It’s been a long week with the holiday and spending time with friends. I hope everyone had a safe 4th of July, and celebrated wisely. I’ve decided to do a weekly wrap up series just to give some insight on what I had going on this week.

Lot of calls on niteflirt, along with some hot times spent in chat. I do love when people chat me first to set up the call. It seems to help the call glide a bit easier. Plus it saves time and let’s us just right in the moment the phone rings.

I’ve added a few new blogs this week, and have decided to add a new section. A members password protected blog for those that take the time and subscribe to my mailing list. Along with a picture, you will get the password for that weeks blog. Nothing will be spammed and no unwanted emails. All that will be sent is a weekly wrap up for you to enjoy.

New blogs:

Erotic Story: The Rockstar

Conversations with the Devil

Naughty Bedtime Story (password protected)

I hope you enjoy my weekly announcement blog.

I did buy a new toy this week. At first I felt so dirty doing so, but next week I am celebrating my Birthday, so I deserved something naughty just for me. Once I get it in the mail I will tell you all about the experience.

As for my birthday, I do love gifts. Make sure to send me a tribute on niteflirt. I love when you all spoil me.

To wrap all this up, it’s been a good week. I am having dinner out with friends tonight, and seeing a movie. I hope to hear from everyone soon, and remember to sign up for my mailing list. You won’t be disappointed, and there will be a sexy picture arriving when you do. SUBSCRIBE HERE

The post Weekly Announcement July 9, 2023 appeared first on Seductive Gypsy.

I’ve always had the fantasy of being an escort. No, I am not one, but this fantasy is fun to play out in my mind. On a hot night in California, this is how taboo game would play out.

“I can’t get better if I have never failed.”

Again, he wanted to see me. I often wondered why a newlywed would need to see an escort, but I guess that sometimes in love, you don’t always get it all. His wife was a beautiful model who could have any man, but she chose him. If I was to say why, I would say his bank account. He was a very wealthy CEO of a major company, and his kinks were not for the vanilla type woman.

Reaching the second shelf of my closet, I pulled out a pair of black strappy heels, not my favorite, but they were ones he bought me. He seemed to love them intensely. Before I put them on, I would need to clean the cum stains from the soles, or should I? I opted to leave them there. I like knowing that I was the one who caused that sudden spillage. Neither of us saw it coming, and when it happened, he punished my ass with 20 swats for causing it. I enjoyed every painful strike on my flesh.

I love the memories of our days together before everything changed.

The date’s details arrived via fax, which is one thing the company was very good at providing. They always gave us a complete list of what the client wanted before our arrival. I am forever thankful for that. Sometimes you need to prepare for something beforehand mentally. A few of my escort clients are very detail orientated.

I was to arrive at the Four Seasons in downtown Los Angeles at 8 pm promptly. Not knowing why he always added that. I was never late—just another factor in his need to be in control at all times. I was to wear a simple white dress, stockings in the nude shade range, a pair of Victoria Secret panties, white, and the black shoes he purchased last for me. Nothing was unusual here. I often had gotten a request like this. It was always what he was in the mood for at the time. I liked his choice this time. With the outfit and a simple loose bun, makeup done in a softer than usual tone, and nude polish on my fingers and toes, I was ready.

On my way up, I was when the elevator opened, and he stepped out, smiling the moment he saw me. A kiss to the cheek and few kind words about my appearance, and he led me out the front and into a waiting limo. I had no clue what we were doing, but I hope it was better than the last time. I wouldn’t say I liked the way he treated me on the prior date. No one wants thought of as a pawn, even when they know they are.

I chose the escort life for a reason.

Sitting back in the limo, a glass of wine in hand, he began to speak. I rested the glass and listened to his words. Something about his presence tonight was different. Something was off.

“When I met you, I didn’t expect ever to see you again. You were just a whim. Now don’t get all upset. I found so much more in you than my first impression. Each date we had made me fall more for you, but let’s be honest here. You’re a whore. You allow men to fuck you for money. I can’t take you home to meet my family, my daughter, well you’re younger than she is. I married my wife, who is your age, but she has a class that is above you. Sorry, but I’m honest. The one thing she will never be though is you. I can’t have a whore in my home. What if I was having a party and half of my friends have slept with my wife? It would make me less than a man. As much as I care for you, Gypsy, you will always be the other woman.”

