Sure, but the other two are uncertain

Loretta and Val look uncomfortably back and forth between you and Connie. Val is the first to speak up.

"I'm not so sure I want that. I'll wait to see how Connie likes it."

"If it's anything like fingers, I'm game, but given how much bigger John's cock is to Connie's fingers, I want Connie to go first, too."

"Well, girls, if you want this, we need some lube."

Val grins at you and pulls out a bottle of baby oil from her bag. "I know you can't use this with condoms, because it'll put holes in the latex, but that isn't our problem any more. It'll feel great for lube."

"That's perfect, Val. Okay, Connie. We have everything we need."

Connie says, "Except for a bed. But this is a rest area. They have picnic tables here." You all start looking around for picnic tables. Val points and says, "There's one. And it's surrounded by trees!"

Connie takes off running and you are close behind. Loretta yells, "Don't you two start without us! We want to watch!"

You get to the table which is three-quarters blocked from the parking lot by bushes and trees. Connie gets to it first and bends over the end of the table most protected from view. The other girls catch up. When you turn back to Connie, she already has her waitress uniform skirt flipped up. Val hands you the baby oil. Loretta kneels at your feet and pulls out your johnson, licking and sucking it to full staff. Then Val gets on the ground in front of Connie and starts sucking on her clit. Connie moans and wiggles her ass, while you grunt at Loretta.

"Oh, I am so ready. John, grease up and stick it!" Connies exclaims, shivering close to an orgasm.

"Okay, folks,, time to watch your first live-action porn movie of anal sex! Cue porn jazz!"

Val chants, "Bow-chicka-bow-wow!' Everyone laughs.

You get behind Connie and put your hands on her hips. Your thumbs spread her cheeks wide, showing you her brick-red rosebud.

"I'm gonna get you ready first, Con, my love." You pour just a tiny bit of oil on your thumb. Val plays with your cock from the side to keep it hard. You get your thumb slick with oil.

You press against her asshole, making small circles over it to help her open up.

"Oh, my," Connie says, but she doesn't say anything else. You press harder. "Oh, oh, oh, oh, it's gonna go in! I can feel my ass tensing up!"

"Take a deep breath and relax. It's better if you relax." You've ass fucked a few girls but most of them thought it was weird. Only Angela Carruthers in college thought it was almost as good as intercourse, but she was a total slut who'd do anything, including lick her own ass off your dick. One time she even licked the ass of that blond chick from Angela's floor that you had a threesome with off your cock. That was a night to tell your grandchildren about.

Connie dutifully took deep breaths, trying to relax. You can feel her sphincter get looser and suddenly your thumb is easing through.

Oh, oh, oh shit! It's ... it's going in. It hurts just a tiny bit, but mostly I like it," the redhead says. Then you slip in to the first knuckle, and she shouts, "Stop. Stay there!" You hold it right there.

"Val, go back and lick her. It'll help." She scoots under Connie's gorgeous chest and leans in.

"Mmmm, Val, you have the best tongue," Connie says, her voice calmed down.

"Hey, you said I did," Loretta says, some mock attitude behind it. The three of you chuckle. That's when you push forward putting your whole thumb inside the waitress's ass.

"Oh, my God! That feels so good!" Connie can't keep her hips and ass still, so you slowly withdraw and push in again. "Oh, fuck me with that thing!" You go faster.

Loretta shucks your cock a bit more. "Would you do the honors, Lor? The oil?"

"You bet, my lover and soon-to-be baby daddy," she says then laughs. The other two laugh too.

Val says, "You know, when we all have kids, they'll all be siblings, like we always wanted to be."

"You're right, Val," both Connie and Loretta say at the same time.

Loretta pours some oil in her hand and lubes you up. She strokes your cock real good until you are hard and slippery.

"Okay, here we go with the main event," you say as you pull out your thumb. Her hole slowly closes, but you stick your cock head in the hole and press it gently.

"Oh, fuck! Yeah! Don't stop! Shove it in, John!" Connie says with enthusiasm. But as you push harder, a squeal of pain escapes her throat. You hold where you are.

"Val, finger fuck her, for God' sake."

"Oh, my God! Val! Yes! That's it!" Connie says, and you can feel her getting looser, and half your cock slips inside the redhead's tight asshole.

You slowly keep pressing until your balls are resting on Connie's thighs. Then you motion for Loretta to pour a little more oil on the joining of your cock and Connie's ass. She gets just the right amount right where your shaft goes into her ass. You grin and start pulling out. Connie moans. You go slowly, but go a little faster each stroke until in a minute you are sawing in and out of Connie's hell hole as fast as you would her cunt. Connie shrieks as her ass tries to squish your cock. Loretta puts the oil down and climbs up on the picnic table.

"Here, Connie. Suck on this, so the cops don't find us," Loretta says as she lifts her skirt and scoots in close to Connie's mouth. The redhead clamps her mouth on Loretta's clit, and screams while she sucks. Loretta tousles Connie's red hair and purrs.

Now that Connie's taken care of by Loretta, you really pound her ass, bouncing your balls off her pussy and cheeks on every thrust. You don't last long in her very tight nether channel and shoot heat into her bowels. You growl and grunt as you come.

Connie breaks off from going down on Loretta to shout, "Oh, my God! Fill my ass! Your cum is a hot little nova inside me."

You finish and slump on her back. Your cock wilts and slips from her rosebud. You catch your breath.