JackPot: Chapter Four

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JackPot: Chapter FourDisclaimers & Warnings: This tale includes, elements of BDSM, and a healthy sprinkling of verbal humiliation. Readers who are offended or triggered by such material are advised to proceed with caution or bail out now. © SheriffBart 2020. All rights reserved.Feedback is welcome. Enjoy!~~~~~ Chapter Four: Trisha Stranded ~~~~~Later that evening, I had some time to myself as Lilly had gone on an overnight date with Nathan, her partner from Chicago. He was in town on business and they took the opportunity to hook up and get reacquainted. I looked forward to hearing all the steamy details when she got home. Nathan was into the predator-prey dynamic. He liked to pin her to the bed, mount her from behind and send her home with teeth marks on her neck and shoulders. The first time she came home like that, it freaked me out. After she convinced me that he was harmless, I calmed down and learned to trust her to maintain her boundaries with other partners; other men especially. Thinking about it made me a little horny, and a little lonely. I was left alone in my Sanctum Sanctorum, otherwise known as my home office. To fill the time, I chatted with June a while. She’s one of my non-sexual partners. We hadn’t been able to figure out how to connect sexually, partly because she was always busy. But we had great chemistry and were looking forward to our first cuddle date. We did some catching up and some flirting, but she was on her way to a party, so I was left feeling lonelier and even more frustrated. I decided to spend the evening drawing, so I pulled out my sketch pad and flipped to an open page. I intended to do something new and bold. But, on my way to blank pages, I had to flip past several works in progress. I never make it past those. One of them grabbed my attention and pulled me in to correct a misplaced line. It was another superhero drawing, this one a parody of some Justice League characters. My sketch depicted UltraMan standing over Power Girl, who was on her knees, bound in chains of kryponite, cum oozing from her mouth. I got hard as soon as my pencil hit the paper.After fussing over the line weights, I flipped to the next page – a Black trans woman face-fucking a kneeling blonde. Page after page of deep-throat blowjobs, facials and bondage. I seem to be in a rut. There’s definitely a pattern here Franklin. What does this say about my attitude towards women? I’m not a misogynist. I prefer the company of women over men, always have. Especially smart women. So why does all my art depict them being humiliated? I’m not a dom. At least not yet. I’d kind of like to be one though. I’d love to have a woman like that in my life. Maybe I already do. My mind drifted back to the gorgeous young hitchhiker I’d met less than 24 hours ago. The smell of her hair, the feeling of her firm ass in my hands, the magic of her mouth all wafted through my mind and restored the wood she’d requested. Finally, the image of her dazzling smile in the window just before she disembarked settled in my mind. The feeling of helplessness returned and my guilty conscience accused me of taking advantage of a young girl in a terrible situation. I wanted to help, but she was miles away, and I’d promised her a three day head start.I thought about what Lilly had said. How odd it was that she of all people would suggest we pray for her. Even though we had met in a religious organization, praying together was something we rarely did anymore. The scandals that ripped TruthWorld had left us both scarred, confused and shaken. Our escape from The Compound had put distance between us that had never really been bridged. The fights and frustration that filled the gap set us on the path to years of adultery and finally, polyamory. Still, despite the rarity of her call to intercession, she was right. We needed to help Trisha get back home if we could. But that would require getting her creep of a [email protected] out of the way and that was a prospect fraught with risks I didn’t think Lilly understood. There were other ways to help in these situations. And I had helped. I’d given her a ride and helped her get away, helped her start a new life. Well, at least get away. And I didn’t take advantage of her the way most guys would. Not that I didn’t want to. Not that she didn’t want me to! Now of course, as always, I wish I had. Damn, what a sexy babe. That face, those eyes, that hair, that marvelous ass. Why the hell didn’t I give her what she wanted? She fucking asked for it!Still too passive for your own good Frank. Well, as Lilly said, at least I got to play with her awhile. I even got her off before I let her suck me off. I closed my eyes and savored the memories – the taste of her nectar, the aroma of her arousal, the heat of her pussy on my face, the sounds of her soft moans, her grunting and thrashing as she came. My pants tightened and I shifted to make room as blood surged to my groin. My mind jumped to the memory of her kneeling in gaziemir escort front of me, looking up with her blue eyes ablaze as she stroked my cock. Damn she’s good. Probably been sucking cocks since she was 15. Oh. Right. Creepy [email protected] Lots of boyfriends as escape ladders from the p*******e down the hall. I sighed and my heart sank again as I thought about her lost scholarship, broken dreams, and desperation. Where is she right now? Who picked her up in Tulsa? Why the hell did I promise her a three day head start?