Most unexpected sexual encounter

[old gay dude]

Three’s Company – part 5

Carol slid my remaining clothing down to my knees, where they fell the rest of the way to the floor. My hard cock first stuck in my underwear but, at some point, it popped out and settled just opposite Carol’s mouth. At seven inches, it wasn’t the biggest cock in the world, but she seemed impressed. As I looked down, I saw that the tip was crowned with a small pyramid of precum. I swiped my right index finger across the tip and presented the finger tip to Carol’s lips. She just looked at it. “Lick it off,” I said. For a moment, she hesitated and then did as she was told. She gathered the precum onto her tongue, closed her mouth and swallowed it.

“Now, it’s time to suck my cock,” I said. Without hesitation, she leaned forward and engulfed the head with her lips and mouth. She moved her mouth partway down my cock and then back almost off it. I pushed into her mouth so that her lips almost touched my groin. She gagged a bit and I pulled back. “Take it slow,” I said, “and gradually take a little more each time.” She began moving up and down my shaft. I allowed myself to enjoy the action as I watched the concentration on her face.

Now, another thing that older brother taught me was edging. He said it would make me last a lot longer. I had been using the technique ever since. When I felt my orgasm building, I pushed Carol away from my cock. She looked surprised and a little disappointed. “I’ll be back,” I said, “we don’t want Bill feeling left out”. I turned around and told Bill to stand up. He did so. “Take off your clothes,” I said. He slowly undressed, throwing his clothes on the floor. Once he was naked, I examined him from head to toe. Seeing his five-inch erection, I said, “no wonder Carol likes mine better.” His face turned beet red and he tried to sit back down, “No way,” I said, “you’ve got work to do”.

I turned sideways and directed Bill to kneel in front of me. Carol had an excellent view of what was about to happen. “Suck it,” I said. Bill looked confused. “Isn’t this one of the things you wanted to happen tonight?” He slowly nodded a timid “yes”. He moved closer to me and put his hand on my cock. He directed it towards his mouth. I got the impression that this wasn’t the first cock he had sucked. He was definitely better at it than Carol. After a few strokes, he was deep throating me. My turn to be surprised. I allowed myself to enjoy the awesome sensations for a couple of minutes. I then pulled back and took my cock away from his eager mouth. “Did I do something wrong,” he said. “On the contrary, Bill, you did everything too well.”

I looked at him kneeling on the floor and said, “I guess you won’t mind if I fuck your wife?” He looked at Carol, then looked at me. “Go for it,” he said. I turned to Carol who was still sitting on the edge of the bed. “I think I want you on top,” I said. She didn’t reply. I laid down onto the bed beside her. I told her to straddle my face. When her juicy cunt was over my face, I began to eat her out. I licked and sucked and soon had her bouncing on my face. Actually, it sort of hurt. I pushed her away from my face and told her to slide down to my cock. She moved down. She lifted her body until she was over my cock. With one hand, I guided my cock into her. She lowered herself and let out a grunt. “Ride me, sweetheart.” I said. In less than a minute, she started to cum…. and cum…. and cum. I was starting to get close to the edge. I turned on my side while pushing her off and onto the bed. “I think you liked that,” I said. “Now it’s Bill’s turn.”

Three’s Company – part 6

Bill started to climb up the bed to take his position overtop of his wife. “Whoa, cowboy,” I said. “What do you think you are doing?” Bill looked at me and said, “you said it was my turn.” That’s correct,” I replied, “it’s your turn to get fucked.”

The look on Bill’s face was priceless. Carol was having trouble keeping from laughing. “Come on, Bill,” I said, “you are a man of the world. I am sure you have done this before.” Clearly, he hadn’t. I looked at Carol. “What are you laughing at,” I said. “You have a part in this.” She looked puzzled. “We have to keep Bill from hurting. We will need some lube.” She got up and started to walk to the door. “Where are you going,” I said. “You have all the lube he will need. In fact, you have a whole mouthful.” I told Bill to get on his hands and knees, and told Carol to get behind him. I told her to use her hands to part his cheeks and start lubing.