It was a shocking statement by this Man but well deserved. I think this was the day I stopped loving him. He was now just a fuck like everyone else. Just the john with more money than sense and an addiction to one special escort.

“So, where are we going tonight? I thought we would stay in?”

Laughter came from him. I guess he expected me to cry over him. Not me. I wasn’t wasting a tear on him. He was a five grand a night fuck. Nothing more, nothing less. Just as he was to speak, the limo stopped, the driver exited, and he escorted us into a strip club. Was he taking me to see strippers? Never a dull moment, but this was crazy.

“Tonight I want to watch you with another woman. I want to see a woman pleasure you!”

I couldn’t help but laugh and be a little out of sorts at the same time. He was neglecting me sexually more and more, and I know that was due to him being married now, but why spend time with me? It seemed odd to pay the amount of money he did and let me have sex with someone else. This is where I learned about his other side. He was a voyeur. It all started back in his childhood. I would find that all out by the close of the night. I would find out how he loved watching women he loved with others.

Taking a seat in the front, he ordered a champagne bottle for us, which wasn’t unusual.

When you have money, you buy the best. The bubbles tickled my nose as I drank, making me almost feel a little childlike. I couldn’t help but giggle, well, till the lights dimmed, and the girl took the stage. Anticipating what it was to be a stripper, I watched as this scorching blonde walked out wearing nothing but a trench coat. So cliché. I was on the edge of my seat when You could leave your hat on, played. Not only is that the best stripper song, but it’s one of my favorites.

Her body worked the stage and the audience like the professional she was. When the coat dropped, she was in nothing but a thong, stockings, and some platform heels. She worked that body up and down the stage before wrapping around the pole. Gliding her body up the pole, her legs wrapped around the slender bar, bringing me closer to the edge of my seat. I was intrigued. Each movement of her thin frame made me twitch. I am not attracted to females, but this girl would be the exception. She would be the one whom I would love to have devour me.

“Gypsy, she is coming back to the hotel with us!”

He whispered that I would be with this woman tonight. He arranged it. Though I love it when he fucks me, I wanted to be with her tonight. I was honestly looking forward to sharing myself sexually with the Goddess before me. Being as escort isn’t so bad after all.

A girls best friend!

Rule Breaker

The post My escort fantasy with a naughty stripper appeared first on Seductive Gypsy.

Tell me about your first pegging experience. Did you read it in a magazine, or was it first hand experience? So many are afraid to admit that they want to try it, but wouldn’t it be nice if we could all explore a world where no one was judged? Anal is not something that you should fear, but embrace and welcome. Try it once before you judge anyone’s personal kink.

I was 21 the first time I pegged a man. No one can ever prepare you for the rush of power that you get. I know when it happened to me, I felt like Queen of the World. He was in his mid 40’s and what most would consider very experienced. The only thing missing was his deep seated desire to be pegged. Not by a man, but a female. He didn’t want anything to do with a real penis, the plastic ones were his real desire.

Over dinner we talked about our desires, wants and needs, and that’s when he told me, or asked me to be the one who pegged him first. I will admit, I almost choked on my wine and got instantly wet. Secretly I wanted to try the who anal thing on a man, but most would never allow something like that. I seemed to date the ones who feared a finger or even a tongue near their assholes. God, men can be such prudes.

Pegging doesn’t have to hurt.

Our first stop after dinner was to the closest toy store. I own dildo’s, vibrators, and butt plugs, but not a strapon. I know what I like, but what does a man like? For vaginal sex I love a big cock, but for anal, nothing over 7 inches for me. Getting my asshole wrecked isn’t on my bucket list. To find one perfect for you check a sizing guide before purchasing. According to the national average, 5-7 inches should do the job. Now this is for the novice, not the experienced anal lover.

It was my first time in an adult store and I must have looked like a deer caught in the headlights. So many devices and pretty colors to choose from. I wanted one of everything until I seen the price. In 2023 sex toys are a billion dollar business and almost everyone owns one. Not all will admit to it, but we all have a secret drawer to hide them away. Some of us just have a little more than others.

As we shopped, I noticed something odd. The rooms at the back of the store seemed busy with a variety of male patrons. That will be for another story though. Just know this, gloryholes really do exist. By the time we left the store he dropped 500 bucks at the toy store and we had 3 different toys to try. The sizes and girth all different, I knew we should start with the smallest one first. Oh, and before anyone worries, we bought lube as well.

Do you want to hear more about my first time pegging experience? Call me on niteflirt.

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