Unhooking Ashlyn’s Bra

Loving the agony and ecstasy of cuckold denial

Ashlyn met me in the park for our first date after we had chatted on social media. She was as interested in me, a single-again man, as I was in her — a woman with a dominant personality.

Sipping on coffee seemed innocuous, but she cast a sly glance my way. “Scoot closer.” She wore a short skirt and blouse.

I did and she reached a hand along my thigh, moving higher and slowly pulling away. “Nice. Strong legs.”

I breathed deeply and my cock responded at the near touch. “Yes, I run and lift.”

“I like that.” She set her coffee aside. Her buttons were undone to tease the cleavage and her lacy bra. “So you’d like to be my task servant?”

“Yes, ma’am. Or consider it.”

“Why?” Her smile and eyes pierced me.

“Because I surrender, in many ways.” I explained to Ashlyn how I felt. Women had the upper hand in many sexual relationships, at least with me, and I was aroused by serving an emotionally strong woman who knew what she wanted.

I added, “But I’m not a wimp or weakling.”

Ashlyn smiled again and put her hand on my thigh, rolling her fingers to my zipper until she felt my cock. Her eyes were on fire. She glanced around and we were alone. “Unzip.”

I did and she reached beneath my underwear and embraced my cock, holding it firmly, gripping it tightly, and then putting it back. I zipped up my jeans and breathed deeply.

“Serving me isn’t easy.”

I nodded. “Understood.”

“Ever experience chastity?”

“Not yet, no ma’am.”

Ashlyn kissed me on the cheek. “Text me later. I’ll call you. You may sit and finish your coffee.” She stood, paused, and walked away, giving me a full view of her hips swaying beneath her skirt.

My mind was nothing but mush. I texted her later, thanking her for her time but holding back in my words. Until. The passion hit and poured out completely. You’re so in charge, in such subtle ways. I love it.

Thank you was her only response.

I wanted to write more, but I sat on my sofa, reaching for my cock and imagining her eyes and her near touch. Fuck.

My phone buzzed. Do not come.

Yes, ma’am was all I replied and I gritted my teeth and stopped.

Service to Ashlyn was mostly mundane like dropping off groceries, buying lunch and delivering it, and cleaning her car.

Until she called on a Tuesday night.

“I need you at my place by nine o’clock.” She explained that she’d be on a date and would return to her home by eight and by nine she’d want me to unhook her bra.

After I did, I was to sit on her couch and wait for her to dismiss me.

Her voice became stern. “And you are not allowed to stroke your cock and come. Understood?”

“Yes ma’am.” This was the agony I had felt in the latter part of my marriage to Susan. I’d see her undress at night, but we were becoming unglued — losing a sense of each other — and even though she never said anything I felt from her actions, that I couldn’t touch her.

And I knew when she went out. She told me. And she had decided to fuck a man she had met in a bar while dancing with friends. It had been a longstanding fantasy of hers.

I had become a cuckold to my wife so why not be one now to a woman who was a skilled dominant?

I ate a salad for dinner and for a moment I wondered what to wear. Silly thought. It didn’t matter. Did I even matter? I was going to experience humiliation.

I left with just enough time to park in front of Ashlyn’s. I was to walk straight in which I did at exactly nine o’clock. I walked to her bedroom and saw her kissing a naked man who was rubbing his hands over her back, and sliding off the bed to his knees.

Ashlyn stood and he removed her panties. I saw how straight his cock was and he was nearly gasping for air. I wondered how she chose who would be in her bedroom.

I wondered. Unhook her bra now?

She spread her legs and he began licking her pussy, moving his mouth greedily until she sat back down and momentarily interrupted him.

Her back was to me, she said nothing and I had to kneel on the bed. I carefully grabbed the clasp, unhooked it and her bra fell off.

She didn’t turn to see me — she simply spread her legs so he could eat her more deeply.

Fuck. I left the bedroom and froze at the door. I could leave. She’d never want to see me again. Listening to her groans was tearing me apart and yet — I grabbed the door handle and held it until letting go and sitting on the sofa, listening.

Ashlyn’s groans were a lovely pitch, and his were far more animal-like. I imagined him spreading her legs and angling above her fucking hard. Stay? Leave? My cock was pulsating. I hadn’t even seen her tits. I had simply unhooked her bra. One small, tiny task.

Until the groans ceased. Until quiet fell over her bedroom and the house. Until she stepped out holding a bathrobe.

Ashlyn smiled. “Nice.”

“Oh?”

“Spread your legs.”

I did.

“Don’t come — until you leave.” She knelt and unzipped me, pulling my cock out from my underwear. She opened her mouth, pursing her lips and sliding them down my shaft slowly and bringing her mouth back up, swirling her tongue around my cock and finishing by patting me on the head and messing my hair. “You’re so cute. Go home now. Come if you’d like and text me tomorrow.”

“Yes, ma’m.”

My cock was pulsing hard as I got in the car. I stumbled into the house, fell on my bed and stroked rapidly while moaning. Images of Ashlyn flashed through my mind like the smoothness of her back and the swaying of her hair. These were details most men never notice about their women. I wondered if there were details I had overlooked in my marriage.

I did come. Hard. And I texted her a long thank you note for rewarding me with her mouth.

You’re welcome, she replied. That was a small reward. You’re proving your worth. And the more you prove then the greater the rewards will be.

How strange. The ecstasy of listening to another man fucking Asylyn, a domme and, my domme?, was settling in. Oh, how I wanted her to fuck me. But did I?

If I did, would I miss some of the details of her beauty and not experience the highs of agony and ecstasy?

I had no answers, but I had the desire to go deeper in the experience.

Go deeper and read more with: A Guide to My Erotica Short Stories

A collection of most of my erotic short stories in one easy-to-access place.