My first ass fuck

elHerbsman

Experienced
Joined
Dec 19, 2008
Posts
77
I am 48, but look 38. I would say the strangest thing is that I am at my sexual peak right now. I am dating a lot and getting a lot of pussy. In this stage of my life the girls I am dating are sort of selected for sex. I tell them all that I like to be with a man about once a year. I give them hand jobs and suck a cock, but so far that is all I have done. I have always played with vibrators, but lately the girls have been helping me with that while sucking me off. I am having a good year.

Well, I told a girl last week that I wanted to be with a man in front of her. She put up an ad and we had a nice guys. He was bi. I am here to tell you the bi guys are the biggest flakes, I know, because I am one. The guy flaked and she flaked at the very last minute. It was a total let down.

I had seen a male prostitute list his ad on craigslist. He was very handsome and had a nice build. I emailed him. His fee was $80. I mulled it over for a few days and kept looking at his photo. Men pay to be with really sexy young girls why not pay for the man that I was super attracted to for some fun. It is the same thing. I decided I had to be with this guy yesterday. I have not sucked a cock or been with any man for about 18 months. I drove about 40 minutes to this mans house during my lunch break. I called him right before I got there and he met me outside. He was not as fit as his picture, but he looked good to me. He took me to his room of a shared apartment (he shared with a woman).

I told him I was nervous, I was afraid I could not get it up. I told him this was the first time I had done this. Although he was only 29, he took a leading role. He got me undressed and had me lay on his bed. He started rubbing my back and my ass. He told me I could play with his cock. I played with it and got it nice and hard. I tickled his balls and felt them kind of suck in and get ridges on them. He was really turned on with me. He asked me if I wanted to suck his cock. I just put it in my mouth. He was big and thick, but I could get him all the way in my mouth. I let him fuck my mouth. I could feel his precum on my throut. He said stop, I am about to cum and he pulled it out of me. He started to massage my back again, and then my ass. I have a nice soft white bubble ass and everyone loves it. He asked me if I wanted to be fucked. I said yes. He tried a couple ways, but my ass was so tight. Finally he had me just bend over the bed and he was able to get it in. It hurt at first, and he told me it was going to be okay. Once he wiggled around a bit it started to feel really good. He starts sliding in and out slowly, but the pace picks up. He gets really close to me and tells me he is going to cum in my ass. This got me really hot. I was jacking off as he started to really fuck me. I could feel his balls slapping me. He was so big, how in the world did I get him in me and he is going faster and deeper. He is asking me how I like the feel of a his fat cock in my ass. I was so fucking hot and turned on and he just kept fucking me. Soon he is telling me he wants so cum when I do. I just cannot seem to cum. Then he cums. I feel his cock pumping thick gooey cum in my now pussy ass. I got a man off in my ass and it was so exciting. I started to cum. My ass relaxed more and the cum just flowed out of my cock. It was the most amazing sexual experience I have ever had.
 
hot story but...

Your story was very very hot and I dream of doing what you did with other guys.... every part of it

but it sounds like you did this bareback (i.e., no rubber)? and this guy was a male prostitute? you have to take better care of yourself, man

hope all is well for the long term... wow
 
I know it was unsafe, but I was insane at the time. My first ass fuck and it was bare dick. I would not trade this experience for one I have ever had. This was perfect.

I am not gay, and generally I do not seek gay sexual partners. I want to be with straight men, like me. I know that blows those minds that don't understand, but those that do, they really do understand. From my experience gay men desire straight men like me to.

See to be a straight you do not want a loving relationship with a man. You want a loving relationship with a woman or nobody at all. You want a taboo, freaky, secret relationship with a man (and sometimes women that way too). You want a man that is afraid and not sure about what he is doing.

This last experience was certainly not a loving relationship, but in fact I do think the guy liked me. I paid him $100 instead of $80 when I first got into his room. I didn't even see him naked and I paid him more than he asked. Anyway, I have a feeling I will be seeing him a lot in the future one way or the other. When you pay for sex you get exactly what you want, and I like that. I sometimes want to pay my girl friends for the sex instead of just giving them money because I think that would add a freak to it. I always give them money because the do need it. I have three girlfriends right now, soon to be four, maybe. The three women that I sleep with all know about the man I fucked the other day. I told them all as soon as I got back to my desk. I told them all that I would be fucking other people and I have never lied to one of them about any thing. They are all very excited about me fucking men and they all three want to see it. In fact I have talked to all three of these women about being with one of the other women. So it looks like I am living a freak lifestyle, and I am. I just never had this opportunity as good as this before and I am not going to miss out.

