Took Mary to a gloryhole
Mary (my girlfriend’s younger sister from previous story) was thinking about moving back to the area and so had scheduled a couple job interviews in town, so she stayed with my girlfriend and I for a week.
I work from home two days a week and those are the days I get most of my porn watching in. I was slightly annoyed that Mary being at the house put that at risk, but since I had fucked her before (but in no way was going to make the first move because of my previous embarrassment!) I decided to watch anyway in the hopes it could lead to something.
I was in my office when she woke up and came out of the guest room. I scrambled to hide the porn window (was using headphones for audio) as she walked in to say good morning.
“Hey John, how’s work going?” she asked.
“Good, boring,” I replied.
“That sucks. I’m gonna jump in the shower,” she told me.
“Cool, enjoy,” I said.
She left and closed the bathroom door and took her shower.
About 20 minutes later she came out in a towel, wrapped around her so high that her ass cheeks were hanging out the bottom. She came into the room.
“So what do you do all day when you work from anyway? I bet you watch a lot of porn,” she accused.
“Uhhh,” I stammered.
“I know you do, don’t lie. What’re you watching right now?” she asked.
“Um, do you want to see?” I offered.
“Yes show me,” she responded.
So I switched windows and pulled up the gloryhole video I was just watching. In this video a hot young brunette was taking load after load in a gloryhole booth. I pressed play.
“Damn this is dirty!” she said excitedly. She sat down on the loveseat in my office and just watched quietly for about a minute. I was so nervous!
Then she put her hand between her legs and started playing with herself. She looked at me and smiled as she took notice I was watching her. “Do you want to jerk off too?” she asked.
“Yeah,” I responded sheepishly.
“So whip it out!” she commanded.
So I did. So there we were both masturbating to the video.
“Come here,” she commanded me again.
I stood up and walked over to her. She grabbed my cock and started jerking with one hand while she masturbated with the other. Then after about 30 seconds she took my cock in her mouth and started sucking it.
She alternated jerking and sucking me for about two more minutes. I was getting close to cumming when she asked, “Have you ever been to a gloryhole?”
“No I haven’t but I’ve fantasized about it,” I answered.
“Are there any around here?” she asked.
There actually was a place close by. A sex toy shop with booths in the back. I had been in there once to buy lingerie for my girlfriend to give at a bachelorette party when I noticed an attractive middle aged woman walk in and go right through a curtain to the back. After that day, every time I passed the place, I noticed how there were always lots of cars in the lot and so Googled and sure enough - it was a gloryhole spot.
“Yes about 10 minutes from here actually,” I said.
“Let’s go there now!” she said.
“Um, sure!” I replied.
“I’m going to throw some clothes on be right back,” she said.
Two minutes later she was ready, wearing sweatpants and an oversized T-shirt. We got in my car and drove there in silence most of the way.
We pulled in the parking lot and got out of the car. There were several other cars there. We went inside and walked past the counter to the curtain, me leading the way. There was a guy in a chair behind it.
“$20 a head,” he curtly explained.
I ponied up and paid $40 for the both of us.
We then walked back and saw the line of booths, with porn audibly playing from several other booths. I found an empty one and said, “Let’s go in here.”
“Ok,” she said quietly. I could tell she was nervous.
We got in and she said, “Let’s take our clothes off.”
I got completely naked and she took off her sweatpants and T-shirt and was wearing only a thong.
I was already hard because I was so turned on.
She immediately got on her knees and started sucking me some.
After about 30 seconds, another cock appeared to her left. She stopped sucking me, looked at it then up at me. I just nodded. She took the cue and started jerking him. She looked me right in the eyes as she jerked him. I started jerking myself a bit.
Then without any notice the cock started cumming. It got cum in her hair and on the side of her face. There was also cum running down her arm.
“Holy shit I did not expect that! I guess you’re not the only premature cummer in the world,” she burned.
The cock withdrew. She then turned her attention back to me and started blowing me again, and she started rubbing her pussy vigorously.
Before we knew it, another cock appeared to her right. She took her mouth off of me and immediately started sucking it. While she sucked him she continued to jerk me.
About a minute later the guy, without warning, came in her mouth. She gagged a bit and all of the cum fell out and onto her breasts and onto her thigh.
“Oh man that was so much!” she cried.
