used, " but I think Kevin understood that I meant it to apply to him as well.
We ended up stopping by the house of one of Kevin's other friends. He was someone I had not met yet. He was a bit older, ruggedly handsome, with really strong forearms. He worked at a chicken processing plant. I liked him. We had breakfast and it was more pleasant than anything that had happened in the previous 18 hours. I ended up telling Kevin I wanted to head back to Portland to get some things done before work on Monday.
I ended up going to Peacock in the Park (in Portland) later that same day, which is where I first sighted my next boyfriend. A couple of years later I would learn that boyfriend, a sexy AF leopard if ever there was one, was also a former William Higgins porn star. He would end up chasing after me and not believing me when I said I had spotted him long before he pursued me.
ME: "I saw you first."
HIM: "No, you didn't."
ME: "Yes, I did. I saw you during Peacock in the Park more than a year ago. You were wearing denim overalls with one strap unhooked and little else."
[silence], a pause, and then he looks at me and says, "You're scarry." [Both of us laugh out loud.]
But that is another story.
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I think he recognizes the fine work I do lolwell I did not think he was going to agree that fast.
Clearly. Question, as you've said that you are not yet into butt stuff and at the same time you've asked him to take you're ass virginity, have you been considering it? It seems odd, too me anyway, that you'd ask him that prior to thinking about being comfortable with it.
Once you decide you want to do this, is this getting added to your repertoire where he's going to start topping you regularly, or is this more of a one time taking your anal cherry thing?
Same I was confused and thinking this may be fictional… lol still into it and will follow regardless tho
Doesnt mean I haven't thought about losing my virginity. After I sucked his dick the first time I knew he was the one. As far as asking him goes, idk what came over me but I Onondaga blurted it out.
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Don’t know what cane over you but we all are so glad you brought it up. Now that the thought has crossed your mind and your conversation and you have received a yes. I am sure it’s happening soon enough.
Well in any case, I hope it works out for you. It may even become part of your hangout routine.
Went out with another mate at the weekend. I spoke previously about sucking my straight bff off and experimenting when he’s drunk. This one says he’s up for a MMF threesome and sharing a girl together. I asked him if he wanted to watch porn together and wank. He said unsure, but I said it’s a good way for us to get used to being naked together before a threesome. He pulled a girl on a night out last week and I was wingmaning him. I kept telling her he has an enormous dick like a tub of Pringles (which is a true story). When I left to go home I was so horny a I got in bed and had a wank, imagining his hot sweaty thick cock giving her a good pounding, and his seed shooting out of him. Hope I manage to convice him to jerk it with me and get a 3some sorted before our tenancy is up.
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