“Frank, you idiot!” I sat up straight and reached for my phone. “She said to give her three days before contacting her family. She never said anything about calling her. And she gave me her number so I could send her some of the pics we took. I can call and see how she’s doing, maybe even send her more money or something.”Remembering the pics meant that I reflexively opened my photo albums before looking for her in my contacts. There she was, bent over the Acura, in her black thong, teasing me. There she was on her knees, looking right at the phone as she worked my cock like a porn star. Such a sexy bitch. A modern teen raised on internet porn, who knows just how to please a man. I wonder where she is now, whose cock she sucked to get there. Hmmm. The next guy probably wouldn’t have settled for a blowjob. Dammit, I hope she’s alright.I broke the spell, found her number, took a deep breath, tried to clear the pictures from my mind and dialed. The voice that crackled through my iPhone speaker was not the breathy one I remembered, but unmistakably Trisha. She answered with a tentative ‘hello’. “Hi Trisha! This is Bart! How are you? Where are you? How’s your um…journey going so far?”“Oh, Hi Bart! I didn’t know if that was you or not. Hey, remember, you promised me a three day head start. You didn’t” – “I know, I know. I haven’t called your parents. Your m0ther. I just wanted to check on you and see how you’re doing, see if you need anything.”“Aw, that’s sweet. You were worried about me. You are a good guy. Thanks so much for calling.”Yeah, I’m a saint. I was just kicking myself for not fucking you last night.“It’s nothing. Like I said, I just wanted to check in, see how you’re doing and all. So….where are you?”“Ugh. At the moment, I’m stuck at a TA truck stop on I-40. Somewhere near Amarillo. It’s like, kind of a mobile whorehouse or something.”“What? Why, where are you? What happened?”“I got a ride in Tulsa with a married couple. Nice people. Older guy, maybe in his forties. They’ve been married for years and she goes with him on some of his trips to like, keep him company. So, they pick me up and I was wiped, so I took a nap in the sleeper. After I woke up, we were talking you know, getting to know each other, and like, they’re really nice. So, I figured I’d bring up the thing about me paying for my ride.”“Uh-oh. If she was riding with him for the reason I would expect, that probably wasn’t a good idea. Truckers face long lonely hours and lots of temptation on the road. Some wives travel with them to protect them from…well, temptation.“You mean, to protect them from skanks like me.”“No, I didn’t mean that” – I protested sincerely. I was surprised at how much it hurt my feelings to hear her say that. I cared about her more than I knew.“No, I know. That’s what she said. I’m like, ‘Look I know the drill. Ass, cash or grass. Nobody rides for free’. And this lady, she gets all red in the face and she’s like, yelling at me, calling me a dirty little whore, a cheap skank and shit like that. She starts quoting bible verses at me, calling me a lot lizard and a ..cheap ditch or some weird shit like that. I mean, what the fuck does that even mean?”“Well, I’ve never heard of a lot lizard. And if she was quoting Scripture, I think she said, ‘deep ditch’, not cheap ditch. It’s from Proverbs. ‘A whore is a deep ditch’. It’s Old Testament speak for ‘beware of promiscuous women’”.“What? Oh. How do you know that? What are you, a Sunday School teacher or something?”“It’s complicated. Some other time. Anyway, what happened? Did they kick you out and leave you stranded?”“She wanted to! But her husband said that wouldn’t be the Christian thing to do. He convinced her to let me stay until they reached the next truck stop. At first, she just sat there, with her arms crossed, fucking furious. Then, she pulls out her tablet, checks the map and she’s like, ‘Ha! Perfect. That’ll be just fine. The next stop happens to the Amarillo TA. She’ll fit right in.”“So I’m wondering what the fuck she’s talking about, but I don’t say anything cause, you know, they could have just dropped me off in the middle of nowhere. So we get there, they let me off and I’m in this huge truck stop, and I go in and there are girls running around here in hot pants and tank tops & shit. Now I know why they call it TA. The place is T& A central. It’s full of hookers.”“Oh hell. Is that where you are now?”