u/m2mnewbie

So I finally got the go-ahead from work to visit our office in Phoenix AZ; I try to get out that way every few months but this time almost six months had passed since my last visit. I mention that because being there is the only opportunity I have to watch gay porn and generally surf the various gay hook-up sites to satisfy my curiosity - my last man to man experience was years ago and I don’t have much experience with guys - but that curiosity is always there in the background.

I had been posting erotic stories on Reddit and sharing a few pics as well, just seeing the responses and getting myself worked up enough so that I might actually make a connection and satisfy that urge.

It was the afternoon when I checked in at the hotel and after getting my suitcase and work stuff situated, I opened the laptop and started to check the usual sites. It didn’t take long until my cock was getting hard, and with that the urge to post and see if I could make a connection grew stronger by the minute.

The sun was going down when I finally got up the courage to post the following:

“WM, 57, dad-bod type at 5’6 185, bald w gray scruff, healthy and STD/STI free (you be too please). Clean, very discrete and submissive. 6.5cut w shaved balls and shaved hole (only used once). Not much experience w guys but consider myself a BJ-bottom type, not looking to kiss or top. Looking for a dominant, take charge guy to break me in and show me what it feels like to be taken roughly (but not too roughly), and made to do all those things I only fantasized about. Can be dark room/anonymous, popper friendly here, arm me a DM with stats and maybe a pic. Pic attached is me - not from the internet. Nervous but willing here. Hosting at my hotel room.”

I attached a pic of my cock, a through-the-fly pic in white Armani briefs. I nervously hit send and waited. And waited. And waited.

I received lots of likes but very few DMs - and the messages I did receive were kinda sketchy - asking for more pics, asking about my home life situation, etc. but about an hour later I received a DM from a guy who said he wasn’t too far away and was available. He described himself and sent a pic of his 7” cut cock, hard and poking out from the leg hole of black shorts - it was pretty hot and my dick twitched.

I replied, thanked him for the stats and pic and asked him if he was a dominant take-charge guy, and asked when he would be available to come over.

A few minutes later he replied. “I am about 15 minutes from your hotel and available all evening, just invite me over. I want you to be on the bed when I arrive wearing those briefs or a jockstrap- nothing else. Have your poppers beside you so you can loosen up because I am going to tease you, make you suck my cock and if you’re good and deserving I will fuck that hole and fill you up. Be ready, no talking (feel free to moan and cry and bite those sheets).”

My heart raced. I didn’t know if I should or could go through with it. I was horny and had initiated the invitation but was having second thoughts. But my cock was hard and that was a signal to me that I should go for it. I replied, gave him my room number and asked that he message me when he arrived so I could slide the card key under the door and prepare for him. I asked him to arrive in a half hour. He quickly replied with the a simple “OK”, and I quickly showered, dried off, gargled some mouthwash and rummaged through my suitcase and found a BIKE brand jockstrap. I found a small bottle of lube and coated a finger and started to apply it to my hole - I wanted to make things as painless as possible and thought this might help. I also took a big hit of poppers and let the rush flow.

I dimmed the lights in the room and stood there nervously wearing only the jock - still second guessing myself but committed to at least seeing where it might go - if he even showed since there seems to be a lot of ghosting happening on these sites.

I waited. And waited. And checked the time - it had only been about 25 minutes but seemed like hours - and then I saw the DM. “Downstairs now, will give you two minutes to get ready “. I replied and slipped the card key under the door so he could let himself in. I laid down, face down on the bed and right on time, I heard the lock and the door open. I reached for the poppers again and took a big hit as he closed the door and locked it.

“Remember what I said. No talking. Your job is to please me, and I am here to use you as I like”. I nodded. He walked to the edge of the bed and grabbed my ankles and pulled me towards him. I grabbed at the bottle of poppers as he positioned me at the edge of the bed, my feet on the floor and then he roughly pushed my body down onto the mattress. I looked back but all I could see was his shadowy figure in the dim light.

Without warning he slapped my ass - not brutally but firmly, then again and a third time. I said nothing. “Good, just be quiet and take it”, he said. He reached for the poppers and took a big hit and then tossed the bottle back beside me.

I then felt his hands - almost just a gentle brushing as he moved his hands over my back, causing tingles throughout my body. So gentle but firm, his fingers moving slowly downwards to my ass cheeks, slipping under the elastic waistband of my jockstrap and then he pulled the waistband and let it slap against my skin, twice and then again. His fingers roamed and went between my legs as he started to caress my cock through the pouch of my jockstrap.

