I’ve been dressing off and on for some years, probably in between marriages, but I’m now single and enjoying my life dressing when I want and not having to hide anything. I joined the site because I wanted to start meeting others either males or other CDs’
I am a bit of an anal slut and have toys ranging from small butt plugs that you can wear all day to toys that you clearly have to work up to, and it was this that I really wanted to explore as I wanted to be fisted as its something I’ve never had done and I’m desperate to be fist fucked..
I made it clear in my personals advert that this was something I wanted, and I wasn’t short on getting messages from males offering to meet up ….and that’s when I met Ian, local guy to me that wanted to meet with Crossdressers, and loved fisting was a bonus.
We arranged to meet at mine as I’m not out as my dressing is more sexy lingerie stockings, kickers, bra, and sometimes tights. I do use some makeup and a wig, but I would never pass, and Ian was OK about this as basically he wanted to fuck me, and I wanted his fist!
I spent the afternoon getting ready making sure I was fully clean inside with an enema and douche and after a few shots of vodka I slipped into something sexy, to get me ready pushed a small butt plug in, plus I love walking around the house with my butt plug in.
The door went and letting Ian we came into the front room and almost straight away he couldn’t keep his hands off me rubbing my stocking legs and teasing my cock over my panties. I asked if he wanted a drink but he suggested we head to the bedroom.
Getting into the bedroom Ian got straight onto the subject asking if I had ever been fisted before, I said no but showed him my collection of toys and the butt plug already inserted and ready to take something bigger…He smile and seeing some poppers and lube went over and got it.
I laid on the bed pulling my panties off and then opened the lube, Ian put a good load across his fingers, hand and wrist making sure everything was all coated and slippery, then spreading my legs Ian reached over and took hold of the plug pulling it till its widest, then pushing back in hard and fucking me. By now my cock was hard with precum oozing so Ian moved his head licking the tip of my cock tasting my precum…
Pulling the plug from me he quickly inserted 2 fingers as it felt amazing feeling fingers moving around inside me other than in the past a toy. Pushing another in it slipped in so easily stretching my hole, so much so that another followed and Ian had 4 fingers and then the thumb slid in with ease..
I took the poppers and having a good sniff my body just went relaxed and feeling Ians hand stretching my anus was amazing and without saying anything pushed his hand fully into me as I stretched wider than I even had before as Ians knuckles entered me and this time he didn’t stop pushing deeper into my asshole as my anus took his whole hand and then started to fist fuck me pushing & pulling back and forward.
I asked Ian not to play with my cock as I knew I would cum so quickly and wanted to enjoy every moment of his hand going in and out then pushing as he fist fucked me. By now my cock was leaking cum I was so turned on and Ian didn’t want to waste this as he moved forward licking and I couldn’t hold back cuming hard but Ian got every drop swallowing it all
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