Straight Male / 32
I Set Up A Reverse Gloryhole
When I was in my mid 20s I had a girlfriend who was obsessed with my dick. Now, to be straightforward, my dick IS bigger than average, it's slightly thick but not too thick, it's proportional, doesn't have any weird curves, it's something I've always been proud of. But she really loved it, more than any of my previous girlfriends. Something that clued me in that there was something to this was that after we broke up, she kept asking me to hang out just so that she could give me blowjobs. She wouldn't have sex, because she didn't think we should after breaking up, but she wanted to do something with it so blowjobs it was.
After the first couple of times she said she had started dating someone but it wasn't exclusive yet, so she could keep doing it, but it felt weird being able to see me and me being able to see her. She just wanted to enjoy the dick without interacting with the person it was attached to. I'll admit, nowadays I get how insulting that sounds, but this girl gave the best head so I wasn't going to turn down blowjobs that didn't cost me any mental or emotional labor. I wasn't having to take anyone on dates or meet anyone on tinder. It was easy. So what did I do? I set up a glory hole in my apartment.
I cut a hole in a cheap shower curtain and every time she would come over, I'd hang it up in the entrance to my bedroom and stand there while she did her thing. The first week it was up, she came over at least twice a day most days. She lived a 5 minute drive from me, and I was on the way into town and school for her, she was in college and with sporadic classes she drove past my apartment sometimes six times in a day. I KNOW this sounds made up, because there really aren't many girls who actually enjoy sucking dick like this, but she was one of the few who do. And you better believe the ones who do are the best at doing it, so I would never have said no to this. Things tapered off after a few weeks, it would be once every other day, once every three-four days, then after a month I didn't hear from her for a week.
Then she texted me and said she was coming over and to be ready with the curtain up. I wanted to ask why the frequency was dropping, if everything was okay, but decided to wait til after. In the middle of the blowjob, she stopped for a second and I heard some shuffling around and one of my bar stools being slid around the hardwood floor before she grabbed it again and I felt something different but familiar.. followed by an exasperated moan. She slid my cock into her pussy. It took me a second to make sense of what was happening because I couldn't see anything and really wasn't expecting it, but damn it felt good to be inside her again so I immediately started thrusting. It didn't take long before I reached around both sides of the curtain and grabbed her hips and I just fucked the hell out of her. I peeked around the opening that was made by my arm pulling the curtain and saw her leaned over the barstool, still fully clothed with just her pants down to her knees. I started grabbing and slapping her ass, reached under her shirt to feel her tits, I pulled her hair while I fucked her til she came, and feeling her cum made me cum too. And that was the last time she came over. She said they had a conversation about being exclusive but she wanted it in her one more time.
Okay as if that wasn't a long enough story already.. that's just the setup for what this post is actually about.
I was obviously bummed, because if I can be truthful, the sex I had with her is the best I've ever had. It was nice getting to still enjoy what we were doing while it lasted, but I'd also realized I really liked this gloryhole situation. So what did I do? I made a craigslist ad. This was back when Craigslist personals were still a thing. I knew most gloryholes were people offering to suck, not what I was doing, so I titled it "reverse gloryhole - come enjoy yourself." The idea I put forth in the ad was entirely based on what my ex was doing - I said something like "Sometimes you just need a real dick, but you don't want to go on a date just to find out the guy is total trash, or has a small one, or is awkward in bed, or any of the many other things that make getting laid an ultimately unpleasant experience. Maybe you've never had a big dick before and want to try one out, or there's something you want to do that you don't feel comfortable doing with a boyfriend or stranger, so let's remove the stranger from the situation. Come to my reverse gloryhole, where a real big white cock is waiting for you to enjoy. I won't speak to you, look at you, or touch you unless you ask me to. Feel free to ask any questions, this is for your enjoyment and your comfort is guaranteed."
It didn't take long. I got a ton of emails - unsurprisingly, mostly from men, plenty who seemed to be married to women but wanted to try a dick out (I deleted all of those). But there were about four from women in the first 24 hours of my posting being up, and they all said about the same thing with different phrasing: they wanted to have sex, but the way men treat them like objects and don't care about the sex being good for them made even a casual hookup unappealing. Removing the man from the situation put them at ease. I emailed them back, gave each of them my Snapchat because I wanted to know for sure who was coming to my apartment before just giving out my address, and waited.
