Role Play - Alison Hendricks Page 0,13

was definitely going to need to be stain-treated immediately. I hadn't made a gaffe like that since I was in high school.

Even still, the first thing I did as I caught my breath was message DorianGay back.

HelpingHands: I wanna meet up. Tomorrow night?

There was such a long pause that I had time to clean up, put my dick away, and get my shirt in the washer before he replied.

DorianGay: 9? The Holiday Inn by Walgreens? I'll send you the room number.

HelpingHands: Sounds perfect. Can't wait to see you.

And God, I really couldn't. Something about this guy was drawing me in. I knew it was only going to be a one-time thing, but I was looking forward to making the most of that night.

5

Elliot

Oh God.

I had a date.

I had a date with the hottest guy I'd ever seen. Or... the hottest abs and dick I'd ever seen. Only, it wasn't a date. I needed to remind myself of that until it stuck. We weren't going to get dinner and talk about our hopes and dreams. We weren't going to go play mini golf and maybe catch a movie.

We were going to meet at a 3-star hotel (at best) and fuck.

My stomach twisted as I realized just what I'd gotten myself into. He was expecting somebody smooth. Or at least, somebody who knew what the hell they were doing. I'd never touched a cock that wasn't my own and, while I'd had plenty of experience taking a strap, I was positive taking a real dick would be different.

As I sat on my couch, my own cock soft now, cum cooling on my stomach from when I'd jacked it to his picture just a few moments ago, I couldn't help but think I was out of my depth. Panic filled me to the brim, threatening to spill over. I itched to tap out a quick response telling him I was... I don't know. Otherwise booked up tomorrow. Then I could just ghost him and pretend this never happened.

Instead, I opened my email and found the thread with Formerly Lonely Guy.

The last message he'd sent me had been advice about conforming to a role in conversation. Since I had a pretty strong interest in bottoming, he'd suggested I be the cock-hungry bottom who knew his ass was worth a hard fuck. The kind of guy who could make his partner come just be working his ass muscles the right way, squeezing him as he stroked in and out.

I wanted to be that guy, but I didn't think I was. In fact, I knew I wasn't.

It doesn't matter, he'd said. Keep it up for half an hour, maybe an hour at the most in person, and no one will be the wiser. Then you can go your separate ways and you never have to think about the guy again.

He'd written it so plainly, like it was common sense. Maybe it was for gay guys. Maybe this was just how Grindr worked. I'd seen porn that was supposedly taken with a phone during a random hookup. Pump and dumps, most of them. I could do something like that. I wouldn't even have to talk, and I could get behind the idea of maintaining anonymity that much more.

Then again, with how I'd talked to him on the app, he might expect me to engage in dirty talk. I... didn't know if I could do that. I decided to write back to Formerly Lonely Guy, sending a long, rambling email.

Dear Formerly Lonely Guy,

I have something set up for tomorrow night. What's the hookup etiquette? Do I bring condoms and lube? Does he? I should probably bring some just in case. If I'm bottoming, I don't want to be without them in case he isn't considerate enough to bring them. Though I guess there's a Walgreens right next door if I need. Not that I want to leave a hookup to go into Walgreens. That would be weird.

God, sorry. I've never done anything like this. Can you tell? That was rhetorical. I'm sure you can. I guess I'm just worried I can't... I don't know. Act out what I wrote. I have some experience acting. Sort of. But this is so far outside of the norm for me.

Can you help? Maybe give me a lesson in dirty talk or something?

Signed,

Lonely Guy

It didn't take him long to respond, but I'd still paced across my house in several full laps before he did. When my phone dinged, I knocked it out