“Already hard I see”, he said quietly, and then he squeezed my balls firmly causing me to moan. He squeezed again and then his fingers started to move back, across my taint - and again I felt tingles through my body. Then his fingers pushed my ass cheeks apart and traced until one found my hole. He moved that finger back and forth over my hole again and again as I gently moaned - feeling the lube I had used before his arrival. “Nice. You really want this to happen and it’s going to” he said.

His hands left me and I heard the rustling as he undressed behind me in the dark. He took the poppers again and took another hit and then told me “get off rhe bed. turn around and get on your knees”, and I obeyed, kneeling in front of him . In the dim light I could see he was wearing only black sports shorts, not baggy but loose enough that his hard cock showed as a nice tent at the front.

He took one hand and slipped his hard 7” cock out from the leg hole - just like the pic he had sent earlier and I gasped - this was really happening. Then felt his hand at the back of my head and he pulled me close to his cock and I opened my mouth, as the soft head of his cock moved over my tongue. He held the tip just inside my mouth as I licked and mouthed at the sift head. “Good boy”, he said as he started to pull it slowly in and out of my mouth.

The slightly salty taste made my heart beat quicker and then he pushed in, slowly but deeply as his hand pressed against the back of my head until his cock was touching the back of my throat and I gagged. “Good” he said as he held his cock in place and then slid it out and then he pulled my back and more forcefully as I gagged again. “Swallow”, he said and as I did he pushed and his cock slid completely into my throat. I couldn’t breathe and tried to pull back but he held me there for a few seconds and then pulled out - a thick rope of saliva dripped and then he did it again, and again, and again until I learned to take it with less gagging.

His cock was firm and feeling the whole 7 inches slide back and forth in my mouth was amazing - and his moans as he held it in deep gave me a surge of accomplishment. After a few minutes of this he pulled out and told me “get on bed on your hands and knees”. I crawled onto the bed and he tossed the poppers to me. I took a couple deep hits and felt the bed move as he positioned himself between my legs.

I felt the cold wetness of lube as he dripped it down the crack of my ass and then his finger was at my hole again, sliding back and forth and probing so that the line coated the entry to my ass - slowly his finger pressed inwards until I felt it at the ring of muscle and I tried to breath and relax - but he wasn’t going to wait for me and pressed firmly, sliding his finger past the ring and inside me - holding it there and then sliding it out and then back in, slowly again and again as the lube did it’s job - and soon his finger was slipping in and out easily - and then more pressure as he inserted two fingers - repeating they way he held them inside me and then out and back in, over and over.

The feeling of the urgent pressure and then the release as his fingers slipped out made me gasp and moan - the slickness made the sensations so intense I buried my face in the sheets and moaned.

Occasionally he would stop and caress my cock and balls in the basket of my jockstrap - and tracing over my taint again until he was back at my hole.

Over and over again his fingers penetrated me - and then he started to pull them out and tap at my hole a few times before reinserting them, a strange sensation but soon I wanted to feel those taps and then they were a pushed deep into me, slipping back and forth as the lube coated my insides.

He pulled them out and then he slapped my ass again as he had done before - startling me and then quickly inserted his fingers again - and I gasped. He did this maybe five or six times and then I felt him move closer to me between my legs.

He grabbed at the pouch of my jockstrap unexpectedly and squeezed my cock and balls firmly, and then traced his fingers back to my hole - again, then again and again. I bit into the sheets and moaned and then felt more lube being applied to my hole. I had fully expected him to stick his hard cock into my hole but he didn’t, he instead started to smack my ass, squeeze my cock and balls and then insert his fingers - varying the pace and occasionally tapping at my hole again. I thought I cum, but I held back.

I took a big hit of poppers and then I felt the spongy tip of his cock at my wet hole. One hand held his cock to my hole as the other pushed down on my back, so that my ass was higher than my body - ass up face down. The rush of the poppers hit and he pushed - firmly and I felt his hard cock at the ring of muscle - I tried to push back just a bit and again he posher and then again and then immediately his cock slipped inside me, just an inch or two and the intense pressure was unbelievable. I gasped and he just held that position as I caught my breath and then he pushed further, slowly back and forth until he was fully inside me and he stopped again.

“Good man - you are going to get fucked now - remember not to say anything - this is about me fucking you until I cum. You just take it.”

I hit the poppers and then he stated to slide his hard cock back and forth, slowly for a few strokes and then he pushed deep and started to go faster. The feeling of his cock sliding back and forth inside me was something I can’t describe - and then he pulled out and immediately pushed back inside - the change in the pressure and fullness was so intense I thought I would bite through the sheet.

Back and forth, in and out, and then he states to quickly slide just a few inches inside me - qu call and steadily and I heard his breathing change.

