One of the best things about Emma was that she wore nylon stockings. Sometimes, when she sat on a high stool at work, you could catch a glimpse of them under her skirt, and as a fan of tantalizing lingerie, that was a massive thrill for me. Unfortunately, Emma wasn’t a big fan of such lingerie and often avoided wearing a provocative bra with a matching thong.
In bed, we talked like most couples about things we enjoyed, past experiences, and things we wanted to try. I shared my love for lingerie, telling her how incredibly sexy she looked in a sultry set or outfit, especially with nylon stockings. But she said she didn’t want to wear uncomfortable underwear unless it was necessary, and she definitely wouldn’t wear nylons in bed for me. Naturally, I was a bit disappointed, but I didn’t push it.
A few weeks later, we were meeting a friend and her new boyfriend for dinner. To my delight, Emma wore an incredibly short skirt that evening, and though I didn’t know it at the time, she was also wearing not just the shortest skirt I’d seen in ages, but a black lace bra with a matching thong and, best of all, glossy black nylons!
That night, when she crossed her legs, her nylon stockings peeked out from under the hem of her skirt, driving me—and I suspect a few other guys—wild with desire. As the evening wound down and we walked to the bus, we stopped for a kiss and a quick grope. Running my hands over her body, I asked if she enjoyed showing off her stockings. She replied with a breathy “Yes.” I said I wanted to know how much she enjoyed it, so she guided my hand under her skirt, and I felt her wet pussy through her thong, right in my hand.
“You really got off on it, didn’t you?” I said, sliding her thong off and sniffing the crotch before pocketing it. The ride home was tough—the bus was packed, and we could only whisper curses to each other. I let Emma walk ahead of me so I could sneak a peek under her skirt as we climbed the stairs to her apartment. Once inside, I handed her thong back and told her I wanted to watch her play with herself through it. She slipped it back on and did as I asked, pushing the fabric into her pussy. I held back until she came.
I walked to the couch, and we kissed passionately before I sucked her juices off her fingers while she unbuttoned my pants with her free hand. She pulled out my hard cock and started stroking it. “Do you like it when I dress this slutty and act like a tease?” she asked. “Of course. Every guy loves it when his woman gets a little slutty sometimes,” I said as she took my cock in her mouth, “and you do it so well.” Emma kept sucking, swirling her tongue around the tip and tickling my balls. Eventually, I had to stop her to keep from coming. I led her to the bedroom and told her to lie down. I climbed onto the bed, pushed her skirt up to her waist, spread her nylon-clad legs, and pulled her sticky, wet thong out of her pussy. I ran my tongue over her swollen lips, and she started panting quickly. I licked her soaked pussy, slowly moving to her clit. She pulled my head closer. I slid my fingers into her pussy, penetrating her easily. “Ohhh… I need your cock now. Please… I want to come on your cock so bad.”
“Soon,” I told her, too caught up in the taste of her pussy to stop. Twice, I brought her to the edge of orgasm but cruelly pulled my fingers back, denying her release. I moved back to her mouth and kissed her. She thrust her tongue into my mouth, eagerly trying to taste herself. She stripped off her blouse and skirt and started to remove her nylons. “No! Sluts keep their lingerie on when they’re fucked, including the nylons,” I told her.
In a desperate bid to reach her breasts, I pulled the cups of her bra down and leaned in to suck her nipples. “Please let me come,” she begged as I moved back to her pussy. I pulled her black lace thong aside and rubbed my cock along her pussy lips, teasing her further. “Ready?” “Mmmmm.”
“Show me.” She spread her pussy lips, revealing her pink core. I moved my cock forward, sliding into her pussy effortlessly as she moaned. I thrust in and out, picking up speed. After about five minutes, I pulled out and told her to get on her hands and knees. I pulled her thong down, thrust my cock back into her pussy, and reached around to play with her breasts. After a while, I slid a finger alongside my cock in her pussy, then pulled it out and rubbed it over her puckered ass. Repeating this a few times, I gently pushed a finger into her ass, feeling her desperately trying to come. She reached for her pussy, rubbing her clit frantically. When she didn’t object, I added another finger to her ass. Suddenly, she stopped and asked, “Do you want to fuck me in the ass?”
“Yes.” “Then do it!” I pulled out and lay on my side, spread her cheeks, and started licking her ass while she kept massaging her clit. “There’s lube in the top drawer,” she said. I grabbed the lube and spread it over her ass. “Put some on your finger and push it in.” I did as she said, moving my finger in and out. “Now another.” After about fifteen minutes, she told me to lube up my cock. “Okay, push it into my ass slowly.” I gently pushed past her sphincter. The deeper I went, the tighter she got. When I was fully in her ass, she told me to pause. “Okay, you can move now.” I moved my cock in and out slowly, gradually speeding up. “How’s it feel?” she asked. “Tight and warm. You?” “So full.”
I sped up, and she started moaning. I felt her fingers in her pussy, my cock rubbing against them through the membrane separating her rectum and pussy. “Ohhh. Fuck me. Oh yes… Oh yes… I’m coming!” Her muscles clenched, and she came spectacularly, followed by one of the most intense orgasms I’d ever had. When I pulled my cock out of her ass, a trickle of cum leaked from her gaping hole. We collapsed on the bed, exhausted, and cuddled to catch our breath. We dozed on and off for about an hour before she dragged me to the shower. We soaped each other up, kissing deeply. I ran my finger along her crack. “How’s your ass?” I asked. “A bit sore, but okay,” she smiled, kissing me. We rinsed off, dried each other, and went back to the bedroom. She went through her bedtime beauty routine, slipped into a gorgeous short white nightgown, climbed into bed, and snuggled against me. We fell asleep in no time.
In the middle of the night, I woke up to her lips around my growing cock. “I woke up and couldn’t sleep,” she said. “Turn around,” I told her.
She lifted her nightgown, turned, and sat on my face. She was already wet, clearly having played with herself. I licked her pussy while she sucked my cock. Suddenly, she moved off, straddled my cock, and lowered herself onto it slowly. She rode me, moving so fast that her nightgown straps slipped off, exposing her bouncing breasts. She leaned forward, cupped a breast, and offered me her nipple. I licked and gently bit it, making her moan, then sucked it into my mouth. I moved my hands to her curvy ass, squeezing and spanking it hard as she moaned in ecstasy.
Suddenly, she moaned and screamed louder, yelling for me to come. I sat up slightly, adjusting the angle, and she hugged me tightly as I spanked her ass and squeezed harder until she trembled, raking her nails across my back. She came screaming, her juices soaking my balls and the sheets, begging me to come in her pussy. My cum boiled in my balls and shot out, filling her pussy until it leaked out, matting our pubes together. By the time we recovered, it was time to get up for work. We were exhausted but deeply satisfied.
