What comes to your mind when you think about role play? As human beings, our sexual lust grows and changes depending on our experiences. At one point in life, seeing a naked woman was your top sexual desire. 10 years later, you have already seen lots of hot babes both in real life and on the internet. So, you move on to another sexual desire.
For me, I have never really been fascinated by role play. The idea of dressing up in uniforms or playing the naughty teacher seemed to be too basic to get me off. Well, never judge what you have never experienced.
Allow me to give you a quick introduction about myself because it will help contribute to this story about how I met an escort who showed me how amazing role play is. I graduated top of my class with a financial analyst degree. My friends call me uptight and I can’t disagree because I always work so hard to complete my objectives. I guess this is one of the qualities my firm saw in me and promoted me to head of finance.
About three months ago, I got this promotion and moved to a bigger office with one of the finest secretaries I have ever seen. Our company is keen on transparency, so our offices are divided by glass walls. Am single and you can therefore imagine how horny I get when I see my secretary moving around with a tight black skirt on. She is mature, married, and very beautiful.
My buddies have always asked me to hit on her and play the boss card. But, I am not that kind of person. After all, it’s not fair taking advantage of your juniors. So one night, am watching porn and I come across a crazy role play video about a guy who hires an escort to role play as a secretary. He bosses her around, pushing her all over the office as she submits to all his pleasures. This clip got into my mind and I started considering doing the same.
The next day I went to work and there she was, it was on a Friday. She was dressed casually, and I could see her cleavage on. I was so tempted to send her a naughty text. But, what if she reports me and I lose my job? That’s when I decided to hire an escort.
During the lunch break, in my search for the hottest London escorts, I came across this agency that had the finest babes I have ever seen. So I filtered my search results to find an escort that would be interested in role-play. There was this particular model that looked so much like my secretary, her name was Diana. She was busty, mature, of medium height, blonde and curvy. So I explained what I needed and submitted my request.
At around 4, she got in touch and agreed to an appointment the next day, which was a Saturday. She wanted to know more about me, but we couldn’t talk at the office. Later that evening, I called her. She was so open to hearing about my role play fantasy and it was as if she was writing everything down. Wow, I was amazed.
On Saturday, at noon, she arrived at my apartment dressed like my secretary completely. Someone would even think this was a work-related appointment. Heck, she even looked like her. So I welcomed her and offered her some wine. I paid upfront for 2 hours. She commented on how handsome I was.
I have a home office and we headed there so that we can put the role play in motion. Diana asked me to seat at the main desk and she sat on the opposite side with her blouse unbuttoned halfway. I was so into the mood. We pretended to talk about work and she looked at me seductively. As she stood up to bring the files closer, I grabbed her bum and she moved back acting like she was shocked and didn’t want to sleep with the boss. Diana is a really good actor. She even had a wedding ring on, talking about how she is married and can’t cheat on her husband.
We had agreed that I would be a bit rough. So I pushed her close and ripped off her blouse. Beneath, I could see those busty breasts staring at me. I turned her around and started caressing her as she looked at me submissively. I was so turned on, she got on her feet and started sucking me off. I later bent her over, lifted her skirt, and started pumping her from behind. She had a big butt and I would smack it occasionally. As I was stroking her, she would whimper about what if her husband finds out. That would turn me on even more.
We switched different positions as I dominated all of her body parts. Diana was open to anal sex and as I was applying some lube on her ass, she was begging me not to stick it in her bum. Role play is amazing! I pushed my thing even further in her butt and her toes coiled up. When I was about to orgasm, I pulled out and sprayed my cum all over her face. She laid on my office carpet in content and her last words were, ‘please don’t do this to me again, Sir’.
She went to the bathroom, showered, and put on a fresh pair of clothes. I had to tip her because the role play was amazing. I saved her contact and I will call her again for a role-play session.