Silver Fox & Barely Legal Twink

Jim O'Connor was straight as a board. The 60 year-old with the crew cut white hair and stubbly face voted Republican, owned several guns, drove a Dodge Ram pickup, and was a retired high school teacher & baseball coach. In fact, the married father of two adult daughters with four grandkids had amassed 19 consecutive winning seasons as head coach. His record during that time was an impressive 322 wins to 96 losses. A 77% winning percentage. Not too shabby.

This is why the five-ten, stocky and brawny man was shocked that his face was buried in between Tyler's smooth, pale ass cheeks. Never once had he fucked a dude before, but he was thoroughly enjoying the sweet taste of the jockstrap covered booty.

Tyler Day was the nineteen year-old son of the physics teacher at the same high school where Jim had been employed. And, the barely legal twink was a one-time piano student of Jim's wife. Interestingly, as cliche as it was, Tyler had even served as waterboy for the coach's Golden Tornadoes team when he was a pupil.

"Ooh, Coach O! Eat that boypussy," shrieked the local community college student. "Your tongue feels so good, Daddy!"

The coach smacked the tender, tiny bubble.

"Oh my god! I want you to fuck me," cried the six-foot tall wispy, small-boned tart.

"Suck my cock some more, boy!"

Tyler turned around and opened wide. He took the mature man's stiff 6¾-inch-by-5¼-inch tool into his mouth.

The coach grabbed the back of the blue-gray eyed, raven-haired femboy's head. "You suck the best cock," he praised the teen. "I'm so ready to fuck your ass!"

Tyler pulled off Jim' cock. "I'm ready too," he cooed.

"Get on your knees then!"

Tyler hopped up on the couch that was in the basement family room of his parents' house. They were out of town for the weekend.

In addition to working part-time as a substitute teacher & bus driver, the retiree also mowed lawns for a few neighbors and served as chair of the scholarship committee for the Missouri High School Baseball Coaches Association. Today he'd cut the Days' yard. Then, Tyler invited him inside to have a drink. It started with lemonade and eventually moved to beer.

Jim moved behind the vixen and started stuffing his sausage in the clenched pink hole.

Tyler's anus gave a bit of resistance, but he willed himself to accept the nice member. "Push it in, Coach O! Take this boypusy!"

"Oh I'm gonna, baby!"

Jim grabbed the strap running across Tyler's lower back and used it to pull him into his loins. He began slamming into the younger guy's backside. He was a jackrabbit in action. His massive nut sack slapped against Tyler's taint.

"Oh, Coach," wailed Tyler. "Your big White cock feels amazing!"

"This ass feels amazing, boy!"

"Oh my god! Yes, Daddy! Fuck your little boy!"

"Yes, baby! Your boypussy is perfect!"

"I love your cock! Pound me!"

"Turn over," ordered the older, masculine fellow.

As the fuck slut flipped over, Jim pulled down the jockstrap.

Tyler giggled. "Your cock is so much bigger than mine."

"What did you expect," chuckled Jim.

"Nothing less, Coach! You're a real man!"

"Thanks, sexy boy," remarked the powerfully built guy as he moved hard into Tyler.

Indeed Tyler's appendage was more clitty than cock. It was a measly, wiry four-and-a-half-inches.

The coach rammed the slight bottom boy.

"Oh my god," yelled Tyler. "This is why I'm gay!"

"Oh yeah," grinned Jim.

"Yes, sir! I love your body, Coach! Fuck me!"

"It's not as tight as it used to be!"

"It's still freaking great! I love having a real straight older man use my boypusy!"

"You do," huffed the fucker.

"Yes, Coach! I always wanted you to fuck me!"

"Oh yeah," Jim smirked.

"God yes! I used to dream about it when I was younger."

"Oh shit! You wanted me fuck you when you were in high school?"

"I would've loved it."

"You're naughty little faggit, aren't you?"

"The naughtiest," Tyler laughed gingerly.

"I love it! I'm gonna keep fucking you after today!"

"Oh my god! Yasssss! Fucking give me that big White cock!"

Jim began licking Tyler's pink and perky nipples. Then he moved over to the boy's shaved left underarm.

Tyler shrieked and giggled uncontrollably at the tickling sensation. "You're best damn fuck I've ever had, Daddy!"

"Oh damn," roared O'Connor. "I'm gonna cum!"

"Please cum in my mouth," begged the sissy.

Jim took out his member and crawled up to straddle Tyler's face. He stroked his dick as the twink sucked the tip. "Ahhhhhhhhhhh!"

Tyler gulped down every drop of the salty baby batter. Then he beamed, "You taste so good!"

The coach lay there spent. He worked to catch his breath. "As good as this was, I don't why I never fucked a boy before. Trust me I'm gonna be back for me."

"I can't wait," Tyler mused as he rolled over and ran a slender finger along Jim's bushy salt-and-pepper, burly chest.

Jim grabbed Tyler's face. They began to smooch. A second round was imminent.