starfish71
Really Experienced
- Joined
- Jan 28, 2017
- Posts
- 167
Long time lurker, first time poster...
So who else has had early experiences that did not quite live up to the fantasies in your mind? I initial experience with a guy was not bad, but not all that either... is the next time different? Of is it more of a journey? Here is how it went....
I had been having gay fantasies since my teenage years… looking at victoria secret catalogs imagining how soft and sexy the outfits would be to wear, looking at porn mags like any teenage boy would, but also wondering what it would be like to be on the receiving end of a cock… the closest things came at the time to playing any of this out was some toying around with a cousin, rubbing our dicks together under the sheets, or in the shower… there was one fleeting attempt at oral, but it ended as awkwardly as it started…
I dated girls in high school, college, and beyond, successfully and happily, but the fantasies remained, and intensified… I explored various porn… mostly straight and some trans (I don’t find gay porn particularly stimulating), imagining I was on the receiving end. I eventually worked up the nerve to buy a toy or two, and some lingerie that I would get dressed up in and masturbate.
This continued for quite some time… even while happily married… but the fantasies remained, and intensified, the toy was not enough… I wanted a real cock in me… I’m not quite sure how, but I stumbled upon Sniffies, and stated looking around… anomalously at first, then set up a profile with a picture of my best angle, in red panties… Let’s say that this generated some interesting attention… everything from “tell me where you are, I’m gonna pound that ass”, to several offers of three-ways, to several sincere chats… a few appeared to have some promise of leading to some sort of play, but always fizzled out… it looked like the one was going to go that way too… after the exchange of the “what are you in to, what are you looking for?” chats, and the exchange of some mouth watering pics, we agreed to meet up… the time was somewhat dependent on work (was on a business trip)… it was either going to be before a dinner engagement if the day’s meetings wrapped up early, or after… well meetings didn’t wrap up, and dinner went long and he was not around, so that night didn’t work out, and I was leaving the next day so it looked like it was going to be a bust too… the next morning, figuring there wasn’t enough time to meet up, I went about packing, and got in one last toy session of the trip and was about to head out to lunch when a message popped up from my paramour… he apologized for not responding the night before, that he had fallen asleep, and wondered if I had time… I decided I could skip lunch and I said I had about an hour and a half before I had to head out… he said he could be at my hotel in about 30 min… I said ok… he asked if I had any of the outfits with me that I had sent in the pictures, which I did… so I quickly put it on and sent him a pic… through discussion he knew I was a virgin, and asked if he should bring something to loosen me up… I told him I had already dildo’d myself that morning, so was ought to be good… he liked that, and asked if I could lube up before he got there… I said yes, and sent him a pic of my shiny hole… His next request was for me to put my dildo in and keep it in until he got there, so I dutifully inserted it balls deep, secured it in place with my thong, and sent him another pic… I think this all made him drive faster since he got there in about 20min… he im’d me when he got to the lobby, and I gave him the room number… I waited anxiously at the door wearing nothing but my black thong, a garter belt and fishnets… then can the knock on the door… housekeeping… wtf… not now thank you!... Then there was the ding of the elevator… I saw a guy coming towards my door… it was now or never… he was no Ryan Reynolds, but not the hunchback of notre dame either, so fuck it, here we go… there’s the knock… I open the door… he is pleased with my presentation… he immediately starts rubbing my ass and crotch… I immediately start rubbing his crotch… nice package… I close the door and we move in to the room, to the seating area, where I help him out of his shirt, and undo the waste on his pants… he peels them off leaving him with just his boxer briefs on… I dropped to my knees in front of him and pull them down releasing his semi-erect cock… my goal was to remove the semi part as quickly as possible…I took his cock in my mouth and began to suck… it was the first real time with cock in my mouth and I was savoring it… I took the head out and worked the shaft to the base, then the balls, then back to the head… it did not take long for him to be a fully erect 7”… he pulled my up from my knees and asked if I wanted to go further, to which I just nodded… he led me over to the bed, and laid me on my back and I spread my legs… he rubbed my cock and ass a little, then inserted his finger in my hole… I came… a lot… he scooped up my cum with his finger and proceeded to massage it into my waiting hole… he put on a condom, and asked one last more time if I wanted to continue… I told him I wanted his cock… he then pressed his head to my hole… the moment of truth… and he was in… he started slow… holding my legs apart in the air, then picked up the pace… putting my legs on his chest/shoulders… he fucked me for probably five minutes this way, then asked me to roll over and stand up, I complied… He then bent me over the bed and entered me again, and fucked me from behind for another five minutes… his pace quickened, and he came with some final thrusts…
Though all of it I was in somewhat of a trance… I was certainly there, and experiencing it, participating in it, not not enjoying it, but not fully enjoying it either… it didn’t feel bad or hurt, but it didn’t feel great… just ok… when it was all done, he wiped up… asked if I wanted to try anything else, which had I had more time I might have, but I said no, and he got dressed and left… I hopped in the shower, then packed up and checked out of the room… I didn’t feel awkward, or regret or remorse, but also was wondering if the experience had lived up to the fantasies? I’m still not sure… I still have them… I still spend time on Sniffies looking for opportunities to explore more, but the logistics have not worked out yet (though I have received several offers and some delicious dick pics ;-) )… time will tell.
