History Repeats Inc by Robby Sr

But it did. By the time Drake was 19 and headed off to college he had a substantial savings account. Through word of mouth of his increasing number of customers, Drake continued fucking boys all through college. Some of them were close enough to his own age that eventually they all went to the same school, and had orgies in Drake’s apartment that would have made Caligula proud.

Drake & Jordan – Today

The web cam hidden in Drake’s bedroom was in the light fixture right over the bed, and Andy sat jacking in the cabin while he watched Drake carry Jordan into the room and lay his naked body out on the bed. Drake laid down next to him and wrapped his arms around Jordan, pulling him up on top of him. Jordan’s body squirmed and wiggled, and his little butt cheeks flexed as he ground his dick into Drake’s.

On his own, Jordan turned around on Drake’s body, and the cam showed Jordan as he at first tentatively licked Drake’s cock, and then stuffed it in his mouth. At first, Drake laid still and let Jordan do whatever he wanted, but it was tough to lay completely still with a beautiful boy butt right in his face. As usual, Drake gave in, and was soon eating the boy out again while Jordan went nuts on Drake’s cock. He wanted to do everything Drake was doing, so it wasn’t long before Drake’s legs were spread and Jordan’s face was buried in Drake’s ass, and both of them got into a nice butt licking 69.

The deal with Jordan’s dad was: if Jordan wanted to go for it (and obviously he did!), that Andy wanted to be the one to pop his boy’s cherry. So Drake worked Jordan’s butt with his tongue and finger, but didn’t fuck him. After Jordan came a few more times, he was finally spent enough to just be happy laying naked on the bed with Drake’s arm around him.

“You did a real nice job there, little buddy!” Drake told him.

Jordan smiled and squirmed a bit. “Really?” he looked at Drake.

“Oh, you bet!” Drake said. “Any guy anywhere would be real lucky to roll around naked with ya.”

After a few more minutes of small talk and heaping well deserved praise on the boy, Drake went to answer the second question Jordan’s dad had.

“What would you think of playing like this with your dad?” Drake asked.

Jordan woke up on that one!

“Oh man!” he hollered and sat up and looked at Drake. “My dad is soooo hot!”

Drake smiled. “Yeah?” he said. “He gets ya goin’ does he?”

“I watch him fuck women he brings home from the bar all the time, and man, I wish I could do this stuff with him!”

“So you’ve already seen him naked and in action, eh?” Drake already knew this since Andy told him all about he and Jordan’s history, and that Andy, too, always left his bedroom door cracked open so Jordan could watch him fuck. He knew that Jordan’s mom had run off with another man when Jordan was still a baby, and Andy raised him alone. But Jordan wasn’t supposed to know how much Drake actually knew, so Drake asked all the questions anyway.

Jordan giggled. “Yeah, and I watch him take a shower too. He jerks off in the shower all the time,” Jordan said like he was passing on some juicy gossip and giggled some more.

“Do you and your dad hang out naked a lot?” Drake asked, again, even though he already knew the answer.

“Oh, sure! Either naked or in our underwear. No one is home but us, so it doesn’t matter. I just wish I could play with my dad like we did, but I don’t know how to ask him. I don’t want to make him mad.”

Drake smiled and ruffled Jordan’s hair. “I know what ya mean buddy. I wanted to fuck around with my dad too but I had to wait ’til he did something first. I was too scared to just ask him.” Jordan smiled at the common ground they had. “But it worked eventually and we had a lot of fun with it.”

“So, you think I can just ask him?” Jordan asked hopefully.

“Oh, I don’t see why not,” Drake answered. “Even if he doesn’t want to he’d just say so. He won’t get mad at ya or anything. A question like that is normal coming from a guy your age.”

They talked and talked about it. Drake didn’t push, but tried to plant the thought in Jordan’s head so he’d be more natural when his dad came on to him, as Drake knew he was going to. Jordan sat on Drake’s chest while they talked, and the talk made his little dick pop right up again, so Drake stroked it and played with it and talked to Jordan until his own dick woke up again. He glanced at the clock and figured he had at least another 45 minutes until Andy came back. Sometimes it didn’t matter, and the dads walked in on Drake and their boys in the middle of a good fuck, and just stripped down and joined them. But Drake found it was better for the dads who wanted to pop their boy’s cherries themselves to come back and find the two of them dressed and eating a snack or something. The dads had their own plans on how to get things started with their boys, and were only too happy to find out from Drake that those plans would definitely work.

Drake reached out and wrapped his hands around Jordan’s skinny waist, and while Jordan giggled, Drake lifted him up off his chest. Jordan spread his legs and laughed and howled as Drake lifted him up and sat that little butt down on his face and ate the boy out some more. Once again, Jordan turned around on his own and sucked Drake off with gusto, and leaned forward some more and ate Drake’s ass.

After Drake shot a load right on Jordan’s face, they made out a bit, Drake licked Jordan’s face clean, and Jordan sucked the cum off Drake’s tongue. By this time, Jordan’s whole body was wet with a combination of sweat and Drake’s cum and spit. Drake sent him off to the shower to wash up and get dressed before his dad got back.

With Jordan in the shower, Drake hurried into his kitchen. Most kitchens have a small cabinet above the refrigerator, It usually held things that were hardly ever used, since the cabinet was tough to get to. Drake’s cabinet held a VCR. His home office, his bedroom, living room, and bathroom, each had two web cams hidden in them along with microphones. All were activated by motion.

All the action in the office was on tape. So was Drake and Jordan rolling around in his bed, and Jordan’s admission that he wanted to fuck his dad was on tape, too. He put the tape in a sleeve, and then in an envelope to give Andy when he returned. Drake liked Andy and Jordan, and was glad everything was going to work out.

It didn’t always work out. Some of the boys were definitely straight, and had no interest at all in sucking some dick. Some of them would go ahead and let Drake suck them off anyway just because boys that young were willing to experiment. Some of them actually got upset to the point where Drake figured it was time for dad (who was the equivalent of a cavalry) to come back, “just in time.” A few of the boys even took a swing at Drake – which he laughed off. At those times Drake would quietly push the button that was located on all of his phones. That button would connect to the phone without the boys hearing a dial tone. The phone would then speed dial the phone in the cabin. The dads in the cabin didn’t have to answer that phone. That phone ringing only meant one thing – ‘your boy is pissed – get back here!!’  At that point the dads had their answer: that no, their boys aren’t interested in dick and certainly not their dads’ dicks.

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