Caption: Preparing for Master

I've decided to start uploading a collection of pictures I've collected, complete will a caption or little story that I've come up with to accompany the picture. Most of these will be bdsm themed with some being sissy or lesbian themed. Some may be outfits or clothes that I wish I owned or art that I like.

Here's the first. Hope you like.

After the training, Sissy Sam knew exactly how to prepare herself for her Masters homecoming.

Caption: Mistress Mary makes sure her sissys know their place

Saw this and immediately thought of the caption

Life: An update

It's been a while since I last posted so thought it was about time I updated everyone. In looking at that post I realised that it's been about 3 weeks since I posted it and in that time, I've worn lingerie nearly all day, every day. There were about 3 or 4 days were I wore man-pants, but apart from that, it's been panties all the way :)

At one point, I thought I was about to be outed by my own carelessness as I found a pair of my panties trying to 'escape'. Firstly they seemed to have fallen out of a drawer and into a box containing a new kitchen appliance owned by my flatmate, which she nearly picked up, and then when they turned up in the dryer after being washed with a load of her washing that I was helping her with. I certainly didn't put them in there, so can only guess that I'd left them lying around as she picked them up and put them in the wash without realising she'd never seen them before! Nothing has been said and she's been acting normally around me, so maybe she doesn't know. But then again, maybe she does and has decided not to say anything in the worry that it would ruin our friendship. I've tried to be a bit more careful since then, but maybe I'm sub-consciously either trying to out myself into the life of a sissy or shame myself into putting those feelings aside. I believe I know why I cross-dress - given I'm a 40 year old virgin, it's not rocket-science. I want to feel sexy and desirable, but being short, extremely shy and ugly, I believe I'll never have a woman that's attracted to me. Maybe the cross-dressing habit would go away if I was to feel that someone was attracted to me, but then again, if that hypothetical woman was really special, maybe it would be something we could enjoy together.

Oh I don't know how I'm feeling at the moment. I feel like I'm trapped at times. There's so much I'd like to try and like to experience when it comes to sex and relationships, but the reality is that it's not going to happen for me and I need to find some way of coming to terms with that.

Some thoughts

So I was thinking yesterday about the somewhat unusual situation I find myself in and what it means to be a man in todays society and how it reflects on me.

Firstly, though I should probably give a bit of background. I share a house with a single mother and we have shared for the last 17 years. Our relationship has never been, or ever will be, anything but platonic, but we are close and have helped each other through some very rough times. Strangely though, we have two very different personalities. She is outgoing, bubbly and loves socialising and I am introverted, shy and avoid groups of people and socialising. Despite these differences  we have formed a partnership over the years and I have helped bring up her daughter (now a teenager), hopefully guiding and teaching her to be able to get all from her life that she can. Neither of them are aware of my cross-dressing habits.

Yesterday, we were having a lazy day. For most of the day, she watched some films and I was sitting in the same room on the computer. She thought I was playing a game, but I was really reading "My Fall to Grace". It's an excellent story by Leeanne over at http://leeannessissymusings.blogspot.com and I would really recommend it to anyone. I've been wearing Lingerie all week, so had some stockings and panties on under my clothes. Once the film had finished, she asked if I would dye her hair for her. So there I am, in lingerie, dying the hair of a very good friend whilst she's checking out a dating site and talking about a bloke she's met who sounds promising. It sounds like something a girl would normally do with her girlfriends :) She has met talked to plenty of men on these sites in her search, but has been unable to find "The One" so far. Most have turned out to be complete idiots who are looking for a fuckbuddy rather than a partner. A number of years ago, she met one and fell in love. Unfortunately, he turned out to be a user who almost destroyed her, literally, with his lies, deceit and downright nastiness.

So what is it that women want in a man? It seems to me that to be a man in today's society you need to treat women as objects. If you're nasty, sleep around, or simply ignore them to go watch football, then you'll get the girl, even if you're not stunningly attractive. If you care and support them, then they don't want to know, unless you look like a Greek God. Don't get me wrong here, I'm not trying to suggest that I want to get together with my housemate, but I've tried the dating sites and had a few nibbles, until I post a picture and then I never hear from them again! I'm not angry, after all I know I'm not Hercules, but I am slightly disappointed in the emphasis that today's society puts on looks. I would never, ever treat someone the way that some men seem to want to treat their girlfriends/lovers. Yet they seem to think that's how it's done and have had relationships that suggest it's working for them.

Having said all that, I'm aware of the irony that this is being said by a person that has pictures of attractive women in his other posts!

This summary is not available. Please click here to view the post.

Sorry for being away

Firstly I'd like to thank all those people who tried to contact me whilst I was away. Thank you very much for your messages. I'm sorry I wasn't around to read them.

It's been a while since I've posted, although I'm afraid to say not much has changed in my life. I still have had no luck in love and I'm having the urges to be a sissy again - they're never far away. How I wish for a mistress to take me and control me. Since last weekend, I've been wearing lingerie to work. It's exciting to think/hope that no-one around me has a clue of what I'm wearing or how I'm feeling. In a room full of male engineers though, it's a shame there are no attractive females - mind you, I'd dread to think of the consequences to my little Weiner if there were.


I've found I've been reading a lot of stories on the web that have had a consistent theme - lesbian domination. I can't decide if I wish if I was the dominant in the story or the submissive. Both ideas turn me on, big time. I have an idea for a story I'd like to write based on the fantasies I've been reading about. Unfortunately, real-life and not finding writing easy mean it hasn't made it into 'print' yet.

Anyway, that's enough idle musings for now. I thought I'd leave you with a couple of pictures of my two fantasy sides. In one, I'm the maid undressing my mistress with love and devotion in my eyes. In the other I'm tied and awaiting my mistresses pleasure.

Big kisses to you all

Not going very well

A few days ago, I set myself some targets for this week and they're not going very well. The first failure was my attempt to give up pleasure for a week (if you know what I mean). That target got blown a few hours after I made it - just like a New Years Resolution :) I'm too much of a perve for porn!

The second target was get more exercise. I weighed myself on Monday and found I was 2 lbs lighter than when I last weighed myself a few weeks ago. Unfortunately, I think the run I had on Saturday has taken too much out of me. I tried to go for a run this afternoon, but really didn't get very far at all before I had to give up. Unfortunately I don't think I can blame everything on the fact I had a big bag on my back full with my work gear and coat. Maybe trying to run 3 times a week was too much of an ambition at first.

At this point, I'm feeling pretty down, so I probably need to remind myself of my goal. So here's a pic of one of my favourite girls in the world - Sarina Valentine