Friday night, after I got home from work, I signed into the usual Grindr and other apps and websites. On one of those websites, I had a message from a guy, TD, who I haven't seen in a while. TD is 30-ish, 5' 10", 180 (just a guess), 6-pack, all muscle, no body fat. He is a very sweet guy, always super polite, always calls me "baby". He is nicely endowed, 8" and one of the thickest dicks I have ever seen. He loves to fuck and he is very good at it.
The only downfall is TD is always wanting money. I usually give him $10 (gas money). I don't like giving him money, so many times I will tell him no, I don't have any cash. He will still come over and we will fuck, so I know it isn't just about the money.
He lives both here and Wisconsin. So when he was here, we would meet up once or twice a week. But he was only here for a few months at a time and then he would be back in Wisconsin for a few months. He is also married with 2 kids. I'm pretty sure his wife and kids are in Wisconsin. But part of the reason I haven't heard from him, shortly after his last visit, he was arrested for domestic battery. He disappeared after that.
So I was surprised to see TD online Friday night. Of course, first thing he does is ask me for gas money. He said he was in Wisconsin but was wanting to get back to here. He asked for $30 at first but then upped it to $40. I didn't reply back for a while, but he kept telling me things to get me going. How much he missed me. How much he missed my ass. That feeling of my ass around his dick. Watching his cum when he pulls out. And of course, how much he missed me again. I thought about that thick dick of his and I broke down and sent him $50. Stupid, stupid, stupid me.
I messaged to make sure he got the money. He replied back that he got the money and that he was on his way. I asked where he was, and his response was "On my way". Okay, that doesn't really answer the question. But a few minutes later, he asked if I could send more money. Now I was getting pissed off. I already sent more than he asked for but now he wants even more. He said he was hungry and needed something to eat. I told him I already sent more than he wanted. He said he put all of that in the gas tank. I don't believe any of that, but I told him that I already sent more than I could afford (not true) and I might be able to give him more when he gets here but I only have a little cash on me (I had no plans on giving him more). So once again, he said that was okay and thanked me for what I had sent. And once again, he was on his way.
An hour later, I checked the website, no new messages from him, but his distance was shorter. I thought there might be hope. But when I messaged him, no response. So I was really horny after thinking about his dick. Last time he was over, I got a cheap hotel room for the night. He came over and fucked me. After he left, I got online and had a few other guys come over, including Jason. Jason is a very hot guy that I have flirted with many times over the years but we hadn't hooked up until the hotel room night. He had a very nice dick and he fucked me for over 2 hours. It was a very hot night! Recently, Jason and I have been talking again online. I would love another ass pounding by him and he says he wants my ass again. So I thought what the fuck, I wanted another hotel night. So I went ahead and booked a room at the same hotel. I checked the website and still no response from TD, but the distance was back to the original distance. So he wasn't any closer than before. Not happy!
I decided that I wasn't going to waste the night, so I packed up my stuff and went to the hotel. It was actually pretty busy at the hotel, the parking lot was pretty full. The room was in the back corner of the hotel, far enough from most of the other people. Right outside the room was a semi cab and another 20 feet away was a semi parked at the hotel next door. Between the 2 semis was a group of men at a picnic table under a street light. I did a quick look and most of them were good looking. It looked like they were 30 to 50 years old and had nice bodies. I was feeling good about the night.
In the room, I did a quick clean up, got the room ready and went online. I said I was in a hotel room for the night and gave the basic location. There are 5 hotels at that location and another 4 hotels a short distance away. I started to get lots of replies. Quite a few of them wanted me to pick them up, but I told them I was traveling with a friend and didn't have transportation. So they weren't interested. I did have a guy who wanted to come over, so I gave him the hotel name and room number. I told him the door would be slightly open and I would be on the bed, face down, ass up. He messaged to tell me he was very close. So I left the door open a crack. I did check the picnic table, they were no longer at the table. One of them was walking around on his cell phone. Another one was checking on his semi cab right outside my door. I knew the guy was on his way over, so I got into position on the bed and a minute later, I could hear the door open. I had left lube and a towel on the desk, he got behind me and started to fuck me. He was okay, but he used a LOT of lube. He fucked me for close to 30 minutes. I got tired of waiting, so wiped his dick off with the towel (still a lot of lube) and sucked his dick for a while. When I thought he was getting close, I got back on the bed and he started to fuck me again. This time, it took him about 5 minutes before he started to cum.