He was relentless and his hands moved across my neck, pulled me off the sheets as he pulled me towards him - his hands not choking me, but pulling me back in total submission as he pushed his cock in and out and then he groaned - deeply and pushed deep into my ass and I felt his big cock pulse.

He groaned and pulled back and forth a few times and then released me and slowly pulled out. The intense pressure relief as he pulled out was exhilarating and I almost collapsed.

He slapped my ass and stood up, and I felt the warm wetness of his semen slip out of my hole and drip down my taint. I flipped over and quickly started to stroke my cock and in seconds shot my load into the pouch of my jockstrap. I groaned and laid back in total silence and exhaustion, closing my eyes.

When I opened my eyes a minute or two later he was gone. I hadn’t even heard him get dressed or leave. I flopped back onto the bed and felt a total sense of accomplishment and relaxation takeover and in a few minutes I was sound asleep - his sticky cum seeping from my hole, my cum soaked jock still on me…

July is my next work visit to Mesa/Gilbert. Comment or get w me if you want to make this happen. Everyone in this story is over 18

So I finally got the go-ahead from work to visit our office in Gilbert AZ; I try to get out that way every few months but this time almost six months had passed since my last visit. I mention that because being there is the only opportunity I have to watch gay porn and generally surf the various gay hook-up sites to satisfy my curiosity - my last man to man experience was years ago and I don’t have much experience with guys - but that curiosity is always there in the background.

I had been posting erotic stories on Reddit and sharing a few pics as well, just seeing the responses and getting myself worked up enough so that I might actually make a connection and satisfy that urge.

It was the afternoon when I checked in at the hotel and after getting my suitcase and work stuff situated, I opened the laptop and started to check the usual sites. It didn’t take long until my cock was getting hard, and with that the urge to post and see if I could make a connection grew stronger by the minute.

The sun was going down when I finally got up the courage to post the following:

“WM, 57, dad-bod type at 5’6 185, bald w gray scruff, healthy and STD/STI free (you be too please). Clean, very discrete and submissive. 6.5cut w shaved balls and shaved hole (only used once). Not much experience w guys but consider myself a BJ-bottom type, not looking to kiss or top. Looking for a dominant, take charge guy to break me in and show me what it feels like to be taken roughly (but not too roughly), and made to do all those things I only fantasized about. Can be dark room/anonymous, popper friendly here, arm me a DM with stats and maybe a pic. Pic attached is me - not from the internet. Nervous but willing here. Hosting at my hotel room in Gilbert.”

I attached a pic of my cock, a through-the-fly pic in white Armani briefs. I nervously hit send and waited. And waited. And waited.

I received lots of likes but very few DMs - and the messages I did receive were kinda sketchy - asking for more pics, asking about my home life situation, etc. but about an hour later I received a DM from a guy who said he wasn’t too far away and was available. He described himself and sent a pic of his 7” cut cock, hard and poking out from the leg hole of black shorts - it was pretty hot and my dick twitched.

I replied, thanked him for the stats and pic and asked him if he was a dominant take-charge guy, and asked when he would be available to come over.

A few minutes later he replied. “I am about 15 minutes from your hotel and available all evening, just invite me over. I want you to be on the bed when I arrive wearing those briefs or a jockstrap- nothing else. Have your poppers beside you so you can loosen up because I am going to tease you, make you suck my cock and if you’re good and deserving I will fuck that hole and fill you up. Be ready, no talking (feel free to moan and cry and bite those sheets).”

My heart raced. I didn’t know if I should or could go through with it. I was horny and had initiated the invitation but was having second thoughts. But my cock was hard and that was a signal to me that I should go for it. I replied, gave him my room number and asked that he message me when he arrived so I could slide the card key under the door and prepare for him. I asked him to arrive in a half hour. He quickly replied with the a simple “OK”, and I quickly showered, dried off, gargled some mouthwash and rummaged through my suitcase and found a BIKE brand jockstrap. I found a small bottle of lube and coated a finger and started to apply it to my hole - I wanted to make things as painless as possible and thought this might help. I also took a big hit of poppers and let the rush flow.

I dimmed the lights in the room and stood there nervously wearing only the jock - still second guessing myself but committed to at least seeing where it might go - if he even showed since there seems to be a lot of ghosting happening on these sites.

I waited. And waited. And checked the time - it had only been about 25 minutes but seemed like hours - and then I saw the DM. “Downstairs now, will give you two minutes to get ready “. I replied and slipped the card key under the door so he could let himself in. I laid down, face down on the bed and right on time, I heard the lock and the door open. I reached for the poppers again and took a big hit as he closed the door and locked it.

