His Sugar Baby

I’m also not used to hiring a car. Usually, I’m content to walk or grab a cab. The Town Car felt small when I got in, after a half hour it feels fucking claustrophobic. A cop comes by for the second time to hassle the driver for parking very illegally in front of the building. I’m about to get out and just pay the ticket when the door facing the sidewalk opens.

She slides into the car in a huff and a whirl of long fake hair. “I can’t believe your driver didn’t get the door.”

The scent of violets fills every inch of the car. I roll down the window to let the cop and driver know we are ready to leave. “As you might not have noticed, he was busy trying not to get a ticket. A half hour ago you said you’d be right down.”

Her fake eyelashes bat up at me. “Perfection takes time.”

I can’t take the nauseating scent of her perfume and put my window all the way down to get some air. “I’m not interested in perfection or fake hair or fake eyelashes. I picked your profile for a reason, you didn’t look like this in the profile.” Fuck, she’s crying. I don’t do tears. “This isn’t going to work out. Eric, take us back to her place.”

“No, wait, please give me a chance. I can get rid of the hair and eyelashes. I thought it was what you wanted. Please give me a chance.” She’s stopped crying and she’s gotten the lashes off.

We’re back at her place. Even though I’m pretty sure it’s a waste of time, I tell Eric to park. Her building is a five story that’s seen better days. The elevator moves begrudgingly up to her fourth floor.

She fumbles with the lock. Inside it’s not as bad as the building. It’s almost homey, but there are too many shiny objects to make it completely cozy. The coffee table is mirrored, the clock behind the sofa is a starburst with rays that are tipped with little mirrors. A faux zebra rug covers the heavily scuffed wood floor.

It’s only a few minutes before she comes out of her bedroom without all the makeup and hair and tight black dress. Skin free of makeup it’s easier to see she’s closer to my age than she admitted on her profile. Without the makeup she’s no stunner, but she’s pretty enough. The black lace bustier pushes up her real breasts front and center, she’s in a small sheer thong that shows off her bare pussy.

“Is this better?” She asks hopefully.

My cock answers, it’s an improvement. I decide to follow her lead, and sit down in the overstuffed chair facing the couch. This is what I’m here for, to find a woman willing to please at night and happy to leave me alone to work during the day. Maybe my conventional, suburban upbringing is more deeply ingrained than I thought, because it’s not enough for her to get my dick hard. I want to know more about the person who will be in my bed at night.

“Maybe getting to know each other for this agreement is better done in private. Tell me something about yourself you didn’t put in your profile.”

She’s annoyed, she doesn’t hide it as well as she thinks she does. “I don’t know, um, Joni Mitchell fan.”

I’m annoyed now. My fingers drum the hard pleather, while I

debate walking out now or giving her a third and final try. Whether she’s being sarcastic or not, she’s finally getting that I’m serious. “What do you want to know? Usually everything a guy wants to know is in my profile. I do anal, I really like anal, my orgasms are more intense. I’ll suck your dick anytime you ask. I’ll do a threesome, or more if you want, men or women.

“I can do kinky, my profile said open to kinky, but I’ll do almost anything, golden showers, give or receive. I’ll do BDSM if it’s what you need to get off. If you want I’ll call you sir or daddy and crawl around with nipple clamps. I’m not a fan of the caning and real rough stuff, though. Although I do love rough sex, some hair pulling and spanking makes me wet.”

My cock deflates as she lists what she’s willing to do. Considering how hard it got when she went on about how much she loved anal, I’m not sure why. All I know is I want to get out of here. Maybe she sees it because she’s pulling off her bustier.

Her tits look even better than her picture, they are also very real. She’s on my lap shoving them into my face faster than I can say, nice tits. “Is there something you want me to do? I’m open to anything to make you happy. I’ll suck your dick every hour on the hour if it’s what you want me to do.”

Damn it, my cock is interested in getting sucked every hour on the hour. Then she sticks her hand down my pants and with a deft twist of her wrist takes my cock from thick to hard. Shit, my hand goes around her wrist. “I didn’t bring you up here to fuck you.”

“Of course, you did. You have to try me out before you buy. I’ve been looking forward to fucking you. I thought it’s how we would finish the evening. Then again, why not start with dessert?”

In a move that screams former stripper she slides down my legs, taking my pants with her then sucks my cock all the way down her throat. I have every intention of pulling out, and getting out of here. I do, except fuck she took my cock down her throat. I’m impressed as hell.

It isn’t easy to get my cock sucked, what most men bragged about women backed away from. I’m over nine inches long and so thick I can’t get my hand around my own cock. Most women have a hard time sucking my cock. This woman, shit, I can’t remember her name for certain, knows exactly what she’s doing. She also seemingly enjoys it, her eyes up at mine, taking her time.

Her hand is in the small triangle of her thong. “I can suck you deep anytime you want. You can use me anyway you want. I’m yours to make you feel good every night. I’ve been doing this a long time, I know every trick they don’t teach the good girls. I’m not nearly as expensive as the other women on the site. I’ll know my place. I’ll be ready to fuck at your say so.

“This can be good for both of us, baby. I’m clean. I have a doctor’s note and everything for tonight. You can fuck me bare, no condom. I had my tubes tied years ago for another sugar daddy. Damn, I can’t get wet and I want you to come inside me. Let me grab my lube. I’ll be right back.”

I look at her front door. Now is the time to go if I was going to go. She is exactly what I’m looking for. My cock is still aching for release though. I stay where I am.

She’s back down on her knees again, coating my cock in lube. “As long as we are using lube I want you fucking me up the ass. I can’t wait to have your long thick cock up my ass.”

Her hand wraps around me, guiding me into her ass. The first few inches she moans and her hand on my thigh tightens. Then I’m in and she sits down with a long groan. “Yes, you feel awesome.”

I’ve had this sex before, more often than people would believe. With my bank balance, women go out of their way to be with me. Whether it’s simply to be seen with me, or to climb into my bed hoping it will get them more of me and my money.

More women than I can keep track of have fucked me while I just lay there and didn’t do a single thing. When it first happened I lay there out of shock. After they congratulated themselves on how good they were, being the asshole I am, I left with a shrug telling them I’d had better. Then, when it happened again, I lay there curious about how far the woman would go, what they were willing to do. The answer surprised me, pleasantly.

Her loud moans have my full attention as she bears down on me, fucking me so vigorously I’m getting tired just watching her. Then she stops, rolling back and forth on me, all of her weight pressing me deeper inside her. She keeps up the almost painful clenching of her ass, then moves her legs from outside my legs to inside them. Now I’m deeper inside her. She moans every time she lands on me. Damn, it’s almost painful. I’m about to pull her off when she comes. Damn does she come. Her whole body is shaking as she lets loose a high-pitched wail. Even counting down to the time she was finished, watching a woman come with such abandon is sexy as fuck and I find myself coming too.