I got back online after he left. I had a few messages. One of them was from a trucker who was staying at a hotel nearby. He had a bigger body, but he was super hairy and it looked like his body was solid. He sent a picture of his dick, it looked like it was short and really fat. He was close but not that close. He also wasn't mobile, but we chatted about the guy before. He said he wanted to eat that guys load from my ass. Damn, that was hot, I told him he really needed to come over.
Another message was from a 32 year old guy, said he had just moved here for his master's degree. He loved to rim and fuck. He sent a picture of his dick, a thick 7" dick and it had a huge curve in it. It went straight out and then sharply curved up. He said he would be there in about 15 minutes. I said perfect, I would leave the door open slightly. I was on the bed, reading Grindr, with my ass up and no lights on in the room. 10 minutes later, I heard the door open. When they open the door, the street light above the picnic table would shine into the room. I heard his approval when he said "Fuck yeah". He shut the door and got behind me. I immediately felt his dick in my ass. He started pounding my ass, going at it quickly and hard. He was pounding as hard as he could. I was glad the guy before had used too much lube and his load, because this guy just went right at it. It didn't take him long, he shot his load within 2 minutes, zipped up and left. I checked Grindr to see if there was anybody else when the 32 year old messaged me and said he was pulling into the parking lot. WHAT??? I have no idea who had just come in and fucked me. I'm guessing it was one of the guys at the picnic table. Maybe the one that was on his cell phone or maybe the one looking at his cab outside my door. Either one would have seen the guy before come in and leave later. The door was open a crack but you couldn't see anything unless you opened the door.
I didn't have time to think about it, I heard a car pulling into a parking spot. So I made sure the door was open a crack and I got into position on the bed. I heard the door open and close. He came in and started rimming my ass. He was good, I could feel his tongue in my ass. He was moaning, I am sure he had found the loads of the 2 guys before. He rimmed me for about 10 minutes when he stood up and started to fuck me. The amazing part had just begun. Because of the curve in his dick, his dick head was hitting my prostate perfectly. It was driving me crazy. I was moaning and I grabbed my dick and felt the precum dripping from my dick. He fucked me for about 10 minutes before he came. It was amazing!
I checked on TD, still no reply, still the same original distance away and now it said he was offline. I was not very happy. I checked Grindr and had a few more messages. One of them was that trucker again. I told him what happened and he was really turned on. I asked where he was staying and he told me a hotel on the other side of the hotel right outside my door. He was really turned on an said he would walk over. He arrived and I started to suck his dick. His body was solid, hairy, huge nipples. I was having fun with him. I got his dick hard, it was 6" and super thick. I got up on the bed and he started by rimming my ass. We had already talked about the guys who had fucked me, so he wanted to taste. After him eating my ass for a few minutes, he got up and stared to fuck me. His dick was so thick that it felt really good. At first we had a problem of finding the right position. He kept slipping out, but finally I flipped over on to my back and we got my ass in the perfect position. He found his mark. He started pounding me ass and getting his dick all the way in. It felt incredible, he was stretching me open. It didn't take him long before he shot his load.
After he left, I checked online, TD was back online. I asked him where he was and why his distance hadn't changed. No answer. I checked Grindr, I was hoping Jason would be online, but still no sign of him. Had a couple more guys who wanted me to pick them up and bring them back to my room. I kindly declined. It was getting late, but I wanted some more. So I got back on Grindr and had more messages. This time I got a message from a black guy that I had talked to before using my gloryhole account. I know he has a big dick and loves to fuck but we had never hooked up before. We talked for a minute when he wanted to come over. He was really close, so I sent him the hotel and room number. 5 minutes later, I got a reply back from him. He said he had a friend that wanted to join, so I said sure. And then he said he had 1 that wanted to join for sure, maybe another one. I told them to come over, the more the merrier.
