My girlfriend Cheryl looks like a sweet, innocent young lady, with her pretty face, petite body and long brown hair. However, she is and always has been a devil at heart. She dresses in business suits for work, but her skirt is usually quite short, and she often wears nothing underneath it, in order to tease not just me, but anyone who might be interested. She loves the attention she gets from men, strangers and acquaintances alike.
She once told me that she had been teasing Arnold, her best friend’s brother, for years, and had gotten him so besotted with her that he would do anything she wanted. She said she even got him to wear his hair long like hers, and to dress up in her clothes and even use her makeup.
This was fascinating to me, because as Cheryl well knew, I had a lingerie fetish, and she enjoyed catering to it. When she wasn’t home I would often take out some of her worn panties and lingerie, rubbing them against my face and smelling them. When Cheryl discovered this, she started intentionally leaving her worn things around for easy access. Several times I was even shocked by finding panties with dried come in the crotch, or come-stained stockings and pantyhose. I assumed the come was Arnold’s, but knowing her, it could have belonged to anyone. The idea turned me on even more.
Eventually I began to wear Cheryl’s lingerie under my clothes. One night she told me she knew what I’d been doing, and I was highly embarrassed; but she told me it was okay to enjoy my kinky feelings, and added that she would like to watch me indulge my fantasies sometime.
A few days later, when I came home from work, Cheryl sat me down on the couch and handed me a lingerie catalog to look at while she rubbed my cock until it was painfully hard. Then she suddenly stopped and went into the bedroom, closing the door. After a minute or two she opened the door and told me to come in and see what she was wearing.
Inside, the room was quite dark, but I could make out a figure dressed in heels, stockings and lingerie. The figure pointed at the heels, as if telling me to start there. I dropped to my knees and began kissing and licking my way up her legs. I could smell her perfume, and I heard her voice encouraging me to go on.
I proceeded to kiss and lick my way up to her ass. She then ordered me to tongue her ass, and even though I’d never done that before, I was so turned on that I did as I was told.
I then continued to work my way up, kissing her smooth back and pushing her long hair aside to kiss the back of her neck. At that point the figure turned, and I realized with a shock that it wasn’t Cheryl—it was Arnold. I looked around wildly to see that Cheryl had been watching the whole time from a darkened corner of the room.
I didn’t move, however; Arnold’s cock was now rubbing against mine, and I got even harder. “I think he likes it,” Cheryl said to him wickedly. She then told me that if I ever wanted her pussy again, I should follow my instincts and kiss this man. So I did. His lips were thick and full and caked with lipstick. Next she told Arnold to kneel and take my cock in his mouth, and she instructed him on how to blow me the way she did. Arnold was very good, and it felt marvelous, but Cheryl didn’t allow me to come. Not yet. Instead she had me kneel and suck his cock in turn, and she instructed me as she had done with him. She did let him come in my mouth, however, and as he shot his load I tired to gulp it all down as she admonished me not to waste a single drop.
When she told Arnold to get on all fours, we both knew what was coming. Cheryl produced some lube and prepared us both, and at her signal I slowly began to penetrate his ass. He hung his head, moaning and squirming but pumping back at me as I worked my way inside him. I held his hips and pretended he was Cheryl as I fucked him until I came, shooting my jism deep in his ass.
Since then she often invites Arnold over, dressing him up in stockings, lingerie and heels to play up to my fetishes, and when I get aroused she has him suck my cock the way she likes to do it. She often asks me if he isn’t a better cocksucker than she is. I always say no, but sometimes it’s hard to tell.
However, every time she has him use his mouth to pleasure me, or sit on my cock until I come in his ass, it’s Cheryl I am thinking of, Cheryl who I imagine I’m with. Even as she watches and smiles at the sight of her two conquests going at each other, I can’t help falling in love with her all over again.—V.N., Dallas, Texas