“Remember what I said. No talking. Your job is to please me, and I am here to use you as I like”. He walked to the edge of the bed and grabbed my ankles and pulled me towards him. I grabbed at the bottle of poppers as he positioned me at the edge of the bed, my feet on the floor and then he roughly pushed my body down onto the mattress. I looked back but all I could see was his shadowy figure in the dim light.

Without warning he slapped my ass - not brutally but firmly, then again and a third time. I said nothing. “Good, just be quiet and take it”, he said. He reached for the poppers and took a big hit and then tossed the bottle back beside me.

I then felt his hands - almost just a gentle brushing as he moved his hands over my back, causing tingles throughout my body. So gentle but firm, his fingers moving slowly downwards to my ass cheeks, slipping under the elastic waistband of my jockstrap and then he pulled the waistband and let it slap against my skin. His fingers roamed and went between my legs as he started to caress my cock through the pouch of my jockstrap.

“Already hard I see”, he said quietly, and then he squeezed my balls firmly causing me to moan. He squeezed again and then his fingers started to move back, across my taint - and again I felt tingles through my body. Then his fingers pushed my ass cheeks apart and traced until one found my hole. He moved that finger back and forth over my hole again and again as I gently moaned - feeling the lube I had used before his arrival. “Nice. You really want this to happen and it’s going to” he said.

His hands left me and I heard the rustling as he undressed behind me in the dark. He took the poppers again and took another hit and then told me “on your knees”, and I obeyed, kneeling in front of him. In the dim light I could see he was wearing only black sports shorts, not baggy but loose enough that his hard cock showed as a nice tent at the front.

He took one hand and slipped his hard 7” cock out from the leg hole - just like the pic he had sent earlier and I gasped - this was really happening. Then felt his hand at the back of my head and he pulled me close to his cock and I opened my mouth, as the soft head of his cock moved over my tongue. The slightly salty taste made my heart beat quicker and then he pushed in, slowly but deeply as his hand pressed against the back of my head until his cock was touching the back of my throat and I gagged. “Good” he said as he held his cock in place and then slid it out and then he pulled my back and more forcefully as I gagged again. “Swallow”, he said and as I did he pushed and his cock slid completely into my throat. I couldn’t breathe and tried to pull back but he held me there for a few seconds and then pulled out - a thick rope of saliva dripped and then he did it again, and again, and again until I learned to take it with less gagging.

His cock was firm and feeling the whole 7 inches slide back and forth in my mouth was amazing - and his moans as he held it in deep gave me a surge of accomplishment. After a few minutes of this he pulled out and told me “get on bed on your hands and knees”. I crawled onto the bed and he tossed the poppers to me. I took a couple deep hits and felt the bed move as he positioned himself between my legs.

I felt the cold wetness of lube as he dripped it down the crack of my ass and then his finger was at my hole again, sliding back and forth and probing so that the line coated the entry to my ass - slowly his finger pressed inwards until I felt it at the ring of muscle and I tried to breath and relax - but he wasn’t going to wait for me and pressed firmly, sliding his finger past the ring and inside me - holding it there and then sliding it out and then back in, slowly again and again as the lube did it’s job - and soon his finger was slipping in and out easily - and then more pressure as he inserted two fingers - repeating they way he held them inside me and then out and back in, over and over.

The feeling of the urgent pressure and then the release as his fingers slipped out made me gasp and moan - the slickness made the sensations so intense I buried my face in the sheets and moaned.

Over and over again his fingers penetrated me - and then he started to pull them out and tap at my hole a few times before reinserting them, a strange sensation but soon I wanted to feel those taps and then the dung were a pushed deep into me.

He pulled them out and then he slapped my ass again as he had done before - startling me and then quickly inserted his fingers again - and I gasped. He did this maybe five or six times and then I felt him move closer to me between my legs.

He grabbed at the pouch of my jockstrap unexpectedly and squeezed my cock and balls firmly, and then traced his fingers back to my hole - again, then again and again. I bit into the sheets and moaned and then felt more lube being applied to my hole. I had fully expected him to stick his hard cock into my hole but he didn’t, he instead started to smack my ass, squeeze my cock and balls and then insert his fingers - varying the pace and occasionally tapping at my hole again.

I took a big hit of poppers and then I felt the spongy tip of his cock at my wet hole. One hand hides his cock to my hole as the other pushed down on my back, so that my ass was higher than my body. The rush of the poppers hit and he pushed - firmly and I felt his hard cock at the ring of muscle - I tried to push back just a bit but almost immediately his cock slipped inside me, just an inch or two and the intense pressure was unbelievable. I gasped and he just held that position as I caught my breath and then he pushed further, quickly until he was fully inside me and he stopped again.

