The Education of Billy Boy

Billy Boy adapting to his new life. From his first Photoshoot with Big Jim to getting used to wearing only a jock at Tennis Club meetings. Not to mention dealing with the crush he has on his sexy boss Sean O'Toole

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  • 5 Min Read

Billy prayed to the universe that he wouldn't get hard as he stripped off his clothes in front of his new boss and four Seniors from the college tennis team. When the pants came down and his sexy underwear was revealed he heard hoots and hollers erupted in the locker room. "You a stripper?!" Got a hot date tonight Coach??!!" "Sexy man panties!!" He dropped his underwear quickly as Jorge handed him a jock in a plastic bag. In a low voice Jorge observed. "Nice dick, dude." 

Billy pulled up his jock and kicked into Coach mode. "Okay boys let's settle down." He sat on the bench as Sean took the control. "Parker tell Coach Noff why we hold meetings in our jockstraps."

Parker stood up and addressed Coach O'Toole "This way we are all equal. Our coaches and our fellow players. No one is in charge. We all are equal."

The smart ass in the group boldly said, "We're all equal but some of us have bigger dicks."

Smiling , "Okay. I get it!"

Coach O'Toole told the boys to hit the showers and turned to me. "Come on grab your clothes, let me show you around." He looked like he just walked out of a GQ magazine. Sculpted Irish face. His body was white, pale even. His ginger crew cut accentuated his pleasing features. And yes ... he was getting a woody just thinking about the man

The only door into the gym was found in the locker room. The student showers were tucked away for privacy.

"So, we can just walk around in our jocks."

"Today, sure. It's Sunday. Did you find a place to live yet?"

"Found a nice apartment with a pool. Few miles South of here. Palm Grove apartments."

"Palm Grove? I know that place. I hired a photographer last semester to shoot the boys individually and in groups. Nice guy. Big guy! Come on let's play a few rounds."

He led me into the gymnasium  which contained the basketball court. Passed that and down a hall were the Sports offices. "This is your office. Par for the course, desk, phone, file cabinet and that door leads to a bathroom which you and I share. My office is next-door and the cafeteria is down the hall. Get some shorts on and lets play a few rounds. I'd leave your shirt off Indiana boy. Hotter than hell today."

The men were accomplished tennis players and knew their game well. 

But Billy was distracted. As Sean bounced all over the court Billy could see he was wearing flimsy shorts and his obviously large cock bounced up and down frantically. Afterwards they went to their offices. Billy got naked grabbed a towel and opened the door to his bathroom at the same time the naked Sean was opening his.

"Oh Jezz, sorry." Billy stammered covering his gen.

"No problem. Shower's big enough." Sean turned on the water, soaped up a wash cloth, "Get in here." Billy stepped into the shower, Sean started washing Billy's back and holy fuck the man from Indiana started getting a hard on. Calmly he took the wash cloth from his boss and started washing his back Taking.  With a second washcloth Sean washed his own junk and turned to Billy and began washing his junk. "A little hard-on, huh? The boys they pop boners all the time when they shower." Sean squeezed some shampoo in his palm and attacked Billy's hair, so he took suds and spread it on Sean's crew cut. They started laughing while they rinsed off their bodies. 

"I'm so grateful you accepted the position. You and I are gonna rock this team!!!

Driving home Billy decided he admired the way Sean O'Toole carried himself and he was obviously good natured. His body was beautiful. Showering next to Sean was breathtaking. He told himself to go straight to his computer and jackoff to a sex story on GayDemon.

Unfortunately when he got back to the apartment. he saw Big Jim taping a note on my door.

"Hi Jim!"

The old gentlemen turned around. "Hello there Billy Boy. Just got a call from a former client, your new boss, Sean. 

"He mentioned you. Spoke very highly of you. He said you did a great with the individual shots of the players."

"And I think his nudes were beautiful. His body is so perfect."

Billy smiled. "You paid him to pose?"

"Oh No! He found me for the tennis shoots but used me when he wanted nude photos for his girlfriend."

His heart sank. Girlfriend? Then what was the whole thing about being in the shower together? If he wants some nudes of himself. Why not! "Okay Big Jim I'll let you pay me a hundred dollars and I will strip for you.."

"Sweet." Big Jim put his arm around Billy's shoulder walking him to his apartment. "I get the feeling I should jump on this opportunity before you get too nervous."

Once inside the apartment was set up like a studio. Multiply cameras. The small dining room had a light set up.  A fancy French sette and an old leather saddle were in the corner. Photos in large frames mostly of naked men and men having sex with each other. His dick was getting hard. After setting up his camera Big Jim asked Billy if ever smoked pot. Billy nodded. 

"Go to the light table. There's a joint there and a lighter from last night." Billy sucked the joint halfway down in 2 minutes.   

"Have you got white briefs on?"

"No, just a white jock."

"That'll do. Put the saddle on top of the sofa, please." Big Jim instructed, "then get on the saddle with your very beautiful round ass in the air." Snap. Snap. Then suddenly he felt his neighbors tongue licking his butthole. Big Jim pulled the camera closer. He leaned in and spat on Billy's hole. The close-up was perfect and included one of straps from the jock. Snap. Snap.

The pot hit Billy as Big Jim put the saddle back. "Get on the sofa Billy and start whacking off." A series of photos were taken. Then Big Jim handed him a dildo, "start fucking yourself." Stoned as he was ...  Billy was having difficulty time. 

"What's a matter, kiddo?"

"Big Jim, I have never been fucked up my butt. I'm sorry."

"Okay." Big Jim pulled out a tube of astro glide, greased two of his fingers and smeared the lube on Billy's Boy beautiful butthole. Then greased Billy's middle finger and  helped him stick it up his ass. Snap. Snap. Snap. "What I should do is fuck you!"

NEXT Chapter - Billy has to get fucked but by who!

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