The Wingman E3.5 | Two bottoms don't make a top

Everyone is over the age of 18

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From Kyle’s POV:

It's obvious when Curtis is embarrassed. The tip of his ears get bright red and he looks like you just caught him taking the last cookie out of the jar. He's had that same expression since we were kids. 

How times have changed. I glance at him shoving his wet tip back into his boxers, bunching up the waistband in a surely uncomfortable way. For someone who looks like they should be athletic, he trips over his feet on the way out the door. 

Warren’s rock-hard cock in my hand stole my attention away. For a bottom, he has an extremely nice dick. The girth of it feels great in my grip and it's long enough to look like it can hit the right spot without being painful. It's a shame that he doesn't use it. 

Fuck. Warren opens his mouth and I see the milky goo coat coat his tongue. I kiss him and he shares my best friend’s jizz with me, the jelly-like consistency wrapping around my tongue. 

“MmMm…” Warren’s shaft pulses in my palm. “Oh fuck!” 

“How does it feel to have a load in both ends of you?”  I swallow Curtis’ cum and taste him travelling down my throat. 

“So…hot…can you finish me?” Warren gasps, then coughs at the cum lingering at the back of his throat. His breath reeks of Curtis. 

“I want you to fuck me,” I say. I spit on his pent up dick, stroking the beautiful length slowly. “You have a really nice cock.” 

“I'm already really close.” 

I know it's an excuse. He just doesn't want to top, but the temptation is too hard to resist. I straddle him and hold his head to kiss him, placing his wet dick so it slides along my asscrack. 

“Fuck!” Warren squirms out of the kiss in pleasure.

“Does that feel good?” I watch his face attentively as I slide his pole past my hole. “It's better inside.” 

“Yeah,” he says. “Okay. Go for it.” 

I spit on my hand again and massage my saliva into his cock, enjoying the way his hips rise and push me up while I prepare his dick. Then, I aim at my hole and start to sit down on it. 

“OhhHHH…” We moan in unison as it goes in. My hole’s muscles tighten after the head and I take deep breaths to relax myself. Yet, it's Warren’s turn to be impatient now, and he holds my asscheeks open while trying to look around the side of my body to see what's happening. 

I take a couple of deep breaths, mentally will my hole to relax and sink onto him. 

“Oh my god…” Warren’s hands squeeze my cheeks. 

“Not so bad right?” I hold on to the foot of the bed to help lift myself up. Riding him slowly, I let my hole relax until I can take him more comfortably. His dick indeed is pushing on the right spot and making me grow hard on him. 

“Your friend is really hot… fuck…” Warren’s eye narrow when I grind on his crotch. “You too.” He touched my hardening cock, whose tip is still dripping post-cum juices from before. “And your dick feels amazing.” 

“Your dick feels amazing,” I moan as I find the right spot to fuck myself with him. “Oh yeah…” My cock thickens in his grip. My hole, now warmed up, takes him easily and I increase the speed of my riding.

“Do you think he’ll want to … fuck… do it again?” 

I ignore him, using his blond hair as leverage while I use his fantastic cock to pleasure myself. “Oh yeah…. oh yeah….”

“Do you think you can get him to fuck me?” 

I sigh and slow down, then sit directly on him. 

“Sorry.  I'm just wondering.” I could feel him get softer in me. If I kept riding him for another minute or so, I probably would have finished again. He did say he wasn't a top. 

“It's alright.” I shake my head. “Maybe he's still outside.” Without taking his pole out of me, I reach backwards to grab my pants. Fishing the phone out of my pocket, I call Curtis.

“Hello?”

“Hey, you still outside?”

“Yeah, I wasn't about to ditch you. You done in there?” I felt Warren’s dick stiffen back up inside me with the sound of Curtis’ voice. 

“Not quite. Can you come back in?” I naturally start riding again, loving the natural curve of the hard dick inside of me. 

“Why?” 

“Just do it for me, man.” I hold back a groan as I bottom out on Warren again and his dick presses against my prostate. I hang up and throw the phone behind me. 

“Is he going to come?”

He'll come alright. Curtis is always there for me. We’re always there for each other.

Sure enough, the door creaks open minutes later and Curtis walks in. 

“Jesus!” He exclaims. I guess it is ridiculous for him to walk and see a big cock in my ass for the first time in our decades-long friendship. “Dude!” 

“I need you to keep him hard so we can finish,” I turn my head to say to him. I can't see his expression but I can imagine it. 

“I don't think I have any more gas in the tank,” he replies. 

“Just let me have it in my mouth,” Warren says like the hungry slut that he is. His dick is hella stiff in me. Curtis walks over and tentatively takes off his sweats again. His soft cock hangs under his thick unkempt dark pubes. 

Warren kisses the flaccid dick, then tilts his head to suck on Curtis’ low hanging balls. His stiff cock flexes inside me and I start riding him again. 

“MMm fuck… mmM…” Warren makes out with Curtis’ nuts while I ride him, bouncing faster and faster. He pulls behind Curtis’ right knee to get him to get closer and Curtis naturally straddles his body. That meant of course, that I got a first row seat to Curtis’ ass. 

I've seen it before, but never so up close. An airplane strip of dark hair lined his crack until his puckering pink hole. 

“I'm going to cum,” I say to his crack. Warren’s hand around my cock tightens and strokes quickly as I stare into my friend’s virgin hole. “I'm cumming!” 

“I'm cumming too!” Warren says with his mouth full of Curtis' nutsack. His hips flail upwards, amplifying my need to explode. 

“UhHhHhHhH!!!” We both moan, and I spill my second load on his stomach. Warren stops thrusting and we convulse together, trying to make our parts fit together like a puzzle. My face comes inches from getting in Curtis’ crack.

Curtis steps away and I lean down to kiss Warren, giggling into his mouth with his dick throbbing inside me. 

“Can we go now?” 

Warren and I turn our heads to look at Curtis pulling up his pants. He's not hard, but he's definitely not soft either. 

“Yeah we can go.” I breathe out a big sigh at the amazing sex I've had today. I kiss Warren again, my hole pulsing on his shaft.