“Good man - you are going to get fucked now - remember not to say anything - this is about me fucking you until I cum. You just take it.”

I hit the poppers and then he stated to slide his hard cock back and forth, slowly for a few strokes and then he pushed deep and started to go faster. The feeling of his cock sliding back and forth inside me was something I can’t describe - and then he pulled out and immediately pushed back inside - the change in the pressure and fullness was so intense I thought I would bite through the sheet.

Back and forth, in and out, and then he states to quickly slide just a few inches inside me - qu call and steadily and I heard his breathing change.

He was relentless and his hands moved across my neck, pulled me off the sheets as he pulled me towards him - his hands not choking me, but pulling me back in total submission as he pushed his cock in and out and then he groaned - deeply and pushed deep into my ass and I felt his big cock pulse.

He groaned and pulled back and forth a few times and then released me and slowly pulled out. The intense pressure relief as he pulled out was exhilarating and I almost collapsed.

He slapped my ass and stood up, and I felt the warm wetness of his semen slip out of my hole and drip down my taint. I flipped over and quickly started to stroke my cock and in seconds shot my load into the pouch of my jockstrap. I groaned and laid back in total silence and exhaustion, closing my eyes.

When I opened my eyes a minute or two later he was gone. I hadn’t even heard him get dressed or leave. I flopped back onto the bed and felt a total sense of accomplishment and relaxation takeover and in a few minutes I was sound asleep - his sticky cum seeping from my hole, my cum soaked jock still on me…

Visiting for work in July. If this interests you get w me and let’s stay in touch. Pics of me in my profile.

Everyone is over 18…. Enjoy.

So I finally got the go-ahead from work to visit our office in Gilbert AZ; I try to get out that way every few months but this time almost six months had passed since my last visit. I mention that because being there is the only opportunity I have to watch gay porn and generally surf the various gay hook-up sites to satisfy my curiosity - my last man to man experience was years ago and I don’t have much experience with guys - but that curiosity is always there in the background.

I had been posting erotic stories on Reddit and sharing a few pics as well, just seeing the responses and getting myself worked up enough so that I might actually make a connection and satisfy that urge.

It was the afternoon when I checked in at the hotel and after getting my suitcase and work stuff situated, I opened the laptop and started to check the usual sites. It didn’t take long until my cock was getting hard, and with that the urge to post and see if I could make a connection grew stronger by the minute.

The sun was going down when I finally got up the courage to post the following:

“WM, 57, dad-bod type at 5’6 185, bald w gray scruff, healthy and STD/STI free (you be too please). Clean, very discrete and submissive. 6.5cut w shaved balls and shaved hole (only used once). Not much experience w guys but consider myself a BJ-bottom type, not looking to kiss or top. Looking for a dominant, take charge guy to break me in and show me what it feels like to be taken roughly (but not too roughly), and made to do all those things I only fantasized about. Can be dark room/anonymous, popper friendly here, arm me a DM with stats and maybe a pic. Pic attached is me - not from the internet. Nervous but willing here. Hosting at my hotel room in Gilbert.”

I attached a pic of my cock, a through-the-fly pic in white Armani briefs. I nervously hit send and waited. And waited. And waited.

I received lots of likes but very few DMs - and the messages I did receive were kinda sketchy - asking for more pics, asking about my home life situation, etc. but about an hour later I received a DM from a guy who said he wasn’t too far away and was available. He described himself and sent a pic of his 5 inch cut cock, hard and poking out from the leg hole of black shorts - it was pretty hot and my dick twitched.

I replied, thanked him for the stats and pic and asked him if he was a dominant take-charge guy, and asked when he would be available to come over.

A few minutes later he replied. “I am about 15 minutes from your hotel and available all evening, just invite me over. I want you to be on the bed when I arrive wearing those briefs or a jockstrap- nothing else. Have your poppers beside you so you can loosen up because I am going to tease you, make you suck my cock and if you’re good and deserving I will fuck that hole and fill you up. Be ready, no talking (feel free to moan and cry and bite those sheets).”

My heart raced. I didn’t know if I should or could go through with it. I was horny and had initiated the invitation but was having second thoughts. But my cock was hard and that was a signal to me that I should go for it. I replied, gave him my room number and asked that he message me when he arrived so I could slide the card key under the door and prepare for him. I asked him to arrive in a half hour. He quickly replied with the a simple “OK”, and I quickly showered, dried off, gargled some mouthwash and rummaged through my suitcase and found a BIKE brand jockstrap. I found a small bottle of lube and coated a finger and started to apply it to my hole - I wanted to make things as painless as possible and thought this might help. I also took a big hit of poppers and let the rush flow.