Whoever said they got hot and are afraid they are bi needs to wake up and realise you have only one life. If you do not try everything you can while you are young enough to enjoy it you are crazy. We only have a certain amount of time to be in your sexual peak and once it is over it is over. Just like death.
 
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I think for my first ass fuck, I would want to go bareback and feel him cum in my ass. I know its dangerous but I want that experience
 
I am 48, but look 38. I would say the strangest thing is that I am at my sexual peak right now. I am dating a lot and getting a lot of pussy. In this stage of my life the girls I am dating are sort of selected for sex. I tell them all that I like to be with a man about once a year. I give them hand jobs and suck a cock, but so far that is all I have done. I have always played with vibrators, but lately the girls have been helping me with that while sucking me off. I am having a good year.

Well, I told a girl last week that I wanted to be with a man in front of her. She put up an ad and we had a nice guys. He was bi. I am here to tell you the bi guys are the biggest flakes, I know, because I am one. The guy flaked and she flaked at the very last minute. It was a total let down.

I had seen a male prostitute list his ad on craigslist. He was very handsome and had a nice build. I emailed him. His fee was $80. I mulled it over for a few days and kept looking at his photo. Men pay to be with really sexy young girls why not pay for the man that I was super attracted to for some fun. It is the same thing. I decided I had to be with this guy yesterday. I have not sucked a cock or been with any man for about 18 months. I drove about 40 minutes to this mans house during my lunch break. I called him right before I got there and he met me outside. He was not as fit as his picture, but he looked good to me. He took me to his room of a shared apartment (he shared with a woman).

I told him I was nervous, I was afraid I could not get it up. I told him this was the first time I had done this. Although he was only 29, he took a leading role. He got me undressed and had me lay on his bed. He started rubbing my back and my ass. He told me I could play with his cock. I played with it and got it nice and hard. I tickled his balls and felt them kind of suck in and get ridges on them. He was really turned on with me. He asked me if I wanted to suck his cock. I just put it in my mouth. He was big and thick, but I could get him all the way in my mouth. I let him fuck my mouth. I could feel his precum on my throut. He said stop, I am about to cum and he pulled it out of me. He started to massage my back again, and then my ass. I have a nice soft white bubble ass and everyone loves it. He asked me if I wanted to be fucked. I said yes. He tried a couple ways, but my ass was so tight. Finally he had me just bend over the bed and he was able to get it in. It hurt at first, and he told me it was going to be okay. Once he wiggled around a bit it started to feel really good. He starts sliding in and out slowly, but the pace picks up. He gets really close to me and tells me he is going to cum in my ass. This got me really hot. I was jacking off as he started to really fuck me. I could feel his balls slapping me. He was so big, how in the world did I get him in me and he is going faster and deeper. He is asking me how I like the feel of a his fat cock in my ass. I was so fucking hot and turned on and he just kept fucking me. Soon he is telling me he wants so cum when I do. I just cannot seem to cum. Then he cums. I feel his cock pumping thick gooey cum in my now pussy ass. I got a man off in my ass and it was so exciting. I started to cum. My ass relaxed more and the cum just flowed out of my cock. It was the most amazing sexual experience I have ever had.
VERY enjoyable...isn't it...Those that have never tried it...should...try all things once...cause it's the best sex ever...your story got my juices flowing...did you ever cum?...I'd have to cum to feel complete ... Mmm on the bubble butt....tight...& something for him to grip onto
 
What are your thoughts about eating cum out of a freshly fucked ass? I think its fucking hot.
 
I did cum Sally, right after he did. It is very intense cumming with a cock in your ass. Your ass move and convulses when you cum.
 
I did cum Sally, right after he did. It is very intense cumming with a cock in your ass. Your ass move and convulses when you cum.

The intensity in cumming, is due to the prostrate being stimulated with his cock. Yes, it is very enjoyable, but be sure to use plenty of lubrication and have em enter you slowly. Having a cock slammed or forcefully inserted, passed the Sphincter, hurts like heck!


Some Suggestions:


Try having a cock in your ass, (hands & knees position) and another person underneath you (69 position), giving you a blow job at the same time you are giving him one. Both orifices and cock will be on sensory overload!

Talk about tremendous sensations and a mind blowing orgasm. It's especially nice & hot to have a woman watch all of this too.
 
Although I have never been fucked I have fucked a couple of very tight ass's. Both were
close friends of mine that I would see for a regular blowjob or handjob.
Great times.
 
