Hall Pass – Anal – Literotica.com – Free Sex Story

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I needed this. It felt good to be away from the hustle and bustle for a while. I relaxed in my chair and looked over the beach. The normal beachgoers were walking around and enjoying the sun. I was just glad to get away from the cold and the smell of the city.

“Hi,” a voice said, breaking my serenity.

“Hi,” I replied, looking at a lady with a large beach hat.

“Sorry to bother you but,” she said sheepishly. “I had this spot yesterday and it was perfect for my tan, may I sit over here?” she asked, pointing to the beach chair next to me.

“Of course,” I replied.

“Thank you,” she said as she held out her hand. “Violet,” she said as she sat down.

“Thomas,” I replied.

“Well Thomas,” Violet said as she sat down. “What brings you to Nassau?”

“Why can’t I be a local, or someone working at the resort?” I asked as I watched her sort her things out.

“Wedding ring,” Violet pointed at my ring. “And you’re as pale as a ghost.”

“Got me there,” I nodded.

“So,” Violet said as she dropped her robe.

Violet had an incredible body. Evidently, she kept a lean routine, as her body had no fat on it at all except for her large chest.

“The family took their vacation during the winter break, I had business to attend to at the time, so I am taking mine now,” I stated.

“Exotic Dancer,” Violet said. “Or stripper if that’s what you call us.”

“What?” I asked.

“You were looking me over, and wondering what I did for a living, that would make me get such a large chest,” Violet said. “I am an Adult entertainer, another word for it. But I prefer Exotic Dancer.”

“Oh,” I nodded.

“Thomas, I have a few days of vacation and I like to be direct, so if that bothers you, I can find another spot,” Violet said.

“No, no, direct is good,” I nodded.

I didn’t want her to leave, she had a great body, and I liked staring at it.

“Now, your turn, what do you do?” Violet said as she laid out in a tiny bikini.

“Financial Advisor for a large company in New York,” I said.

“Burr,” Violet said. “Too cold.”

“Yeah, that’s why I am enjoying the weather,” I smiled.

“Do you like it?” Violet asked as she put on sunglasses.

“Yeah, it pays the bills,” I answered.

“Honesty remember,” Violet said.

I looked over at her, but she was staring up into the air.

“No, it’s boring, my life is boring, everything is ….” I stopped. Why did I admit that to a stranger? I had known this woman no more than ten minutes.

“Continue,” Violet said without looking at me.

“I..” I said, staring at her.

“Thomas, I said to continue,” Violet said.

I sat back and told her about my life, my boring, predictable life, from my tedious job to the set schedule at home. I knew when I was going to sleep with my Wife, the positions and what my three kids were doing at this exact time.

“Sounds like hell,” Violet said as she turned to look at me.

“What about you?” I asked.

“I get to dance all night, which I Love to do, and get paid to do it,” Violet shrugged. “Once in a blue moon someone gets a bit handsy and the bouncers take care of them. I have a few vacation days before I get married to one of them.”

“The handsy guys?” I asked.

“No, one of the bouncers, his name is Douglas,” Violet said with a smile. “We are both on vacations instead of having parties, we are taking vacations with hall passes,” she smiled and looked at me. “You do know what a hall pass is, right?”

“Yes,” I said, shaking my head.

“Well, Thomas, last night I had four guys fuck me, they used me like their personal play toy,” Violet said as she sat up and stared right at me. “Can you imagine that, Thomas? Four guys using this body to do whatever the fuck they wanted, and I mean whatever they wanted.”

I sat there in silence. “And your soon to be husband?” I asked.

“Hopefully he is balls deep in some blonde, he likes blondes,” Violet said.

Violet had almost burgundy hair. It looked natural.

“Have you two ever had a hall pass?” Violet asked. “Where for a few days you could do whoever, you want, and have no repercussions?”

I thought for a moment that would be wonderful. I could try to fuck Leslie at work. She was an uptight bitch of a woman, but the word around the office was that it was a front, and she secretly liked to fuck married men.

“Who is she?” Violet smiled.

“A lady from work,” I smiled back.

“And who is he?” Violet asked.

I looked at her with a look. I didn’t want to think about my Wife of nine years with someone else.

“Ah, you’re one of those,” Violet nodded as she laid back down.

“What?” I asked.

“You can think of a woman you want to fuck even though you’re married, but the thought that your Wife has the same thoughts, angers you,” Violet nodded. “Typical.”

I wasn’t one of those. I was my own person. I had my own thoughts. Yes, I would Love to fuck Leslie, but that doesn’t mean, who was I kidding if the opportunity came about and I was sure my Wife wouldn’t find out? Of course, I would jump at it.

Could Shannon have the same thoughts about someone? She did talk a lot about the new flag football coach. If the opportunity arose, would she take it?

“A football coach,” I said in barely a whisper.

“And?” Violet asked.

“I would hate it,” I said, hating myself. “I Love her,” I said.

“Okay, what about me?” Violet asked. “What if I said the real reason, I came over here was because I saw a handsome man and I wanted to get fucked by him?”

My dick instantly rose. Violet was one-hundred times better looking than anyone I had met in person. Her body was a total knockout.

“You’re lying,” I said, shaking my head.

“Has anything I said been a lie?” Violet asked, lowering her sunglasses. “I Love Douglas with all my heart, if you asked me to take a bullet for him I would without hesitation, that same Love allows me to trust him to come back to me, to have his enjoyment, with whoever he desires.”

“Yeah, but you’re not married, not for the length of time I have, things change,” I said.

“Not that much, you said it yourself, Sex has become routine, if we fucked, you would look at your Wife in a new light,” Violet smiled. “Trust me.”

Violet stood up and threw down a key card. “Only if you accept my terms, she has to enjoy herself as well.”

