Twink and a Hotel Manager
Another true episode of some risky play with older men. I'm working for a camp, It's a summer camp and every few weeks they schedule a field trip that lasts a few days to a random place. For this trip, they planned an excursion from mid USA to Toronto. I was in charge of a group of 20 campers and supervising a few counselors.
Fast forward to our arrival in Toronto. It was a strange trip for me - I am from a nearby city and the idea of going to Toronto for a trip was a bit lame. Everyone was excited, though, which was the main point of the trip. Even more excitement came after they saw the nice hotel our camp had chosen. After a ton of confusion and hassle with our reservation, and getting all the c***dren calmed and checked in, everyone was exhausted. I went back down to the front desk to ask the attendant for some extra room supplies (towels, blankets, etc.) for some of the counselors who didn't receive a bed. The clerk was an older man, late 50s, groomed beard, fairly tall, and a great balance of hardened muscle and fat. He was friendly as a clerk should be, and didn't give any other vibes off at that moment; perhaps because I was wearing a shirt soaked with sweat and hadn't showered from all the chaos.
It was late at night, I had room to share with a few k**s and one other counselor. Everyone in my room is starting to fall asleep one by one. I'm hankering for a shower so I decided to get clean and get into bed. As I'm showering, I casually flip through Grindr out of curiosity since the hotel was a bit far from anything other than other hotels nearby. Immediately I see a profile: "Old4Young". No face picture, but a distinctive part of the beard was present. His profile notes that he just wants some quick discrete fun to cure boredom at work. I'm fully interested and to my now curious delight, see he's under 100 meters away. I figured he could be a guest, but that part of the beard looked familiar. I quickly send him a message asking if he was staying at the hotel, and then hop in the shower and lightly jerk off to get myself a little more committed to wanting to meet up at such a late time.
I finish my shower and see he has replied. "I work here. Manager. Are you by chance the one with the camp that came down a bit ago? You don't have to say, just curious. If you are, I liked what I saw. Let's play." Just with that message, my cock hardened and twitched at its tip. It's been a long summer and haven't fucked, let alone jerked off more than once every 10 days. I quickly replied, "I am. I liked what I saw too. I can't play in my room, do you have one? Without much delay, he informed me that of course, he access to any vacant room. He told me to meet him on the top floor at a specific room that'll have the door ajar. I agreed, told him I'm clean and have showered, ready to do (relatively) anything. I had to quietly sneak out and tell my roommates I had to make some calls and would be back shortly.
At this point, it had been nearly half a year since I've been able to touch, suck, or fuck a cock. I was ready to cum just going up the elevator in anticipation. I arrive at the designated room and see the door ajar. I enter, close the door behind me, and in a vague shadow illuminated by the outdoor streetlight and moonlight sitting in a chair by the balcony window is the manager. I can tell he's naked from afar, but can't see his cock yet. Before I can even make it three steps, he instructs me to undress completely and crawl over to him. I obey. I turn around and strip so he can see a bit of my ass before I crawl over. "Mmm, nice ass boy". Fuck my heart is pounding.
I'm between his knees. In the last few approaching steps I can he is stroking his cock. 7", a bit thicker than average, curved up and nicely groomed. I can smell his body - clean but scented with what I can only describe as power and dominance. I didn't need any instruction at this point. I lick his balls first, not using my hands for any assistance. I roll them around in my mouth and gently pull on them with my mouth. I can see starts to tilt his head back. Perfect, I thought. I grab his cock and pull it up to lift his balls, and get a nice tongue stroke from the start of his taint to the base of his cock. I continue up his shaft until his surprisingly large, circumcised head. I can already sense and taste a few drops of his salty pre-cum.
Teasing him drove him a bit mad. He stood up, grabbed my long blonde hair tied in a bun, and titled my head back just a bit. In his other hand, he grabbed the base of his cock and slapped it around my face. I loved it, I felt submissive to this new friend. I instinctively opened my mouth to signal I was ready. Just as one might slowly enter a tight bottom, he slowly fed me his entire cock's length at the first stroke. I've throated large cocks before, but never like this. He inched his cock until it filled my mouth and then back of my throat. I had no issues taking it like this. He eventually sped up, stroking his cock down my throat at a fair pace. Occasionally, he would take it fully out and gesture to sucking his balls again.
