I had selected some thigh-high stockings held in place by some rubbery elastic tops; allowing me to not need to wear a garter belt with the stockings. A simple set of smooth black panties with cutouts on the side and a bra went on next. My skirt was a dark gray, straight line to about my ankles, slightly stretchy, and held my lower body tight. I slid a basic square neck, light pink short-sleeved tunic over my upper body and felt my slightly erect nipples poking through the front. I was already turning myself on for the day ahead. 

I had done my makeup before getting dressed to keep it from getting on my outfit. Simple, and classy, but just pushing the line between what would be reserved for a day at work and what you would wear to go out in a dark club, a few of the lines were just a little more pronounced and exaggerated. A shiny pink lipstick that matched my blouse was the tie that brought it together.

The day was just one that I was going to be working from home, but I felt like getting dressed like it was a normal day at the office for a conservative, yet slightly frisky female professional.

I had just finished the finishing touches when my wife came into the bedroom and slid up behind me, grabbing my hips from behind and pulling my ass close to her pelvis.

She ran her hands up and down my side slowly just for a bit, and then up and around to the front of my body, cupping my tits and holding them just for a moment.

“Go to the best and bend over face down next to it,” she said as she directed me toward the bed.

I said nothing, but did as instructed, curious if she was going to break away from her work for a little afternoon play session.

“I am not ready to play with you yet,” she said as she pressed her body close to mine from behind after she had guided me to bend over at the waist while standing next to the bed.

Slightly disappointed for a second that my temptation for an afternoon play session was not happening, I was not disappointed with what she did next.

My upper body on the bed, bent over at the waist, my ass stuck out backward.

She slid my skirt down over my hips to about my ankles slowly with both her hands. Then I did the same with my panties.

My bare bottom stuck out in the air openly.

I heard her open the cupboard on the bed headboard next, and from the corner of my eye saw her pull out a bottle of lube.

She applied a liberal amount to her hand, sliding up close behind and to the side of me, and began to work some lube into my asshole. A little bit, then a little more lube, she made sure my asshole was super slippery.

Prepped, she then reached back to the cupboard and retrieved a five-inch anal plug, and applied some more lube to it, stroking the lube onto the plug like you might a cock.

With a little pressure against my asshole, she slowly pushed it into me until with a slight pop, it passed a slightly more bulbous section to a tapered one and buried itself in my ass up to the flange, filling me nicely.

She pulled my panties up around my waist, covering the plug now deep inside me.

Then she finished by pulling my skirt back up.

“You are not allowed to touch your cock or that plug until I tell you you are allowed to again,” she instructed. “Now go back to your office and keep getting some work done until I am ready to play with you.”

I stood from the bed, now feeling the toy inside me with my every move.

As instructed, I wiggled my way back down the stairs to my office in my four-inch high heels, the plug in my ass wiggling teasingly against my prostate with every hip sway the heels forced me to make as I walked.

While I walked back to my office, I passed hers. She looked up from her desk, gave a wink, and looked down at her hand.

A small remote was there that she pressed as I paused my walk.

The plug in my ass sprang to life with intermittent buzzing.

“Shuffle along now,” she smiled.

I did so having no idea how long I was going to be able or would be forced to take this teasing inside of me.

I sat down in my chair and tried to work. I was marginally productive, but I soon became aware of the fact that as I was working I was slowly grinding my ass back and forth in the chair.

The plug in my ass could be made to twitch back and forth just a little bit against my prostate as I slowly ground against it buried deep in me.

Holy shit though, it wasn’t long before I had to become conscious enough to stop doing it or I was afraid I was going to cum!

With a little self-control, I found I could slow my grinding, in reality, the fucking of myself in the ass on my chair, just enough to, shall we say, scratch the itch without bursting the dam?

The time passed slowly, but honestly, in a little bit of horny bliss. I was surprised at one point to look up from the pause I had found myself in,  a grinding slowly panting breathlessly period, to find that almost a half hour had gone by since I last looked at the time.

I was seriously enjoying this cross-dressed day of feeling like a girl with a toy inside her tempting her, bringing her to the edge of climax but not pushing over, for as long as I could take it. I can’t even think of how lucky I was that my wife indulged this side of me and the pleasure it brought. 

A concert was on in the background coming from the speakers in my office, and I lost myself in the feelings.

I got a little bit of work done over the next hour and a half, but in all honesty, I pretty much let go of myself in the pleasure, awaiting her return when she was done with her work obligations.

About three hours later, she snuck into my office without me really noticing. I might have been a little bit distracted and way over the horny point by this time.

Sliding in behind me, she slid her hands over my shoulders and down my breasts, cupping them from behind as I continued grinding against the ever-buzzing plug in my ass. I found myself panting and licking my lips like a craven whore just begging for a dick to satisfy her.

About this time she switched the rhythm of the pulsation of the remote control plug in my ass. It changed to a pulsing but steady crescendo rhythm inside me.

She slowly turned my chair around, making me face her.

Leaning in, she kissed my lips passionately.

I was panting slightly as she did so, so turned on after the last couple hours of stimulation and her slow approach and kisses that I had no control left.

She kissed my neck, pulling the long hair of my wig aside as she did so. Kissing both sides, and my lips in between. 

Her hands began to wander downward. Along my sides, to my hips, and down my knees to the bottom of my skirt.

She slid the skirt up and slid her right hand up to my cock and grasped it through my panties. 

She wasn’t even going to let me free my cock from its panty cage as she rubbed it while leaning into me and kissing me deeply on the lips.

I couldn’t help but play with the fake tits on my chest as she played with my cock. The dichotomy between the female form and a male cock being so pleasured under its panties is a part of the excitement.

I was so turned on. I wasn’t going to be able to last.

But I didn’t care. I had been turned on for so long and had so looked forward to this moment, to the bust from within me that would be released, that I had no humbleness left to care about how long I could hold out.

I matched my grinding against the plug in my ass against her stroking of my cock, temp matching.

Fuck I had no control left.

Bursting into my panties as she stroked me through them by hand, I moaned with pleasure and bucked between her hand and the cock toy inside me.

Spent, my panties were filled with my cum.

She kissed me passionately as she slid away and removed her hand from my panty-clad, cum soaked cock.

“Go clean yourself up you dirty girl,” she said.” We can have some dinner and get you a rest and reset, but then it’s your turn to service me,” she finished.