4 months ago
Confessions of a Mistress: Real-Life Accounts From the Other Woman

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An unofficial annual celebration, Mistress Day is observed the day before Valentine’s Day on February 13. This is the time that some men will devote to women they are seeing on the side, showing their special extra someone the attention that they’ll pay their wives the very next day. We reached out to SBs who are engaged in such arrangements to get their most intriguing stories about being the other woman. Read on for all the fascinating details!


He arrived in a white BMW and took me to his office where we drank a few glasses of wine. We talked about whether the stories of him in the tabloids and the media were true—his marriage and the allegations. I told him I prefer older men, and he said there is a lot he could teach me. As I sat in his lap he would kiss me. I liked the way he made me feel. He seemed like an angel, but at the end of the day, he was a married man.

Confessions of a Mistress

We both enjoyed the thrill and excitement of sneaking around. There was an obvious age difference, and he had a wife and multiple other women he stepped out on. I had my own guilt about having other men outside of him.

Confessions of a Mistress

I’m a cuckolding mistress. I was cheated on and now I make guys pretend I’m their wife. I even make them bring their real wives.

Confessions of a Mistress

He was tall, handsome, and mysterious. I fell in love with him instantly. He was 44 years old and I was 19. I had no idea he was married until his wife saw our messages one night on his phone. She asked to meet up, so we did. Long story short: She became my Sugar Momma!

Confessions of a Mistress

Joining Seeking Arrangement, I was aware of the possibility of being with married men. I do not mind the thought of that, simply because it was not only thrilling for the man but for me as well. When you arrange a meeting with a married man they always have set rules such as: condoms are mandatory, no spending the night, and always be STD free!

Confessions of a Mistress

I was aware of their wives because these men take precautions not to get caught. And, in my case, if the man had a hot tub or a big bath, we would play out his fantasies—and sometimes in his wife’s clothes! That was weird. His wife never knew and was oblivious. I left jewelry by the pool one night by accident, and he messaged the next morning to say he was turned on by almost getting caught by his wife.

Confessions of a Mistress

He’s an entrepreneur who got married at a young age and obviously wants something fresh while maintaining his married status. I became his assistant. He said I was his “office wife” who helped him with everything at work and he wished his real wife would do the same. To be honest, it’s kind of hot being a mistress because I get to role play all the time—a hot assistant in public and a hot lover in private!

Confessions of a Mistress

We take random shopping trips to Vegas. That’s right, just for shopping! We day-drink and shop around Vegas malls. We had a drinking game where I had to take a shot if I bought something from a store—with his money, of course. We ended up wasted and left our shopping bags in different places. It was super fun while it lasted!

Confessions of a Mistress

He was married to her for 20 years. He told me he just couldn’t fathom leaving her because he didn’t know a life without her. But, ironically, he was lonely and their sex life was non-existent. He said being with me made him feel alive again. He felt desired and that’s something he hadn’t felt in a very long time. He says I saved him.

Confessions of a Mistress

I have been extremely lucky with my experience as a mistress and I have no interest in any other type of relationship. I have always been respected and I have experienced nothing but kindness and affection. I am very thankful for the opportunity to have a wonderful and generous person in my life.

Confessions of a Mistress

I find there’s nothing wrong with being the mistress. In my recent Sugar Relationships, I’ve found it was more liberating. There are the early Valentine’s Day gifts he gives to me before he gives his wife hers, the allowance, and also the shopping! One of my Sugar Daddies has planned a “business trip” before Valentine’s Day, when we can get away together. I am staying in the apartment he is renting for me, so it makes it easy to spend time together without the titles or commitment. We start off getting brunch, do a little shopping, then go back to my place for some adult fun. I pop a bottle of Bollinger Champagne and the night is still young! When the night is over, I feel taken care of and satisfied, which is something a regular man can’t fulfill right now.

Confessions of a Mistress

Every year my Sugar Daddy gets his wife a paid hotel room for the night, buys her roses and chocolates and then—when she confirms she has checked in—he calls me and we spend the night together. So, I get there and he has rose petals on the floor and wine on the table, along with candles and a lobster dinner for two.

Confessions of a Mistress

At first, I didn’t know he was married. By the time I found out he was married, it was too late and I was head over heels in love. He was good to me, He always made sure I was taken care of and that I had enough money to pay bills. He also brought me little gifts and gave me spending money. The relationship lasted for over five years.

Confessions of a Mistress

Enjoying all the Sugar Dating stories, advice, tips and curious about jumping into the Sugar bowl yourself? Create a FREE profile on SeekingArrangement today and start experiencing the advantages of empowered dating and mutually beneficial relationships!

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