Dear Mistress Milliscent,
Sir told me to spend some time writing you this evening, filling you in on my first week of service.
Honestly, I was shocked last week when you dropped me off at Sir's house and told me that I was to be his from now on. I didn't know that you were thinking about giving me away, and I was terribly scared by being given to a man instead of a woman. I've never served a man before, or even been sexual with a man, but Sir says that being straight or gay isn't my concern and that he'll decide just what I am to be.
Sir's got very high expectations for me, and I have to work really hard to meet them. I promise that I'll do my best though, because I know that my submission is a reflection on you.
I get to wear my male clothes when I'm outside the house, but Sir insists that I be feminized whenever I'm home. He wants me in pretty and sexy things always and says that I have to look and act like a total slut because it turns him on when I look hot!
Sex is different of course, but interesting, and Sir sure loves to cum! I remember when I was in High School it seemed like I could never cum enough and it's amazing when I think about it, just how many times I could masturbate and cum in a day. It seems like Sir is still like that though! It's like I'm on my knees all the time with Sir's big hard cock either in my mouth or deep inside my 'sissy cunt.'
He's not as big as the crazy huge dildos you would use on me, but it feels amazing when he's inside of me. He's very rough, but it feels so good when he cums and I get to feel him pulsing in my throat or my 'sissy hole.' I'm eating well though, because Sir says that I can never waste a single drop of his cum.
As for my own cum, Sir says that it's just not gonna happen. He says that playing with myself is a thing of the past and that if I ever want to cum again I'll have to learn how to cum like a woman, from his cock moving inside of me.
I don't know if I'll ever learn to cum from just having my body penetrated, but maybe, because I'm certainly getting lots of practice. Like I said, whenever I'm home I'm supposed to be dressed like a girl, and Sir says that dressing like a woman includes having a plug inserted. I get to take it out when I sleep, and when I'm alone outside of the house, but whenever I'm home or somewhere else with Sir my body is forced open around a plug.
It gets to be very uncomfortable, but it's a good ritual too. Sir doesn't believe in giving me a break, so when he wants to be inside of me he just bends me over, raises my skirt, lowers my panties, and pulls out my plug. Soon as he cums he pushes the plug right back in me.
Sir thinks that my grooming is very important, inside and out, so I try and do a good job. That means lots of enemas too, because like I say, sir likes me clean inside, and to impress the importance of that on me he puts the plugs, and his cock right into my mouth after they come out of my 'sissy pussy.'
I do all the cooking and cleaning, Sir says that it's part of my duties as his 'wife' and he says that he likes thinking about me as his 'abused wife.' I guess that's why he seems so eager to use his belt, whip, and clamps on me!
Well Mistress, I guess that's all I have to report today. I hope that it wasn't boring for you to read, maybe the next report, if Sir has me give one, will be more exciting for you because Sir says that I'm not only going to be his whore, but a whore for all his friends too.
I don't know why you gave me away Mistress, but I want you to know that I'm happy and content here with Sir. I guess it's time for bed now, so I'd better hurry, I don't know how Sir will decide to use me tonight.
Your loving (former) slave,
jacob
