Jackpot: Chapter Nine free porn video

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Disclaimers & 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 Nine: Olivia Tabled ~~~~~

The date started well enough, but I should have known better. I had a lot of anxiety about this one. Olivia was a particularly prickly woman and I wanted to make sure we covered all the bases. So I schooled Lilly on all of Olivia's red flags: no pet names, no use of 'the r word'. I didn't think the purple devil face emoji was a likely problem. We'd gone shopping at Sarah's Secret the day before and picked up some kinky new toys to facilitate Olivia's fantasies and ours. And I made sure we got to the hotel early so we could prepare the room.

The site we'd chosen was probably overkill. It was a rather plush hotel. It looked like the kind of place a bunch of accountants would book for a convention. The lobby was dominated by soaring windows, marble floors, and lots of oak paneling. The decor whispered of privilege and opportunity. Our room was an upscale suite with a king-size bed, couch, desk, mini fridge and microwave..

Lilly had dressed for the occasion. She wore a backless, violet cocktail dress that accentuated her well-toned body and wide hips. Her pert breasts jiggled freely under the thin fabric like an invitation to a romp in the woods. She wore fishnet stockings and high heels that accentuated her strong, sexy thighs.

Nervously, we fitted the bondage tie-down straps to the mattress, and checked the toy bag's contents. I made sure Lilly was ready with our special surprise. It was hard to do because the adrenaline rush of anticipation made it hard to concentrate on Velcro and fasteners. We were about to fulfill several long-time fantasies of our own,in addition to making Olivia's wish come true. She wanted to be tied down, licked, topped and fucked hard.

Lilly wanted another chance to express her long-repressed lady lust, to explore another woman's breasts, hair, lips, and lips. And I wanted to watch. There are few things more intoxicating than seeing the fire in my wife's eyes as she turns a pretty girl into prey and descends on her like a hungry lioness.

One of the items on my sexual fantasy bucket list, was having two women go down on me. I'd lost sleep the night before thinking about Lilly and Olivia kneeling in tandem, licking and sucking,side to side, top to bottom, back and forth. These images flooded my mind as we made final preparations. I was hard and horny the whole time. In addition to being nervous and distracted, I impeded our progress by reflexively groping and caressing Lilly's ass as she bent over the bed.

We finally finished our prep work and surveyed the room.

“Well, it looks like we're ready Sweetheart,” I declared. “You look stunning, the bed's all set for our willing captive, and the toys are prepped. Now remember. Olivia's a bisexual sub and she has the hots for you. So don't be afraid to take charge.”

“Based on what you've told me, I should probably remind you to do likewise. I know you're a nice guy and I love you for that, but not every girl wants to be treated the way you treat me. We've talked about this before. You need to be more assertive. You know, like with Trisha and the condom thing.”

“Don't remind me. But thanks, I'll try to be more assertive. I just wish I wasn't so nervous.”

“What are you nervous about? You're sexy and handsome, she wants you, and you know what she wants. Let's just have fun.”

“Thanks. It's just that there's a lot of unknown territory here. It's my first play date with a new partner, and with you involved, there are three people getting to know each other, all at the same time. Plus kinks and high expectations. It's just... it's a lot to balance.”

“Well...if you want me to sit this one out, I can.”

“No, no! She'd just misinterpret it and think you don't like her or something. Besides” – I pulled her toward me, slid my arms around her and planted my hands firmly on her derriere – “I'm looking forward to watching you rip her clothes off and reduce her to a moaning, hot mess.”

“That' just one of the many reasons I love you.” She gave me a dazzling smile and my heart felt instantly lighter. No matter what happened with Olivia, my Lilly would always be there filling my life with magic.

“I love you too, awesome lady. Speaking of awesome, let me get a picture or two of you in that dress for my scrapbook and your OK Cupid page”. She flashed her 30-megawatt smile and posed with hands on hips, then with her arms folded, making the most of the plunging neckline. As our ritual dictated, I showed her the pics, let her delete the ones she didn't like, and sent the rest to her phone.

“Okay Beautiful, let's not keep our lovely guest waiting.”

We hustled from the room and found the elevators. The ride down was just long enough for my imagination to sprint forward and start conjuring images of the ideal evening.

Lilly and Olivia down on their knees at my feet caressing my straining cock with soft hands and softer kisses...Olivia riding me in reverse cowgirl position, legs splayed wide for Lilly' s exploring tongue...Olivia tied to the bed straining against the straps, bucking and begging...me granting her wish by driving my cock deep into her dripping pussy ...Lilly mounting Olivia's face, smiling lewdly and grinding on the other girl's mouth....

By the time we reached the lobby, I was adjusting my slacks. Lilly noticed, and winked at me with a crooked little smile. She gently took my hand in hers and stepped out of the elevator in front of me, pulling my arm around behind her. I took the cue and let her walk in front of me to give me time to settle down, as we made our way through the lobby and toward the hotel bar.