She went to work. From the sounds that were coming from deep in his throat, Bill was enjoying it. I sat back in the chair. After a few minutes, I told Carol she had done a fine job. I traded places with her. Me behind Bill and her on the chair. She would have a good view. I moved up until I could get my hands between Bill’s ass cheeks. My cock was hard again. I placed the tip against Bill’s moist hole. I leaned forward and started a slow push inwards. Several times, Bill made noises like he was in pain. He also made some grunts, moans and groans that sounded more like pleasure than pain. Soon, my full length was buried in Bill’s ass. I started to move back and forth, in and out.

I leaned forward until I could reach Bill’s cock. It was partially erect and drooling precum. I motioned for Carol to join me. I told her to lay on the bed under Bill and to take his cock into her mouth, She looked unenthusiastic but did as she was told. Bill was now moaning loudly. His ass kept squeezing and releasing my cock. Without warning, he started to cum. His body tensed up and started to spasm. I heard a gasp from carol as the flow of Bill’s juices flooded her mouth. I had to hold Bill up as he was about to collapse onto his wife. Carol slid out from under him gasping for breath. Looking at her face, I could see that she was wearing more cum than she had swallowed. I pulled out of Biil’s ass and moved over to the chair. Carol was sitting on the edge of the bed.

“Clean up on Aisle three,” I yelled. Carol looked at me, clearly not understanding what I meant. “Time to clean your husband’s ass,” I said. She started to get up. “Where are you going,” I asked? “I need to get a wash cloth,” she replied. “Oh. No,” I continued, “you have everything you need right here. Remember how you applied your lube. Well that’s how you are going to clean his asshole.” I thought she was going to cry. Apparently, she had more balls than Bill. She slid onto the bed and between her husband’s legs. A couple of minutes later, Bill had a clean, shiny asshole. And had started moaning again.

I think Bill wants to return the favor, Carol. It is time for you to see what back door sex feels like. But, first we all need a shower and Bill needs to recover.

to be continued

 

[old gay dude]

Three’s Company – part 5

Carol slid my remaining clothing down to my knees, where they fell the rest of the way to the floor. My hard cock first stuck in my underwear but, at some point, it popped out and settled just opposite Carol’s mouth. At seven inches, it wasn’t the biggest cock in the world, but she seemed impressed. As I looked down, I saw that the tip was crowned with a small pyramid of precum. I swiped my right index finger across the tip and presented the finger tip to Carol’s lips. She just looked at it. “Lick it off,” I said. For a moment, she hesitated and then did as she was told. She gathered the precum onto her tongue, closed her mouth and swallowed it.

“Now, it’s time to suck my cock,” I said. Without hesitation, she leaned forward and engulfed the head with her lips and mouth. She moved her mouth partway down my cock and then back almost off it. I pushed into her mouth so that her lips almost touched my groin. She gagged a bit and I pulled back. “Take it slow,” I said, “and gradually take a little more each time.” She began moving up and down my shaft. I allowed myself to enjoy the action as I watched the concentration on her face.

Now, another thing that older brother taught me was edging. He said it would make me last a lot longer. I had been using the technique ever since. When I felt my orgasm building, I pushed Carol away from my cock. She looked surprised and a little disappointed. “I’ll be back,” I said, “we don’t want Bill feeling left out”. I turned around and told Bill to stand up. He did so. “Take off your clothes,” I said. He slowly undressed, throwing his clothes on the floor. Once he was naked, I examined him from head to toe. Seeing his five-inch erection, I said, “no wonder Carol likes mine better.” His face turned beet red and he tried to sit back down, “No way,” I said, “you’ve got work to do”.

