Dare to Wear - Cover

Dare to Wear

by jack tar

Copyright© 2026 by jack tar

Erotica Sex Story: What would your wife dare to wear? especially at a strangers dare

Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa   Coercion   Consensual   Heterosexual   Sharing   Wife Watching   Swinging   Cream Pie   First   Masturbation   Petting   Voyeurism   Public Sex   .

I realized, after something that happened last week, that it’s never too late to spice up your love life. And that you can get into a rut in terms of how you view your wife, sexually. My wife, Cathy, is 30 years old, about 5’3″, with light brown hair and blue eyes. She stands a firm 37-24-36 with a really cute baby face. She works as the local regional manager for a national bookstore chain, so she usually dresses and acts in a fairly conservative fashion. Last Friday, she had to fill in for one of her managers who called in sick. Normally, she works from 9-5, but since she was filling in for a retail position, she had to close the store. The store is only 5 minutes away from our house, so when she didn’t arrive at home at 10:00, I became a little worried because the strip mall closed at 9:00.

I tried calling the store several times, but the phone was always busy. After calling the operator, I found out the phone was off the hook. Well, upon hearing this, I became rather nervous and decided to stop by the store to see if everything was alright. I got my wife’s spare set of keys to the store and jumped into my car. When I got to the mall, the parking lot was pretty empty except for my wife’s car and two others. I looked through the front window, but most of the lights were off except for the ones in the rear office. I checked the doors, but they were locked, so I started fumbling with Cathy’s keys. Fortunately, she only managed three stores, so it didn’t take long to get in. When I got inside, I heard some muffled sounds coming from the back. Curious, I tiptoed back and was just about to walk into the office when I got the biggest surprise of my life!

There was my wife, lying across the desk spreadeagle with her skirt bunched around her waist, pantyhose on the floor, and blouse opened down to her naval. Papers were scattered all over the floor along with the phone. At the same time, a young blond-haired punk, no older than 18 or 19, was on his knees orally ravaging her gaping cunt. While he was doing a number on my wife’s pussy, a totally naked 20-year-old boy was shoving his cock into Cathy’s mouth. My first reaction was to pull these two punks off her and beat the crap out of them, but I soon realized that my wife wasn’t a victim but an active participant.

As I stood there watching in shock, my breathing grew heavy, and my cock was becoming hard as a rock. Damn, I was actually enjoying seeing my wife servicing these two boys. Not wanting to be seen, I stepped back into the darkness as I watched the blond-haired kid take his Levi’s and briefs off and slid his prick into my wife’s dripping hole. As he slid in and out of her slippery snatch, I heard the familiar sounds of approaching orgasm cumming from my wife’s lips. The brown-haired boy who was feeding Cathy his cock climbed onto the desk and began to fuck Cathy’s mouth in unison with the dick pounding her cunt.

Remembering that I had forgotten to lock the front door, I quietly snuck up to lock it in – just in case. When I got back, the boy plowing my wife’s cunt was straining to keep pace with her bucking hips. From the sight of his quick, short thrusts, I knew he couldn’t last much longer. With one final lunge, he shoved all the way into Cathy’s love tunnel and released his youthful load as his body shook with pleasure. His hot, young cum brought my wife over, and she started to convulse in orgasm. Her breasts were heaving, and she was writhing and moaning in ecstasy. Dark hair’s cock fell out of her mouth, and Blondie remained in the same position with his cock buried deep in my wife’s cunt, savoring the post-orgasmic tremors as my wife’s cunt milked him dry.

The dark-haired boy got off the desk and nudged Blondie aside as he prepared to pump my wife. As Blondie pulled his softening meat out of my wife’s pussy, a thick glob of white cum oozed out of it. They stepped back for a second to admire my wife’s cum-filled twat. It was such a turn-on to see her wide-open pink cunt glistening from a mixture of her juices and sperm. I silently wished that I had my video camera with me. The two kids then helped Cathy off the desk and onto the carpeted floor. As they did this, the dark-haired kid helped her remove her skirt and blouse. They flipped my wife over onto her tummy. With her ass arched slightly and pussy wide open, the dark-haired positioned himself for easy access. I then noticed Blondie was hard again!

 
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