I dimmed the lights in the room and stood there nervously wearing only the jock - still second guessing myself but committed to at least seeing where it might go - if he even showed since there seems to be a lot of ghosting happening on these sites.

I waited. And waited. And checked the time - it had only been about 25 minutes but seemed like hours - and then I saw the DM. “Downstairs now, will give you two minutes to get ready “. I replied and slipped the card key under the door so he could let himself in. I laid down, face down on the bed and right on time, I heard the lock and the door open. I reached for the poppers again and took a big hit as he closed the door and locked it.

“Remember what I said. No talking. Your job is to please me, and I am here to use you as I like”. He walked to the edge of the bed and grabbed my ankles and pulled me towards him. I grabbed at the bottle of poppers as he positioned me at the edge of the bed, my feet on the floor and then he roughly pushed my body down onto the mattress. I looked back but all I could see was his shadowy figure in the dim light.

Without warning he slapped my ass - not brutally but firmly, then again and a third time. I said nothing. “Good, just be quiet and take it”, he said. He reached for the poppers and took a big hit and then tossed the bottle back beside me.

I then felt his hands - almost just a gentle brushing as he moved his hands over my back, causing tingles throughout my body. So gentle but firm, his fingers moving slowly downwards to my ass cheeks, slipping under the elastic waistband of my jockstrap and then he pulled the waistband and let it slap against my skin. His fingers roamed and went between my legs as he started to caress my cock through the pouch of my jockstrap.

“Already hard I see”, he said quietly, and then he squeezed my balls firmly causing me to moan. He squeezed again and then his fingers started to move back, across my taint - and again I felt tingles through my body. Then his fingers pushed my ass cheeks apart and traced until one found my hole. He moved that finger back and forth over my hole again and again as I gently moaned - feeling the lube I had used before his arrival. “Nice. You really want this to happen and it’s going to” he said.

His hands left me and I heard the rustling as he undressed behind me in the dark. He took the poppers again and took another hit and then told me “on your knees”, and I obeyed, kneeling in front of him. In the dim light I could see he was wearing only black sports shorts, not baggy but loose enough that his hard cock showed as a nice tent at the front.

He took one hand and slipped his hard cock out from the leg hole - just like the pic he had sent earlier and I gasped - this was really happening. Then felt his hand at the back of my head and he pulled me close to his cock and I opened my mouth, as the soft head of his cock moved over my tongue. The slightly salty taste made my heart beat quicker and then he pushed in, slowly but deeply as his hand pressed against the back of my head until his cock was touching the back of my throat and I gagged. “Good” he said as he held his cock in place and then slid it out and then he pulled my back and more forcefully as I gagged again. “Swallow”, he said and as I did he pushed and his cock slid completely into my throat. I couldn’t breathe and tried to pull back but he held me there for a few seconds and then pulled out - a thick rope of saliva dripped and then he did it again, and again, and again until I learned to take it with less gagging.

His cock was firm and feeling the whole 5 inches (to me with little experience this was big and I savored it) slide back and forth in my mouth was amazing - and his moans as he held it in deep gave me a surge of accomplishment. After a few minutes of this he pulled out and told me “get on bed on your hands and knees”. I crawled onto the bed and he tossed the poppers to me. I took a couple deep hits and felt the bed move as he positioned himself between my legs.

I felt the cold wetness of lube as he dripped it down the crack of my ass and then his finger was at my hole again, sliding back and forth and probing so that the line coated the entry to my ass - slowly his finger pressed inwards until I felt it at the ring of muscle and I tried to breath and relax - but he wasn’t going to wait for me and pressed firmly, sliding his finger past the ring and inside me - holding it there and then sliding it out and then back in, slowly again and again as the lube did it’s job - and soon his finger was slipping in and out easily - and then more pressure as he inserted two fingers - repeating they way he held them inside me and then out and back in, over and over.

The feeling of the urgent pressure and then the release as his fingers slipped out made me gasp and moan - the slickness made the sensations so intense I buried my face in the sheets and moaned.

Over and over again his fingers penetrated me - and then he started to pull them out and tap at my hole a few times before reinserting them, a strange sensation but soon I wanted to feel those taps and then they were a pushed deep into me again. Incredible!

He pulled them out and then he slapped my ass again as he had done before - startling me and then quickly inserted his fingers again - and I gasped. He did this maybe five or six times and then I felt him move closer to me between my legs.

