I nervously ran my fingers through my hair as I looked in the mirror.
What should I wear?
How should I carry myself?
I felt like I was going on a date for the first time. Jane would be knocking on my front door any minute, and here I was, letting the pasta overcook as I fretted over my outfit.
We’d connected via Tinder, and the feeling of elation that washed through me when she openly told me she was into Femdom was electric. I’d almost given up on finding a partner with the same kinks as mine, so when through this predominantly vanilla dating app I found and clicked with a dominant woman, I couldn’t believe it.
Jane was incredibly open from the get go in a way that signalled that she had some experience. She told me she was into pegging, and sent me pictures (once we exchanged Instagram handles) of her large collection of strapons. When I told her I’d never been pegged before, or indeed had a really sincere Femdom experience, she seemed excited, but also took care to reassure me that she would look after me. It wasn’t long before we set a date. I told Jane I wanted to cook for her because was a good cook and also because she’d also told me about her service kink.
The doorbell rang, and I started. I looked again in the mirror. Having never been on a first date with someome who already knew about my submissiveness, I had tried to dress myself as fittingly as possible (while still remaining within the confines of the ordinary). I’d put on a tight, white jockstrap which I’d received as a “gag” gift one Christmas, which huggedy crotch tightly while exposing a good deal of my round, muscular yet soft ass. Over these I was wearing a pair of tight, black jeans (the closest thing I had to leather pants), which I paired with a fitted, white button-down shirt. I know, aside from the jock strap this all sounds pretty ordinary, but hey – this was my first time. I rolled up the sleves of my button down to show off my thick, well-veined forearms, and opened the door.
“Hey you!” Jane chirped.
Surprised by Jane’s familiarity, I stood still and stared for am embarassing moment.
“Hi”, was all I could manage.
Jane was wearing a stunning long black dress with a high slit on each side which extended to her upper thighs. Jane stood in the doorway, expectantly.
“Come in, come in, I’m just finishing up dinner”.
I beckoned Jane in, noting as she brushed past me her fairly large handbag. I shivered as I wondered what she had inside.
“Hmmm that smells lovely, what are we having”? Jane asked.
“Shrimp pasta!” I told her.
“It’s actually almost done, I just need to put the finishing touches on the sauce”.
A glint entered Jane’s eye as she said:
“Great! Go right ahead, don’t mind me”.
I made my way back into the kitchen and gave the sauce a stir. I was incredibly nervous, so I was grateful to have something to do with my hands.
Jane helped herself to a bottle of wine I’d opened and set out on the kitchen counter, and glided towards me.
“That looks lovely, Jake. This is the first time a man has cooked for me on the first date”.
Unsure what to say, I replied weakly:
“Really?”
“Yes, it is.”
As she said that, she glided closer and pressed herself against me from behind. I felt her lightly grind her crotch against my ass, and froze.
“Uh, uhmmm”
“I wish you were wearing one of those cute aprons”, Jane said casually, obviously far more used to these situations than me.
Jane started to grind against my ass harder as I cooked clearly ,enjoying herself,
before reaching up around underneath my button-down and giving my nipples a light pinch. I groaned.
“Go on baby, keep cooking. You wouldn’t want me to go hungry would you?”
“No, definitely not” I said clearly, having regained some composure.
“Good boy.”
With that, Jane unbuttoned my jeans, letting them fall to the floor.
“Is this OK?” she said, pausing.
“Yes, yes.” I replied breathlessly.
“Good”, was all Jane said.
She pulled my jeans and my tight jockstrap around my ankles, and resumed her grinding against my now-bare ass. My dick was swelling, and I poked my ass backwards to stop my hardening dick from getting too close to the hot pan. Jane took this as an invitation (perhaps subconsciously, it was), and began massaging my ass as I cooked. She grabbed each ass cheek in turn, squeezing and kneading on both sides, as I struggled to focus on seasoning her pasta sauce.
“Oh shit, this is really hot”, I told her.
“You like cooking for me as I fondle your nice pert ass?” Jane smirked.
“Yes, so fucking much”.
Jane put some pressure on the small of my back to signal that I should bend over, and I obediently complied. She began running her fingers up and down my ass, getting deeper and deeper with each brush, until each upward and downward movement stroked my opening. I moaned, biting my lips to avoid being too loud.
“Thwack”.
Jane spanked me, hard, with her free hand, while the other explored the area between my butt cheeks, stroking my asshole.
“That wasn’t too hard, was it Jake?”
“Oh no, no it was fine”.
“Good”, Jane said more forcefully than she had before.
“Thwack”.
This spank hit just as I was giving the sauce a stir, and the ladle twitched, sending a glob of sauce flying onto the wall behind my stove.
“Oh my, making a mess are we?” Jane giggled.
She continued:
“Why don’t you lick that bit of sauce off of the wall. I want to see how well you clean up mess with your tongue.”
I jolted as she said this, knowing exactly what “mess” she was referring to. I looked down and saw a rope of precum hanging from my untouched but engorged cock.
“Yes Mistress” I said, the “Mistress slipping out unexpectedly”.
“Well look at you, getting the hang of this. Remember you can’t call me Mistress until I’ve said you can, yeah?”
“Yes, sorry Jane.”
I lent over the kitchen counter and obediently licked up the sauce, trying to make the action as sensual as possible. As I did this, my ass poked out even more than it had been before, and I felt Jane press a wet finger against my hole. I couldn’t see as my face was up against the wall, but I felt her hand on the small of my back again, making me arch my back.
“Go on, baby, clean up your mess.” Jane said in a nurturing tone.
“Ohhh ahh” was all I could muster. A
As Jane slid her finger deeper into my ass the tight pain gradually subsided into pleasure, and I moaned. I’d never had anything in my ass before. The feeling was electric, as if her finger was reaching into me and drawing out my orgasm. I moaned again, clenching my pelvic muscles as I felt this unfamiliar kind of pleasure bringing me close to the edge with a quickness that shocked me.
“Jane, please, you’ll make me…”
I tried to pull my ass back in towards the stovetop, but Jane kept her hand on the small of my back.
“It’s OK, it’s your first time, I want to see this.”
Jane drove her finger as deep as it would go inside me, and I felt her other knuckles now pressing against my ass cheek. I moaned incomprehensibly.
“I’m gonna cu…..”
With that, a wave of electricity shot up my cock from somewhere deep inside me, and I felt my dick begin to throb as Jane wiggled her finger inside my ass. I felt hot ropes of cum shoot out creating friction at the opening to my engorged cock.
“That’s it, that’s a good boy. Keep going.”
I put one hand up against the cabinets above the stove top, and looked down as I moaned.
I was shocked to see that ropes of my cum were landing directly in the pasta sauce. I tried to angle my dick away from the pan, but Jane held me in place with her finger in my ass.
“Fuckkkkkk” I screamed , as the power of the orgasm overwhelmed me.
As my orgasm began to subside, Jane wuthdrew her finger from my ass and leant forward to whisper in my ear:
“Looks like there’s another mess for you to clean up….”
Source: reddit.com/r/Erotica/comments/10kpu9m/fingered_on_the_first_date_mf_gentle_femdom