The Wingman E2 | My best friend asks me to sleep with his hookup

Everyone is over the age of 18

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The loud music makes the stall walls under my palms vibrate with each thump of the bass. It’s hot and stuffy, and how cramped the bathroom stall is with the 3 of us makes it feel extra sticky. 

Oh yeah....

Kyle is watching me. His eyes stare right into mine while his new friend sucks my cock like a lollipop. My eyes are locked onto his while my hand is around a stranger’s head, following the movements of his blowjob. 

Oh fuck....

Oh fuck…

Oh FUCK!...

I wake up in a sweat and tear the blanket off me. As I feel the wet spots evaporate from under my arms, I stretch my legs outwards. My head hurts and my throat is dry, but it’s time to get up. Well, either that or I skip my workout of the day. Kyle and I always work out together on Saturday mornings before studying.

I manage to get myself going anyways. After I set my towel up at the campus gym, Kyle saunters in with a big smile on his face. He puts his water bottle down beside his foot as he takes the rowing machine beside me. 

“Good morning!” he says in a sing-songy voice.

“We get it. You got laid. Keep it to yourself,” I joke. I suppose it’s usually me that looks like that after a night out. 

“Technically you did too.” Kyle winks at me and puts on his headphones. “Did you get some more after we left?” 

“I’ve told you before that I’m one and done.” The conversation is making me feel a little awkward, but we talk about everything and there’s no one else in the gym so early. “Anyways,” I turned the subject away from me, “how was it?”

“Fine!” A big smile spreads on Kyle’s face again. Obviously, he’s bursting with the need to tell me. I pretend to not care for a second to see if he will start blabbing. “Okay fine, I’ll tell you.”

“Uh huh...” I set the machine to the warm up speed. Kyle does the same thing. 

“It was a lot of fun,” he starts, “but I had to top him.”

“You had to put something on top of him?” I ask in confusion.

“No!” Kyle snorts. “Top him. Like I was the top and he was the bottom.” 

“Ah.” The idea clicks in my head. “Like you did the pitching. What’s wrong with that?”

“Did you see how tall he is? His dick is just as tall. I would’ve loved to sit on that.” 

An elderly man walks in the gym at the precise moment. He’s always there at this time and he usually just walks on the treadmill slowly. 

I lowered my voice and asked, “Well, why didn’t you?”

“Cause I want my asshole to still work,” Kyle says way too loudly. He has a tendency to not understand the use of discretion. The senior man seems oblivious though. “Relax, he can’t hear us. No seriously, he’s a total bottom, so I don’t know if it’s going to work.”

“Total bottom...” I think the meaning of that is pretty clear. 

“And I pretty much am too. Just thought it’d be fun to try something new last night. I don’t know if I’ll see him again.” Kyle increases the speed on his machine and I follow suit. “Thanks for your sacrifice last night though. Did you enjoy it?”

My first blowjob from a man?

“Well, you came in his mouth so it couldn’t have been so bad,” Kyle says loudly. I check to see if the old man is still minding his own business. “Oh, you should have more pineapple. Your jizz is ...” He finishes his sentence by sticking out his tongue. 

“How...?” Then I get a flashback of Kyle and Warren making out in front of my cock right after I busted. The idea of my load getting transferred from one mouth to another... I adjust myself quickly so it’s not uncomfortable as I row. 

“I owe you one.”

After our workout, we shower and meet back up in the locker room. Like I said, having grown up together, we’re not shy with our bodies with each other anymore. At this point, I’m sure he’s seen me naked more times than my mother. Kyle has a small stature, but his gym efforts are paying off. He always says that I’m lucky because I’ve always had some muscle to me. I guess when I look at my father at his age, I should thank him for his genes. 

“Oh here he is again,” Kyle says while scrubbing his crotch with a towel with one foot on the bench. His phone buzzes several times. “Geez, thirsty.” 

“What’s he saying?” I slip on my clean shirt first. I haven’t shaved down there in a while, and my pubes are taking longer to try. 

“Hold on...” Kyle puts the towel around his shoulders and picks up his phone. “Thanks for last night....blah blah...so much fun.... Oh...”

“What?”

“He wants to know if you want to fool around again?” Kyle looks up at me.

“Me? Are you sure?”

“Alright, I’m not going to stroke your muscular jock ego,” Kyle says with a little shake of his head. “He says he wants to suck you off again before getting fucked by me.”

My mind flashes back to my post-orgasm cock leaking while the two make out with each other on their knees. Kyle tasted my cum, which means my juices went from Warren’s mouth to his. Then they went home and fucked with the taste of me inside their mouths. I suddenly saw the image of Warren laying belly down on the bed, while Kyle fucked him, only able to kiss the back of his friend’s long torso.

“Looks like yes?” 

Kyle is looking down at my crotch and I come to the embarrassing awareness that I’m bricking up thinking about the two of them. I grab my underwear from my bag and awkwardly try to slip it on, getting my feet clumsily stuck.

“Curtis, it’s fine. Look.”

I look up and see Kyle’s dick fully hard. I’ve never actually seen him hard despite having seen him naked so many times. That little worm grows to be quite a thick cock. 

“I’m into it too. We don’t have to make it weird.”

“It is kinda weird though, isn’t it?” I say, pulling up my underwear slowly on my thigh. I feel my cock involuntarily bouncing. There’s not much I can do about that, it always seems to happen when I’m turned on.

I’m turned on.

“We don’t have to do it, if you don’t want to.” Kyle’s eyes fixate on my hard dick, which bounces against my shirt. “It’s up to you.”