So I (39 yo dad/bear in Kansas) started chatting with a 21 yo straight virgin guy after he had posted several times online and was getting frustrated sexually. He had kind of a twink/lean body, a little petite because of his age, but was not fem. He was clearly masculine and had hair starting to fill in the right places and a slight bit of young stubble. I think part of his trouble was he was South Asian heritage and we live in a conservative white part of the US.
Anyway, I pitched something to him after a little chatting: I asked him if he would be turned on at the thought of touching a man’s cock. He told me he considered himself straight, but was curious. He said he didn’t want to taste it or kiss me, and I of course told him I understood.
I’m a middle aged dad with a bearish body, extra pounds, and plenty hairy. So I warned him it would be different than a male model or other boys he had seen in the locker room. If he wasn’t prepared for that, it could be a turn off or he might think it gross. But I also told him if he leaned into it, it could actually be really arousing for him to be doing something nasty and taboo with a “daddy.” Even though he was a virgin and straight, I think he understood this and was becoming more eager to try it.
So we finally meet. I could tell he was really nervous but really horny. We walk to the bedroom and I tell him to stand there. I stripped to my boxers and then lay down on my back on the bed, my head and shoulder propped up on the pillow. I’m fairly aroused that I have a good looking lean 21 yo straight guy watching me, so I’ve got a semi causing my boxers to bulge. I spread my legs open fairly wide on the bed and look at him standing there. “Do you see my bulge?” “Yes” “Are you doing ok?” “Yes” “Ok, then strip naked in front of me.”
He got undressed in place quickly and stood there. I could see his cock. It was large for his age and body size. More long than thick, with some veining and a nice head. He had an erection already. His skin was light brown, but the head of his dick was lighter and his scrotum was darker.
I told him to come sit on the edge of the bed. When he got there, I said, “Ok, you’ve got an older man aroused lying in front of you. Now’s your chance to explore a cock.”
He reached out quietly and felt my cock through the fabric. I got very hard with his touvh. A small stain formed on the fabric where I had leaked a drop of precum. I pointed it out to him and he began squeezing my cock head between his thumb and fingers through my underwear. The stain got bigger.
He just sat on the edge of the bed rubbing through my boxers slowly while I watched his face. He didn’t really take his eyes off my cock. After a minute, I took his hand without saying a word. I curled his fingers down to a fist except for just his index finger sticking out. I think he was confused. Then I slid just his index finger through the fly of my boxers. I felt his cool fingertip make direct contact with my penis. I could see from his face it registered… he had just touched another guy’s dick. I lifted my hand away and watched. He slid his finger up and down feeling the shaft of my now fully erect cock. He kind of paused and felt the ridge of the cock head and kept going all the way to the tip.
“What do you think?” I asked. “It’s ok” he said sheepishly. “Do you want to see it?” “Yeah” he answered without hesitation.
I slid off my boxers. I spread my legs wide toward the corners of the bed. “Ok, I’m spread eagle so you have full access. You should touch wherever you want. Dick, balls, ass, you go where you want.”
He kind of clumsily reached out and fondled my cock. He grabbed my shaft in his hand and squeezed it some, feeling it hard. He cupped my balls and kind of bounced them. He ran his fingers through my natural bush a few times. He rubbed his hands over my chest hair and nipples a couple times. But he steered clear of my ass.
While he was touching me, I reached over and began to rub his cock. I wrapped my hand around it and used my thumb to gently rub his frenulum. I could tell it felt good to him. Meanwhile he just kept fondling my hard cock and looking at it.
“Here, let me show you where I’m touching that you like” I said. He backed his hands off my cock, both curious but also maybe worried he did something wrong.
I used my left hand at my cock shaft to hold my cock up and pull the skin sort of taut on the shaft. Then I used my right hand to point to the parts of my cock. “This is the glans. Most people call it the head. On the underside, where the head meets the shaft, that’s where the most nerves are. It’s called the frenulum. Try focusing on that.” I pulled my hands away.
He started rubbing my frenulum and I quickly got very hard and started oozing precum again. A drop would form, and he would take a finger and stretch it out, then rub it on my chest.
“If you keep touching me there, I’m going to cum” I warned him. We had not talked about cumming when chatting, just touching. He didn’t say anything but just kept rubbing my frenulum.
By now his rubbing on my cock had my body reacting involuntarily. My balls and belly began to tense up. I was breathing heavily. I began to moan.
“Do you want to make it cum?” I asked, unsure how he’d reply. “Sure”
I told him to grip my cock firmly, jack me off, and pay attention to the head. I was so worked up I came almost immediately. My cock pulsed several times. At first a shot of cum up near my chest, then a much heavier but shorter shot of cum on my belly, then several smaller pulses where the cum dripped down the head and shaft over his hand.
He stopped jacking and looked at his cummy hand. I smiled and told him there was a towel in a drawer in the nightstand. As he cleaned up his hand, I asked if he wanted to cum, but he said no. I think it was a lot for him to process.
He sat by the bed for a few minutes, with me lying their going soft, covered in cum. I asked him if he wanted to touch my cum. He said no. I asked him if he felt me cum, and he said yes. (Typical young short one word answer.) “What did it feel like?” “I dunno, warm and then when you came I could feel it like pumping in my hand.” “Did you watch the head like I said?” “Yes, you shot pretty hard.”
I told him he could wash his hands and he got dressed and left. I hadn’t heard anything so later that day, I messaged him. “Well, what did you think about it all?” “I liked it” “Say more lol” “It was pretty hot I’ve never jacked a cock but my own” “Ok well glad you had a good experience.”
I didn’t really expect to hear much from him. He was straight and it was experimental. But a week or so later I got another message, and we continued chatting and have met up a few more times. He’s let me make him cum. But I mainly focused on training him how to milk a cock well. I hope someone else benefits from the training some day. :)
Local DMs ok.
Source: reddit.com/r/gonewildstories/comments/io9od9/straight_virgin_guy_touches_kansas_dad_cock_mm
This is pretty hot. I’d love to dry hump an older guys cock