We haven't exchanged any words beyond our texts and his instructions. After about 10 minutes of sucking cock, I thought he was just in for a blowjob. Something I'd be absolutely fine with since he hadn't indicated otherwise. But to my pleasure, he tells me to turn around while on my knees so he can see my ass again. I oblige and spread my ass. He asks if I think I can take him, and I nod my head yes.
Surprisingly, he picked me up in this position and tossed me on the edge of the bed. Chest again the bed, feet on the floor, ass perfectly bent. He knelt down and kissed my ass cheeks. Squeezing each cheek, kissing them, and then spreading them wide open. With a wide tongue, he licked up and down from my taint to my asshole. I absolutely loved this part, giving him some moans to show. He continued this for a while but would mix in some deep penetrating tonguing into my tight hole. Despite having nothing in my ass for months, I felt ready to take on his cock.
Seemingly in tune with each other already, I think he felt I was ready for him as well. "Open me up, and then fuck me hard as you can" I joyously exclaimed to kick start this fucking. I turned around to get his cock wet first. He propped me up more on the bed so my asshole was perfectly aligned with his cock. Spreading my ass, he spits down on my asshole and pressed it around with his cock. Fucking hot I thought, I've never had my ass spit on like that. He pushed in a bit, giving my ass some time to accommodate his thicker mushroom head. I let out a few gasps and moans as he takes it out and puts it back in a bit at a time. A few minutes pass, my head rush passes, and my numb ass is starting to diminish. I told him I'm ready.
He took this quite literally, shoving his cock into the hilt. "No pain yet, this is going to be good", I thought. I was right. He placed his hand just below my neck to keep me pinned and commenced his hard fucking. I haven't moaned this loud before, especially with each stroke. Even over my loud moans, and his deep grunts, I could hear what was either his large balls slapping my ass or his strong core and hips truly beating my ass. It's like he knew my favorite part of bottoming: feeling my body bounce against strong fucking, feeling my ass shake, and feeling like I'm the top's personal toy. The curvature of his cock was doing wonders, too. I don't often cum from bottoming, but he was hitting the right spot. I can't figure out how long he fucked me in this position, but it felt like only minutes after I was building the urge to cum.
I told him I was close to cumming. To my disappointment, he stopped with his cock deep inside. "Can you cum twice in a quick session?" he asked. "I'm not sure, but let's find out. You can still fuck me if I can't a second time". Without a reply, he resumed. Grabbing my hips, he gave my ass a slap. "WOW", I said aloud by accident. "Do it again". He slapped it a few more times, and on the third slap, I came. In this position, my cock was pointed down toward the ground off the bed. With each of his hard strokes, I shot rope after rope. My ass tightened around his cock, and without warning, I felt his strokes slow and his cock pulsate. Nothing is better than a dual finish. "That's my boy. Big loads from the both of us. You feel my warm cum inside?". "Yes, you really filled me up", I replied.
I thought this was the end, and that he didn't want to risk me not being able to continue bottoming after I came so he came at the same time. I was wrong! He pulled his still hardened cock out along with some cum that dripped down my leg. "Go to the window", he demanded. I could see a nearby hotel and their rooms literally across the street. "Put your hands on the window and bend over". I followed attentively and he spread my ass with one hand. Skipping opening me up, he resumed a hard fucking. I could hear the wet swishing of his cum lubricating my ass as he used my ass as his own toy. I'm in heaven: risky public (ish) play, stranger, older man, nice cock, used all the moves I personally enjoy, I'm the submissive one - just wow.
Again, the upward curve of his cock hit all the right spots deep my asshole. He was relentless with the pounding and this time was more verbal. He would tell me things like: "Your little ass is going to have so much cum in it", "Fuck you're still so tight", "Tell me you love daddy's cock", "Tell me you need my cum". I told him everything he wanted. It only took what I think felt like ten more minutes of this fucking to get me to cum twice. I told him I was going to cum. This time, my cock was pointed at the window of the balcony. I came harder this time, shooting what looked like twice the amount of cum on the window. Like the first time, he quickly came right after. However, he came mostly inside of me and then decided to pull out at the end to leave a bit more around my asshole.
My legs were quivering. My ass was already sore. My balls were empty. His balls were empty and dripping down my ass like a small stream. He thanked me, gave me his number, and told me to come back for a free night if I wanted some fun. I got dressed without cleaning my self up first and left back to my room. In the elevator, the lower half of my body was soaking wet. I felt like a used little twink and it was a moment I still search for again.
