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.
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"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.
The lipstick goes on easily in the semi darkness but the eye liner will need some more light to use the mirror. I pull down the visor and open the mirror with the light and get to work. A couple of times I think I see the guys down the street looking in my direction but put it down to paranoia. What the hell, I tell myself. It's 2 minutes to 7 and I'm going to have to walk towards them in high heels that I'm not used to so let's go.
I slide on the heels and get out of the truck, lock it and walk to the kerb. I can see one of them pointing and laughing. My heart is in my mouth and my cheeks burn with shame as I walk towards the door and ring the intercom bang on 7.
"Fucking faggot!" I hear and 2 of the guys are laughing, but one is just staring at me as the buzzer goes and I quickly escape into the stairwell.
The relief almost overwhelms me as the door closes and I walk to the first floor hearing the familiar click of her door opening. As I walk through and give Mags a quick peck on the cheek I hear voices from her bedroom and remember why I'm here and my comfort evaporates in a second as I look at my Mistress...
"Jeans, shirt and high heels off" she commands. But even though she is telling me what to do there's something different in her demeanour tonight and she's dressed very girly... in the schoolgirl outfit I wore last time.
"Do what you're told and you'll be OK" she whispered in my ear "They don't want want you to be feminine, they want to control, humiliate and fuck a straight sissy. I'm sorry...."
Mags' bedroom door opened and there stood my horror - and my fantasy. 6 feet 2" of drag queen. High boots. Stockings. Corset. Make up. Brunette wig. And a massive cock. Soft, but still a weapon.
My mouth dropped open in surprise. I'd seen this "woman" in a bar in town one night when I'd been out with my friends. She was sassy and brash and obviously male and had been with a hot blonde TV who was much more feminine. I'd speculated many times since what their relationship was and if they played together. Of course, I joined in with the lads banter about them being "fucking fags" at the time.... Now i had the words burning in my ears from the guys outside....
I hoped I would be blindfolded and tied so I could get off on being forced, but not this time. Without a word I was marched into the bedroom and pushed down onto my knees. My brain was lagging about 20 seconds behind reality and I eventually noticed that the feminine "girl" from the bar was there dressed as insanely horny woman, similar dress and makeup but obviously the 6' 2" Goddess was in control.
Both their cocks were at my eye level and Goddess grabbed the back of my head and pulled my face onto her semi hard cock.
"We can get to know each other later, now we're going to fuck. You'll do what we want, there's 2 of us and we'll take what we need. Do you understand?"
She was grinding her hardening cock into my face and I could hear the other "girl" panting, not like a women, like a horny guy, and the noise of bare skin on bare skin as she stroked her hard cock.
There was no messing around tonight. My hand went round the base of that magnificent shaft and my tongue slurped up one side, back to the base, up the other side and briefly over his mushroom and back to the base. I was rising and falling on my knees letting plenty of spit coat the veiny shaft. After a few minutes my hands were grabbed and placed on 2 more cocks, one real and one Mags' strapon. Goddesses cock rested for a few seconds on my lips, Two hands held each of my wrists and the monster was thrust into my waiting mouth.
I tried, I REALLY tried to back off a bit but it kept coming for my throat.