I turned sideways and directed Bill to kneel in front of me. Carol had an excellent view of what was about to happen. “Suck it,” I said. Bill looked confused. “Isn’t this one of the things you wanted to happen tonight?” He slowly nodded a timid “yes”. He moved closer to me and put his hand on my cock. He directed it towards his mouth. I got the impression that this wasn’t the first cock he had sucked. He was definitely better at it than Carol. After a few strokes, he was deep throating me. My turn to be surprised. I allowed myself to enjoy the awesome sensations for a couple of minutes. I then pulled back and took my cock away from his eager mouth. “Did I do something wrong,” he said. “On the contrary, Bill, you did everything too well.”

I looked at him kneeling on the floor and said, “I guess you won’t mind if I fuck your wife?” He looked at Carol, then looked at me. “Go for it,” he said. I turned to Carol who was still sitting on the edge of the bed. “I think I want you on top,” I said. She didn’t reply. I laid down onto the bed beside her. I told her to straddle my face. When her juicy cunt was over my face, I began to eat her out. I licked and sucked and soon had her bouncing on my face. Actually, it sort of hurt. I pushed her away from my face and told her to slide down to my cock. She moved down. She lifted her body until she was over my cock. With one hand, I guided my cock into her. She lowered herself and let out a grunt. “Ride me, sweetheart.” I said. In less than a minute, she started to cum…. and cum…. and cum. I was starting to get close to the edge. I turned on my side while pushing her off and onto the bed. “I think you liked that,” I said. “Now it’s Bill’s turn.”

Three’s Company - due to some health issues, I have been unable to finish this. I am now almost well again and will finish it soon.

 

[thickcockjames]

I think most of my stories along these lines happen due to me thinking a woman is too hot for me, but for some reason it works out in my favor.

So this exact scenario played out for me at least 3 times in college. I was in a band in college, and we lived in a pretty cool house with very understanding neighbors so we’d have parties at our house that rivaled the frat houses. It wasn’t uncommon for our house to have 75 people over on a Wednesday. It also helped that our house had a reputation with women for being an incredibly safe space to be, and during a time when roofies were really taking off, that was a very welcome change from other places.

Eventually it was mostly people I recognized and knew on some level. But now and then a woman would show up that I didn’t know, me being a horny college kid I’d have to investigate. On a few occasion a woman would walk though the door that was just on a different level. I knew she was going to be bothered by every guy in the place and I just didn’t feel like competing for the affection of someone. Plus in my low self confidence era, I just assumed she wouldn’t pick me anyway. So I’d go back to playing cards or whatever drinking game we were playing.

One particular woman ended up coming to a handful of our parties and every time there would be guys just waiting for their chance to hit on her. On one of these occasions she came over to me, sat in my lap and we chatted and had a good time at the card table just enjoying the night. At a certain point I said. “Why did you choose to come sit with me?”and to that she replied “because you’re cute, all the other women who come here say you’re a good guy and every time I come here you ignore me!”
“Ignore you? No, I noticed you. I just didn’t want to be lost in the crowd of guys hitting on you.”

Later on we started making out and she asked me to go her place, and I was like “well, we are at my place. My room is right there” and she grabbed my cock and said “yeah but I can’t make you breakfast naked in the morning if we sleep here.”

That was a very fair point. So we went to her place, had a very wonderful night of fucking. And she did make me breakfast naked, even with her roommates around. Haha.

Great night.

 

[quicksilver1]

I had spent some time in Asheville but had to fly out of Greenville SC. I stop at a gas station and go into the store. There’s no one except a worker and a young dude wearing a baseball cap. He was very cute. I can’t stop looking at him and notice he does the same. I head toward the bathroom, and he follows. I don’t really need to pee, and luckily there is no barrier between the urinals. We end up taking our dicks out, clearly showing to each other. I said I’m going to be late for my flight if I don’t cum fast. He gets hard too, and he’s huge. We spit into our hands and start jacking. I only need a minute, and I start cumming into the bowl. He cums too a little bit later. He stuffs his semi back in his jeans and leaves. Didn’t think this was going to happen in SC.

