In high school, I worked at a convention center, waiting tables or bartending. At eighteen, I could legally serve drinks but couldn’t drink them. Of course, the real action was behind the bar. Not only did we get to keep our tips, but my manager would look the other way if we fraternized with a guest who hit on us. Of all the events that I’ve worked, my absolute favorite had to be the teacher’s convention, or as we’d grown to call it, Cougar Camp.

Most of the guys would target hot, young teachers. Not me. I’d hold out for the pudgy middle-aged women, who were quiet and reserved until they got a few drinks in them.  My buddy Bobby and I both got hit on by the same woman at the last teachers’ convention. This middle-aged woman, who fancied herself a real milf, kept hanging around our station all night chugging Ridge Runners until the crowd dwindled.

“Hey! Come here. Your friend too,” she yelled over the music the next time he looked in our direction. “You guys ever spit-roast a milf before?” she asked when Bobby finally came over.

He rolled his eyes and said. “We’re not allowed to mingle with our hotel guests.”

“That’s not what he said last year.” She humped a barstool and swatted it like she was spanking someone’s ass. It dawned on me that I had fucked her the last time the convention was in town. And Yeah. I had swatted her ass, calling her a bad girl while doing her from behind. I didn’t recognize her because she was twenty pounds lighter and had gotten a boob job. If I remembered correctly, she was Beth from Appleton, Wisconsin.

“I'm a repressed schoolmarm looking to get railed by a couple of hot, young studs.” She whooped and swung her arm around like she was throwing a lasso. “You can both do me at the same time, but if you guys aren’t up to it, then point me in the direction of someone who will.”

The smiles on our faces told her that we were in. She tossed me her room key and asked. “When do you off?”

“Not until you do.” I smiled, and she laughed. “Give us an hour.”

“Only an hour. You guys better be able to last longer than an hour.” She danced off into the crowd.

Bobby leaned close to my ear. “You ever cross swords before?”

I shrugged my shoulders, saying. “Who better than you?”

An hour later, we were knocking on her door. “Come! she yelled for us to enter. She was in the center of the bed, naked except for a see-through, white, waist-length robe and the towel that she’d wrapped her hair in after her shower. She looked over her shoulder at us. “Who’s first?” She wiggled her ass.

Bobby got behind her and started eating her pussy while I got undressed. I joined them on the bed and stuck my cock in her mouth. She sucked on it for a couple of minutes before pointing to a large box of condoms on the nightstand. I tossed Bobby one and grabbed one for myself.

I got back on my back so Beth could suck my cock some more while Bobby continued to eat what I assumed was her pussy. I found out that I was wrong when Beth gasped.

“Is that your tongue?”

Bobby mumbled. “Uh, Huh.”

“Do it again. Do it again,” Beth squealed like a little schoolgirl.

Bobby’s head bobbed as tongue fucked her starfish. The vibrations of her moans on my cock felt exquisite. Bob got on his knees and slid his cock into pooper. “Ohhh, Goood God!” she groaned.

Beth started deep-throating my cock in rhythm with Bobby’s thrusts. All the while moaning. “Mmmore.”

A few minutes later, Bob wrapped his arms around her waist and rolled onto his back, pulling her on top of him, somehow keeping his cock buried in her ass. “Get in there,” He said.

“You’re gonna put that big ol’ thing in my little hole?” she said playfully.

It only took one look to know it wasn’t that little and was wet enough that it would have been like fucking a water bucket if it wasn’t for Bobby’s cock in her ass. That’s when I got the idea to stick both our cocks in her honey hole.

“Hey!” he yelled when I pulled his cock out of her ass and shoved it in her pussy. It did feel pretty weird having two trouser snakes in the same pit, but Beth sure loved it. She started squealing like Ned Beatty in Deliverance so loudly that I had to stop and ask her if she was okay.

“God, Yes! Fuck it. Fuck my cunt,” she growled like a cougar.

Bobby and I pumped our cocks into her, hammering her fuck hole with all our might. “Mmm. I should have had you two bring another friend,” she moaned.

Our jaws dropped when she pulled out a big black dildo from under her pillow. No wonder she was so loose. The damn thing had to have been cast from porn star Mandingo himself. “Put your cock back in my ass, baby,” she said before sucking the dildo. We watched in awe as she unhinged her jaw and took it halfway into her mouth.

Bobby and I changed positions so I could fuck her in the ass for a while. We were at it for a good thirty minutes before I felt the urge to purge the boys.

“I’m close. How about you two?” I asked.

Bobby grunted. “Me too.”

“Ooh ooh. Come on my face. Come on my face,” Beth giddily squealed.

We stood on the bed, taking our condoms off, and towered over her as we shot cum all over her face. My first squirt missed her mouth entirely and blasted up her nostril instead.

Beth grabbed both of our cock, pulling us together so she could rub them across her face. She would then stick them both in her mouth to suck the cum off of them. “You guys have it in ya for another round? This time we’ll see if we can get both of these in my ass,” she purred.

Yes, we stayed. And yes, we got both cocks in her ass.