15 minutes later, I heard the door open. I was in my position. My face was down in the bed and my ass was up. To my left side, I felt a guy get on the bed. I lifted my head and then I felt a guy get on the right side of the bed. I started sucking the guy on the left while I played with the guy on the right. The room was dark with only the bathroom light on and the bathroom door only open an inch or two, so I couldn't see much, but I could see the guy on the left had a decent body. His dick was 8" and had a nice thickness. I was guessing this was the guy that I had talked to online. The guy on the right, his dick was about 7" and average thickness. Somebody was behind my ass, eating my ass. His tongue was great, it was working on opening my hole. I could feel is slip inside and work the hole. I was switching between the 2 dicks on either side of me. Finally, I felt the guy behind me slip his dick into my ass. Oh my, he was really thick. He slowly just worked the head in and out, and it felt great. After a few minutes, I felt him push the head and hold it. He asked if I was ready and I stopped sucking the dick on my left and told him hold it there for a second. I found my bottle of poppers and took a hit. As soon as I put the lid back on the bottle, I felt his dick slide in all the way. Damn, he was thick and long. He pushed it all the way in and held it there for a few seconds. He then began to pull out and push it back in. He was working my hole deep. It felt great. He started picking up speed and then he would slow it down. I was in heaven. 2 nice dicks on either side of my head and a big one in my ass.
The guy behind me pulled his dick all the way out and he started to rim my ass again. I was so glad I had cleaned deeply earlier. They switched positions and the 7" guy got behind me and started to pound my ass. I had no problems taking his dick. I did keep squeezing down, I was afraid I was too open after his friend's monster had opened me up. I was sucking on that monster now, he was easily a very thick 9". In the position I was in, there was no way I could get it all the way down my throat. But a few minutes later, the 7" guy shot his load. As soon as he pulled out, the 8" guy was ready to fuck. He flipped me over on to my back and lifted my legs up over his shoulders. His dick found my hole and he went all the way in. When I got flipped over, I purposely hung my head over the edge of the bed. I first sucked the 7" guy, cleaned his dick off and got the last few drops of his load. He went soft and pulled his dick out of my mouth. The 9" guy took his position and started fucking my throat. It was easier to take his dick this way, but I still couldn't get him all the way down. I hunched my shoulders up and this opened my throat up. With that, he sunk his entire 9" dick down my throat. He started to fuck my face and I was loving it.
I was having so much fun with the 9", I realized I hadn't been paying much attention to the 8" as he fucked my ass. So I started squeezing my ass as he was fucking it. It seemed like both the 8" and the 9" had found their rhythm and were fucking me from either end in unison. I knew I was leaking like crazy, I could feel my jockstrap getting soaking wet. I really squeezed down on the 8" in my ass. He really picked up his pace and I knew he was close. I did another big squeeze and he let out a loud moan. He collapsed on me as he dumped his load. The 9" pulled his dick out and said he wanted to finish in my ass. I stayed on my back as he lifted my legs and pushed his dick into me. He went all the way in and started fucking immediately. I squeezed my ass on to his dick and he moaned his approval. I kept up on squeezing and he kept going faster and faster. He was moaning and his hands pushed my legs back even further. This let him go deeper into my ass. He was really working it. I reached up and grabbed his nipples. This sent him over the edge. He let out a loud moan and with that he flooded my ass.
I was wore out. I know he was wore out. 7" and 8" were already dressed and ready to go, so 9" zipped up and left. I laid there for probably 10 minutes while I caught my breath. I checked online, still no reply from TD (fuck him). I sent a message to 9" and thanked him, told him that was hot as hell. He told me that 7" and 8" were a couple. They were friends of his and in town for the weekend. They had been out drinking and were hoping for some fun. They were all glad that they had found me. I told him I was very glad that they had found me. I checked Grindr again and didn't see anything promising. I passed out.
