1. SAM

The Playhouse Club was somewhere I was very familiar with, I went there every single Thursday night. Thursday closely sounded like thirsty for a reason, and I needed to suck or get sucked to make it count.

Unfortunately, tonight, I wasn't here on a Thursday. It was a Saturday. Probably the worst day you could ever find yourself in a kink club, it was busy, and sure, for a club this busy, it doubled or maybe even tripled my chance at having some action, but I was here to meet a friend, or a friend of a friend.

—Ash! Where are you? I'm at the bar. These assholes don't know how to make a proper drink. I sent a text furiously off to the friend I was supposed to meet with. He'd recently found love and it was no joke, people in love were infectious, always trying to get others on riding the same love train for the inevitable double date.

—Relax. We'll be there soon. Also, he doesn't know he's being set up. He replied instantly.

I looked around the bar at all the different people in their gear and outfits. All I'd been told to wear was a t-shirt with a bear on it. I'd turned it into a crop top, paired with some cut off jeans, and under that a nice pair of a severely shredded fishnet tights. I didn't know what energy or vibe I was giving off, but I was not into the age stuff, I was into Daddies, but not going goo-goo ga-ga, and I feared the t-shirt design was telling the men around me that I was.

—I don't like being set up either. I shot back.

—Have another drink. Loosen up.

I'd douched and I had packets of lube in my back pocket, I didn't know how much more loose I could be. I was ready to be railed. My earlier ideas of just a little head had turned into a full horned devil, just begging me to grab a guy, take him to a room and ride him until all the cream comes out.

I didn't go for a passionfruit martini the second time, figuring I'd make it easy on the bartender and get something like a vodka and coke.

It wasn't long before someone approached me. Tall, no beard, so only half my type. "I've been asked to give you this," he said, holding out a room key

"Oh. A bit forward, but—"

"It's not from me," he said. "It's from—" he turned to look around. "Oh, I can't see him now."

I took the key. "Consider my interests piqued."

He nodded. "You don't have to go," he said. "Stranger danger."

The mystery man who was only half my type had a point. "I get off on stranger danger," I told him. I was here for a good time, and if I could get a good time in before my friend arrived, I'd take it, especially when there was a hunt involved.

Following the layout of the several storied kink club to the rooms, I found the one numbered on the key. I stopped just outside of it and looked at myself in the front facing phone camera to make sure I was still looking great. I had a light blush to give my cheeks that pinched look, and a lip tint like they were freshly bitten.

I opened the door and there he was. A man with a giant purple teddy bear head on his head, completely naked, and hard, several inches hard. I walked right inside, staring at the man's hairy torso. He was thick in the middle with a small beary belly. I knew I'd made the right choice.

"I'm glad you accepted my offer," he said.

"Do I—"

"The head stays on."

"Ok." I'd seen all I needed to anyway. "How long have you been hard for?" I got down on my knees in front of him. "I hope you weren't waiting long."

"I can stay hard all night," he said. "Don't worry about that."

I grabbed his cock, my hand unable to wrap completely around it. My ass clenched in excitement, knowing it was about to get a heart beating throb tear through it at any moment. I extended my tongue and teased the tip of his cock to coax out precum. It was sweet, forcing me to pull out all my tricks to get more.

"Good boy," he whispered, a hand reaching out to the back of my head.

"Eager," I said before accepting fate and praying I wouldn't get lockjaw as I took his cock in my mouth. Salivating over it and doing my best to keep my tongue rolling against the underside tip of his cock, touching that sweet spot of his frenulum. It was more sensitive in uncut cock, but cocks like Mr. Bear were just as sensitive to the tempt of my tongue.

Mr. Bear moaned as I worked his cock. "Yeah, you like that." My knees hurt from being on the floor, and the last thing I needed was for my friends to notice the rug burn on my knees before meeting their friend.

I leaned away from the cock with one hand wrapped around the base. It was like a sucker that got harder the more you sucked. I could feel the space it had displaced in my mouth now that it was out. "On the bed," I said. "We have to make this quick."

He placed a hand around my chin with his thumb under it, stroking me. "I don't rush. I like to take my time."

And usually, so did I. "Then take your time with me on the bed."

Mr. Bear snapped his fingers at me and pointed at the bed, almost like he took pleasure in being the one to give instruction. I didn't mind it, it was a one-time deal. He wasn't going to be giving me instruction over the long term.

I shimmied myself out of my denim cut offs, revealing that I wasn't wearing any underwear, and the fishnet stockings were crotchless. I'd DIY-ed them myself for easy access. My cock was solid and throbbing every other second at the idea of who could be hiding under that bear head.

He growled, watching me. "On your back."

Another instruction. I could easily ignore it, or give in this one time.

To save us both the time, I hopped onto the bed, sprawled on my back, my legs flicked in the air. If I was given the time to stretch, they would've been behind my head.

I looked Mr. Bear up and down as he slowly stepped toward me. There was no read on him, but I knew I wasn't going to be getting my ass ate. "Fuck me then," I told him, stretching my hands out and grabbing both my cheeks. "We don't have all night."

He beat his fists to his chest and let out a roar. "I decide," he said, walking to the side of the bed. As I turned my head, I saw the bowl of lube packets and condoms he was reaching for.

I loved a safe top, but sometimes, I liked a little risk. I was on PrEP, and regularly tested. "You fuck in that bear thing all the time?" I asked, watching his cock bounce as he walked, a small string of precum flicking up at his belly.