To my surprise, all four added me on Snapchat. I sent them a waist down pic so they could know what they're getting, and all I asked for in return was a body pic, clothed or unclothed, with a watch or clock in view showing the current time so I knew they were really who they said they were. Then we each set a time and day that worked for both of us. My first was in an hour.
I got to it - showered, shaved my dick and balls, set out the stool with a condom on it, put some soft music on, and set up the shower curtain. I decided to ask her if she wanted my dick soft or hard when she walked in, and she said soft. One minute before her appointment, I unlocked my front door and went behind the curtain, got in position, and waited. She was right on time.
As soon as she walked up she grabbed my dick. Feeling a new hand on it, touching it differently than my ex who I'd been with for four years, hearing her breathing get heavier, it didn't take me long to get hard. She sucked me for a minute before I heard the condom wrapper being torn and felt her rolling it down my dick and then warmth. She kept gasping, like slight discomfort but I could tell she was enjoying the feeling. She was very tight, and I found out later she hadn't had sex in two years. She never got the whole thing in but she slowly fucked me for about half an hour and was just moaning like it was almost too much the entire time. I think if I hadn't had a condom on, I would have cum within a few minutes, but this was my first time using one in years and it really dulled things more than I remembered. Eventually she stopped, and asked me "I won't be able to cum, do you want to?" I said "that's up to you." I felt her take the condom off of me and she started jerking me off. Within maybe 45 seconds I was spraying, I'd basically been edged for half an hour and she said "oh my god, that's so much cum, I'm so sorry, this is such a mess" and I realized she made me cum all over the stool and the floor haha. I said "don't worry, I'll clean it up" and she thanked me and said she'd be in touch.
This is already really long, so I'm going to save other stories for future posts, but I did this til Craigslist personals went down, and even after that a lot of the women still stayed in touch. I eventually went through my email to count how many women replied to my ad and actually ended up coming over (because plenty didn't) and there were 39 women in total - some were just one time, and some came over for years. Some were multiple times a week, some were once every few months, it really varied, but the most I ever had coming over regularly crossing over with each other was 6. That was honestly exhausting, I had to learn to space out appointments better.
I'll write about some of my more interesting appointments later if there's enough interest, this has been long enough already.
After the first couple of times she said she had started dating someone but it wasn't exclusive yet, so she could keep doing it, but it felt weird being able to see me and me being able to see her. She just wanted to enjoy the dick without interacting with the person it was attached to. I'll admit, nowadays I get how insulting that sounds, but this girl gave the best head so I wasn't going to turn down blowjobs that didn't cost me any mental or emotional labor. I wasn't having to take anyone on dates or meet anyone on tinder. It was easy. So what did I do? I set up a glory hole in my apartment.
I cut a hole in a cheap shower curtain and every time she would come over, I'd hang it up in the entrance to my bedroom and stand there while she did her thing. The first week it was up, she came over at least twice a day most days. She lived a 5 minute drive from me, and I was on the way into town and school for her, she was in college and with sporadic classes she drove past my apartment sometimes six times in a day. I KNOW this sounds made up, because there really aren't many girls who actually enjoy sucking dick like this, but she was one of the few who do. And you better believe the ones who do are the best at doing it, so I would never have said no to this. Things tapered off after a few weeks, it would be once every other day, once every three-four days, then after a month I didn't hear from her for a week.
Then she texted me and said she was coming over and to be ready with the curtain up. I wanted to ask why the frequency was dropping, if everything was okay, but decided to wait til after. In the middle of the blowjob, she stopped for a second and I heard some shuffling around and one of my bar stools being slid around the hardwood floor before she grabbed it again and I felt something different but familiar.. followed by an exasperated moan. She slid my cock into her pussy. It took me a second to make sense of what was happening because I couldn't see anything and really wasn't expecting it, but damn it felt good to be inside her again so I immediately started thrusting. It didn't take long before I reached around both sides of the curtain and grabbed her hips and I just fucked the hell out of her. I peeked around the opening that was made by my arm pulling the curtain and saw her leaned over the barstool, still fully clothed with just her pants down to her knees. I started grabbing and slapping her ass, reached under her shirt to feel her tits, I pulled her hair while I fucked her til she came, and feeling her cum made me cum too. And that was the last time she came over. She said they had a conversation about being exclusive but she wanted it in her one more time.
