Paul stayed still, I just stayed still his cock growing limp in my mouth, I love a cum tasting cock. I slowly let it out of my mouth

Paul smiled and said wow! That was hot. He closed his eyes and fell asleep in seconds.

I soon dropped off too, I awake and it's around midnight.

Paul is driving and the roads are empty. He looked over and smiled.
I wanted some mints to wake me up he said but I'm sorry I saw your gear, I apologise.

I was puzzled gear??? The girls stuff - so your a transvestite?

No I responded, it's my friends, even as I said it I realised how lame and so totally untrue it sounded - my friends....

Hey he says, ok with me, I like it, boys who dress as girls, it's hot and wow you probably look great. You are kinda girly, your hair and hips.

I looked at him - I'm bi but I'm not into that, but inside I'm excited....

But does anyone like this?

I was feeling very excited and turned on, my stomach had butterflies and I was tingling.

I tried to pretend to be uninterested but I now wanted to try on the panties and the dress.

Paul looked at me and said I'm tired, we are staying here. He stopped outside a small guesthouse.

I looked at him and said I cannot afford this, I'm really not able to...

He smiled again and said no worries I am sure you can pay me back in kind..

We went in and Paul paid explaining that he was working with me. The room was small, two single beds and cupboard, plus small toilet and shower. I threw my bag on the bed and sat down.

Paul smiled again and then said - I'm horny. Turn round on your knees.

I was stunned he had only come about two hours back!! I turned nervously, and got on all fours, I felt his hands grip my jeans and pull them and my undersea down to my knees.
Wow! He said, nice bottom!
he stroked my cheeks, gently and ran his finger along the slit.

"Ok I need to fuck you.."

I was shocked but equally turned on , next thing I know is a wet liquid is gently wiped down my slit, and onto my bum hole,

" oh yes! Looks good"

Then I felt hs cock on my arse cheek and then slid between, I loved the feel of it between my cheeks, the head resting against my anus. Then he gently pushed and it felt huge, I was thinking it cannot fit, but I knew it would I could feel his head stretching my bottom open, it hurt
I clenched my teeth, and gripped the bed, but still he pushed and then the head was in, he pushed harder and then with a feeling of pure wicked pleasure he sank his cock home , I moaned, full of hard cock.. He started to fuck, gently sliding in and out but building

"so tight" he said " lovely soft bum... You sissy take my cock..."

I felt so full and with each stroke a wave of pleasure hit me, I felt his tight balls slap against me, the only sound was the slap of flesh and our breathing...
Then Paul groaned and made one last thrust before just stopping buried deep.
I knew he was coming, he pulled out slowly but said
"do not move, I want see my cum "

I could feel myself blushing and I felt warm, wet liquid run out and down my legs.

Paul said lovely arse - so enjoyed that... You have a pretty bottom.
He moved away and went into the toilet, I grabbed some tissue and reached back, wiping the sticky cum of my legs and bottom.

I then stripped and waited - Paul came out and smiled - shower is yours, make sure you clean I want to fuck again soon..

I showered and then using the shower nozzle I fully douched myself.

Leaving the bathroom, I found Paul had gone. But on the bed laid out was the summer dress, black panties, stay-ups, and - where he got them I do not know but some heels, black, medium height...and the make- up bag. Plus a note

Get dressed and be ready, I want you girly and ready

My own clothes apart from my pants were gone, but part of me wanted to try the stuff on, wanted to be feminine.

I was alone in the room... I took off my pants. Picked up the black panties, they were smooth, with a lace edge and a semi-transparent back panel. I took a breath and stepped into them, sliding them up. I loved the feel of the material as they went over my bum. Looking in the mirror I bent over, checking out my own bum! I looked good, although my hips don't flare, my bottom looked great, only issue was the growing size of my covk was never going to fit in the panties, unless it stopped getting hard. I tried to ignore it. Sat down and tried on the stay ups. This was so sensous and lovely, the way my legs transformed to looking slim, shapely and sexy. The smooth feel and then at the top, the flesh between the stocking top and the panties. Feeling very sexy now, I picked up the cotton dress, it was cream, finished just above the knee, light and clinging - I pulled it over my head and was stunned at how comfortable it was to wear and how liberating, a dress!! It made my legs feel so free and I felt turned on again. The only issue was my chest, I have no size to my chest and the dress was button front but only up to a low collar.

Now the tricky bit..I opened the make up bag, and was lost ,, what did all this do? Luckily I had shaved and being fair and young I had smooth skin with no shadow.
Ok I thought these ones
Lipstick
Eye shadow
Eye-liner
Mascara
Blush

First and with my botches I used eye-liner, with eye-shadow it transformed my eyes, wow! So different, made me feel attractive and confident..
Mascara - was hard but again my lashes suddenly appeared! Such an impact, I used the blush on my cheeks and then pouting my mouth I put on lipstick, not bright Red but red, oh my god, I could not believe how sexy it made me feel and how much I wanted to kiss...

Looking in the mirror I could not believe how different I looked, I knew I was a boy or rather a sissy, but looking femme and feeling so liberated. I put on the shoes, tight and tried walking, not easy but again the feeling of power, confidence and sexiness was amazing...
I was loving it, being a sissy was so hot!!