“Yeah. I can’t get anyone’s escort gaziemir attention to ask for another ride. Every time I see someone who looks like a nice driver, and try to talk to him, one of these bitches gets in the way, or the guy thinks I’m trying to turn a trick or something. I’ve had three guys ask if I wanna make a quick fifty, but no offers for a ride.” “Damn, I’m sorry that happened to you. Those people shouldn’t have left you in a place like that.”“It’s fine. I get it. She’s just trying to protect her husband. But they could have taken me a little farther up the road. They didn’t have to leave me in skankville.” “Speaking of husbands, does your wife know you’re talking to me. Is she okay with it?”“No and yes. Open marriage, remember? She’s fine with it. So yes, she’s okay with it. But no, she doesn’t know, because she’s not home this evening. She’s on a hot date with one of her partners. Probably on her belly right now with his – anyway, she’s not here.” “And, um…not to be too critical Trisha, but those girls aren’t ‘skanks’, they’re sex workers. They might not be doing that voluntarily. They may have been trafficked by who knows who. They could be addicts or something. We don’t know why they’re doing what they’re doing, but we do know that’s not a good place for you to be.”“No shit. I’m sorry. You’re right. I’m just..scared, I guess. And a little pissed. She had no right to judge me like that, she didn’t even ask me why I was hitching a ride.”“Kind of like you just did to the girls in the truck stop” – I answered in my gentlest tone.She sighed. “You’re right Bart. Like I said, I’m just….frazzled, this isn’t what I imagined. Maybe it is what I imagined, but I hoped wouldn’t happen. I just know I gotta get outta here.”“And you don’t have enough money. So let’s fix that first. If it’s a decent size truck stop, they should have a Western Union terminal or something – some way for you to send and receive money. Look around and see if you can find something like that.” I waited on the line while she explored the truck stop. I heard a guy in the background call her ‘honey’ and invite her to sit with him. Eventually, she got to the counter and asked the clerk. “Right over there, miss. Behind the lotto station.”“Perfect! Thank you sir! Yes, Bart, they have one. Now what?”“Ask the clerk for the terminal ID. I’ll need that to wire the funds.”“Wire the—wait, Bart, you really don’t have to do this. I’ll be okay, I just need to find the right person.”“Just get the information Trisha. Give me the terminal ID. I’m not taking no for an answer.” “What’re you gonna do, spank me” – she teased. The smile in her voice was contagious. “That’s not my kink, but if you make me drive all the way up there to get you, I damn well might.”We both laughed at that and she relented, giving up the code I needed. “Okay. Now what, kind sir?”“Do you have enough for a good meal?”“As good a meal as you can get in a truck stop. But yeah, I’ve got some food money.”“Good. Get yourself something to eat and sit tight while I arrange the transfer. It usually takes less than a half hour. Unless I screw it up.” “And how do you know this, Bart? Do you send cash to stranded girls on a regular basis?”“No, but I’ve put two k**s through college. You don’t get through that without knowing how to wire money in an emergency. Sit tight, and I’ll call you back when the transfer’s done.”“Thanks again Bart. You’re an angel.”“Yeah, I’m the ‘angel’ who fucked your mouth last night and called you lewd names.” “Mmmm that was fun, wasn’t it? But you also ate my pussy first, which was dreamy. And you did try to talk me out of this. And here you are trying to help me again, when you don’t have to. So give yourself some credit, Bart. You may not be perfect, but you’re not a total dick.”“I believe ‘total dick’ was what you asked for.”She laughed brightly, “Okay, now you’re teasing me again!”“Busted. Okay, hold tight and let me get some cash on the way. I gotta fire up the interwebs and throw some Benjamins in the tubes.”“Thanks again Bart.” The genuine warmth in her voice sent another surprising thrill through me and I felt the first unmistakable pangs of infatuation. I thanked God that my web-hosting business had been doing well and wired Trisha $250. As soon as I got the email confirmation that the transfer had been completed, I called her back.“Hi Trisha. Did you get some dinner?”“Hi Bart.” Her words were muffled as she managed a mouthful of food and swallowed. “Yep. Just about the tastiest chili dog a girl ever ate. Plus large fries and a Dr. Pepper.”“Sounds yummy. I’ve got the confirmation number for the transfer. Are you ready? Have you got a pencil or something?“Uhhh, can you just, text it to me?“Oh of course.” I copied the number from my email, pasted it to a text and sent it. I heard the ping from her phone.“Got it!” “Good. You should be able to claim it at the Western Union terminal. Um…try to do it discretely. Wait until gaziemir escort bayan there’s not a big crowd around.”“Okay, yeah, good idea. Is it rude for me to ask how much I’m expecting?”“Not at all. I sent two fifty.”