After K expressed her desire to explore her submissive side our relationship took an entirely different turn. We discussed limits and our wants/desires to start with. Part One here.

She would be free-use, I controlled her orgasms, and she was mine 24/7 to give orders to. Underwear was now off-limits (she was on BC that prevented periods so win-win). Obviously, everything had to be within reason to keep ourselves and our jobs safe.

K had tried anal once before but didn't enjoy. She agreed to try it again with me after I explained how I would train her ass and we would take our time, making sure she was ready.

Since I was going home back to Maryland every two weeks to check on my house, check in with my boss in-person and otherwise catch up, I was able to collect some more supplies to bring back to Chicago.

This was before smart phones so texting on those old flip phones was a PITA. I was still able to text her instructions on Sunday for the next day when I would be back in her office. I had her wear a skirt and thigh-highs.

What can I say, I'm a sucker for thigh-highs.

When I arrived in the office I went to her desk and found her to be alone and closed the door behind me. She shared an area with one other engineer who was off in the lab for the next couple of hours, so I knew we had some time and the risk of being interrupted was low.

I had her stand up and put her hands on her desk. I spent a long while caressing her legs and ass, getting her quite turned on. After a weekend of separation, we both wanted each other badly but had to contain ourselves for the most part.

Putting some lube on my fingers I started to slowly finger her ass. She clenched against me, and I told her to relax and take it slow. As she relaxed, I moved my finger in and out of her rectum, only up to the first knuckle, just enough to get her used to the sensation and enjoy it. Soon K was biting her lip, pushing her ass against my hand and gripping the edge of the desk, clearly enjoying it. My finger started delving deeper into her bowels, working the lube further and further into her.

Removing my fingers I took out my smallest training plug and added some more lube to it. Working it into her slowly turned her on even more. She had been edging all weekend while being in denial, so her pussy was leaking down her thighs. After a few minutes the plug was completely seated inside her. I then gave her a light pat on the ass and fixed her skirt for her. We shared a quick kiss, and I went off to find some people I had to talk to.

Every time I saw K during the day she would stare at me longingly and I would steal touches on her body, continuing to tease her. I knew she was in agony after a weekend of edging and the plug in her ass.

Eventually the office emptied out and we found ourselves in the secure lab. The lab was lockable from the inside, and it takes a few minutes to unlock from the outside so we would be warned of anyone coming in.

I led her to the back corner, behind some equipment and bent her over against the wall. Her arms folded against the wall with her head resting on them. I lifted her skirt and started playing with the plug, moving it around, listening to her moans.

She wasn't ready for anal yet so that was off the table. My fingers found her sopping wet pussy and started to play with her clit. She was unabashedly moaning at this point, her hips moving against my hand, trying to get herself off.

Withdrawing my hand elicited some pathetic little whimpers from K. "Whose slut are you?" "Yours Daddy, please fuck me!" Unzipping my pants released my hard cock, ready for her. Slowly I guided myself into her as she pushed back into me.

I wrapped my hands around her throat and slowly started to squeeze as we found our rhythm. "Beg me to cum baby girl" I growled to her. "Please Daddy!" "Please what baby, tell me what you want." She was close, ready to cum.

"Please let me cum Daddy!!! Cum inside me, I need you!". "Cum for me you slut, cum all over Daddy's cock." Her back arched further, and her legs started to quiver as three days of edging and teasing released into one huge orgasm.

I had to let go of her throat and wrap an arm under her to hold her up off the floor as I pumped her full of my seed. Once we were spent and calmed down, I pulled out of her and pulled her up into a hug, whispering what a good girl she was into her hair while stroking her back.

At that moment we heard someone start to unlock the lab, so we fixed our clothing, collected our things and headed out for dinner and round two...