"I have a full outfit," he said. "But I figure the head is less daunting than seeing me in the full thing."

With one hand, I played with my cock, and the other hand I was giving my ass a squeeze and giving him an insight into my perfect little ass. "Let's see how good your dick game is before I agree to a second."

"I wasn't asking for a second round, I was just answering your question."

The top had sass. I could sass back. "You will," I said. If there's one thing I knew about myself, I had that A+ ass, deserving of a medal of freedom with the amount of cock I liberated from its cum. Although I couldn't promise I'd be able to accept his offer, especially since I was soon to be set up, but my head was in this moment, and my head knew to stay in the pleasure when it could.

Mr. Bear pulled both my legs until I dangled off the side of the bed. "Much better position." He pushed my knees to my chest, and I was once reminded how a little stretch beforehand would've had my legs behind my head, and my ass on a platter, but I knew I wasn't getting peak inside that mask.

"You fuck with it?"

"Yeah. Does that excite you?" he opened a lube packet and it squirted at my balls, dripping down my taint going in the right direction. He scooped it up with two fingers and swiftly inserted both of them inside my ass. I'd already loosened up, so it wasn't too bad, but caught me by surprise. "I'll take that as a yes."

Not knowing who was behind that head was a turn-on, all I had to go off was the abstract tribal tattoo up his rib cage, and from that alone, I knew he wasn't someone I'd fucked before. Or the cock, I had an eidetic memory for cock; shape, length, jaw feel, and precum production.

As Mr. Bear played with my ass, I committed his cock to memory. He slapped his condomed cock against my cock, like a jockey slapping its horse, I wondered what he wanted. My hole was right there.

"Are you gonna make me beg?" I asked.

"If you want," he said. "I was just knocking before I entered." The tip of his cock, much thicker than the two fingers he'd explored the opening of my hole with stretched me.

My lips parted, my teeth sank into the tip of my tongue, trying my best not to show any emotion other than pleasure. It hurt, but I'd taken thicker. I knew I should've done a full body stretch before I came out.

He pushed it all the way in, resting one hand on the bed and the other gripping at the teddy bear on the crop top. "Isn't this what you wanted?" he asked. "To be fucked by a bear."

I couldn't unbite my tongue to speak. I'd been fucked by bears before, but this was the first time I was being fucked by a man in a teddy bear mask. Consider that a new kink unlocked.

Mr. Bear was slow at first, feeling me for a rhythm and once he hit the spot and I couldn't hold back the moan anymore, he continued hitting it. My fingers gathered the sheets up around us.

"On top," he said, scooping me up into his big burly arms. I'd never felt like my body was so insignificant before, but his touch definitely did it. The switch was seamless as he rolled over, the bear head barely moving, although I did catch a glimpse of the scruff under his chin.

Being on top was my favorite position as it gave me control over the pace, and after the rhythm he'd already set, if he wasn't careful, I'd ride the stuffing right out of him. With my legs now resting by his legs and I took up a straddling position, I found myself takin more of his dick, and concerned that I hadn't been taking the full length of it.

"You can do better than that," he said, giving my thigh a spank. "Come on."

All my usual methods weren't working because I'd be sucking their face at the same time, and thee was no doing that with him. I made do, picking up the courage to lift my hips and threw them back on his cock.

Mr. Bear's grip on my thighs grew heavier as I rode him, my cock twitching as my balls slapped down on him. I was ready to cum at any minute, I had been for a while, the way his cock pressed against my prostate was more than I could handle, but I'd done a good job handling it so far.

Then he came. Both hands on my waist, his fingers hooked into my fishnets. He held me in place as his cock throbbed inside me. I took my cock in my hand and after a couple jerks, like shaking a can of pop, I bust my load into my hand. I wasn't a shooter like some guys, mine came out in a couple squirts and belly reached further than my own belly button.

"Thanks for that," he said.

I slowly lifted myself from his cock, trying to keep the cum from my hand making a mess anywhere. I didn't want to get on him, or me. But now my nerves had settled, and I could go through with his blind date my friend had set up. "Do I get to see what's under the mask now?"

He chuckled. "If you're lucky," he said. "I'll give you my number."

With a handful of tissues, I mopped the cum up and threw it into the plastic trash bag. "And if you're lucky, I might call you," I said. "It depends on the rest of my night goes."

"I don't know what you've got planned for the rest of your night, but I know whoever goes in after me is going to have thoughts," he said.

I grabbed my denim shorts and looked at the man, wondering why I was still so sexually attracted to him. He was a mirror version of me, if I was a top, muscular, and hairy. "Oh, I don't have enough time to explain how you're wrong," I said. "The dick was good though." I looked at it, dangling between his legs, still rocking a chub, and glossy from having just taken the condom off. "In fact, hold off on giving me your number, I don't want to ruin this memory."

"You know my calling card," he said, reaching out and flicking the teddy bear on the t-shirt.

"And you fuck everything with a—"

"No, only the pretty ones."

Buttoning my shorts up. I gave myself a once over in the mirror. "I'll see you around then."

My phone had several missed calls and texts from Ash. This sexual detour might've taken a little longer than I'd anticipated, but at least now I wasn't going to come across desperate and throw myself at the first guy they put in front of me.

Mr. Bear's cock was a buffer cock, the type of dick you take so that you don't fall in love with the next one you take. That was a service he should offer, and I'd happily be a repeat customer, as long as the bear head was optional.