Curious Friend (His first Handjob)

by SymbolMan

12 Dec 2022 4628 readers Score 6.6 (20 votes) PDF Mobi ePub Txt


It was a Sunday Morning, i had work today for most of the day. I am a student who works a part time retail job, it is by far a busy life but i fit what i can. I am about 5'6, average build with tons of dark hair. I'm an older student at 19, i failed school a few times so i generally am a little behind. I made friends at the start of the year with Will, a 17 year old in my class. We were studying business, but both of us did not really know what we  were doing in lessons. I never really noticed Will sexually, but he certainly has some attractive features. He is very tall at 6'0, with a slim build. He was very twink like in appearance, but had dreamy cute green eyes. He was always very much straight, he never struck me as anybody who liked guys. We were friends for 3 months or so and were very close platonic friends, until this one sunday morning we had this exchange over Snapchat- he openly knew i was gay.

Will: I had the weirdest dream about u last night

Me: What was it?

Will: Have u seen the film friends with benefits 

Me: Yeah? Why

Will: Like it was a Monday and we was in our suits and we came up with the idea just to do it once and we when back to ur house and did it but it meant nothing because we were just friends and I’m straight but we just did it   Me: Urghh, thats weird. Damn dreams are weird

Will: Yh it is the weird thing is I think it was good

Me: Thats kinda weird man haha.

Will: Like with me I think I would want to sleep with a guy once just to see how it is how different it is with a girl 

Will had never even slept with a girl yet.

Me: Wouldn't that ruin the friendship.

Will: But like if i did do it it would probably be doing with a friend because then we know that I was straight and there would be no feeling involved 

Me: You sure bro, like maybe it would feel good. But would it be weird. 

Will: True but like I wouldn’t care I would not have feelings about it u know what I mean  Will And plus I would just laugh it off at the end tbh 

Me: Okay, maybe we could try some stuff if you want. Its gonna be weird like touching your dick and stuff haha

Will: And for me I like girls and that would never change and like we would be friends still if we ever done it 

Me: Okay i am down. I guess it could feel kind of good. What would you like to try?

Will: But like I would like to weird the same thing as the dream 

Me: what happened in the dream

Will: It was like we was in our suits shirt and tie and we just came up with the idea of doing it. And we go to your house and we just did it."

Me: Okay, well i could wear my shirt. When do you want to do it. 

Will: Well people are in uniform tomorrow 

Me: Okay maybe tomorrow then. It might be a little weird though at first haha.

Will: And Yh tbh me too I’ve never done it before, i hadn't even kissed anybdoy yet.

Me: Its alright, we can just try what you want. I'm okay with no kissing, kissing, just whatever your comfortable with. Anyway im down. Will: So am i. Thanks, Steve.

Me: Okay then, so maybe go back to mine. Chill, and then do it. Will: Shit can we skip the chill and just get to it  Me: Okay Bro

... Later on

Will: So like what’s gonna happen  Me: Maybe touch each other, make out? Then maybe i can give you a handjob, or suck you.

Will: I’ll be fine kissing let just go straight into kissing idc and then u can do all the stuff I don’t really know what it called  And yes u can give me a handjob. Idk just like u can suck and handjob me i don’t mind 

Me: So should i just take off your bottom half, and keep your shirt on. And should i take my trousers off?

Will: Yeahs thats cool.  Me:You gonna touch me, down there Will: Yh we will see because I’ve never done it before but Yh maybe 

...

Next day:

Will: You down for later Me: Yeah

Will: Do u want to get to college a little earlier and go into that changing room and practice making out  "Okay i'll see you at 9?" I rushed to the changing room.  Will: I’m a bit early but I’m here already 

Will was wearing suit trousers and a white shirt. He looked incredibly sexy- twink hot. He was slim and tall straight guy, and i was about go get  into his pants. He seemed pretty much straight, this was mostly him just wanting to feel good down there. He had no girls yet. I greeted him and he seemed nervous. We talked and tried to keep it casual, it was a little hard though with what was about to happen. We moved from the changing room, as a ton of other students kept coming in. We walked to a nearby stairwell, to which Will seemed anxious of the idea of somebody walking in. "You ready?" i told Will, "Yes" he said, with a hint of anxiety. I awkwardly inched closer to him, and we locked in a fairly slow and awkward kiss. His lips tasted beautiful, and  his tongue mashed against mine. He was very timid with it all though, and we shortly backed away. We had a few more mini kisses, it was weird- i am unsure if he enjoyed it, but i was. He was a hot twink. 

Will said he was unsure if he was willing to go back to mine, to which i said "whatever you want man". I wanted eagerly to strip him down, but i had  restraint. We had our hour or two lesson that slowly ticked by- i was heading out. "wanna try again at yours" Will said, seemingly ready for another go.

We got to my house and slowly head upstairs to my room. I laid him on the bed, and we had another kiss this time. He seemed a little more relaxed this time. he was actually going for it, and i laid on top of him. we aggressively kissed with mashing tongues for a few minutes, it was a very hot and sexy tongue battle.I lowered my hand down as we kissed, i felt a large lump in his trousers and instantly realised i was touching his cock. He moaned a grunt when my hand reached down, he was a total virgin and this was his first time being touched down here. he was enjoying it. i began to stroke and grope him while we kissed. I wanted to savor his virginity for long as possible, so kept the teasing. I would claim his virgin cum eventually.  His cock was very long, around 7 inches. It was not girthy, but had a very long tip. i could make this out from the amount of groping, i quickly unbuttoned his suit trousers to have even more access to his dick. He had white calvin klein boxers on, this really turned me on. He was a lanky hot twink in my bed with a raging hard on. I groped him through his boxers for a few minutes longer, i really felt it rage with blood in my hands. There was a damp patch in his boxers, he was incredibly turned on. I eventually pulled his pants down, and he blushed a little. It was his first time being seen hard naked- he was pretty huge though. He had virtually no body fat so his skinny long cock looked even bigger. I savored the sight, before i resumed kissing him, and began to furiously give him a handjob. I moved my hand with a tight grip, throwing his foreskin up and down as i wanked him for his milk. If he came he would still be a virgin, but he would of given some of milk to his hungry gay friend. My hand continued to furiously wank him. i did not want to make him cum yet but then i heard a grunt. Without warning, larges squirts of cum came rushing out of Will. He was furiously cumming. He made subtle grunts, but did not overtly react to it. He seemed to him kind of just pure for pleasure, like he just wanted to cum. He was not gay, he just needed to release. His cum splattered my bed, and he apologised briefly. After he came, he quickly pulled his calvins back up, got his suit trousers, and left. After he left, i came multiple times just thinking about earlier. He told me thank you via text later, and we never spoke of it again. He now has a girlfriend.