Fast forward to our arrival in Toronto. It was a strange trip for me - I am from a nearby city and the idea of going to Toronto for a trip was a bit lame. Everyone was excited, though, which was the main point of the trip. Even more excitement came after they saw the nice hotel our camp had chosen. After a ton of confusion and hassle with our reservation, and getting all the c***dren calmed and checked in, everyone was exhausted. I went back down to the front desk to ask the attendant for some extra room supplies (towels, blankets, etc.) for some of the counselors who didn't receive a bed. The clerk was an older man, late 50s, groomed beard, fairly tall, and a great balance of hardened muscle and fat. He was friendly as a clerk should be, and didn't give any other vibes off at that moment; perhaps because I was wearing a shirt soaked with sweat and hadn't showered from all the chaos.
It was late at night, I had room to share with a few k**s and one other counselor. Everyone in my room is starting to fall asleep one by one. I'm hankering for a shower so I decided to get clean and get into bed. As I'm showering, I casually flip through Grindr out of curiosity since the hotel was a bit far from anything other than other hotels nearby. Immediately I see a profile: "Old4Young". No face picture, but a distinctive part of the beard was present. His profile notes that he just wants some quick discrete fun to cure boredom at work. I'm fully interested and to my now curious delight, see he's under 100 meters away. I figured he could be a guest, but that part of the beard looked familiar. I quickly send him a message asking if he was staying at the hotel, and then hop in the shower and lightly jerk off to get myself a little more committed to wanting to meet up at such a late time.
I finish my shower and see he has replied. "I work here. Manager. Are you by chance the one with the camp that came down a bit ago? You don't have to say, just curious. If you are, I liked what I saw. Let's play." Just with that message, my cock hardened and twitched at its tip. It's been a long summer and haven't fucked, let alone jerked off more than once every 10 days. I quickly replied, "I am. I liked what I saw too. I can't play in my room, do you have one? Without much delay, he informed me that of course, he access to any vacant room. He told me to meet him on the top floor at a specific room that'll have the door ajar. I agreed, told him I'm clean and have showered, ready to do (relatively) anything. I had to quietly sneak out and tell my roommates I had to make some calls and would be back shortly.
At this point, it had been nearly half a year since I've been able to touch, suck, or fuck a cock. I was ready to cum just going up the elevator in anticipation. I arrive at the designated room and see the door ajar. I enter, close the door behind me, and in a vague shadow illuminated by the outdoor streetlight and moonlight sitting in a chair by the balcony window is the manager. I can tell he's naked from afar, but can't see his cock yet. Before I can even make it three steps, he instructs me to undress completely and crawl over to him. I obey. I turn around and strip so he can see a bit of my ass before I crawl over. "Mmm, nice ass boy". Fuck my heart is pounding.
I'm between his knees. In the last few approaching steps I can he is stroking his cock. 7", a bit thicker than average, curved up and nicely groomed. I can smell his body - clean but scented with what I can only describe as power and dominance. I didn't need any instruction at this point. I lick his balls first, not using my hands for any assistance. I roll them around in my mouth and gently pull on them with my mouth. I can see starts to tilt his head back. Perfect, I thought. I grab his cock and pull it up to lift his balls, and get a nice tongue stroke from the start of his taint to the base of his cock. I continue up his shaft until his surprisingly large, circumcised head. I can already sense and taste a few drops of his salty pre-cum.
Teasing him drove him a bit mad. He stood up, grabbed my long blonde hair tied in a bun, and titled my head back just a bit. In his other hand, he grabbed the base of his cock and slapped it around my face. I loved it, I felt submissive to this new friend. I instinctively opened my mouth to signal I was ready. Just as one might slowly enter a tight bottom, he slowly fed me his entire cock's length at the first stroke. I've throated large cocks before, but never like this. He inched his cock until it filled my mouth and then back of my throat. I had no issues taking it like this. He eventually sped up, stroking his cock down my throat at a fair pace. Occasionally, he would take it fully out and gesture to sucking his balls again.
We haven't exchanged any words beyond our texts and his instructions. After about 10 minutes of sucking cock, I thought he was just in for a blowjob. Something I'd be absolutely fine with since he hadn't indicated otherwise. But to my pleasure, he tells me to turn around while on my knees so he can see my ass again. I oblige and spread my ass. He asks if I think I can take him, and I nod my head yes.
