A test of obedience: part 1 the plug [MF].

I’d moved jobs to London to start fresh. It was a senior position, my own office with a PA sat outside and a new team. Life was fairly monastic, I’d work, run, go to the gym and then back to the hotel I was living in. Bad relationships and too much time in the BDSM world I was glad for the simplicity.

So, the team invites me out to dinner and as the boss I say I’m happy to tag along, better than the other option of my book and endlessly edging. I end up being sat between a couple of randoms and one a blonde lady, attractive very curvey and blue eyes, friend of one of the workers sparks up a conversation. By now the wine is flowing and i realise she’s an over sharer. She’s talking about how much sex she has with how many guys in what position etc etc. I just turn around and coldly say “your problem is you have no discipline” the meal stopped. Pin drop moment. Then people keep eating and drinking. She keeps my eye contact and replies “I’ve never been trained” well all I could do was smile.

A week later I get a message from an unknown number that just says “will you train me?” Having retired from that world I was resistant saying it would depend on developing trust and for me it’s serious not some game. But I knew inside I wanted her and wanted to test her limits. How often does a sub 10 years younger and with such a willingness drop into your lap.

So I said the only way forwards would be a test of her obedience. If she could follow instructions and behave perfectly then I would take on her training.

Test 1. Walk into my office and take a large plug in her ass with no speaking noise or comment and then leave.

I figured set the bar reasonably high but achievable and maybe she would go away and leave me in peace.

On the pre determined day my PA knocks on my door and says “can you take a visitor, apparently it’s urgent”. In she walks, all blonde and baby blue eyes, black dress hugging those curves and making my cock twitch. The door closes. She walks over to my desk silently. Hitches her skirt higher and higher first revealing thighs then the lower curve of her ass and then her full round rump. Hypnotised I watch it jiggle. My hand moves out without thought and cups a cheek. I trace the line from the base of her spine down between her ass cheeks and between her legs. My hand easing her thighs appart.

I reach into my draw and take out a large glass butt plug and put it on the desk so she can see it. She arches her back pushing out her rear. She leans on the edge of my desk. My fingers explore between her thighs, she gasps as I slip a finger inside. I pull it out and taste her. And then insert my spit covered finger gently into her ass. She bites her lip. She easily takes a finger so I try two. She shuffles her feel wider appart. I pick up the plug and spit on it and hold the tip against her asshole. Then increase the pressure. The more I push the mote she pushes back and then the I feel her relax and in it goes. As the widest part of the plug stretches her I hear a whimper. And then a groan and it’s in. I give her ass a playful slap and say “Go” and turn back to my emails. Believe me it took a lot of discipline to not take her then and there over that desk.

Test one passed she pulls her skirt back down and silently leaves. I go back to my email thinking….she has potential…..test two better be harder…..

Source: reddit.com/r/gonewildstories/comments/u681s0/a_test_of_obedience_part_1_the_plug_mf