I think one of the hottest things is an older guy who is discretely (secretly) bi.
When people think of a middle aged guy having an affair it is usually with their female secretary or yoga teacher… but I wonder how often it is with a younger guy at the pool. Which is what happened with my Married Guy (visit my blog to read about those experiences).
Here is an experience that one of my new members sent to me. I’m not 100% sure if it is a true story or fiction but either way it is hot!!!
I think one of the hottest things is an older guy who is discretely (secretly) bi.
When people think of a middle aged guy having an affair it is usually with their female secretary or yoga teacher… but I wonder how often it is with a younger guy at the pool. Which is what happened with my Married Guy (visit my blog to read about those experiences).
Here is an experience that one of my new members sent to me. I’m not 100% sure if it is a true story or fiction but either way it is hot!!!
When I was young, I developed a crush on my father’s friend. They weren’t related but I call him “uncle” because of how frequently he comes by the house to help my dad with stuff. He became somewhat a paternal figure for me. He was a bit younger than my dad but old enough to be my own father.
Now, I’m 25 and he’s about 43 I think. We saw each other again. I have already moved out of our home and live many miles away. He was in the city I was living in for a conference. We passed by each other in a cafe and spoke for a short while.
He was still so good looking but this time he was so grown. His shoulders were broader, his face was more mature, and his hair is flaked with white strands. I couldn’t resist the urge to undress him in my head. We spoke for a few minutes and he was a fun guy to talk to. The last time we saw each other I was leaving for college and was a fairly skinny and short. Now, I’m still nothing compared to his big body but I’ve gained a bit of muscle to look decent and cute.
He was in town for two more days and he asked if I wanted to stop by his hotel to have dinner. I said yes because I couldn’t pass on the opportunity.
I texted my dad that night to tell him I saw Uncle Greg. He gave me an few short update about what has been happening to him recently. Turns out, he and his wife are separated and are living in different homes. Recently, he caught his wife sleeping with another guy.
The night of our dinner. I was surprised to find that he wasn’t in the hotel restaurant. Turns out, he wanted to have dinner in his room. I went up to his room and knocked. He opened the door and I saw him dressed in a nice shirt and pants. We were both casually dressed, nothing too fancy. There was already food on the table and a bottle of wine in a bucket.
We began to eat and I’m telling him stories about what is going on with me recently. I told him about my boyfriend, and he was surprised to find out that I was gay.
He didn’t know I was gay and so did my dad. I forgot for a moment that I was speaking to my uncle, a friend of my dad’s. I asked him not to tell my dad, he said yes. After that he was asking stuff about my gay lifestyle. Not in an offensive way, but with curiosity. He wanted to know if I suck dick, if I take it in the ass, or if I swallow.
He popped open the wine and began pouring me and himself a glass. After a few drinks, we decided to sit on his bed. He didn’t stop with the gay questions until he finally asked if I think he is attractive.
I didn’t know how to answer at first because I didn’t know if he was serious. He began rubbing my thighs and looking into my eyes. “I think you’re handsome,” he said. He then told me the story about how he thinks he’s bi. He had a previous sexual experience with a person he didn’t want to tell me who. Upon further inquiry, I found out it was with my dad. In the nights that he slept over when I was young and they were drinking, it would usually end up with my dad in his knees sucking his cock.
Not going to lie, the idea turned me on a bit. Thinking about my dad sucking his friend’s dick got me so flushed and hard. My uncle could see the outline of my dick in my pants.
“Do you want to suck me off?” He asked. I said yes so he pushed me on the floor and let me unbuckle his belt and pull his jeans down. His dick was thick but not long, but it was enough to render me weak because it looked so good. I kissed the tip and started sucking it. His hands were grabbing the sheets of the hotel bed. He was moaning and feeling so good, I can tell. I give good head.
I started playing with his nipple with my other hand at one point. His hands were brushing my hair and I can feel his eyes looking directly at me sucking his cock.
“You have a boyfriend right?” He asked me and I nodded my head while pumping his dick. “Whose dick is better.” I said his.
He chuckled at my response. He said my dad loved his dick too, even though he was happily married to my mom. “You two are so unfaithful for my dick.” Like father, like son I guess.
A few minutes later, he lifted me up and pushed me down on the bed. “Can I fuck you?”
He asked. I asked him if he had condom and lube. He had lube but no condoms. He said he hasn’t been fooling around with anyone besides me, so I let him fuck me. He started with fingering, trying to stretch out my asshole.
When I was lose enough, he lied down and lifted me up. He settled my legs in between his hips and asked me to ride him. I sunk down on his thick cock and I winced a bit because this was the first time I’m taking a dick up my ass. I’m a top.
When I was settled in, I began going up and down on his cock while my hands rested on his hard chest. His hands where on my hips guiding me through the process. He was so kind and gentle at first. He wiped a few tears forming in my eyes. When I was comfortable with the pace and his size, he began fucking into me.
He finally pushed me on the bed again. My head was mounted onto a pillow and my ass was up waiting for his dick. He spitted on my asshole before entering it again. He fucked me relentlessly even after I came. I was shivering and shaking, overstimulated but he didn’t stop, not until he came.
When he was finally close, I asked him not to cum inside because it’s hard to clean, but he did. He probably took it as a challenge. He pushed his dick all the way in harshly into my asshole, grunting and slapping my ass. He pulled out a few seconds later and let my ass drop to the bed. I was spent and tired. Uncle Greg’s stamina was intense. Nothing like I’ve done before.
I stood to go to the bathroom while he was lying down with his forearm on his head looking up to the ceiling. I could feel his cum dripping from my ass, so I cleaned myself up. I forgot to bring my clothes so I came back out still undressed trying to cover myself with my own hands.
Uncle Greg was sitting up, and waiting for me to walk out. I grabbed my clothes and started dressing when he said, “Thanks for this.” It made me smile and I said “You’re welcome.”
“You can go home if you want to but I’d love to keep you around until morning…” and I couldn’t say no to it because he was already getting hard under the covers. And I didn’t want to pass up the chance to get dicked down again.
I asked him at some point if he fucked my dad, but he said no. They only fooled around with blowjobs and handjobs, but no penetration. It turns out, I was his first. And he was so good already.
I left the next morning with one last blowjob to offer him. I walked out of his hotel room, he texted me not soon after with a picture of a sad face and his dick saying they were going to miss me.
After work that day, I texted him a photo of my ass with the same sentiment.
A text from my dad came soon after asking how was Uncle Greg. All I could say was, “He is great.”