 

[chrisrobin]

I had spent some time in Asheville but had to fly out of Greenville SC. I stop at a gas station and go into the store. There’s no one except a worker and a young dude wearing a baseball cap. He was very cute. I can’t stop looking at him and notice he does the same. I head toward the bathroom, and he follows. I don’t really need to pee, and luckily there is no barrier between the urinals. We end up taking our dicks out, clearly showing to each other. I said I’m going to be late for my flight if I don’t cum fast. He gets hard too, and he’s huge. We spit into our hands and start jacking. I only need a minute, and I start cumming into the bowl. He cums too a little bit later. He stuffs his semi back in his jeans and leaves. Didn’t think this was going to happen in SC.

My favourite sort of encounter, one I enjoy in a little cottage where local delivery guys go to jerk when they are on their delivery rounds. Always happy to check it out and oblige in any way they like - I see a vehcle parked up and I always know its bingo time.

 

[Vastian]

When I lived in sf we had a few friends. Straight Rob, gay rob, and not sure Rob. Straight Rob was a punk and not of much interest to me. Gay rob was not exactly my type but his confidence and stories were super interesting. Not sure Rob was extremely attractive to me, but we never really talked or even spend much time together when he was at our apt. There was one night after a rave he and I ended up on the couch together and don't remember what led up to it but ended up giving him a blow job. Really not planned or expected but happened.

 

[Maxime Steele]

Met this guy on a horseriding event. I worked there and he worked there as well. First time our eyes crossed we knew the sexual tension was there. I stayed there for a few weeks in a trailer on the property. The first night he came at my trialer. We fucked all night, he was hung like a small horse himself!

 

[Inshape69]

Met this guy on a horseriding event. I worked there and he worked there as well. First time our eyes crossed we knew the sexual tension was there. I stayed there for a few weeks in a trailer on the property. The first night he came at my trialer. We fucked all night, he was hung like a small horse himself!

Thats so sexy. I bet it was amazing

 

[Strapguy]

This was two years agoa before I met my boyfriend.

I do LARP (Live Action Role Play), where you dress up in fantasy costumes and go into the wilderness to act out crazy stories and battle with foam weapons. It's very nerdy and incredibly fun.

My character is a fire wizard. It was sunset and he was in the woods searching for magic artefacts. During my search I caught sight of another group of players from an opposing faction. Now we all immerse ourselves in this game pretty seriously so we are not really thinking about sex all that much while we're there. And we weren't this time either.

Anyway, I am captured and tied up. While this large group of about fifteen people wander off to hunt down more people, three soldiers are left behind to guard me and another prisoner. For men and one woman.

Our characters start talking pretty bitterly to each other and I convince one of my captors to untie me and challenge me to a fist fight. So I get untied and we mock a fight.

The thing is, it turns into a wrestling match on the ground, and it's not sexy at all. It's clumsy because I'm in a cloak and he's covered in green body paint which is starting to come off. We both tire and start pinning each other to the ground. I don't know when it happened, but I realised soon enough that I was rock hard and my fuck was digging into his side, but I just ignore it and we continue roleplaying. A minute later, and I feel his hard cock pressing into me too. And fuck it's huge, like at least 8 inches.

I don't think the other three have caught on to our arousal at this point. And we haven't broken character. In fact I think it was the fact that we were in character that we could be so bold. Anyway, the violence subsides a little, and we are now half wrestling half grinding in the middle of the woods. I think at this point two of the onlookers figure out that we are getting excited and find a discreet reason to leave. The third, another guy, just stays. Nobody breaks character.

Clothes are start to come off and we are now both shirtless, and I can kinda see where this is going, except I don't want to have sex with a guy in front of another guy, in a public space. But this is where it gets really surprising for me. The third guy intervenes in our fight to break it up.

He's the guy who I peel the clothes off. Lean body with a hint of a six pack, and a decent cock but not nearly as big as the other.