He grabbed at the pouch of my jockstrap unexpectedly and squeezed my cock and balls firmly, and then traced his fingers back to my hole - again, then again and again. I bit into the sheets and moaned and then felt more lube being applied to my hole. I had fully expected him to stick his hard cock into my hole but he didn’t, he instead started to smack my ass, squeeze my cock and balls and then insert his fingers - varying the pace and occasionally tapping at my hole again.

I took a big hit of poppers and then I felt the spongy tip of his cock at my wet hole. One hand hides his cock to my hole as the other pushed down on my back, so that my ass was higher than my body. The rush of the poppers hit and he pushed - firmly and I felt his hard cock at the ring of muscle - I tried to push back just a bit but almost immediately his cock slipped inside me, just an inch or two and the intense pressure was unbelievable. I gasped and he just held that position as I caught my breath and then he pushed further, quickly until he was fully inside me and he stopped again.

“Good man - you are going to get fucked now - remember not to say anything - this is about me fucking you until I cum. You just take it.”

I hit the poppers and then he stated to slide his hard cock back and forth, slowly for a few strokes and then he pushed deep and started to go faster. The feeling of his cock sliding back and forth inside me was something I can’t describe - and then he pulled out and immediately pushed back inside - the change in the pressure and fullness was so intense I thought I would bite through the sheet.

Back and forth, in and out, and then he states to quickly slide just a few inches inside me - qu call and steadily and I heard his breathing change.

He was relentless and his hands moved across my neck, pulled me off the sheets as he pulled me towards him - his hands not choking me, but pulling me back in total submission as he pushed his cock in and out and then he groaned - deeply and pushed deep into my ass and I felt his big cock pulse.

He groaned and pulled back and forth a few times and then released me and slowly pulled out. The intense pressure relief as he pulled out was exhilarating and I almost collapsed.

He slapped my ass and stood up, and I felt the warm wetness of his semen slip out of my hole and drip down my taint. I flipped over and quickly started to stroke my cock and in seconds shot my load into the pouch of my jockstrap. I groaned and laid back in total silence and exhaustion, closing my eyes.

When I opened my eyes a minute or two later he was gone. I hadn’t even heard him get dressed or leave. I flopped back onto the bed and felt a total sense of accomplishment and relaxation takeover and in a few minutes I was sound asleep - his sticky cum seeping from my hole, my cum soaked jock still on me…

So I had always read posts on Sniffies and Doublelist that mentioned “ass up, face down” and thought that this was just a thing guys posted to get attention of tops for some other fun. I had never really considered that there might be more to it.

I didn’t have much experience with man to man play, only discovering that it was as possible to make these sexual connections without any games or expectations late in life and so far my experiences were limited to a few encounters where I explored mutual BJ play - but during one of these encounters the guy I was with tried to convince me to bottom for him. I allowed him to finger my hole and eventually he hacked off and came on my back - but that was as far as I had gone as a bottom.

But for some reason I was really horny on this business trip and had arrived early at the hotel room. Being a member of the hotel’s frequent visitor club, they allowed me to check in early. I opened my laptop and opened both Sniffies and Doublelist and started to scan the posts.

I decided to post an ad on Doublelist just to see what the responses would be - hoping that at best I might get someone to agree to mutual BJ again - these sites tend to be mostly scammers and those who aren’t ready to play - and I scan them more out of curiosity than expected any real replies.

This time I decided to post the following ad: “Visiting and hosting in my hotel room. Average dad next door Middle Aged WM with very little experience. Looking to have a clean STD guy come over and find me ass-up, face-down and to take my virgin hole. Must be Clean and STD free because I want to go BB.” I attached a pic of my naked backside and posted it.

Every 10 minutes or so I checked the messages but nothing that seemed promising. I had several replies but they didn’t really seem interested in meeting, would t send stats or pics - but asked for them of course - and after a couple messages seems to ghost me.

But after about an hour I received a message that said: “Are you for-real and available? I am. I am a new top and want to have some fun and your Virgin hole seems like a good place to start. WM, 6’2”, 265, 7in, cut. I want you blindfolded, ass-up, face-down and ready for me to take your cherry.” He sent a pic of a nice cut cock w shaved balls - it could have been 7 inches but it was hard to tell.

I didn’t think he would be serious enough to actually show up so I replied: “I am 100% for real. I don’t have a blindfold but can use a necktie. Youth would find me on the bed, on my hands and knees wearing only a jockstrap, ready for you. No videos or pics. I am clean and STD free you must be too.” I thought this painted a hot scenario - and thought that he would ghost me after a couple messages like everyone else had.

