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Making the team

fubarnd

Jockstrap Fan
I was in my hotel room stripped down to my jockstrap browsing grindr as normal. I tell guys in my profile that I love sports gear and especially jockstraps. I got a message from a guy that said he was a football coach and loved jockstraps too. He was a fit middle age black guy that was interested in helping me get ready for the team.

The only problem was he didn't have a vehicle as he was travelling with another guy and couldn't host. I offered to go pick him up and we could go back to my hotel. I arrived at his hotel and was quite nervous as I was waiting outside. After a few minutes he came out nicely dressed and very polite. We drove back to my hotel making small talk and when we got to my room, he said that it was time to prove that I had what it took to be on his team.

I stripped down to my jockstrap and he checked out my muscles and made sure my jockstrap was fitting ok. He paid close attention to make sure the straps held tight around my ass cheeks. He made me do some stretching and bending as he felt the straps to ensure everything was just right.

He told me to undress him so I took off his shirt and his nipples were good and hard so I took each one in my mouth before moving on. I pulled down his shorts and found a well packed Shock Doctor jockstrap. The contrast with his black skin was stunning. He showed me how his strap fits and said that I did good picking my jockstrap out.

I knelt down and started rubbing his package through his jockstrap and took his cock out of the side of his pouch. It was easily 6 inches and very thick. I began licking up and down the shaft and sucking on his balls and his cock grew a few more inches. I was really concerned that it was going to be too big but I was determined to show coach I had what it took to be his tight end.

He stood me up and bent me over the bed and began rubbing his thick fingers all over my eager asshole making me moan like a bitch. I then felt his mouth licking all over and his tongue trying to fuck my hole. He grabbed the bottle of lube that I had on the nightstand and began working that into my boy pussy ever so gently. The pressure from his big fingers was so intense I couldn't imagine what his cock was going to feel like.

After a few minutes he pulled away and began lubing his cock and asked if I was ready to practice for the team. I said that I was ready coach. I felt his massive head spreading my cheeks and pressure on my hole give way to his massive member. When the head popped in, I saw stars from the pain. I started to move forward to get away but he held me in place and told me no pain, no gain. The pain started to subside and give way to intense pleasure as he began slowing working his cock further and further in.

After a couple of minutes I felt his wiry pubes against my ass and I reached back underneath and felt his massive balls against the bottom of my jock pouch. I felt more full that I have every been. I think if he stood straight up I would have just been hanging from his cock. He started withdrawing his cock and and started working it in and out long dicking me. The pressure was so intense. He would alternate between slow and steady and then would pound his cock in and out like a jackhammer. My cock was straining against my pouch and leaking like crazy.

All of a sudden he pulled all the way out and my ass felt so empty. He flipped me over onto my back and lifted my legs over his shoulders and shoved his cock back in balls deep. He leaned down and wrapped his arms around me and continued to rock his hips working his cock back and forth all the way in. The black monster was hitting spots inside that I didn't know existed. I reached down and held onto the straps of his jock as he was fucking me.

After a few minutes he straightened back up and took my little white cock and balls out the side of my jockstrap and began jacking me as he was fucking my ass. I told him I wouldn't last long.

As he worked my white dick up and down I watched as his big black cock worked in and out below my jockstrap. I felt my orgasm coming and told him that I was cumming. I blew a stream of cum up to my nipples and as I was cumming he rammed his cock in as far as it would go and let out a roar as he filled my insides with a massive load of cum. I could feel his cock spasm inside me over and over as I felt the warm liquid filling all the available space. I had streams of cum all the way up my chest which his leaned down and sucked up.

After a few minutes I could feel his cock softening and he slowly pulled it out. I couldn't believe that thing was all the way up inside me.

As he was cleaning up and I could feel his cum starting to leak out, I asked if he thought I could be on his team. He smiled and said that we would have to have some more tryouts and do more equipment fitting but thought I would be a great addition to the team.

I put on a pair of shorts and drove him back to his hotel and he thanked me for picking him up so we could have some fun. I was glad my pickup seat was leather because I had a massive cum stain on the seat where it had leaked out from my jocked ass and shorts.
 

BillyC

If not commando, then jocked.
This reminds me of a real trip I made about 15 years ago to Pasadena, CA. I hit the apps looking for ass, and a beautiful jock ass appeared in my messages — lightly hairy black bubble butt with a pink pucker that looked pristine and wanton. The tryout was to see if this college grad school (CalTech!) stud jockboy could take a rough fuck from a true horsecock.

He showed up at my room and stripped to a well-worn Bike 10 — caged. He offered me the key and I told him it (and his dicklet) were of no concern to me. He flushed and obviously was turned on by that, which increased the blood flow to my cock. It didn’t hurt that this young guy could have been on the cover of any fitness mag — every muscle popping and perfectly defined.

He went to his knees, opened my jeans, told me he was surprised that I hadn’t exaggerated and went to work the best he could. I schooled him — Marines never lie. Don’t get me wrong — he was a damn good cocksucker, he just wasn’t used to my size.

I finally asked him if he was there to indulge his baby suckling issues or to get fucked. He dutifully got onto the bed on all fours, knees at the edge of the bed and wide apart. He asked me tentatively if I was really a rough fucker, and I smacked his ass hard enough to make him yelp and leave a mark that was still there when he left — my profile said so explicitly, and Marines . . . well he already knew we don’t lie.

I spit in that beautiful cunt of his and ate him until it loosened up and he was begging me to rail him. I did. He yowled like a stuck pig at first and told me he was seeing stars, had fallen to his face on the bed, but never trying to tap out. (My profile also said that if a bitch started, I’d finish no matter what.)

He came twice while I drilled him — held confined and constricted by that cage but gushing his messy seed in actual puddles. The second one was so long and so intense as he chewed the bedspread that his cunt quite literally milked my nut out of me.

When I pulled out after a quite draining release he fell completely flat and lay there gasping while his hole gaped wide. I went and wiped my gooey cock and complimented him from the bathroom — he was clean as a whistle all that way inside him. He laughed and said, “Not anymore!” I’ll never forget that, because I was at that time not given to much humor and it almost made me laugh. I told him he’d “made the team” and he laughed.

I made him surrender his jockstrap, which is among our collection to this day.

I’ll leave you with that musing as my birthday has come to a close. Fond memories. Thanks to @fubarnd for reminding me.
 
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