[FM] I’m a landlady who got to turn the tables on a prospective tenant

I spent my twenties and early thirties working in some very lucrative positions, and yes, pun intended. What I mean is that I was briefly a stripper and for a long time a sugar baby and escort. During those years I did odd jobs to keep up appearances, but on paper my income was from my sugar daddies buying my artwork. I can tell you this: my art isn’t worth what they paid for it. Anyway, I saved enough money that a few years ago I decided I didn’t need to “stay in the game” anymore. I have a few properties, lots of investments, and a plenty big nest egg. That’s what happens when you ho smart, ladies. Take notes.

Please excuse a little narrative flair, I’ve tried to preserve as much of what happened as I can but it was a little while ago.

Recently one of my favorite tenants moved out to marry her boyfriend. Rookie mistake I say, but my lifestyle mustn’t work for everyone. Anyway I was left with a nice downtown apartment that would be in high demand thanks to the city’s housing market. I’d even get to pump up the rent a little bit and make a pretty penny. Before you get on my very shapely ass, this is a high-end apartment, nobody paying rent there is struggling. I digress. I put it on the market and had some showings. I always make sure to meet personally and one on one with tenants before I choose to rent to them, so I had three dinners arranged out of all the people who ended up showing interest who met my standards. Two ladies and a man. My usual preference is to rent to women but I don’t discriminate. I just pay a little closer attention during my dinner-interviews with male tenants.

I would pay the bill, of course, and I wore my most professional little black dress. He wore a dress shirt and a tie. Not quite up to par for the restaurant we were going to, but the first strike isn’t an out. His name was Dave, let’s say. He was a lawyer. His specialty was property law. Frankly I don’t know what that means, but I don’t have to know. He was there to impress me, not the other way around. Unfortunately he wasn’t very impressive. He talked about his frustrations with work and how he didn’t get along well with his bosses. His car was recently stolen. It wasn’t painting a picture of a responsible tenant. It was, however, a blast. We had a very fun conversation. He was funny, which if anything was a point against him as a tenant, but as a piece of eye candy it helped of course. Most importantly he was very handsome. Dinner was wrapping up. He had a kobe steak (clearly taking advantage of my credit card) while I had a lovely risotto.

“Do you have time for a glass of wine?” I suggested as we left the restaurant.

He grinned. “I think I do.” I didn’t drive there, but he did, so he drove. I thought about playing with him as we drove, but I thought that would be coming on too strong. So we made polite conversation which only made me more confident in my decision. He told me about his disastrous relationship with his ex wife and how they had ended up hating each other. Again it didn’t make me want to rent the apartment to him, but one thing he said told me he knew what was up: “We couldn’t stand each other. Except when we were naked.”

My plans for the evening assured, I led him up to my condo. We bumped into one of my neighbors in the hallway and she seemed scandalized. I’m surprised that she isn’t used to my habits by now. When we sat down in the lounge I made good on my word and served Dave some white wine. I know whites aren’t as “sensual” as reds, but I like them better and frankly I didn’t waste my good guest wine on Dave. Not long after we settled in he started asking where I made my money from. Seeing as I wasn’t planning on renting him the apartment I thought I should be honest with him.

“I had some very generous gentleman callers in my twenties.” A sugar baby is one thing; he didn’t need to know I was an escort too.

“Wowee,” he said. I mean it, he actually said wowee. I wonder if they love him or hate him at his office. It could go either way. “Must have been real generous to afford a place like this.”

“I earned every penny,” I promised, putting down the wine glass. For a second I entertained the idea of making him serve me, seeing as I was the relevant landlady and all, but I thought he deserved some consolation considering he wouldn’t be getting the apartment. So I got out of my chair and crawled over to him on my knees. “Do you want to know how?”

That’s the escort’s sensibility. We know how to make a show out of everything.

He had his hands in my hair as I took him all the way down my throat. Some girls are too rough when they deep throat. They don’t understand that it isn’t enough to take it all the way, you need to make it feel good, too. My mouth is like velvet, only getting cum on it doesn’t cause problems.

“You’re incredible,” he said, bobbing my head up and down for me. I played with his balls to give him the full service.

I hummed into his dick. Not just because it’s a fun trick, it’s to show him I’m listening too.

“Can I fuck you?”

I pointed to the zipper on the back of my dress. He started to take it down as I took his dick out of my mouth.

“We can do it raw, right?” I made a face, and he made one right back. This isn’t my first rodeo, though, and as I led him to my bedroom I grabbed a condom from my closet. I could have put it on with my mouth, but I didn’t mind him feeling down about it. If he was so against them he could leave. But I knew he wouldn’t. As he fiddled with the condom I took off my underwear and lay back on the bed for him.

“How do you want me?” I asked.

He practically jumped on top of me. I stroked him for a second to be sure the condom was on and then guided him inside. I understand why his ex wife put up with him. Condom or no, he had an amazing stroke game. I raked my claws down his back as he fucked me and told me how he had wanted to use my mouth all through dinner.

“You fucking whore, your tits are amazing. I wish I could put you on a leash and have you all day long.” A little spicy for a first encounter, but I’d heard worse.

“You couldn’t handle it,” I told him.

He spat in my mouth and made me swallow it before he dragged me by my hair onto stomach. With my ass up in the air he drilled me into the bed, but I could feel his thumb hanging over my asshole.

“Not for you,” I groaned into the bed. My ass is only for those who have earned it, these days. “You don’t even deserve this pussy.”

He went wild. And unlike most guys, his top speed didn’t make him cum in thirty seconds. I was able to ride it out to a proper orgasm as he fucked me senseless. As a thank you, I pulled him out of me and pulled off the condom.

“Do it on my face.”

I’m lucky I have small hands, because I could stroke him with both as I squirmed and demanded he cover me. It only took a few seconds of ball sucking for him to start moaning and I held him back so it would go all over my face.

I sat there against my bed panting. I have pretty good stamina, but so did he. When I checked the time it had been almost forty five minutes. The kitty was sore the next morning.

Dave came back with one of my hand towels and let me clean up. “I’m not getting the apartment, am I?” he asked.

“Nope.”

“Can I fuck you again, then?”

I looked at him out of the eye that wasn’t covered in his cum. “How fast can you get it up again?”

Source: reddit.com/r/gonewildstories/comments/x9bssr/fm_im_a_landlady_who_got_to_turn_the_tables_on_a