Friday at home

I’m home working today in a bid to complete a document on time, but I’m having a hard time pulling myself away from the distractions on my own PC and female¬†wardrobe to get on with things. I think it is perhaps because it is not something I would normally write myself, but the company is taking a shortcut to get it done.

Anyways what it does mean is that I’m sitting here at my home office, in a pair of black hold ups, black office skirt, black satin slip/underskirt, ivory silk blouse and gold high heels. I’ve attempted some make up and I’m currently finding out about the wonders of chatterbate.

i had never seen anything like it before, a web site dedicated to webcam session where folk play dirty on screen for your “tips”. Some will do certain things for a specified number of tips, some just seem to like to show off.

I must admit, there is a distinctive bulge under my skirt watching it!

Now that Christmas is out the way and the long slog that is January is nearly half way over, I’ve gotten back into a healthy eating plan. I’ve lost 24lbs so far since last year which is delightful. I have a lot of dresses and lingerie that didn’t really fit after putting the pounds on. No though, most do fit and I’m taking advantage. One thing I’ve noticed though is that I’ve turned into a bit of a collector of dresses and lingerie. Some items I have in my lingerie drawer for example I love to try on, but I don’t want to ruin it by wearing it for the day. I really need to get out of that mindset. There is no point in spending a lot of money on silk lingerie just to look at it and then find out a few months later that it is too big for you now. But how do I defeat that attitude? The only way I can think of, is to make sure I wear the lingerie or dresses a lot and make sure I enjoy wearing them. One of my re-occurring New Year Resolutions is to go to a club with my other half whist dressed. Maybe it’s time to do it for real!

DTG xxx

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Pegged

******* Very sexually explicit *******
Christmas is a time for giving, and a time for receiving. I managed both quite happily.

I’ve fantasised quite often about having sex with other dressed girls for many years. I’ve met a few girls in recent years too which lead to giving and receiving protected oral. As she straddled me and I wanked her off, she came in a condom. I was at her entrance ready to slide inside her, pushing the tip of my cock past her opening. I didn’t go all in but I wanted to.

I’ve always wanted to have a girl grab me, push me down, push my dress up and fuck me hard.

This Christmas I decided to take that fantasy to another level.

Over the years I’ve discussed this fantasy with other girls on sites such as tvchix.com, and the resounding response was to continue just with oral and avoid anal all together. But that didn’t satisfy my curiosity and I still wanted to try it. Most repsonders urged me to go oral without a condom on and take a guys cum in my mouth. I’m a bit OCD with cleanliness so that idea never really appealed too much. I wanted to give something a go though so a few years back when I met with someone I let something happen that I instantly regretted. 

We were both fully dressed and she was OK with kissing. I must admit though I wasn’t too into that. Our makeup may have helped in the masquerade of identity but it was instantly recognisable that I was snogging a bloke in a dress. However things moved on to the next stage quite quickly. Typical men! I was soon sucking her cock and she, mine. A 69 with a woman is something I love but with another cross dresser it was nothing special. So I went back to working her cock with my hand and mouth, wondering if she was the one to pop my anal cherry. She was getting very excited and unfortunately the condom came off in my hand. She went to sort it but I kept going saying it was OK. Very soon with a grunt and a gasp, she came. Her hot creamy load splattering on my underskirt/slip, hold ups and on the hem of my dress. My OCD kicked in and I was disgusted with having somebody’s cum all over me. The realisation that I’d need to wash it off made it a little worse. The evening quickly fizzled out.

It convinced me that having a girl cum in my mouth was not something I wanted to do. I couldn’t bear sombodys cum landing on me let alone in my mouth.

But I still wanted a cock in my arse all be with protection, and somebody holding my hips as they fucked me. I wanted to push back on her, the material of our stockings and hold ups rubbing. The silk of my dress round my waist….

I find this odd even by my own standards.

So I found a pseudo solution. I bought my wife a strap on this Christmas.

We agreed our safe words, bought some lube, and got ourselves quite tipsy. We were both dressed quite slutty but demure at the same time. A silk dress but so much lip gloss that it was practically dripping off me. Stripper heels. Hold ups etc. She was in a basque and suspenders with red satin high heels and nothing else. We had a good giggle fitting her with her new cock and we laughed so hard as I sucked her off. The rubber of the strap on was nothing like a real cock in my mouth.

I was lubed up and the strap on was protected with a condom and lubed also. We were kissing so hard and before I knew it she had thrown me on the bed turned me over and pulled my dress up. This was it. I was about have anal sex only it was me with my hips in the air trying to push back. She slowly edged tip of the rubber cock into me.

I’ve used dildos and anal toys in the past but they were always self controlled. I always wanted to push them deeper but this was a new experience.

It wasn’t as painful as many had made out it would be. In fact I loved the feeling as it slid slowly inside me. She guided it in and out laughing as she watched “her cock” fuck me. She got it in me all the way to the hilt. She was now balls deep inside me! It took a few mins for her to get a rhythm going but by now I was moaning in extasy as I was fucked from behind. I was pushin back on the cock, willing it deeper, wanting it to cum inside me but knowing it never would. I started to masturbate taking what felt like seconds to spurt my hot spunk into the condom I was wearing to protect the bed sheets.

She slowed and stopped. Pulling the cock out of me with a plop. We cleaned up. She was so turned on that her pussy was soaking. We wish now we had a strap on that stimulated her as she fucked me. I went down on her, licking her to climax and leaving us both in need of a shower.

The problem with living out a good fantasy is that it leaves you wanting more, it doesn’t satisfy you. But next time I want a real cock. 

DTG xxx