Okay as if that wasn't a long enough story already.. that's just the setup for what this post is actually about.
I was obviously bummed, because if I can be truthful, the sex I had with her is the best I've ever had. It was nice getting to still enjoy what we were doing while it lasted, but I'd also realized I really liked this gloryhole situation. So what did I do? I made a craigslist ad. This was back when Craigslist personals were still a thing. I knew most gloryholes were people offering to suck, not what I was doing, so I titled it "reverse gloryhole - come enjoy yourself." The idea I put forth in the ad was entirely based on what my ex was doing - I said something like "Sometimes you just need a real dick, but you don't want to go on a date just to find out the guy is total trash, or has a small one, or is awkward in bed, or any of the many other things that make getting laid an ultimately unpleasant experience. Maybe you've never had a big dick before and want to try one out, or there's something you want to do that you don't feel comfortable doing with a boyfriend or stranger, so let's remove the stranger from the situation. Come to my reverse gloryhole, where a real big white cock is waiting for you to enjoy. I won't speak to you, look at you, or touch you unless you ask me to. Feel free to ask any questions, this is for your enjoyment and your comfort is guaranteed."
It didn't take long. I got a ton of emails - unsurprisingly, mostly from men, plenty who seemed to be married to women but wanted to try a dick out (I deleted all of those). But there were about four from women in the first 24 hours of my posting being up, and they all said about the same thing with different phrasing: they wanted to have sex, but the way men treat them like objects and don't care about the sex being good for them made even a casual hookup unappealing. Removing the man from the situation put them at ease. I emailed them back, gave each of them my Snapchat because I wanted to know for sure who was coming to my apartment before just giving out my address, and waited.
To my surprise, all four added me on Snapchat. I sent them a waist down pic so they could know what they're getting, and all I asked for in return was a body pic, clothed or unclothed, with a watch or clock in view showing the current time so I knew they were really who they said they were. Then we each set a time and day that worked for both of us. My first was in an hour.
I got to it - showered, shaved my dick and balls, set out the stool with a condom on it, put some soft music on, and set up the shower curtain. I decided to ask her if she wanted my dick soft or hard when she walked in, and she said soft. One minute before her appointment, I unlocked my front door and went behind the curtain, got in position, and waited. She was right on time.
As soon as she walked up she grabbed my dick. Feeling a new hand on it, touching it differently than my ex who I'd been with for four years, hearing her breathing get heavier, it didn't take me long to get hard. She sucked me for a minute before I heard the condom wrapper being torn and felt her rolling it down my dick and then warmth. She kept gasping, like slight discomfort but I could tell she was enjoying the feeling. She was very tight, and I found out later she hadn't had sex in two years. She never got the whole thing in but she slowly fucked me for about half an hour and was just moaning like it was almost too much the entire time. I think if I hadn't had a condom on, I would have cum within a few minutes, but this was my first time using one in years and it really dulled things more than I remembered. Eventually she stopped, and asked me "I won't be able to cum, do you want to?" I said "that's up to you." I felt her take the condom off of me and she started jerking me off. Within maybe 45 seconds I was spraying, I'd basically been edged for half an hour and she said "oh my god, that's so much cum, I'm so sorry, this is such a mess" and I realized she made me cum all over the stool and the floor haha. I said "don't worry, I'll clean it up" and she thanked me and said she'd be in touch.
This is already really long, so I'm going to save other stories for future posts, but I did this til Craigslist personals went down, and even after that a lot of the women still stayed in touch. I eventually went through my email to count how many women replied to my ad and actually ended up coming over (because plenty didn't) and there were 39 women in total - some were just one time, and some came over for years. Some were multiple times a week, some were once every few months, it really varied, but the most I ever had coming over regularly crossing over with each other was 6. That was honestly exhausting, I had to learn to space out appointments better.
I'll write about some of my more interesting appointments later if there's enough interest, this has been long enough already.
- That's Juicy! 44
- Remove It! 1
# 56328 - by
Reversegloryhole / January 26, 2022