His next message said: “Perfect. I am going to come over and make you good and wet before I punt that tight hole. You are gonna want to pull away and scream but that’s not going to happen. Once I get there that ass is mine and I’m not leaving until I am finished.”

I almost laughed at the theatrics of the response and sent a reply telling him the name of the hotel and to let me know when he arrived and I would send the room number. This is usually where they ghost me - when it is time to commit to a meeting.

A few seconds later he replied: “In my way. Be there in 10 minutes. Get ready!”. I almost decided to ghost HIM right there and not reply. But curiosity got the better of me and I replied “OK”.

I quickly showed and deep cleaned my hole and brushed my teeth (expecting that this would be another mutual BJ meeting and not the scenario we mentioned - why I thought that I have no clue. I found a necktie and tossed it into the bed and after drying off I changed into a clean white old-school jockstrap. I was almost fully erect - filling the pouch of the jock as I continually check messages.

10 minutes passed and then 15 and then 20, and I convinced myself that I had been ghosted once again. Then I saw a message pop up. “Get ready. I just arrived. Got stopped by the cops for speeding because I was hurrying to the hotel and your hole is going to pay for that”. I almost didn’t reply.

But then I typed in the room number, said I would slip the card key under the door so he could let himself in and I hit send. I tied the necktie around my head as a blindfold and got into the bed, on my hands and knees. My mind raced as I contemplated what I was doing and I began to have second thoughts.

Then I heard the door lock click and sensed that he had walked into the room. I heard rustling and the lock click closed at the door and then I heard footsteps approach the bed. “Good - this is exactly what you described and exactly what I want.” His voice was masculine and deep almost a stern whisper. I heard some more rustling and then I felt his hand press down firmly on my back, making me arch my back and drop to my elbows.

“Just like that! Perfect” he said. I heard a noise that sounded like an aerosol can and then I felt him beside me. “Open your mouth (I did), and felt a rough cloth cover my mouth and nose - immediately I smelled a chemical odor and he told me “breath deep”, I don’t know why I don’t object immediately but I did as I was told. I felt a rush flow through me and my kid seemed to “sparkle”.

“That’s called Maximum Impact and it’s gonna make you loosen up”. I heard him spray again and heard him inhale deeply.

With that he reached between my lega and grabbed my balls and tugged at them - and I gasped. His hand moved over the pouch of my jockstrap and groped my hard cock and then back to my balls for another firm squeeze. “Nice - you are excited and that’s good.” He said and I could feel him position himself between my legs.

I felt warm wetness run down my ass-crack and then a finger tracing back and forth along the crack, spreading the warm lubricant until his finger pushed into my hole - I gasped and he said, “that’s as gentle as it gets. From now on you just have to take it.” I heard the spray again and he roughly pulled my head back and placed the cloth over my nose and mouth and I breathed deeply - and then he pushed my head down and I could feel the soft head of his cock at my hole. He out one had in each size of my thigh and started to push against my hole and soon I felt his cockhead inside me.

I bit the bed covers and then he pushed and his cock slid a couple inches into me - the burning pain and intense pressure made me scream into the thick blanket as I bit down. He pulled out and applied more lube as I quickly caught my breath and then he pushed in again, slowly but deeply until I felt his balls against the fabric of my jock pouch - pressing against mine.

He slowly moved his cock back and forth inside me and then he pressed deeper and I again but down and muffled a scream. With that he started to ram his cock in and out of my holes his balls slapped against mine - plap plap plap plap - as he pulled me close to him.

Plap plap plap plap - his cock driving into my hole and making me wince and cry. When he heard me groan in response he pulled my head back and placed a hand around my throat and firmly pulled back - nit quite choking me but making me gasp an he could hear me catch my breath as I sobbed a little.

“Nice - get ready” and he started to slide his cock heard to the very edge of my hole w d then slide it deep - again and again and then faster until he started to Alize it about half way and slowed up.

I felt him tense up and he pulled against the strapping my jock as he held my throat and he groaned - his cock pulled and I knew he was depositing his warm some deep inside me.

After a few spasms he pulled his cock out and as I felt the pressure release, I could also feel the stickiness of his sperm slip out of my hole and drip - he then slid his cock back in and groaned again and then pulled out.

He released me and told me “That was perfect. Just stay there until I leave. You took it like a man.”

I waited and eventually heard the door close. I took off my makeshift blindfold and felt at my hole - wet and sticky - and sore. I stumbled to my feet and walked to the bathroom - staring at myself in the mirror and smiling - realizing that I had a virgin hole no more. I pulled off my jockstrap and took a long hot shower, occasionally fingering my warm hole and wondering if this was to be my new role - an ass up, face down cum hole?!