We found Olivia seated at a little table in the back corner of the hotel bar. She'd chosen an eye-popping black evening gown with a neckline open to her navel. Other bar patrons stole furtive glances at us as we joined her at the table. We ordered drinks and made small talk, which allowed the ladies to get better acquainted. As poly people do, we went through the usual ritual of self-disclosure.

“Lilly, I'm so glad we finally get a chance to meet, and um, get acquainted.”

“Me too, Olivia. Franks told me so much about you. I've been dying to meet you.”

“Frank? I thought – oh, right, 'Bart' is your lifestyle name.” She rolled her eyes and gave me a little smirk. I informed Lilly of another one of Olivia's pet peeves.

“Miss Kennedy doesn't like the term lifestyle. It's too...what was the term, you used? Too preppy?”

“Pretentious. Anyway, I think I like your real name better. Let's go with Frank.”

“Frank it is. Makes no difference to me. You look awesome by the way.”

“Thank you, kind sir. And so does your lovely wife. Lilly, I love that dress. You look spectacular.”

“Thanks, you took the words right out of my mouth. That dress looks terrific on you. I can hardly wait to peel you out of it.”

“Well, I see we have something in common besides your sexy husband. We both have excellent taste in fashion. And women. Speaking of which, Bar – Frank – tells me that you've only recently discovered your appetite for the fairer sex. What brought you over to the dark side?”

“Well, I don't think there was any particular event that triggered it. I had my first experience with another girl when I was just twelve. It was an older girl who lived on my block. We were at her house playing or something. I don't remember what we were doing. I...don't even remember her name. But I do remember that I grabbed her and kissed her right on the lips. She was shocked, but she kissed me back. That set off sparks or something inside and I never forgot it. But after I grew up, I got involved in a church group called TruthWorld and I...”

Oh Lord, we're going to be here for an hour and a half while she tells her life story. This is not the way this is supposed to happen. Did I tell her what Olivia said about how to get her into bed? Dammit, I don't remember. How do I get this back on track?

“...figured out what was really going on and a bunch of us left, Frank and I included. Well that fucked our heads up for years.”

“No shit, that would mess with anybody's head. I wish that were a more uncommon story, but a lot of people get hurt by religion. It's not just p*******e priests and naughty nuns. So how long did it take you to start to recover your true self?”

“Well, it was a long and painful process. And...unfortunately most of the pain early one was Frank's. I didn't handle it well. In some ways, as my husband, he represented all the patriarchal authority that I was running away from. So I guess I unintentionally took it out on him. I had a wild affair with his best friend. They were partners in a graphic design studio and Jason was always around, so he was an easy target.”

Olivia sat back and gave the side eye. “That's not at all what Bart – sorry, Frank told me. You didn't mention any of this. I'm starting to feel like I've been lied to.”

Oh, shit, here we go again. How do I get her back in the happy zone?

“Olivia, you have not been lied to. I simply didn't tell you about all the drama we went through in our early marriage. I don't feel comfortable sharing Lilly's skeletons, so I edited that part out. Anyway, the Readers Digest Condensed version is, we had several years of infidelity as we worked out who we were and -”

“And that resulted in us meeting a wonderful ther****t” – Lilly jumped back in, eager to resume the story of our journey to polyamory. “ After Franks' most recent affair, we did a whole year of therapy with her. That was what allowed me to begin to accept myself as I am, and it was then that I realized I've always been attracted to women. Not all women of course, but definitely sexy, shapely women like you” – she fixed our guest with a dazzling smile. Olivia tilted her head and made a little cooing sound – “especially submissive women. I'm a bisexual switch. I tend to be submissive with men, and dominant with women.”

Olivia took a deep breath, visibly aroused. It may have been my imagination, but I could have sworn her nipples stiffened under her dress.

“Well, I can relate to some of that. I didn't get married in a weird religious cult, but I did get married in this dress” – she struck a Vanna White pose for emphasis – “at a pagan ceremony in the woods. Everyone in the bridal party wore black.”

The revelation that we were looking at her wedding dress seemed to strike my wife and I on different frequencies. I sat back with eyes wide and mouth agape. Lilly leaned forward and smiled. “Oh, I love it. I wish I'd been there.”

“I wish I hadn't.” Olivia countered. “My husband was an - interesting man. He was a brilliant musician and an experienced dom. He could just look at me and make me melt. Unfortunately, he was also something of a troubled soul. You might say, tormented. Channeling that anguish toward me became his favorite coping mechanism. We were together for ten years.”

She looked down, fell silent and absentmindedly stroked her throat. A wave of sympathy welled up within me.

God, no wonder she has so many triggers. Imagine all the hell he put her through. I wish I could make all that pain go away. Well, we can start by helping her forget about it for an evening.

