Truckstop Whore – Jessie gets a Daddy - Sex Stories

Truckstop Whore – Jessie gets a Daddy

... last table, the waitresses for the morning shift start showing up. After I hurry to clean up, I drop some cash in the jar for the pies and box up the last piece of cherry. Once I’ve done that, I decide to get some of the leftover fried chicken and biscuits to take with me in case Big Otto wants something else besides pie. Although he seemed really excited about only having dessert.

“Where are you running off to?” Thelma looks at what I’m holding as she ties on her apron.

Leaning in close to her so the other girls don’t hear, I whisper about Big Otto coming in. “I put the money up just like you told me.”

Thelma peers out of the backdoor to the bunkhouses in the distance. They line the edge of the woods behind The Pit Stop, and there’s a shower house between them.

“Shit, Jessie please tell me you know he’s not talking about eating that dry-ass pie Tiffany made?”

“Who’s calling my pie dry?” Tiffany comes in the back door and throws her cigarette butt in the sink with the dishes.

Thelma ignores her then takes me by the upper arm and pulls me to the side. “How much did he give you?” She looks around to make sure the coast is clear as I reach in my bra and pull out the wad of hundreds. “Yeah, that’s what I thought.”

“What’s wrong?” I keep my voice low because she’s starting to worry me.

“I’ve been working at this diner going on twelve years, and I’ve never seen Big Otto look twice at a waitress. Hell, I didn’t know he could talk until I saw him chattin’ you ...

... up.” She shakes her head and sighs. “He wants something from you these girls around here give out for free half the time. From the looks of it, he’s got more money than God, and he’s willing to spend it on you.”

“What should I do?” I don’t trust many people, but Thelma has never once lied to me or led me astray.

She looks back outside to the bunkhouses then at me. “Just make sure you get the cash up front, and when he fucks you, tell him not to use a condom. I don’t think you’ll have a hard time convincing him to bareback, but when he cums, don’t let him pull out.” When I blink at her a few times, she rolls her eyes. “I knew you were a damn virgin.”

My mouth opens and then closes as I try to think of what to say. This is a lot to process at once, but if it means getting enough money to get my own place and get the hell out of this town, then maybe Thelma is right.

Silently I turn to walk out and just as I step outside, Thelma calls after me.

“I’ll be here if you need something, okay?” After I nod, she lights up a cigarette and then shoos me forward. “Go on now, he’s waiting for you.”

In the distance I see Big Otto step out of the shadows of the trees, and somehow he’s even bigger than before. I glance back one last time at Thelma, who raises her chin at me before taking a long drag on her cigarette. In a way, knowing she’s nearby makes me feel better about going to the bunkhouse all alone.

CHAPTER TWO - JESSIE

“Hey,” I manage to say when I get closer ...