I have thought about that but I'm not sure if I could ever do that. I do love to get my ass fucked and I want it to be while I'm bending over the bed and having him standing behind me. I think that is the greatest feeling when he is raming it in your ass and feeling that cum exploding inside even though he has a condom on. I'm a married bi male and wouldn't want to give my wife any surprises because of me wanting and or needing a hard cock. I just would love to try it like you but I know it will never happen
 
Flbimale
I know what you mean, it is such a risk on so many levels, and that is what makes it so great. I wanted to fuck a man for many years and finally took the plunge. I think that fact that I was paying for his time he took the special effort to make sure the experience was good for me. If you just picked up some stranger your results may vary. When he first got inside me it felt so big and I never thought we were going to be able to finish. I said something, like ouch, be careful and stuff like that and he was reassuring and told me it was going to be alright. He knew what he was doing, knew what to say, it was a wonderful experience and I want to do it again. Something about having a nice strong man in you and in control to throw your vision of sexual dynamics into a spin. So many factors, the role reversal, the loss of control, the risk associated with that kind of sex, the risk of being discovered, it all added in to make it a great experience. I would suggest you get a vibrator and some lube and do that for awhile to get used to the idea. I have done many cam shows on this one web site (jmeeting) where I use the vibrator. It really brings people out of the woodwork. I think even straight guys like to see that.
PM me if you need any advice. I am in Louisiana and I travel a lot. Maybe we can meet some time if you are really interested.
 
Hot story elHerbsman

Flbimale
I know what you mean, it is such a risk on so many levels, and that is what makes it so great. I wanted to fuck a man for many years and finally took the plunge. I think that fact that I was paying for his time he took the special effort to make sure the experience was good for me. If you just picked up some stranger your results may vary. When he first got inside me it felt so big and I never thought we were going to be able to finish. I said something, like ouch, be careful and stuff like that and he was reassuring and told me it was going to be alright. He knew what he was doing, knew what to say, it was a wonderful experience and I want to do it again. Something about having a nice strong man in you and in control to throw your vision of sexual dynamics into a spin. So many factors, the role reversal, the loss of control, the risk associated with that kind of sex, the risk of being discovered, it all added in to make it a great experience. I would suggest you get a vibrator and some lube and do that for awhile to get used to the idea. I have done many cam shows on this one web site (jmeeting) where I use the vibrator. It really brings people out of the woodwork. I think even straight guys like to see that.
PM me if you need any advice. I am in Louisiana and I travel a lot. Maybe we can meet some time if you are really interested.

Very hot story, haven't done it yet bet really thinking about it....again, hot story
 
this is sexy as hell. I have been playing with my ass for a long time, I use a vibrator and finger my ass quite often while masterbating, though I havent gotten the courage up to ask a woman let alone another man, I would like to start slow with jerking off in front of another man, then jerking him off, eventually sucking him off and then fucking each other, I wanna know what its like. But I know what you mean, I only want a meaningful relationship with a woman, but have been curious about this for far too long.
 
I am so glad you all enjoyed my story. It even makes me hot to tell it.
I have not seen him again, but I want to.
Happy new year everyone.
 
ok

personally for me, 2 guys don't do it for me...sexually that is...I'm pro EVERYTHING, but this story was HOT and got me excited....Congrats...just be safe!
 
this is sexy as hell. I have been playing with my ass for a long time, I use a vibrator and finger my ass quite often while masterbating, though I havent gotten the courage up to ask a woman let alone another man, I would like to start slow with jerking off in front of another man, then jerking him off, eventually sucking him off and then fucking each other, I wanna know what its like. But I know what you mean, I only want a meaningful relationship with a woman, but have been curious about this for far too long.
I must be gay since I have had gay experieneces since I was 16. Glory holes at adult bookstores were how I first got to get my cock sucked and blew my wad in some guys mouth. Then few months later I fucked someguy's ass...hard to make entry but the feel was incredible. I have never gotten fucked in the ass though and cannot wait. dildos work fine, but you have to do the work. I used a golf club recently and had a an incredible experience, but still not the hot, thick hard cock I am looking for. Anybody gonna be in Milwaukee soon?
 
Beautiful, exactly what I want for myself. Sared of the bare ack, but want to know when he is cumuing.
Thanks
 
I have been craving the feeling of a man again lately.

I want to feel a man having his way with my ass again. I love the feeling of of cock in my ass. I love it when he ask me how I like having a big cock in my ass. I love feeling him cum and pumping that hot sticky goo inside of me.
 
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