Have Jennifer get Chris ready for your cock

"Wouldn't you love to feel Chris's warm tight ass around your cock John?" Jennifer asks.

Chris looks hopefully at you, your cock head still in his mouth. Though Jennifer's really excited seeing you and Chris together and has been doing all the asking, Chris seems just as eager.

"Uh-huh?" you say, without really thinking things through.

You see Jennifer reach in her bag for a bottle of lube. You figure you're cool to go with it. After all, you're the quarterback. Every play starts out with you snugged up behind the center's butt to take the snap. Instead of dropping back with the ball, all you have to do is press forward.

"Hey Chris," you say. "This gonna be your first time?"

Chris lets your cock slip from his mouth. "Um, yeah," he says. "For real with a guy, anyway." He shrugs his shoulders. "I never wanted anyone but you."

Jennifer grins, tilting the bottle of lube back and forth. "We've been practicing," she says. "So Chris would be ready when you said yes." She seems very sure you'd go along. "But you are a little bigger than we thought. I loved the feel of your big cock head, but we didn't practice quite that big." She looks to Chris. "You told me you'd seen John hard."

Chris says, "I didn't get a really good look. I said he was about as long as me and a little thicker."

You burst out laughing. They've been after you for a while, it seems like.

"Okay, guys," you say. "Sure. I'll do Chris. But you have to get him ready for me, Jennifer. Lick his ass. Open him up with your fingers. And when I'm done, it's your turn to eat my creampie."

Jennifer laughs. "Is that all, John?" she says. "I've... Well. I guess it WILL be the first time I get to lick cream out of a BOY's ass."

You raise your eyebrows. "Oh?" You think of Jennifer with the other cheerleaders. Stephanie, no. Anna, no. Alexis? Your ex-girlfriend? Your eyes pop open. "Who?" you ask Jennifer.

"A lady never tells," she teases.

Jennifer seems to be doing her best to live up to the cheerleading squad's reputation for diverse, not to say perverse, sexual experience. You figure she'll get a couple more honor notches on her baton today.

You clear your throat and look at Chris. He nods. "Okay," you tell Jennifer. "Get him ready."

"Okay, let me get set," Jennifer says. Jennifer re-does her blonde hair from its wild post-fuck state into a ponytail, pulling it back tight. Chris hands her his handkerchief and she wipes her face, dabbing up the last traces of his facial. Now, except for the gleam in her eyes, her sweet face looks innocent again. She smiles and looks at Chris. "What did I tell you, baby," she says.

"I'm gonna want your ass too," you tell Jennifer.

"Deal," she says. "You just gotta go slow. Real slow. You're gonna be my biggest, too."

Chris gets on his hands and knees on your bed. Jennifer gets up behind him and cups his buttocks.

"Gonna get you ready, baby," Jennifer says. "You're gonna like this."

You settle back to watch Jennifer's tongue work. Her blonde ponytail bobs as she loves up on Chris's balls and slides her tongue up the ridge of his cock root, parting the golden tangle of hair around his asshole.

Chris sighs happily. Jennifer loves using her tongue and as you now know personally, she really knows how to use it.

"Hey, Y'know what?" you say. You already have some laundry to do or explain, and it occurs to you that this is the bed you'll be sleeping in. "Let me go get a towel, better make that some towels."

Chris pays you no mind. Jennifer nods but doesn't turn her head.

You rush to get dressed and trot out to the garage to grab some old towels you use for washing the car, avoiding people's eyes and pretending you're invisible, or at least doing some boring, ordinary chore. The towels are perfect, soft and thick, but faded, ragged and expendable if there's any real mess.

Safely back in your bedroom, you see Jennifer has donned a rubber glove -- she's well supplied -- and is working a finger in and out, in and out, getting Chris lubed inside.

"Hey, I got some towels," you say. "Here"

Chris and Jennifer move aside as you spread the towels to protect your bed, then they settle back on top of them.

Jennifer resumes. "Okay baby, we're gonna try two, Ah. There."