She then immediately came back to me and started blowing me. I was getting close to cumming but didn’t want this to end. I was saved as about a minute in, two more cocks appeared, one on each side.
She took her mouth off of me and gave me the most sex-crazed look as she took one in each hand and started jerking both. She then bounced back and forth between blowing them. I slowly jerked my cock in lust, ready to cum at a moment’s notice.
After about two minutes the guy on her right announced, “I’m gonna cum.” She jerked him with his cock pointed down at her tits. He spewed all over her tits and it ran down her body and some fell on her thighs and between her legs. By now she was completely covered in cum and slimy.
She then grabbed my cock with her slimy, cum-coated hand and took both me and the other cock in her mouth at the same time. Every several seconds she would take her mouth off and rub our cocks together, then get back to blowing us. I was getting close - I was rock hard and throbbing.
Then the other guy announced, “I’m gonna cum too!” So opened her mouth, rested my cock on her tongue, and jerked his cum both onto my cock and into her mouth. He came quite a bit and the slimy feeling of his cum and her tongue on my frenulum was too much.
“Mary, I’m gonna cum too!” She closed her mouth around my head. It felt so good with his cum as lube. That was it. I grabbed my cock and pulled it out of her mouth and shot rope after rope onto her face and into her hair. I don’t think I’d ever cum that much before.
She immediately started masturbating and within 30 seconds was having a huge orgasm herself. She screamed and convulsed as she came.
We just stayed there panting for a moment as the other cock withdrew.
“I think I’ve had enough,” she said. We both used the paper towels in the booth to clean up, got dressed, and high-tailed it out of the store.
Back in the car, we were both giddy with our experience. We talked about how hot it was and our favorite parts. Mary liked when the guy came in her mouth unexpectedly. My favorite part was when the other guy came while my cock was on Mary’s tongue. Mary even jibed, “I was impressed with how long you lasted!”
When we got back to the house Mary said, “I need another shower.”
“Of course! Back to work for me I guess,” I bemoaned.
She bolted upstairs and took care of that. Mary was truly a sex queen and I was beginning to think I was dating the wrong sister...
Needless to say the rest of the week was a little awkward as my girlfriend had NO idea what Mary and I had done. But every time we looked at each other across the room that week, we both smiled.
I work from home two days a week and those are the days I get most of my porn watching in. I was slightly annoyed that Mary being at the house put that at risk, but since I had fucked her before (but in no way was going to make the first move because of my previous embarrassment!) I decided to watch anyway in the hopes it could lead to something.
I was in my office when she woke up and came out of the guest room. I scrambled to hide the porn window (was using headphones for audio) as she walked in to say good morning.
“Hey John, how’s work going?” she asked.
“Good, boring,” I replied.
“That sucks. I’m gonna jump in the shower,” she told me.
“Cool, enjoy,” I said.
She left and closed the bathroom door and took her shower.
About 20 minutes later she came out in a towel, wrapped around her so high that her ass cheeks were hanging out the bottom. She came into the room.
“So what do you do all day when you work from anyway? I bet you watch a lot of porn,” she accused.
“Uhhh,” I stammered.
“I know you do, don’t lie. What’re you watching right now?” she asked.
“Um, do you want to see?” I offered.
“Yes show me,” she responded.
So I switched windows and pulled up the gloryhole video I was just watching. In this video a hot young brunette was taking load after load in a gloryhole booth. I pressed play.
“Damn this is dirty!” she said excitedly. She sat down on the loveseat in my office and just watched quietly for about a minute. I was so nervous!
Then she put her hand between her legs and started playing with herself. She looked at me and smiled as she took notice I was watching her. “Do you want to jerk off too?” she asked.
“Yeah,” I responded sheepishly.
“So whip it out!” she commanded.
So I did. So there we were both masturbating to the video.
“Come here,” she commanded me again.
I stood up and walked over to her. She grabbed my cock and started jerking with one hand while she masturbated with the other. Then after about 30 seconds she took my cock in her mouth and started sucking it.
She alternated jerking and sucking me for about two more minutes. I was getting close to cumming when she asked, “Have you ever been to a gloryhole?”
“No I haven’t but I’ve fantasized about it,” I answered.
“Are there any around here?” she asked.