I woke up the next morning, no response from TD. Had a few more messages, but I was still wore out after the night before. I signed off and headed home. Later that morning, I checked again, this time TD had either deleted his account or blocked me. Oh, fuck off. I'm so glad I had a great Friday night, otherwise I would be super pissed off. He will be back and when he does come back, he won't be back after I tell him what I think. Right now, I am going to chalk it up to a hard lesson learned.
The only downfall is TD is always wanting money. I usually give him $10 (gas money). I don't like giving him money, so many times I will tell him no, I don't have any cash. He will still come over and we will fuck, so I know it isn't just about the money.
He lives both here and Wisconsin. So when he was here, we would meet up once or twice a week. But he was only here for a few months at a time and then he would be back in Wisconsin for a few months. He is also married with 2 kids. I'm pretty sure his wife and kids are in Wisconsin. But part of the reason I haven't heard from him, shortly after his last visit, he was arrested for domestic battery. He disappeared after that.
So I was surprised to see TD online Friday night. Of course, first thing he does is ask me for gas money. He said he was in Wisconsin but was wanting to get back to here. He asked for $30 at first but then upped it to $40. I didn't reply back for a while, but he kept telling me things to get me going. How much he missed me. How much he missed my ass. That feeling of my ass around his dick. Watching his cum when he pulls out. And of course, how much he missed me again. I thought about that thick dick of his and I broke down and sent him $50. Stupid, stupid, stupid me.
I messaged to make sure he got the money. He replied back that he got the money and that he was on his way. I asked where he was, and his response was "On my way". Okay, that doesn't really answer the question. But a few minutes later, he asked if I could send more money. Now I was getting pissed off. I already sent more than he asked for but now he wants even more. He said he was hungry and needed something to eat. I told him I already sent more than he wanted. He said he put all of that in the gas tank. I don't believe any of that, but I told him that I already sent more than I could afford (not true) and I might be able to give him more when he gets here but I only have a little cash on me (I had no plans on giving him more). So once again, he said that was okay and thanked me for what I had sent. And once again, he was on his way.
An hour later, I checked the website, no new messages from him, but his distance was shorter. I thought there might be hope. But when I messaged him, no response. So I was really horny after thinking about his dick. Last time he was over, I got a cheap hotel room for the night. He came over and fucked me. After he left, I got online and had a few other guys come over, including Jason. Jason is a very hot guy that I have flirted with many times over the years but we hadn't hooked up until the hotel room night. He had a very nice dick and he fucked me for over 2 hours. It was a very hot night! Recently, Jason and I have been talking again online. I would love another ass pounding by him and he says he wants my ass again. So I thought what the fuck, I wanted another hotel night. So I went ahead and booked a room at the same hotel. I checked the website and still no response from TD, but the distance was back to the original distance. So he wasn't any closer than before. Not happy!
I decided that I wasn't going to waste the night, so I packed up my stuff and went to the hotel. It was actually pretty busy at the hotel, the parking lot was pretty full. The room was in the back corner of the hotel, far enough from most of the other people. Right outside the room was a semi cab and another 20 feet away was a semi parked at the hotel next door. Between the 2 semis was a group of men at a picnic table under a street light. I did a quick look and most of them were good looking. It looked like they were 30 to 50 years old and had nice bodies. I was feeling good about the night.
In the room, I did a quick clean up, got the room ready and went online. I said I was in a hotel room for the night and gave the basic location. There are 5 hotels at that location and another 4 hotels a short distance away. I started to get lots of replies. Quite a few of them wanted me to pick them up, but I told them I was traveling with a friend and didn't have transportation. So they weren't interested. I did have a guy who wanted to come over, so I gave him the hotel name and room number. I told him the door would be slightly open and I would be on the bed, face down, ass up. He messaged to tell me he was very close. So I left the door open a crack. I did check the picnic table, they were no longer at the table. One of them was walking around on his cell phone. Another one was checking on his semi cab right outside my door. I knew the guy was on his way over, so I got into position on the bed and a minute later, I could hear the door open. I had left lube and a towel on the desk, he got behind me and started to fuck me. He was okay, but he used a LOT of lube. He fucked me for close to 30 minutes. I got tired of waiting, so wiped his dick off with the towel (still a lot of lube) and sucked his dick for a while. When I thought he was getting close, I got back on the bed and he started to fuck me again. This time, it took him about 5 minutes before he started to cum.
