Part 3, I finally jerked my best friend

I would first recommend reading at least part 2, if not parts 1 and 2. Theyre in this group and on my profile. This will be a retelling of the rest of the night of part 2.

It was February of our senior year in high school. My friend W and I had been great friends for almost 10 years. We were both straight. He was more of the nerdy, socially awkward type. I was more of the shy type, but secretly bicurious. He had never had a girlfriend, or any love interests, I had a casual girlfriend.

We were getting out of the hot tub, having slightly felt each others hard-ons as dares. We put our swimsuits back on and went inside and laid on the huge couch in my living room. It was cold, and we got a big cover to keep warm under, and turned on some TV show or movie. However I was still crazy horny from the earlier fun we had outside, but it was hard to read his feelings on the situation, as I dont think W had ever had any type of sexual encounter ever before.

Wanting to resume where we left off outside, I bet him that he couldn’t take his swim suit off and throw it onto the TV and have it hang on the cabinet. Surprisingly he actually took his suit off and flung it across the room. So I of course followed suit. We just laid there, naked under the covers, in the dark room only lit by the TV, me with a raging boner nd him…who knows. Playfully, I said “can I hold your middle finger?”. He then held his hand out u def the covers. I said “no, your other middle finger.” He held out his other hand. I said “no, your other middle finger.” Acting confused, he reached his first hand over, but I could tell he kind of knew what I was asking for. I then said “no no, your middle middle finger.”

At this point, I was laying to W’s left, him to my right. Without looking away from the TV (avoiding any eye contact?) he rolled onto his left side and kind of pushed his waist towards me. Still under the covers, I reached over and found his dick with my right hand. I was surprised to find that it was super hard. It was slightly smaller than my dick, which already isn’t very big even when fully hard. His was super hard, fairly small, and I could tell he didn’t have that much hair, however he wasn’t the type to manscape.

We laid there, me holding onto his hardon, almost shaking with excitement. He just laid there and watched the TV, never once looking at me or what I was doing. After about a minute, maybe a little more, and not really moving my hand other than maybe just slightly caressing it, I felt his dick start to pulse. He blew a load right there in my hand, without me really doing anything. As soon as I felt the hot cum hit my hand, I started pumping to finish him off. He got sensitive real fast and pulled back. I wiped my hand on the blanket, and we ended up getting dressed and falling asleep on the couch, without saying anything about it.

The next morning we woke up, still on the couch, now with a slightly crusty spot on the cover where his dried cum was left. It was still early, my parents still asleep upstairs, and we didn’t want to get up yet. So we turned on a movie, still on the big couch and under the big cover, laying in the same spots as the night before. I was still horny, thinking about last night’s fun, and I wanted to do more, but he was falling back asleep. He was still laying next to me, slightly on his left side but not in any real easy position, and wearing khaki pants. I sneakily and slowly reached over and tried to unzip his fly. Except that is not an easy task, unzipping a fly that isn’t straight out, and hoping he wouldn’t notice. Being under the covers still, I couldn’t see a thing, just going by the lightest touch, trying to unzip his fly, but I just wasn’t having any luck. So I decided to get up and go get a drink real quick.

When I came back, trying to hide my anxious little boner, I went to lay back down under the covers. As I lifted the cover to get under, I took a peek over at W, trying to still be secretive, to see if it would be possible to get at his fly again. Boy was I surprised when I saw his pants unbuttoned, fly down, tighty whities showing, and a little bulge pushing up. GAME TIME! I slyly reached over and rubbed his underwear with his hard dick underneath. I went to reach into his waistband for some man to hand contact, and he lifted up his hips, allowing me to pull his underwear down all the way.

This time, I wanted to see what I was doing, especially since it was light out. I tucked my head under the cover and took a nice peek at his dick. It was amazing. Nice and small, and certainly not much hair. He was definitely a little behind in sexual development. I caressed and gently jerked his dick. He then brought his head under the covers too, we made brief eye contact, then he watched what I was doing. I was now certain that he had never jerked off before, and last night was his first orgasm. He watched me with definite curiosity. I had slept in sweat pants, which had an elastic band and gave a quick and easy access. I popped my band over my dick, which was absolutely dripping with precum at this point. He looked at mine for a couple seconds, then went back to watching me jerk his. I grabbed his hand and put it on mine, giving him permission to touch, feel, jerk, whatever. But he quickly pulled back….okay thats fine, I’ll at least get some fun with his.

A minute or two later, he started breathing a little heavier, and I knew what was coming…..him, lol. I slowed down and made nice long strokes, and his hips started thrusting and he exploded into my hand. I jerked nice and slow until he finished pulsing. I didn’t want it to end, but I knew it was going to stop. He got soft pretty quick and pulled back, pulled his underwear up over his cum soaked dick, and we just laid there watching TV, not saying a word about what we had done.

He came over a few months later and we had a nearly identical encounter on the couch once more. Still never saying a word about it. We graduated high school and haven’t really kept in touch much, other than social media friends. I wish, I hope we can get back together again sometime.