Violet sauntered off. Even from the back, she looked good. “I will give you an hour,” she said over her shoulder. “Remember both of you, or none of you, be fair.”

I sat down, spinning the card in my hand. All the thoughts drove through my mind. My Wife being fucked by a black guy played in my head. Sure, in Porn, many guys thought that was enjoyable, and even in some erotic stories, this was real.

“Hey, honey,” I said as Shannon picked up the phone.

“I thought you weren’t going to call until tonight,” Shannon said.

I could hear our kids giving her hell in the background; they weren’t like most kids that we could sit down in front of some electrical device and have them watch it or play for hours. They loved the attention and being active.

“Need to talk to you for minute,” I said. Thumbing the card.

“Hold on,” Shannon said as she went to the one room in the whole house, the kids knew to leave us alone. I heard the door close in my office, and her breathing returned to normal.

“Everything alright?” Shannon asked.

I laid it all out, and as usual, my lovely Wife listened to it all without saying a word. I left no detail unturned. For a moment, there was silence.

“We could you know,” Shannon said. “Don’t get me wrong the idea of you sleeping with a stripper doesn’t do anything for me, but on the other hand, Sex between us has gotten, I hate to say it….”

“Boring,” I nodded. I was not too fond of that word, especially when it came to my performance in bed.

“Like I said, I hate to say it,” Shannon nodded. “How about once a year?”

“You’re serious?” I asked.

“We tell each other nothing, and once a year we take separate vacations and have fun,” Shannon nodded. “No one local, and no one the other can see or know about, I don’t want to see or think if you slept or fucked someone, at least if you’re on vacation then.”

“It’s different,” I nodded.

No football coach, I thought to myself.

“Go, your time is nearly up,” Shannon said.

“I Love you,” I said with all my heart.

“I Love you too,” Shannon said as we hung up.

I thumbed it in my hand. How could I do that to a lovely woman?

‘Go, it will be fine, we work out the details when you return,’ I read the text message.

‘You’re amazing you know that?’ I replied.

‘Don’t say that yet, a couple of us were planning an all-girls vacation to Jamaica in a few weeks. I expect my hall pass for that occasion,’ Shannon sent back.

The thought of Shannon having a hall pass in Jamaica made my blood boil, but Violet was right. I couldn’t be a hypocrite.

‘You will,’ I sent back.

I jumped out of my chair and headed back to the resort.

I knocked on the door then slid the key card.

I entered to see Violet on her bed in nothing but her birthday suit.

“Well?” she asked.

I showed her the text messages.

“Good,” Violet said. “Now have your way with me,” she said as she laid back on the bed.

I had never heard a woman say those words. Not in my waking hours anyway.

I climbed onto the bed naked and slid into her. She was soaking wet and ready to be fucked.

I fucked her hard and fast, watching her big fake tits bounce as I fucked her. Before I came, I climbed up and gave her tits a good fucking, before Cumming on her face.

It was a short-lived break before I fucked Violet’s Ass. Something Shannon would never let me do. Watching my dick enter her Ass nearly pushed me over the edge right away. I grabbed her hair and pulled it back as I fucked her tight Ass.

It went this way for most of the day, a short break, then right back to fucking. Everything I had ever thought of doing with Shannon, Violet let me do, Ass to mouth, face fucking, Sex out on the balcony. She was a living, breathing Sex doll for me to use and have my way with, without so much as a single no.

After watching her ride, me and letting me cum inside of her for the fifth time, she slowly climbed off me. Her phone rang.

“That’s Douglas,” Violet said. “Why don’t you get cleaned up, then I can get cleaned up, and we go a couple more rounds?”

I nodded slightly out of breath as I headed for the bathroom.

~ ~ ~ ~ ~ ~ ~ ~ ~~ ~ ~ ~ ~ ~ ~

Violet’s point of view

“Yes honey,” I said as I watched Thomas enter the bathroom. I quickly went out onto the balcony and made sure the door was closed, and the Shower had started. “I thought you weren’t going to call until tomorrow.”

“Is it done?” Shannon asked.

“Yes, multiple angles, and multiple pictures,” I replied. “My debt to you is fully paid.”

“Not fully,” Shannon said. “Make sure he knows that I have to get mine too.”

“I thought you….”

“I said what I said,” Shannon said. “My vacation will not be ruined.”

“So, this coach?” I asked.

“More than enough to warrant what I am doing,” Shannon said.

“I think I hear the Shower stop,” I said, looking through the glass at the door. I saw a dark shadow underneath.

“You will see your Douglas at the vacation in Jamaica as well, I will make sure my coach brings him, do what you have to do and today will be a distant memory,” Shannon said.

“I hope so, this is pure hell, I don’t know how you do it,” I said as I waved at Thomas.

“I put my mind somewhere else,” Shannon said. “See you in Jamaica.”

“See you soon honey,” I said as I hung up.

“Everything okay,” Thomas asked as I entered.

“Of course, everything is alright, like I said, let me get cleaned up and we can order food and….” I started to say.

“If it’s okay with you,” Thomas said. “I think I have had enough; I would like to go back to my room and call my Wife.”

“Absolutely,” I nodded. “Remember, be fair or you’re….”

“I am definitely not one of those guys,” Thomas said as he leaned in to kiss me.

I backed off. “Just Sex remember,” I said, pushing him back.

“Right,” Thomas nodded as he left.

I shook my head. The things I did for my cousin.

Shannon had got me out of jail a few years ago. It would have been a long stint inside, but somehow, she managed to get it down to community service and anger management classes, so I owed her big time, and now the debt was paid in full.

I took a quick Shower and then sent her the images and videos from the tiny cameras I had staged all over the room and the balcony.

‘We are good?’ I asked as I sent everything.

‘Perfect, see you in Jamaica,’ Shannon replied.