"Ooh," Chris says.

Jennifer laughs. "There you go, that was easy."

You sit down and watch Jennifer work on Chris. On all fours like that, you see the muscles in his leg, trunk and shoulders, the tight, long lines of a runner's body that make Chris eye candy for the girls. The position also turns his naked, pale butt up toward you, his long cock root and tight, hairless balls. And Jennifer's fingers going in and out, getting him ready for you. Gay? So what? It's not like you're in a parade. You smile and shrug inside. You'll give it a try.

At this angle, you get a good shot of Jennifer from behind as well. Her butt is well toned from cheerleading exercise and workouts, but nicely rounded. Tasty buns. It's tempting to reach out and get Jennifer's cute little ass ready just like she's doing with Chris. And temptation, hey? That goddess has your number.

You lay a hand on Jennifer's butt, caress and squeeze.

"What are you doing, John, I've got Chris almost ready for you!" she protests.

"I want you ready too."

"Why?" Jennifer asks.

"Hold still." You get a handful of lube and start circling her crinkled anal ring.

Jennifer quivers. "Hey!" But she doesn't pull away. She takes a deep breath.

"Because while you're eating my cream out of Chris..." you begin, then pause to concentrate. You stiffen your finger and penetrate Jennifer's ass.

Jennifer squeaks. "Ooh!"

Your cock hardens. "God you're hot. And open."

"Why? What happens then?" Jennifer asks.

You work your slippery finger in and out, fucking Jennifer's ass. "Because while you eat my cream out of Chris's ass, Chris will be eating his cream out of yours."

"Uh...deal," Jennifer assents. "I just want to watch you guys start first, okay?"

You add some lube and a second finger. Jennifer IS hot and really open. You think maybe you should start with her. "Hmmm," you say. "You have a warm tight ass yourself. Snug, but not too tight."

Jennifer sighs as you thrust gently with your fingers. She keeps working on Chris, but now the rhythm of her fingers matches yours.

More lube. A little faster. More lube again. Another finger.

"Ohhh," Jennifer moans.

You laugh. You have a pretty, sexy cheerleader wrapped around your finger. Fingers. Two, now. That's about as thick as Chris.

"Lube?" Jennifer says. She holds up the palm of her free hand. You squirt in a pool. Jennifer works it into Chris, who sighs as she slides out her fingers and reinserts them, wet and slick.

You add more lube to your working hand, press the slippery stuff in, and withdraw, raising a third finger beside the first two, and add lube again.

"Go slow!" Jennifer protests as you try and re-enter with three fingers.

"Okay, slow."

You listen closely as Jennifer guides you in. "Hold on, wait. Okay, push a little. Hold steady there. Oh. Oh wow. Just hold, don't push! Okay more. Little more. Now stop. Whoa. Wow. Just hold."

At the same time, Jennifer has been slowly working three gloved fingers into Chris's butt. He sighs and moans whenever she presses or thrusts. As you hold still, Jennifer starts moving her hand in Chris. He moans loudly with her motion. You hold back, feeling Jennifer's hot butt squeeze your fingers gently.

"Hey, is everybody ready?" you ask.

"Ahh," Chris says.

"Uhh-huh," Jennifer says.

"Taking my hand out," you tell her. You slowly ease your hand back as Jennifer sighs, until your fingertips pop out of her slippery opening. She definitely looks more open than when you started. You wipe your hand on a towel. "Now you." Jennifer slowly draws back her hand, then removes her used glove. You give your slippery hand a good rub with a wet cleansing wipe.

"Jennifer, get up next to Chris," you direct. She crawls forward next to Chris. Now there are two pink bare butts in front of you, one round and smooth, the other a little squarer with a little blond hair in the cleft, each with a sheen of slippery lube between the cheeks. You look from one to the other, wondering where to start. You smile again, stroking lube onto your cock, looking over your possibilities. You can start wherever. As long as you finish in Chris and maybe give Chris a chance to finish in Jennifer, you're good.