I got back online after he left. I had a few messages. One of them was from a trucker who was staying at a hotel nearby. He had a bigger body, but he was super hairy and it looked like his body was solid. He sent a picture of his dick, it looked like it was short and really fat. He was close but not that close. He also wasn't mobile, but we chatted about the guy before. He said he wanted to eat that guys load from my ass. Damn, that was hot, I told him he really needed to come over.
Another message was from a 32 year old guy, said he had just moved here for his master's degree. He loved to rim and fuck. He sent a picture of his dick, a thick 7" dick and it had a huge curve in it. It went straight out and then sharply curved up. He said he would be there in about 15 minutes. I said perfect, I would leave the door open slightly. I was on the bed, reading Grindr, with my ass up and no lights on in the room. 10 minutes later, I heard the door open. When they open the door, the street light above the picnic table would shine into the room. I heard his approval when he said "Fuck yeah". He shut the door and got behind me. I immediately felt his dick in my ass. He started pounding my ass, going at it quickly and hard. He was pounding as hard as he could. I was glad the guy before had used too much lube and his load, because this guy just went right at it. It didn't take him long, he shot his load within 2 minutes, zipped up and left. I checked Grindr to see if there was anybody else when the 32 year old messaged me and said he was pulling into the parking lot. WHAT??? I have no idea who had just come in and fucked me. I'm guessing it was one of the guys at the picnic table. Maybe the one that was on his cell phone or maybe the one looking at his cab outside my door. Either one would have seen the guy before come in and leave later. The door was open a crack but you couldn't see anything unless you opened the door.
I didn't have time to think about it, I heard a car pulling into a parking spot. So I made sure the door was open a crack and I got into position on the bed. I heard the door open and close. He came in and started rimming my ass. He was good, I could feel his tongue in my ass. He was moaning, I am sure he had found the loads of the 2 guys before. He rimmed me for about 10 minutes when he stood up and started to fuck me. The amazing part had just begun. Because of the curve in his dick, his dick head was hitting my prostate perfectly. It was driving me crazy. I was moaning and I grabbed my dick and felt the precum dripping from my dick. He fucked me for about 10 minutes before he came. It was amazing!
I checked on TD, still no reply, still the same original distance away and now it said he was offline. I was not very happy. I checked Grindr and had a few more messages. One of them was that trucker again. I told him what happened and he was really turned on. I asked where he was staying and he told me a hotel on the other side of the hotel right outside my door. He was really turned on an said he would walk over. He arrived and I started to suck his dick. His body was solid, hairy, huge nipples. I was having fun with him. I got his dick hard, it was 6" and super thick. I got up on the bed and he started by rimming my ass. We had already talked about the guys who had fucked me, so he wanted to taste. After him eating my ass for a few minutes, he got up and stared to fuck me. His dick was so thick that it felt really good. At first we had a problem of finding the right position. He kept slipping out, but finally I flipped over on to my back and we got my ass in the perfect position. He found his mark. He started pounding me ass and getting his dick all the way in. It felt incredible, he was stretching me open. It didn't take him long before he shot his load.
After he left, I checked online, TD was back online. I asked him where he was and why his distance hadn't changed. No answer. I checked Grindr, I was hoping Jason would be online, but still no sign of him. Had a couple more guys who wanted me to pick them up and bring them back to my room. I kindly declined. It was getting late, but I wanted some more. So I got back on Grindr and had more messages. This time I got a message from a black guy that I had talked to before using my gloryhole account. I know he has a big dick and loves to fuck but we had never hooked up before. We talked for a minute when he wanted to come over. He was really close, so I sent him the hotel and room number. 5 minutes later, I got a reply back from him. He said he had a friend that wanted to join, so I said sure. And then he said he had 1 that wanted to join for sure, maybe another one. I told them to come over, the more the merrier.