We are all really confused at this point. We are in character and nobody wants to break it because it's a nice mask to hide behind in terms of accountability. I'm the first to nove and I put the third guy's dock in my mouth while the guy I originally fought with is jerking off.

Luckily enough its twilight and densely wooded, so as long as we're quiet, we shouldn't get caught. The encounter is oral between us all. Small with no advance warning and no lube and no condoms is a no go. But lasts a good 20 minutes I'd say. There's no kissing... It didn't feel tender enough an occasion. I still remember cumming on the second guy's enormous cock. He was jerking off while I came on top of him so I shot onto his forearm as well.

What weirds me out most is that our characters just resumed their business right afterwards. We are all three still friends but we don't have any sexual tension when we hang out. It kinda fizzled out as quickly as it came.

Your story got me so horny, the outdoors and the rubbing especially.

 

[old gay dude]

Three’s Company - due to some health issues, I have been unable to finish this. I am now almost well again and will finish it soon.

Three’s Company – part 7

The shower proved to be a disappointment. It was you basic bath tub a with a shower curtain to keep the water in. My first need was for a piss and I did so with Bill and Carol watching. After I was done, they took their turns at the toilet. I contemplated the shower situation. No way that the three of us were going to fit in, let alone have sex.

I decided to be greedy and leave Bill out. He grabbed a quick shower and then went to take a short nap. I sat on the toilet seat and pulled Carol onto my lap. While Bill showered, I played with Carol’s clit. When the shower was empty, Carol and I stepped in. No time for foreplay. I grabbed her under the arms and lifted her straight up. It took a bit of effort, but I managed to slide her down onto my stiff cock. I pushed her up against the back end wall of the shower and she let out a gasp. “Wow,” I said “you came fast.” “No way” she said “the tiles are fucking cold.”

I began slowly moving her up and down on my cock. As she neared her first orgasm, I sped up. Carol soon started to cum and continued coming non-stop until I reached my orgasm. I think we both screamed as I shot my load deep inside her. I held her there until we both could breathe again.

I turned on the shower and we washed the sweat off. We got out and towelled off. I followed Carol as we went to the kitchen to get something to eat. Carol grabbed a beer out of the fridge, handed it to me and told me to have a seat. She left to wake Bill and bring him to the kitchen. She grabbed two more beers and gave one to Bill. She sat next to me at the table. She must have said something to Bill as he started to make bacon, eggs and pancakes. When the meal was ready, Bill placed it on the table. We began to eat and the food was delicious.

When we were done, Bill began to clear the table. I grabbed Carol and laid her out on the table top, legs spread apart. I grabbed the bottle of maple syrup and poured some on Carol’s pussy. I licked and slurped until she started to come. I poured on some more syrup and told Bill to take over. As he bent over, I took some more syrup and lubed my cock. I quickly plunged it into Bill’s ass. He seemed not to notice. I pumped hard into him and soon came. He seemed not to notice as he brought Carol to several more orgasms. When it was over, we all sat at the table and smiled at each other.

“I think it is time for me to leave,” I said. “But first, I need to clean off this syrup.” I went over next to Bill’s chair and positioned my dick near his face. He licked and sucked and make everything nice and clean. When he was done, I went to the bedroom and put on my clothes. Returning to the kitchen, I kissed them both goodbye. Bill had put on some shorts and sandals and told me he would drive me home. When we got there, Bill said “that was great. Hope we can do it again.” I told him I would meet them at the hotel next Saturday. I went into the house for some much needed sleep.

I met up with Bill and Carol on two more weekends. It was enjoyable. The third weekend, I went to the hotel and they were not there. I waiter gave me a note. It was from Carol. It said that they had met a couple their age and would be spending weekends with them. She thanked me and signed the not – “goodbye, love Carol.” I was happy for them and by the end of the evening, I had found a young lady to go home with. (but that is another story)