My Son’s Friend

Hey y’all. Check this one out. Names changed to protect the sexy! I hope y’all enjoy it too!

I (44 at the time) came home from the bar one night. My son had a few friends over hanging out playing video games. They were all in the 20-21 age range and I was a bit intoxicated.

I chatted with the group for a few, then grabbed something to eat and headed to my bedroom. I had been in there for a little while watching TV when Andre knocked and slowly opened the door.

Andre was a good looking 20 yr old black kid. He was about 6ft tall, thin and athletic looking. I knew he was gay, he certainly wasn’t shy about it. I am secretly bi, but as far as I knew no one else knew.

He asked if he could come in and I said yeah, come on. My kids, their closer friends and I were pretty close knit. I was the cool dad they came to for advice or to vent about whatever so I didn’t think much of it at first.

He sat at the end of the bed by my feet and just started some small talk. After a few minutes he reached up and put his hands on my shin. I looked up at him in complete shock. He had to have noticed because he drew his hand back really quick.

He apologized really quickly and said he’d seen me looking at him lately and that he just thought… and trailed off.

I’m a natural people pleaser, and have been noticing him moving around my house. I reassured him that it was ok, that he was ok and wasn’t wrong about me looking at him. He was very attractive. I explained to him that I was more than twenty years his senior and he was after all, my son’s friend.

He assured me none of that mattered to him and he promised he would keep my secret. By this time I was really turned on by the situation and conversation. I could see through his shorts, he was too. Alcohol and horny was clouding my vision.

I asked him what he wanted. Very shyly he asked me if I would suck his cock. With a chuckle I got up out of my bed and went and locked my bedroom door. Then I made my way back to where he was sitting on my bed and knelt in front of him.

I brushed my hand across his hardness as I reached for the band on his shorts. He helped me wiggle them over his ass and hips and I slid them down and over his feet.

In front of me was the biggest piece of meat I’d ever seen in person. I’d guess about eleven inches and thick. I wrapped my hand around his shaft and moved in. I licked my lips, then his mushroom. Opening my lips I took in his head and some of his shaft on the first bob.

Working a hard cock through my lips always loosens my ass up. This time was no different. After a few minutes of hearing him try to keep his moans and sighs quiet he stopped me. He told me he wanted to fuck me.

Stroking him with my hand I told him I didn’t think he’d fit. I’d never been with anyone close to that size. He pressured and assured me he’d go slow. Finally, I agreed.

He got up and guided me to the bed and laid me on my back. First he started with his tongue. It was only the second time I’d been rimmed. Holding my legs up in the air over his shoulders his tongue worked my hole and it felt amazing.

Once he felt I was wet enough he started loosening me with his finger, then two and finally three. I was rolling my hips and pushing back on his fingers. My cock was rock solid and leaking everywhere.

He spit on my hole and stood up. With my legs against his chest, I felt that big slab poking and searching for my entrance. Once he found his target I felt some pressure and tried my hardest to relax my muscle.

Slowly he made his way inward and despite my very best attempts to let him in, my ass wasn’t cooperating. I felt like I was being split in two. He’d pause a little then move in a little and pause again. He was holding true to his word on taking it slow. I don’t think I could have been so patient as twenty.

Finally after what seemed like the most painful hour (actually it was really only a handful of minutes) of my life, he was in and moving slowly back out, as the pain faded the pleasure set in.

He fucked me for a few minutes before I felt that familiar tingle of an orgasm. He must have been hitting just right because I had my first and only hands free orgasm to date. I shot cum all over my belly.

I guess the constriction of my orgasm felt good to him. It wasn’t long after before he started thrusting faster and grunted under his breath as he unloaded inside me.

He thanked me, got dressed and left me laying in my bed with cum dripping out of my ass and splattered all over my belly.
The next day he texted me and told me he thought I broke his dick. He was really sore. We met a few more times after that. My son will hopefully never know.