Lilly reached forward and gently took Olivia's hand in hers, eyes moist and full of compassion. “I'm so sorry.”

“It's okay, you have nothing to apologize for, I did it to myself. But thank you. We all make bad choices. If we're lucky, we live to regret them, and learn from them.”

Lilly tried to find her footing. “I'm sorry, I didn't mean to” –

“No, it's okay, you didn't know. It's no problem, really. I'm fine. The bedeviled bastard's twelve hundred miles away.”

“So, do you have any family here?” Lilly pressed. “Brothers,sisters, weird cousins?”

“Yes, my sister, her husband and my two wonderful nieces. I'm their Friday night baby-sitter. They've been a godsend. My sister doesn't always approve of my choices, but she did save my life.”

“What? How, what happened?”

“She helped me get me away from my d**g-addicted, sadistic husband.”

Hmmm. I notice she didn't say 'ex-husband'. Are they still married? Is she hiding from him? Uh-oh, Lilly's made the connection between Olivia and Trisha. No don't get into—shit. Another long detour.

Lilly told about our guest about Trisha and her m0ther and our plans for the daring rescue. Her plan, actually. As I expected, that didn't set well with Miss Kennedy. She squared her shoulders, drew on her experience as a survivor of domestic abuse and warned against interfering.

“Everybody says, why doesn't she just leave? It's not that simple. In some situations, the woman - excuse me, the victim, which is not always female – can't just leave. He or she may not have the means. Or she may be terrified that he'll hunt her down and... um – excuse me, I've been too long without nicotine. I need a smoke break.”

Once Olivia was out of range, I gently chided Lilly. “Honey, you're doing that girl thing again.”

“What 'girl thing'? What's that supposed to mean?”

“You're connecting. We're supposed to be wooing. I don't have much experience wooing submissives in bars, but I don't think this is how it goes.”

“I'm sorry, it's what we do. It's what I do. I can't help it if I'm an empath.”

I sighed in resignation and took her hand.

“I know, I'm sorry. It's your big, tender heart. It's who you are. It's not a problem, we'll see if we can get back on track after she's had a cigarette and calmed down a little. But no more talk about domestic v******e, please. It's obviously upsetting her, dredging up God only knows what kind of trauma. I'll go check on her.”

I found Olivia outside and asked as tentatively as I could if she was okay. She nodded and blew a long puff into the cool night air. We shared a few awkward moments. For lack of anything better to do, I stood behind her and put my arms around her, partly in an attempt to keep her warm, and partly to comfort her. That well of sorrow crept back in, and I searched my mind for the right response. Words ran and hid. If I knew her as well as I thought I did, she didn't want my pity. What she wanted was to feel good and forget about her husband, even if it was just for a few hours. I summoned up a little courage and leaned forward and kissed her lightly on the neck. She tensed for a split second, then relaxed and leaned back into me.

“Your wife is awesome. Most people as beautiful as her aren't as nice as she is. She's so fucking gorgeous, she makes me nervous. I'm nowhere near as pretty as she is. I'm gonna feel like a toad in front of her. ”

“Nonsense. You're both gorgeous. But yes, she is awesome, inside and out. As you can see, she's equal parts empathy and passion. And you've no reason to worry. She's told me several times she finds you very attractive.”

“That's not the word you used before. You said she told you I was...?

“Yummy.”

“I like that.” She ground out her cigarette, and turned to me with a crooked smile. “Yummy huh? Okay, let's go see if she's hungry.”

The ladies were all smiles as we rejoined Lilly at the table. I called upon something I'd learned at a recent business dinner with some international clients.

“May I suggest we table the discussion about Trisha's plight and our intentions. Here in the US of A, that means let's set it aside. If we were in England, that would have the opposite meaning. In the UK, when they decide to table something it means 'let's put it on the table and hash it out'. Bring all the issues out in the open. Do a deep dive, and make a decision.”

Lilly looked at Olivia and said, “Well if we were in jolly old England, I'd definitely suggest we table you. I'd love to do a deep dive. Let's table Olivia, and bring her up for careful consideration, discussion, and...conspicuous consumption.”

“Mmm. I've been waiting for Bart to do a deep dive for quite a while now. And I'd love to be the subject of conspicuous consumption. But since we're not in England, I'll settle for being feasted on in private.”

At that we gathered ourselves and made a graceful transition to the elevators.

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We went to the bedroom and the bed was ready with pillows for the fireworks, what our ANR love would bring to us. I was no longer an ANR virgin so I was confident. Olga said, "If you want I could give you oral sex first, because my breast isn't yet full of milk and you'll be able to build up your own fluid." I told her, "I like that idea." "I gave you pineapple for lunch so your sperm will be very tasty for me. It's like what happens to my breast milk when I eat chili." My cock...

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