“Wow, thanks! When you said ‘Benjamins’, I thought you were frontin’.” “Well two and a half Benjamins. Barely plural.” “That’s very generous. Thanks again, I wasn’t expecting this. You’re a lifesaver.”I dusted off my best Garret Morris impersonation. “Baseball been berry berry good to me!”“Huh? What does that mean?”“Garret Morris. SNL? Nevermind, it’s before your time. I keep forgetting you were born after I graduated from college. Okay, I’ll let you go now so you can pick up the funds and get back to your sumptuous meal.”“Uh, wait a minute! Aren’t you forgetting something?” That mischievous tone was back and I imagined a beguiling on her pretty face.“Um..pretty please? m0ther may I? I don’t know, what am I forgetting?”“Why do you have my number in the first place, mister ‘I’m no angel’?”“Oh! The pictures! I was supposed to send you some of the pics and videos we took!”“Damn straight. Can’t let you have all the fun”. That sensuous purr was back in her voice, as she added quietly. “I might enjoy seeing what I look like with your big black sliding in and out of my mouth.” My heart skipped a beat.”You have no idea what that does to me when you talk like that Trisha.”“Tell me, what does it do to you, Bart? Does it make you hard?”“Fuck yeah. You just gave me an instant hard-on.”“And there you are, at home all alone – with a hard cock and no one to help you get off. What would you do if I were there right now?”“I’d spend some quality time running my hands and lips all over your tight young body, biting your neck, sucking on your luscious tits, groping your fabulous ass. I’d make your sweet, young pussy drooling wet.”“Oh, fuck baby, I’m already there. Stop teasing me, Bart. You know what I want.” “Then I’d rip those little ‘fuck me’ jeans off your tight ass, bend you over my desk, and shove my big, hard, cock deep into your tight, little pussy.”“Oh yeah, that’s what I want, Bart. I’m all yours. Give it to me hard! Smash me with that big, black dick” – she whispered hoarsely. I could hear the slight rustling of fabric and the faint, but unmistakable sound of a zipper as she shifted in the booth.I let my imagination run wild and gave her a detailed description of what I would do to her if she were with me, bent over my desk, spread-eagle on the floor, up against the wall. I lowered my voice an octave or two and half-growled my lust into the phone. I was as excited by her response as I was by my overactive imagination. “Nnggghhg fuck yeeeeees” Trisha’s muffled grunts told me she was cumming as she humped her hand in the back of the diner. I pelted her with more lewd details as she rode out her orgasm and tried to regain her composure.”“Damn, maybe that lady was right. Maybe I am a filthy skank. Maybe I belong here with all the other teenage whores.”“Not true. You’re just passing through.”“Well, I don’t seem to be making much progress today. I’ve been stuck here for six hours now. You sure you don’t wanna come & get me? I’m only 900 miles away. ”“I’ll be right there. Just let me stuff my dick back into my pants, hop in the transportatron and I’m there”.“Bring Lilly with you. We can have a three-way here in my booth.”“That would be fun until we got arrested.”“Buzzkill.” I heard a male voice in the background.“Excuse me miss?” My blood ran cold. Had she been busted and was about to be arrested or thrown out for indecent behavior? I waited, catching what I could of the conversation.“Oh, Hi. Um, is something wrong sir?”“No, not at all. I uh…I’m sorry, I couldn’t help um..noticing. You seem to be in some um…distress. And I noticed you’ve been here a while and, well you don’t seem to quite fit in with the lot liz–with the other girls here. I wondered if you…need a ride somewhere?”“Oh, Yes! Yes I do, thank you! Bart, I’m so sorry but, I think I’ve got a ride! Can I call you back?”“Absolutely. Call, text, whatever. Just let me know you’re okay.”“Sure thing. Thanks again, you’re an angel! Talk to you later. Bye!”The sudden turn of events left my head spinning in the lonely silence of the Sanctum. I wondered who her apparent savior was. Is he going to take advantage of her, **** her and leave her stranded? Or is he more like me and just wants to help a lady in trouble and keep her safe from the wolves? Well Frank, you’re not the only decent guy around. Maybe he’s nicer than the last couple was. Maybe he’ll get her where she needs to go. Maybe he’s just a lonely trucker looking for some pleasant company. And Trisha certainly fits the bill. Hopefully, they’ll be good for each other. I wished again that I could do more, that I could just go pick her up and bring her home with me. But the moment had passed, she was on her own once more, and I’d done all I could. I said a brief prayer for her and relaxed into the silence mulling over everything that had happened in the last 24 hours. As I wondered what might happen in the next semi she climbed into, I picked up the phone again, thumbed back to the photo album, and released my frustrated flesh to the open air.

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