Surprise Guest at Craigslist Hookup

I'd been going through a dry spell for the past few months -- no luck on Tinder, Bumble, or any of the other usual suspects. So I turned to Craigslist, looking for any way to get my dick wet at this point.

"HWP 54F looking for younger for hotel fun" was the title of the ad. She was twice my age, and the listing kinda sounded like a bot, but what did I have to lose? So, I sent some pics and my stats (25M, 165lbs, 5.5" cock).

I heard back the next day. She said she loved my pics and I was exactly what she was looking for, and the pics she sent were almost too good to be true. She was gorgeous: fit, with an hourglass figure, great boobs, and a perfect round ass. I was shocked -- there's no WAY she's 54. But, again, young and horny...what did I have to lose? So, we made plans to meet up at a hotel that evening.

She met me in the lobby and told me she'd already checked in (and yes, to my wonderful surprise, she was every bit as gorgeous as her pictures). I suggested we go to the bar and get to know each other, but she shook her head and guided me to the elevator. The door had barely shut when she reached over, hooked a finger into my waistband, and pulled me to her. She paused for a moment, making eye contact, before wrapping her arms around my neck and pulling me in.

I'd never been kissed so aggressively -- she was practically forcing her tongue into my mouth! I don't think I've ever been so turned on, and I know she could feel my cock growing hard against her since she started grinding her hips against me. The next thing I knew, she'd plunged her hand down into my pants, wrapping her fingers around my cock. "Mmm you didn't tell me how thick you are," she moaned in my ear.

I was trying to think of something witty to say, when the elevator came to a stop with a ding and she separated herself from me, straightening her absurdly short skirt before the elevator opened.

I followed her down the hall to her room, which she unlocked before ushering me in, catching me in the doorway for another quick kiss, which continued as we stumbled inside. The door closed behind us as she pushed me up against a wall, lifting my shirt over my head and running her fingers over my abs. "God, your body's just so HARD!" She giggled, starting to unbuckle my pants. I made an effort to pull her shirt off but she pushed my hands away, saying she wanted to see me fully naked first.

I let her finish undoing my pants, dropping them to the floor before grabbing me by the cock and leading me to the bed, where she lay down on her back, pulling me on top of her. We madeout for a while as she ran her hands all over my back and chest and ass, occasionally pausing for a quick tease over the head of my cock.

I could feel her starting to tug at my hair, gently pushing me downwards. I got the hint and shifted to kissing her neck, and then her chest, making sure to take my time and appreciate every inch of her body. "Mmm no baby," she moaned, pushing on the top of my head, "This is the part where you put your face between my legs until I tell you to stop."

"Yes maam," I whispered, quickly shifting down between her perfect thighs, pushing her skirt up and taking a moment to appreciate just how perfect the G-string looked on her before sliding it to the side and diving in.

"Just stick your tongue out and let me fuck your face baby," she commanded (in a gentle but clearly nonnegotiable voice). I did as she ordered, sticking my tongue out as far as I could. She grabbed my head with both hands, yanking my face deep into her pussy as she worked her clit back and forth across my tongue.

"Do you think you can make me squirt?" She teased, as she was practically fingering herself with my face. "Mhmm," was all I could manage between breaths. "Good boy," she said, "I want to see you swallow every drop."

"Mhmmm," I moaned, willing to do absolutely anything for this woman at this point. I felt her grip tighten on my hair before she pushed me away a couple inches, holding me in place with one hand as she plunged the other into her pussy, vigorously rubbing her G-spot. "Keep that mouth open baby," she moaned. I made sure to keep my mouth wide open with my tongue out as she brought herself closer and closer to orgasm.

"Oh fuck I'm cumming," she yelled, grabbing my head hard with both hands and pinning my face against her crotch. I could feel her thighs squeezing my head as she exploded into my mouth. At first, I tried to lick her clit too as she was squirting into my waiting mouth, but I was quickly overwhelmed by wave after wave of cum, struggling just to swallow it all. Once it finally subsided, she released her iron grip on my hair, letting me up just enough to breathe but keeping her thighs clamped around my head.