Surprisingly, he picked me up in this position and tossed me on the edge of the bed. Chest again the bed, feet on the floor, ass perfectly bent. He knelt down and kissed my ass cheeks. Squeezing each cheek, kissing them, and then spreading them wide open. With a wide tongue, he licked up and down from my taint to my asshole. I absolutely loved this part, giving him some moans to show. He continued this for a while but would mix in some deep penetrating tonguing into my tight hole. Despite having nothing in my ass for months, I felt ready to take on his cock.
Seemingly in tune with each other already, I think he felt I was ready for him as well. "Open me up, and then fuck me hard as you can" I joyously exclaimed to kick start this fucking. I turned around to get his cock wet first. He propped me up more on the bed so my asshole was perfectly aligned with his cock. Spreading my ass, he spits down on my asshole and pressed it around with his cock. Fucking hot I thought, I've never had my ass spit on like that. He pushed in a bit, giving my ass some time to accommodate his thicker mushroom head. I let out a few gasps and moans as he takes it out and puts it back in a bit at a time. A few minutes pass, my head rush passes, and my numb ass is starting to diminish. I told him I'm ready.
He took this quite literally, shoving his cock into the hilt. "No pain yet, this is going to be good", I thought. I was right. He placed his hand just below my neck to keep me pinned and commenced his hard fucking. I haven't moaned this loud before, especially with each stroke. Even over my loud moans, and his deep grunts, I could hear what was either his large balls slapping my ass or his strong core and hips truly beating my ass. It's like he knew my favorite part of bottoming: feeling my body bounce against strong fucking, feeling my ass shake, and feeling like I'm the top's personal toy. The curvature of his cock was doing wonders, too. I don't often cum from bottoming, but he was hitting the right spot. I can't figure out how long he fucked me in this position, but it felt like only minutes after I was building the urge to cum.
I told him I was close to cumming. To my disappointment, he stopped with his cock deep inside. "Can you cum twice in a quick session?" he asked. "I'm not sure, but let's find out. You can still fuck me if I can't a second time". Without a reply, he resumed. Grabbing my hips, he gave my ass a slap. "WOW", I said aloud by accident. "Do it again". He slapped it a few more times, and on the third slap, I came. In this position, my cock was pointed down toward the ground off the bed. With each of his hard strokes, I shot rope after rope. My ass tightened around his cock, and without warning, I felt his strokes slow and his cock pulsate. Nothing is better than a dual finish. "That's my boy. Big loads from the both of us. You feel my warm cum inside?". "Yes, you really filled me up", I replied.
I thought this was the end, and that he didn't want to risk me not being able to continue bottoming after I came so he came at the same time. I was wrong! He pulled his still hardened cock out along with some cum that dripped down my leg. "Go to the window", he demanded. I could see a nearby hotel and their rooms literally across the street. "Put your hands on the window and bend over". I followed attentively and he spread my ass with one hand. Skipping opening me up, he resumed a hard fucking. I could hear the wet swishing of his cum lubricating my ass as he used my ass as his own toy. I'm in heaven: risky public (ish) play, stranger, older man, nice cock, used all the moves I personally enjoy, I'm the submissive one - just wow.
Again, the upward curve of his cock hit all the right spots deep my asshole. He was relentless with the pounding and this time was more verbal. He would tell me things like: "Your little ass is going to have so much cum in it", "Fuck you're still so tight", "Tell me you love daddy's cock", "Tell me you need my cum". I told him everything he wanted. It only took what I think felt like ten more minutes of this fucking to get me to cum twice. I told him I was going to cum. This time, my cock was pointed at the window of the balcony. I came harder this time, shooting what looked like twice the amount of cum on the window. Like the first time, he quickly came right after. However, he came mostly inside of me and then decided to pull out at the end to leave a bit more around my asshole.
My legs were quivering. My ass was already sore. My balls were empty. His balls were empty and dripping down my ass like a small stream. He thanked me, gave me his number, and told me to come back for a free night if I wanted some fun. I got dressed without cleaning my self up first and left back to my room. In the elevator, the lower half of my body was soaking wet. I felt like a used little twink and it was a moment I still search for again.
2 years ago