Lady In Red: Turning Him Into My Pretty Little Whore

As you can tell from the new entry, I’m back in the swing of things and ready to pick up where I left off. Seriously though, what a busy week! In between busy session filled days and impromptu fire drills and carbon monoxide detector inspections on my building, it’s been a whirlwind of play, rescheduling and sitting around waiting for normalcy to return. I really don’t do well when I vary from my daily routine… I start to feel ‘off’.

Anyway, not that I’m back I was wanting to share with you all, a session I had last month. It was so good in fact that I couldn’t help but let my mind wander back to it while I was carrying about my other business! Great sessions always stick with me.

So, I get a call from a polite, slightly quite young  play toy; let’s call him D. He’s new to BDSM, and has one particular fantasy, but boy is he into it. He’s been a cross dresser his entire life, but only now in his 30’s (?) is he really experiencing the full scenario he had in his mind. I watched him through the peep hole of my door as he approached, suitcase in hand. He was shorter, with honey colored hair and beautiful feminine features – oh and lets not forget the adorable excitement about him. Talking to him, you wouldn’t think by a long shot that I was the first Mistress he’d ever seen, but truth be told the extend of his S&M experience was reading about it and browsing a few casual websites. A great book I might add, but I found his innocence so very charming.

We chatted briefly to get to know each other, his desire was simple enough – to experience what if FEELS like to be a woman. Not just dress the part, but to really experience it. A few questions later and I had my scenario in mind, with every suggestion I ran by him he seemed to get more and more worked up – his excitement totally did it for me, and I was more than ready to get things going.

I instructed him to get dressed in the bathroom, his large carrying case was filled to the brim with not just one, but several outfits. Everything from evening attire to swimwear…an impressive collection. I waited in the studio away from site, listening to the sounds of him dressing and primping. I was really wanting to create some distance between the man I had let into my apartment and the woman I was about to meet, to really make the scenario more “real” if that makes any sense.

When he emerged I was entirely thrilled….you would have been too… A slick TIGHT red mini dress, gorgeous high heels, sheer stockings and a few choice accessories. I really wanted to pounce her, she didn’t hold back at all in her fierce feminine attire. She just looked like the type you want to sink your teeth into – but alas on our first meeting I couldn’t just ravage her –  I needed her to feel secure with me. With all of my restraint (believe me it was difficult) I composed myself and tied her to my interrogation chair. I stood inches from her grasping her fully round tits, molesting her thighs and all the while, whispering in her ear that she was helpless to stop me….no matter what I wanted to do to her.

I could smell her sweet perfume as I continued to grab and fondle every inch of her, but as a lady would, she rightfully protested and did everything in her power to keep me from pulling her skirt up. I just wanted to expose her, to make her show off what was under that short get up- she was just oh too tempting! Her knees desperately trying to close as I forced them apart, beholding all the lovely sites he had beneath her dress. Whispers of excitement mingled with “oh no Mistress, please”…Ah! Delightful!

I really wanted to see what this young lady had to offer so after a few moments of continuous man-handling on my part, I released her so she could perform for me. I sat back in my chair to enjoy the view of a rather lovely cat walk followed by a delicious strip tease. She however again protested revealing herself to me, until I bent her over my bondage table and just outright hiked her skirt up for a spanking. I was tired of the modesty and just wanted a piece of this sexual little creature. She was mine after all – for a full hour…why not have my fun with her? It didn’t take much punishment before she became rather compliant and ready for what I had planned, but I was quite pleased at how her pale little ass now had a delightful bush of pink.

If she wanted to feel like a woman, I would treat her like one, adding in a few delicious notes of humiliation to round it all out. She gave a fantastic blow job to my big black strap on, taking  at least 5 or 6 inches down her throat before needing to grab my hips for balance. I stood above her, fucking her throat, occasionally just grabbing my head and thrusting deep into her moaning little mouth. I nearly forgot to let her breath at some points, but she was such a good little cock sucker and took ALL I had to give. After such a display,  I couldn’t help but take her then and there, bent over my table and totally exposed her.  Her panties and stockings pulled down forcefully, her skirt thrust up and me, using her adorable belt as a way to hold her in place. The only thing that was missing is someone to film it.

All in all, it was an incredibly heated encounter and all I can say, is that I look forward to many more with this lovely little slut…and any other sluts that feel they’d like to be my little toy for the evening.