There actually was a place close by. A sex toy shop with booths in the back. I had been in there once to buy lingerie for my girlfriend to give at a bachelorette party when I noticed an attractive middle aged woman walk in and go right through a curtain to the back. After that day, every time I passed the place, I noticed how there were always lots of cars in the lot and so Googled and sure enough - it was a gloryhole spot.
“Yes about 10 minutes from here actually,” I said.
“Let’s go there now!” she said.
“Um, sure!” I replied.
“I’m going to throw some clothes on be right back,” she said.
Two minutes later she was ready, wearing sweatpants and an oversized T-shirt. We got in my car and drove there in silence most of the way.
We pulled in the parking lot and got out of the car. There were several other cars there. We went inside and walked past the counter to the curtain, me leading the way. There was a guy in a chair behind it.
“$20 a head,” he curtly explained.
I ponied up and paid $40 for the both of us.
We then walked back and saw the line of booths, with porn audibly playing from several other booths. I found an empty one and said, “Let’s go in here.”
“Ok,” she said quietly. I could tell she was nervous.
We got in and she said, “Let’s take our clothes off.”
I got completely naked and she took off her sweatpants and T-shirt and was wearing only a thong.
I was already hard because I was so turned on.
She immediately got on her knees and started sucking me some.
After about 30 seconds, another cock appeared to her left. She stopped sucking me, looked at it then up at me. I just nodded. She took the cue and started jerking him. She looked me right in the eyes as she jerked him. I started jerking myself a bit.
Then without any notice the cock started cumming. It got cum in her hair and on the side of her face. There was also cum running down her arm.
“Holy shit I did not expect that! I guess you’re not the only premature cummer in the world,” she burned.
The cock withdrew. She then turned her attention back to me and started blowing me again, and she started rubbing her pussy vigorously.
Before we knew it, another cock appeared to her right. She took her mouth off of me and immediately started sucking it. While she sucked him she continued to jerk me.
About a minute later the guy, without warning, came in her mouth. She gagged a bit and all of the cum fell out and onto her breasts and onto her thigh.
“Oh man that was so much!” she cried.
She then immediately came back to me and started blowing me. I was getting close to cumming but didn’t want this to end. I was saved as about a minute in, two more cocks appeared, one on each side.
She took her mouth off of me and gave me the most sex-crazed look as she took one in each hand and started jerking both. She then bounced back and forth between blowing them. I slowly jerked my cock in lust, ready to cum at a moment’s notice.
After about two minutes the guy on her right announced, “I’m gonna cum.” She jerked him with his cock pointed down at her tits. He spewed all over her tits and it ran down her body and some fell on her thighs and between her legs. By now she was completely covered in cum and slimy.
She then grabbed my cock with her slimy, cum-coated hand and took both me and the other cock in her mouth at the same time. Every several seconds she would take her mouth off and rub our cocks together, then get back to blowing us. I was getting close - I was rock hard and throbbing.
Then the other guy announced, “I’m gonna cum too!” So opened her mouth, rested my cock on her tongue, and jerked his cum both onto my cock and into her mouth. He came quite a bit and the slimy feeling of his cum and her tongue on my frenulum was too much.
“Mary, I’m gonna cum too!” She closed her mouth around my head. It felt so good with his cum as lube. That was it. I grabbed my cock and pulled it out of her mouth and shot rope after rope onto her face and into her hair. I don’t think I’d ever cum that much before.
She immediately started masturbating and within 30 seconds was having a huge orgasm herself. She screamed and convulsed as she came.
We just stayed there panting for a moment as the other cock withdrew.
“I think I’ve had enough,” she said. We both used the paper towels in the booth to clean up, got dressed, and high-tailed it out of the store.
Back in the car, we were both giddy with our experience. We talked about how hot it was and our favorite parts. Mary liked when the guy came in her mouth unexpectedly. My favorite part was when the other guy came while my cock was on Mary’s tongue. Mary even jibed, “I was impressed with how long you lasted!”
When we got back to the house Mary said, “I need another shower.”
“Of course! Back to work for me I guess,” I bemoaned.
She bolted upstairs and took care of that. Mary was truly a sex queen and I was beginning to think I was dating the wrong sister...
Needless to say the rest of the week was a little awkward as my girlfriend had NO idea what Mary and I had done. But every time we looked at each other across the room that week, we both smiled.
7年前
