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Hotel sex Stories

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Masturbating For A Hooker

A birthday treat begins with a powerful tease, for both of us

Around my 30th birthday, I decided to treat myself to an escort. A hooker. A prostitute. It had been about two years since my last serious girlfriend and I needed some energetic sex and fantasy without, frankly, spending all of the time dating and building up to the big bedtime. Fortunately, this was in the days when online personal ads were very reliable for connecting with independent hookers, depending on the location,...

Why She Cheated

Two strangers meet in a bar, one married and one not.

As a rule, I didn’t mess with married women. Well, the ones wearing their rings, that is, the ones that were obviously married and didn’t even try to hide it. If a woman is in a hotel bar with her ring on, one of four things is probably going on: she wants to have a drink in peace; she’s waiting for her husband, either to go somewhere else or as part of some weird sex game I don’t want to be involved in; she’s too dumb to...

Meeting a Lush Friend

The first time in the real world

The message on my phone said “The conference has ended, so I am all yours. I’m in room 505. Bring a bottle of wine and a bottle of lube. I’m looking forward to finding out whether you are all talk or whether your tongue is as talented as you say it is.” I had both the items she had requested already packed in my bag. I took a blue pill to boost my confidence and walked to the nearest tube station. One of the many advantag...

All My Loving - All Day Long - Pt. 2

Jeremy and Ally's resort weekend gets even hotter as they find new ways to enjoy each other!

They woke to bright sunshine peeking in through the cracks in the blinds. He’d already been awake for a while when her eyes fluttered open. A gentle smile spread when she turned to see Jeremy looking at her, knowing he’d been doing so for a while. He pulled her close to his chest as they both remembered the night before, and while thoughts of continuing came to them both, they enjoyed a tender lie-in instead, touching and...

Meeting For Dessert

Online relationship leads to dessert and more

We met for dessert at the hotel restaurant just to feel each other out a bit. It was a strange town for us both, and we happened to be in the same city, mainly just for this occasion. It was a Tuesday evening, so there wasn't much of a crowd as we chatted, getting to know each other better. Although I didn't actually touch my dessert because of my nerves, you seemed to be quite confident. You had enjoyed what you ordered,...

The Conference

B gets whatever she asks for, especially when it's something kinky.

We planned it months in advance: a weekend away from the kids attending a conference for married couples only. B booked a nice suite at the hotel complete with a fireplace and jetted tub. I found people willing to take care of our three kids for the weekend. This was going to be a weekend designed to grow closer to each other while strengthening our marriage and having lots of hot hotel sex. Since the first two sessions o...

Their Office Toy Pt. 2

Leslie indulges in her gangbang fantasy.

Leslie thought she would feel shame or remorse the day after her kinky encounter with her three male superiors, but she felt none. She had loved every moment of their sinful, erotic evening. So much so that she found herself fantasizing at work about Parker, Zachary, and Lee taking turns fucking her tight, wet, little cunt. The forbidden image of their combined cum splashing inside her womb had her little clit pulsating i...

Men & Money - Part 1

I don't seem to be able to stop.

My boss Peter and I met one of our customers at a bar at the Seasons. Peter seemed to have a thing for that particular hotel. I wasn’t certain why I was there, since I had little to do with customer relations. But I was interviewing for an opening in my department and it turned out the gentleman had a relative he hoped to recommend. We discussed all that and ate a light supper before he made an exit. “Whew, that was a tri...

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Mark's Business Trip: Sexting In Bed And Room Service

Sam has a very slutty first morning in the hotel room :)

Sam It was really rainy when Mark and I landed in Boston. A good excuse to spend our first night at the hotel, enjoying some alone time together in the room. We fucked over and over, and lay around eating room service and talking while we recuperated. It felt so exciting having Mark all to myself for a little while. I smiled when I noticed how nice it was that he didn’t have to keep checking his phone to see how much time...

Shagging For Scotland

A trip north of the border gets off to a tremendous start

Until I met Kirsty on a short flight up to Edinburgh, my experience of Scottish MILFS consisted of watching Georgie Lyall videos on PornHub. The flight from London’s City Airport had already been delayed by nearly two hours; the passengers were getting restless and frustrated. When eventually we were allowed on board, we all assumed that being such a small airport we would be on our way soon. As I strapped in, I began to...

Theater Fun

Tied up, used by three

I couldn't sleep, thinking about what Jim said. I didn't know if he was serious or not. I would marry him that day if he wanted. Jim had to leave for work earlier than I did. Our hours were very different, so we couldn't ride together. His were seven to three, mine nine to five. I got out of bed to get ready for work, and he was ready to leave. I kissed him goodbye and asked him, "Did you mean what you said last night?" H...

My Next Job Experience Chapter Two

Jeff told all the men in the office what a good fuck I was

Jeff and I dated occasionally, but it seemed like all he wanted to do was hop into bed. That wasn't what I wanted. We agreed to stay friends but not date anymore. As my job training continued, I started to get more help from the other men in the office. I'm sure Jeff couldn't keep our relationship to himself. I'd look in the mirror on my desk to watch them and could see the men, and even my boss looking down my blouse, tr...

An Unexpected Desert Delight

Spurting off some steam

Chapter seven My heart skipped a few beats, and I smiled. How does he know? Starving for food and a drink after our day of walking, I raced through a cold shower and flung on black slacks and a bright orange top. I would be conspicuous; the bright colour complemented my newly tanned complexion. Grabbing my phone, I sent a quick message to my Belgian Guy. Me: He is not my boyfriend at all. Belgian Guy: So, you say, I bet h...

Work Colleague Crush - The Big Ending

Jessica was at the door of our office escapade, had we been caught?

A few days passed with no word or insinuation that Jessica had heard anything. Me and Mary had begun to think that maybe we were in the clear or that Jessica had simply decided it was none of her business. Jessica is a five-foot-eight, slim athletic girl with long blonde hair. Her hair was always wavey and curved around her heavily made-up face beautifully. Unlike Mary, Jessica's assets don't shine in her uniform but base...

Beach To Bed

From the beach and waves to the bed and sheets.

When I was sixteen, I did a lot of things, but one of the prized moments of my teenage years was when I was sixteen, as it was the time I lost my virginity. My friend decided to ask his stepmom if I could go to the beach with him and her, (she brought two friends) since it would just be him and that would get boring for him. I agreed but I had never really paid attention to his stepmom. She usually didn't show cleavage or...