Chapter 33
by
Zingiber
What position does Ben choose?
Kneeling from behind.
Lillian Menard watched her brother Gary and his girlfriend Bernie on the pad of towels next to the pool with Bernie's cousin Ben. Bernie and Gary were taking turns sucking Ben's penis as they prepared Ben to get fucked by Gary. Lil's eyes flicked back and forth between Gary and Ben's erections, her brother's big, uncircumcised dick and Ben's regular-size, circumcised one. Lil had cheered Gary on to win the race, and now she was going to watch him penetrate another man. But now Lil was fascinated to see Ben's dick head between her brother's lips, then popping up as Gary traded with Bernie, then captured by Bernie's full lips, then popping up again as Bernie traded back. And Lil was excited to know that her brother would take his turn receiving Ben's penis.
With Gary and Bernie working on Ben's ass with lubricated, gloved hands, Ben slowly loosened up. First Bernie's pinkie penetrated him, then Gary's, then Bernie's forefinger. Each time Bernie added more lube. When Ben comfortably accepted two of Gary's fingers and one of Bernie's, it was time.
"I guess I'm ready," Ben said.
"You want to lie on your back or get up on your knees?" Gary asked.
Bernie opened a second condom and rolled it down Gary's precum-oozing penis. Compared to Ben's, it was a bit more of a stretch to get on, especially getting it over the head.
Ben cleared his throat and looked at Bernie, then Gary. "When Bernie and I tried it... you know, with a harness? On my knees worked best."
"Works for me," Gary said with a smile. His favorite position to fuck his friend Peter Walker was from behind straight up the butt, either kneeling or standing.
"Okay. Be careful now. Shake?" Ben asked, extending his hand.
Gary chuckled. "Sure." He grasped Ben's hand and shook it.
Ben got on his knees on the thick pad of towels. He leaned forward and rested his weight on his folded arms.
Gary looked at Ben's rear view. Where his friend Peter was pink with a light summer tan, Ben's skin tone was naturally light golden. Where Peter's long, thin penis angled down from his loose balls, Ben's shorter, slightly thicker erection pointed firmly down from a tightly clenched, crinkled brown sack holding heavy balls. But Ben and Peter had that same target between the cheeks. Gary's cock throbbed. Gary liked girls first, best, and always, but damn if it wasn't good to see a guy bent over waiting to take him.
Bernie squirted more lube onto Ben's ass, renewing the coat from earlier. She pumped lube into her hand, grasped Gary's cock shaft and looked up at him. Her brown eyes gleamed as she smiled at him. "Please be good to Ben. He's been good to me."
Gary winked. "I'll be as good to him as he was for your first time." Ben was Bernie's 'kissing cousin' and they'd tried out new sex techniques together for a number of years. Bernie had admitted her special relationship with Ben to Gary, and rather than pushing them apart, it had reassured Gary that Bernie really liked sex as much as Gary did, that she wasn't just using sex to keep his love.
Just a few weeks ago Bernie had visited Ben and they'd had an extended exploration of anal sex together. Though Gary wished he'd been Bernie's 'first time' for anal, he had to admit that Ben would have been an easier fit. And this was kind of **** for Ben getting her first. Despite Ben having a turn in Gary next. Oh well.
"You ready, Ben?" Gary asked.
"Give it a try," Ben said.
Gary tried to remember everything he'd learned from Peter and Trent and Sharon about penetrating an ass for the first time. He steadied his shaft and set up, touching his cock head to Ben's ass.
Ben felt Gary's cock touch his ass. He heard Bernie's deep, quick breathing and looked round to see a rosy flush of excitement in her golden-skinned face. They'd done this together, Ben into Bernie's ass, and Bernie into Ben's. But now instead of Bernie's dildo Ben would be taking Gary's cock.
"Be gentle," Bernie repeated.
Gary nodded, intent on getting the angle right, the pressure... "Push out a little, Ben," he said.
"Okay," Ben said. "Here goes...uhhAAAHHHWWH!" Gary's cock head popped in. It stretched. It felt hot. It hurt a little. "Wow. Yeah."
"Wow," Bernie echoed. "Yeah."
"God that feels good," Gary said as Ben's ring slid up his shaft. "Really good." He bit his lip, holding back his urge to thrust in, hard, deep. He knew better.
Lillian looked on, fascinated, curled up in the poolside chair.
Bernie kneeled beside her boyfriend and her cousin, a hand on each of them, feeling their warm skin as their bodies quivered. Her two lovers were connected together.
"Can I touch your cock, Ben?" Bernie asked.
"Sure," Ben said, a little breathlessly.
Bernie skinned off the condom so she could stroke Ben's bare, slippery shaft. It had drooped a little after Gary had penetrated him, but came back to attention at the touch of Bernie's fingers.
How long can Gary hold out, and what about Ben's turn?
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When The Cat's Away
Parents' sex cruise lets college kids play until their surprise early return.
Updated on May 20, 2026
by Zingiber
Created on Jul 16, 2003
by Zingiber
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