Craigslist 1st Time Ever - Coached

The Second Meetup

At 10:00 the following Saturday I arrived at the address he provided me, already rock hard, wracked with nerves.

We had exchanged emails all week and I had had a hard time doing anything but jerking off to my memories of my first time in the motel. He talked a big game over email about turning me into his cockslut jockboi, and how if I was as good of a boy as I was at the motel we could make this a weekly thing.

I flipped my pre-cum-dripping cock up into the waistband of my athletic shorts as I stepped out of my explorer and headed for his door. I was about to ring the bell when he opened the door, big smile on his face wearing a suit.

 "Right on time! Good boy." he said, sounding like a coach, as he welcomed me in. "Well I have been thinking about it all week." I responded.

No sooner was the door closed than he had me pressed against the wall, tongue deep in my mouth, hand inside my shorts groping at my ass. "Mmmm fuck yeah boy I love how hard your cock is for me," he said quickly before kissing me deeply again. He pushed off of me and walked over to a lazy boy while unbuckling his dress pants, "Now get on your knees and get my cock equally hard."

I dropped straight down in between his legs and desperately helped him take off his underwear. I stopped at the sight of his heavy soft cock, then slowly kissed and licked it, doing my best to tease him. After a few seconds of the smells and sensation of his hardening cock overwhelmed me and I took him deeply into my mouth. I started slowly sucking, leaving as much of him inside my mouth as I could so I could feel his big coach cock grow. He got bigger and harder than the first time, and when I took him out to work his balls and once out of his mouth he asked me, "are you ready to be bred?"

"Yes Coach Kev."

"Alright, get naked and upstairs, first room on the right, face down ass up."

I did as he asked, got naked while he took the rest his clothes off (he had removed his suit jacket and tie while balls deep in my mouth). As I turned around he gave my ass a slap, "good boy."

I jogged up the stairs and assumed the position in a darkly lit guest room that had a full mirror over the closets next to the bed.

I heard him come in behind me and as he walked over I could see him playing with his balls before grabbing some lube from the nightstand. As he walked over I said, "I've been thinking about you taking my ass again all week."

The bed shifted and his goatee was promptly buried in between my cheeks, tongue entering my hole almost immediately. I moaned and groaned, "yes coach. take my ass coach. fuck me coach."

As soon as I said fuck me, coach he pulled his face out and shoved my onto my side so I was facing the mirrors. "Grab your top leg and pull to your face," he instructed while rubbing lube on his cock. Once my leg was forward he coated my cheeks and hole, rubbing for a minute before lining his cock up. He pressed slowly, the pressure building and me trying to relax. As soon as he kissed me I opened up and received his thick hard cock in one motion with a light moan.

He slowly started fucking me while kissing as I moaned away with my eyes closed. Our kiss ended and I looked at the mirror to see this silver gorilla focused totally on opening up my hole. The second I saw it I shot my load, my Coach filling me up immediately after. We kissed again for a minute and slowly he pulled out. 

I went to get off of the bed only to hear him boom, "Who said we are done here?"