I couldn't see for sure, but it felt like some kind of jiujitsu move because I could not move my head more than a couple inches. But I could look up and see her smiling down at me, gently stroking my hair as she said, "You did such a good job, I want to give you a special treat."

Just then, the door to the room opened. The sound was muffled by the thighs locked around my ears, but still unmistakeable. I heard heavy footsteps coming in and tried to pull away to see who it was, but she didn't budge. "Baby, I want you to meet my husband. He's going to show you what a p-spot orgasm feels like," she said, with a sly smile, "And if you do a good job, maybe you'll even get to drink his cum too."

At that, I felt cold hands grab my ass cheeks and spread them apart. I heard the sound of someone spitting moments before the glob of wet saliva hit my asshole. Then I felt the scratch of stubble between my cheeks as he plunged his tongue into my ass. I struggled, but the woman had grabbed my wrists and was holding them tight to her body, so between that and the headlock there was little I could do as her husband devoured my ass. He alternated between long sweeping licks of my whole crack and swirling licks around my hole and deep plunging stabs with his tongue. Then I felt one of the cold hands shift off my ass cheek as he briefly teased a finger around my hole before plunging it in. At first it just felt uncomfortable, but he found my p-spot quickly and ferociously attacked it. I couldn't help but moan as I was overcome by the sensations.

"I think he likes it," teased the woman, "I bet he'll be begging for more before the night's over." Her husband took that as his cue to add a second finger. He let up on the relentless massage of my prostate, switching to more of a thrusting motion.

I felt something cold and slimy, and realized he must be squirting lube on his fingers as he thrusted them into me. Then, unceremoniously, he pulled his fingers out. I felt the mattress shift as he climbed on the bed, pushing on the small of my back to make me arch for him.

I briefly felt the hot, hard head of his cock rubbing on my ass before he pushed it inside. I couldn't help but gasp at the mix of pain and pleasure as he started thrusting. It didn't take him long to find my p-spot with his cock.

He started thrusting harder and deeper, and I couldn't even stop myself from moaning with each thrust. I could feel my orgasm building and knew he could too, because right as I was getting close...he stopped. Desperate to cum, I tried to shove my ass back against him, but the woman's legs kept me locked in place.

"Please let me go, I'm so close, I want to cum," I begged.

"Told you," she said, smirking triumphantly as she unwrapped her legs from my neck and shimmied down the bed til we were face to face. She reached down and guided my cock into her soaking wet pussy, "Now you can cum, but you're going to have to clean it up." She whispered in my ear as her husband resumed thrusting.

With each pump, I felt his cock rub across my p-spot before he bottomed out against my ass, slamming me forward into his wife's pussy. I was practically whimpering in her ear as he pounded into me again and again. I know he could feel me cumming, but he didn't change his rhythm at all, fucking every last drop of my cum deep into her pussy.

Then she slipped my cock out of her pussy, wiping it on her thigh before shimmying back up the bed. I got a brief glimpse of her cum-filled hole before she yanked my face down into it. "Get your tongue in deep," she commanded," I want it nice and clean for the next boy."

I licked and sucked until there was nothing left, barely even noticing her husband's slow strokes as I serviced her. But then, once I was done, she flipped over, and I felt one heavy hand mash my face into her perfect ass while the other firmly grabbed my hips, lifting my ass into the air.

And that's when the jackhammering started. I never would have imagined anyone could fuck that hard or that fast, but he certainly could. He pounded me ruthlessly for what felt like hours before unceremoniously pulling out of my ass, leaving my poor used-up asshole gaping behind him as he stepped forward, pushing me off his wife's ass so he could shoot his load on it. I watched as rope after rope of thick white cum exploded across her cheeks and lower back. I already knew what my job would be as he climbed off the bed and started getting dressed. But, just to make sure, the woman grabbed a fistful of my hair and pulled me up into her ass, rubbing my tongue all over her as I choked down the massive load.

She looked back over her shoulder to check my work. After confirming I'd done a suitable job, she rolled over onto her back to face me.

"You can go now," she said, nodding to the door, "I'll let you know the next time we need you, but be prepared to have your mouth used too."