15 minutes later, I heard the door open. I was in my position. My face was down in the bed and my ass was up. To my left side, I felt a guy get on the bed. I lifted my head and then I felt a guy get on the right side of the bed. I started sucking the guy on the left while I played with the guy on the right. The room was dark with only the bathroom light on and the bathroom door only open an inch or two, so I couldn't see much, but I could see the guy on the left had a decent body. His dick was 8" and had a nice thickness. I was guessing this was the guy that I had talked to online. The guy on the right, his dick was about 7" and average thickness. Somebody was behind my ass, eating my ass. His tongue was great, it was working on opening my hole. I could feel is slip inside and work the hole. I was switching between the 2 dicks on either side of me. Finally, I felt the guy behind me slip his dick into my ass. Oh my, he was really thick. He slowly just worked the head in and out, and it felt great. After a few minutes, I felt him push the head and hold it. He asked if I was ready and I stopped sucking the dick on my left and told him hold it there for a second. I found my bottle of poppers and took a hit. As soon as I put the lid back on the bottle, I felt his dick slide in all the way. Damn, he was thick and long. He pushed it all the way in and held it there for a few seconds. He then began to pull out and push it back in. He was working my hole deep. It felt great. He started picking up speed and then he would slow it down. I was in heaven. 2 nice dicks on either side of my head and a big one in my ass.
The guy behind me pulled his dick all the way out and he started to rim my ass again. I was so glad I had cleaned deeply earlier. They switched positions and the 7" guy got behind me and started to pound my ass. I had no problems taking his dick. I did keep squeezing down, I was afraid I was too open after his friend's monster had opened me up. I was sucking on that monster now, he was easily a very thick 9". In the position I was in, there was no way I could get it all the way down my throat. But a few minutes later, the 7" guy shot his load. As soon as he pulled out, the 8" guy was ready to fuck. He flipped me over on to my back and lifted my legs up over his shoulders. His dick found my hole and he went all the way in. When I got flipped over, I purposely hung my head over the edge of the bed. I first sucked the 7" guy, cleaned his dick off and got the last few drops of his load. He went soft and pulled his dick out of my mouth. The 9" guy took his position and started fucking my throat. It was easier to take his dick this way, but I still couldn't get him all the way down. I hunched my shoulders up and this opened my throat up. With that, he sunk his entire 9" dick down my throat. He started to fuck my face and I was loving it.
I was having so much fun with the 9", I realized I hadn't been paying much attention to the 8" as he fucked my ass. So I started squeezing my ass as he was fucking it. It seemed like both the 8" and the 9" had found their rhythm and were fucking me from either end in unison. I knew I was leaking like crazy, I could feel my jockstrap getting soaking wet. I really squeezed down on the 8" in my ass. He really picked up his pace and I knew he was close. I did another big squeeze and he let out a loud moan. He collapsed on me as he dumped his load. The 9" pulled his dick out and said he wanted to finish in my ass. I stayed on my back as he lifted my legs and pushed his dick into me. He went all the way in and started fucking immediately. I squeezed my ass on to his dick and he moaned his approval. I kept up on squeezing and he kept going faster and faster. He was moaning and his hands pushed my legs back even further. This let him go deeper into my ass. He was really working it. I reached up and grabbed his nipples. This sent him over the edge. He let out a loud moan and with that he flooded my ass.
I was wore out. I know he was wore out. 7" and 8" were already dressed and ready to go, so 9" zipped up and left. I laid there for probably 10 minutes while I caught my breath. I checked online, still no reply from TD (fuck him). I sent a message to 9" and thanked him, told him that was hot as hell. He told me that 7" and 8" were a couple. They were friends of his and in town for the weekend. They had been out drinking and were hoping for some fun. They were all glad that they had found me. I told him I was very glad that they had found me. I checked Grindr again and didn't see anything promising. I passed out.
I woke up the next morning, no response from TD. Had a few more messages, but I was still wore out after the night before. I signed off and headed home. Later that morning, I checked again, this time TD had either deleted his account or blocked me. Oh, fuck off. I'm so glad I had a great Friday night, otherwise I would be super pissed off. He will be back and when he does come back, he won't be back after I tell him what I think. Right now, I am going to chalk it up to a hard lesson learned.