This is a follow up to my first story about my adventures with Mags, a deviant escort who over years led me on a kinky journey culminating in being forced to suck and fuck another guy while dressed as a schoolgirl. Although straight and not finding "normal" guys attractive, the thought of being made to play with other guys by a dominant woman is a real turn on.
The story can be read on its own, but I think the build up from part 1 makes it much better.
----
"Hi - can you chat?"
The message was ominous, in 15 years, Mags had never contacted me unless I had reached out to arrange a session. After our last meeting where I'd been dressed up as a schoolgirl and fucked mercilessly by her and a crossdressed "headmaster" my brain had been in a mess. On one hand, I was still turned on and woke most mornings thinking about it as I played with my cock, but on the other, I was slightly disgusted with myself. More importantly, I was worried that the photos and videos she took would somehow get out.
"Yes" I replied as I happened to have the house to myself.
"Yes WHAT, bitch" came the immediate reply.
"Yes mistress" I quickly corrected.
"That's better. I've had a kinky request from some other clients and you're going to help me make it come true. They're 2 TVs who want to have a sissy slave join us for a special session and I've chosen you. It's Thursday evening for 3 hours from 7pm."
It had only been a few weeks since our previous encounter and it usually took a few months for me to build up horniness for a new session. Even though my partner was away on business and I was free, it wasn't floating my boat.
"Sorry. I don't think that's something I'd be into." I typed.
There was no response for a few minutes and I realised I was still staring at the 2 blue ticks willing her to respond and my other hand was rubbing my hardening cock through my jeans.
Eventually I saw her creating a response and, oh shit, not words but a picture. A picture of me, my lipstick coated lips wrapped around a cock with cum coating my lips, cheeks and eyes.
"I wasn't asking, slut. you've got 5 minutes to say yes, or..."
A new message arrived. this time it was a video. My stomach churned. it was me on my back being fucked, arms wrapped round the guy, pulling him into me with my legs, kissing him and begging him to "please...fuck...me....sir..."
"Shit, shit, shit" I thought. I hadn't realised that she'd filmed our whole session. But as I watched the 60 second clip my cock had hardened and I automatically took it out and started stroking. The video was hot. It had felt so good. I wanted to be a slut again.
"Yes mistress" I texted, well within the 5 minute window.
"Good slut. Be here at 7 sharp. Wear your black suspenders and stockings, knickers and lacy black bra. Put on red lipstick and eye liner before you get here. Even better wear a white shirt so your bra is obvious and come to the door in high heels."
I was panicking, the entrance to her flat is on a busy road and even though at this time of year it would be getting dark and the shops would be closed, it was very likely that there would be people about.
I considered begging her not to humiliate me but my hand was a blur on my raging hard on and the final text sent me over the edge.
"I know you're wanking your big, hard, sissy cock, cum now and clean it up cocksucker... and send me a picture as proof. You have 2 minutes..." accompanied by a picture of me getting rammed from behind while my head was between her legs licking her pussy.
FUUUUUCK. My cock gushed and spasmed as memories of that day flooded my mind.
As usual, as soon as I orgasmed, I lost all interest in following Mags' orders but I couldn't deny her now. I scooped up my cum with my fingers and dribbled and wiped it on my lips thinking I'd take a pic and wipe it off with some tissues when I got 1 more text.
"I've changed my mind, I know you don't like eating your spunk after you cum, so in case you try to fool me, I want a video. NOW"
Switching my phone to video and pointing it at my messy lips I tentatively stuck out my tongue and licked a small amount from my lips. It didn't taste bad so I tried again, this time getting a bit more. Finally. I used my index finger to push the rest into my mouth before sucking it clean like a tiny cock. I opened my mouth to show I'd swallowed it all, stopped the video and sent it to her.
"Good girl, now no more wanking until we meet."
Fast forward 2 days and I'm sitting in my car about 100 metres from Mags' flat. This is the closest I could get and there's a couple of guys hanging about near her door. As ordered, I'm wearing stockings, suspenders and a bra under my normal clothes but no makeup or heels just yet.