So who else has had early experiences that did not quite live up to the fantasies in your mind? I initial experience with a guy was not bad, but not all that either... is the next time different? Of is it more of a journey? Here is how it went....
I had been having gay fantasies since my teenage years… looking at victoria secret catalogs imagining how soft and sexy the outfits would be to wear, looking at porn mags like any teenage boy would, but also wondering what it would be like to be on the receiving end of a cock… the closest things came at the time to playing any of this out was some toying around with a cousin, rubbing our dicks together under the sheets, or in the shower… there was one fleeting attempt at oral, but it ended as awkwardly as it started…
I dated girls in high school, college, and beyond, successfully and happily, but the fantasies remained, and intensified… I explored various porn… mostly straight and some trans (I don’t find gay porn particularly stimulating), imagining I was on the receiving end. I eventually worked up the nerve to buy a toy or two, and some lingerie that I would get dressed up in and masturbate.
This continued for quite some time… even while happily married… but the fantasies remained, and intensified, the toy was not enough… I wanted a real cock in me… I’m not quite sure how, but I stumbled upon Sniffies, and stated looking around… anomalously at first, then set up a profile with a picture of my best angle, in red panties… Let’s say that this generated some interesting attention… everything from “tell me where you are, I’m gonna pound that ass”, to several offers of three-ways, to several sincere chats… a few appeared to have some promise of leading to some sort of play, but always fizzled out… it looked like the one was going to go that way too… after the exchange of the “what are you in to, what are you looking for?” chats, and the exchange of some mouth watering pics, we agreed to meet up… the time was somewhat dependent on work (was on a business trip)… it was either going to be before a dinner engagement if the day’s meetings wrapped up early, or after… well meetings didn’t wrap up, and dinner went long and he was not around, so that night didn’t work out, and I was leaving the next day so it looked like it was going to be a bust too… the next morning, figuring there wasn’t enough time to meet up, I went about packing, and got in one last toy session of the trip and was about to head out to lunch when a message popped up from my paramour… he apologized for not responding the night before, that he had fallen asleep, and wondered if I had time… I decided I could skip lunch and I said I had about an hour and a half before I had to head out… he said he could be at my hotel in about 30 min… I said ok… he asked if I had any of the outfits with me that I had sent in the pictures, which I did… so I quickly put it on and sent him a pic… through discussion he knew I was a virgin, and asked if he should bring something to loosen me up… I told him I had already dildo’d myself that morning, so was ought to be good… he liked that, and asked if I could lube up before he got there… I said yes, and sent him a pic of my shiny hole… His next request was for me to put my dildo in and keep it in until he got there, so I dutifully inserted it balls deep, secured it in place with my thong, and sent him another pic… I think this all made him drive faster since he got there in about 20min… he im’d me when he got to the lobby, and I gave him the room number… I waited anxiously at the door wearing nothing but my black thong, a garter belt and fishnets… then can the knock on the door… housekeeping… wtf… not now thank you!... Then there was the ding of the elevator… I saw a guy coming towards my door… it was now or never… he was no Ryan Reynolds, but not the hunchback of notre dame either, so fuck it, here we go… there’s the knock… I open the door… he is pleased with my presentation… he immediately starts rubbing my ass and crotch… I immediately start rubbing his crotch… nice package… I close the door and we move in to the room, to the seating area, where I help him out of his shirt, and undo the waste on his pants… he peels them off leaving him with just his boxer briefs on… I dropped to my knees in front of him and pull them down releasing his semi-erect cock… my goal was to remove the semi part as quickly as possible…I took his cock in my mouth and began to suck… it was the first real time with cock in my mouth and I was savoring it… I took the head out and worked the shaft to the base, then the balls, then back to the head… it did not take long for him to be a fully erect 7”… he pulled my up from my knees and asked if I wanted to go further, to which I just nodded… he led me over to the bed, and laid me on my back and I spread my legs… he rubbed my cock and ass a little, then inserted his finger in my hole… I came… a lot… he scooped up my cum with his finger and proceeded to massage it into my waiting hole… he put on a condom, and asked one last more time if I wanted to continue… I told him I wanted his cock… he then pressed his head to my hole… the moment of truth… and he was in… he started slow… holding my legs apart in the air, then picked up the pace… putting my legs on his chest/shoulders… he fucked me for probably five minutes this way, then asked me to roll over and stand up, I complied… He then bent me over the bed and entered me again, and fucked me from behind for another five minutes… his pace quickened, and he came with some final thrusts…
Though all of it I was in somewhat of a trance… I was certainly there, and experiencing it, participating in it, not not enjoying it, but not fully enjoying it either… it didn’t feel bad or hurt, but it didn’t feel great… just ok… when it was all done, he wiped up… asked if I wanted to try anything else, which had I had more time I might have, but I said no, and he got dressed and left… I hopped in the shower, then packed up and checked out of the room… I didn’t feel awkward, or regret or remorse, but also was wondering if the experience had lived up to the fantasies? I’m still not sure… I still have them… I still spend time on Sniffies looking for opportunities to explore more, but the logistics have not worked out yet (though I have received several offers and some delicious dick pics ;-) )… time will tell.