(All people in this story are over 18)
I had a hookup with an older male hairdresser when I was in my twenties but have always been “straight” and married.
So a couple of years ago, my wife and I(44) separated. She moved back home and I stayed where I was. As time went by I started to feel the urge to explore and finally downloaded Grindr to find someone that just wanted to suck my cock with no strings attached. I finally found an older guy(58) that was kinky as hell and a complete bottom. Perfect right? He would come over at a drop of a hat, pull my jeans down and suck me off until I came down his throat. Then he would get up and leave. He never asked for anything more.
This went on for a couple of months. I’d get horny, call him up and get taken care of.
After awhile we started to get to know each other and one day I asked him why he never asked for anything in return as it made me feel like I was using him for my pleasure. He told me that when he was younger he used to live in NYC and sold himself for sex but it was always to guys that wanted to be used and degraded. He’d bring them to a back alley, push them down onto their knees and shove his cock into their mouth until they start to gag.They would get his cock all slicked up with their saliva then he’d pick them up, turn them around, drop their pants and thrust his slicked up cock right up their ass while calling them all sorts of names. He’d fuck them rough while shoving his fingers in their mouth and pulling their head back and they loved it. They always came back over and over for more.
When he moved to a smaller town he decided he didn’t want to be that way anymore and wanted to do what made him feel good so he did a complete 180 and became a bottom. He said he loved giving pleasure to others which in turn made him feel good.
His story made me start to wonder what it would be like to be one of those guys so I asked him if he would consider doing something like that with me? Lucky me he said yes. He told me the next time I get horny give him a call and he’d make me his little bitch.
It only took me a couple of days thinking about this scenario and I was all worked up and had to call him. He told me to get cleaned up and when he got there I had better be naked and on my knees waiting. He showed up and immediately walked up to me while stripping down. Let me tell you, his cock was gorgeous and intimidating at the same time. At least 7.5 inches with a big ring piercing on the head and a ring at the base.
He was already hard, grabbed my hair and pulled my face into his crotch. Told me that good little boy’s breath in their Daddy’s musk before they start licking. He ran my mouth over his hairy balls and up and down his shaft. Put his fingers in my mouth, opened my lips and rested his head right on my tongue.
“To be a good boy you have to take Daddy’s cock in your throat “ as he started pushing in.
I could feel every vein as it slid across my tongue. He pulled my face in further and his cock hit the back of my throat making me gag and fill my mouth with spit. He fucked my mouth for a few minutes making me take his cock deeper with every thrust until my nose was pushed against his pubic hair.
“That’s my good boy. Now swallow to take the rest” he said while my eyes were watering and I felt the pierced head push into my throat. He kept it there for about 10 seconds and then pulled it out so I could breathe.
“That’s pretty good for a first timer. You’re a natural cock sucker. Now it’s time to give Daddy your boy pussy.”
He took me into the bedroom and had me get on the bed with my ass up and face in the pillows. He got behind me and made me moan when he buried his tongue in my ass. I could feel it all around the rim and push inside. I had never been rimmed before and damn he was good at it. He’d stop rimming me and then started smacking my cheeks getting closer and closer to my hole.
“Pull your cheeks apart boy so I can slap your pussy and get it nice and red for me.”
I reached back, pulled my ass open and he slapped me right on my hole over and over. When he was satisfied he spit on his finger and slid it right in. I was hard as a rock and moaning like crazy. Then a second finger joined the first.
“Damn boy you are tight. Have you ever been fucked?”
“No Daddy” I said.
“Well I’m gonna fuck your tight ass pussy and breed you deep.”
That was when I heard a cap open and he squirted some lube on my ass and rubbed some on his cock. He grabbed my hips and I felt the head push against me.
“Push out. It will hurt less” he said as I felt the head enter my use to be virgin ass.
“That’s it boy, you’re doing good”.
I felt his cock slide in deeper until his hips were pushed up against me.
“Are you ready boy. You’re tight as fuck and I’m gonna loosen you up” as he began to slowly work his monster cock in and out.
“Yes Daddy. Fuck my tight boy pussy”
He started to go faster and harder. I felt his piercing rub on my prostate every time he went in and out. I had never experienced that feeling and oh my god it felt good. That was when he reached around and started rubbing my cock.
“I’m not gonna be able to last too much longer boy. I’m going to breed you deep”.
“Yes Daddy. Breed me. Fill me with your cum. Please Daddy”.
He pushed in one last time and I swear I felt him cum deep inside me. I felt every pulse of his cock. He stayed inside my ass as he kept jerking my cock until I came all over the bed beneath me. Then he pulled out and laid next to me.
“How was that?” he asked.
“Oh my god. That was fucking awesome. I never knew what I was missing.”
“If you liked that, maybe next time I’ll bring my partner and we can really have some fun?”