FabGuys.com forum: Billy the Gurls and Me

By *tephanie Somtimes OP TV/TS
5 weeks ago

South Derbyshire

I was 28 and had just split with my wife and moved into my own place. I felt liberated and able to finally express my femininity.

I had a wardrobe full of girly clothes thanks to my wife.

She had given me two bin bags of old clothes. One to take to the charity shop and one to take to the tip. Both ended up in my dad's garage and finally in my wardrobe and drawers.

It was so exciting to see dresses hanging in the wardrobe and skirts and blouses in the drawers. There was even an old bag of make-up. All I needed was a wig and a pair of heels.

Back then you could buy wigs and heels from classified adverts in the back of Exchange & Mart. Within a month I was all kitted out but with no where to go.

Although I had a good selection of clothes I still found it a buzz to go and buy something girly in person.

M&S was my favourite shop, they just made it so easy and never questioned me about what I was buying.

I also found a little independent shop in Lichfield. It was run by a mature lady in her 50's, it wasn't cheap but the quality of the lingerie and particularly the hosiery was very good.

At first I would go in with a little note with my "wife's" measurements on it saying I was buying her a present.

Eventually the lady realised they were for me, although I think she knew all along. She took me to one side and said that on Wednesday mornings she didn't officially open until 10 am but if I wanted to call at 9 am I could try things on in private.

I was so embarrassed and went bright red but I took her up on the offer. It became a regular thing on Wednesday mornings to visit Dorothy at her shop.

I built up a rapport with Dorothy and on some Wednesday mornings I would dress at the shop and we would go for a coffee and a croissant.

I was always very nervous but with my arm in Dorothy's I felt safe. Over the next few months I gained in confidence and sometimes would arrive at the shop already dressed.

It was Dorothy who told me about Peaches Bar. Peaches Bar was a new club for girls like me. The club was to be held in a country pub on a Tuesday evening. Pubs were closing all around the area and it was a way that landlord could keep the pub going.

There wasn't an actual bar called Peaches it was just the function room, of the pub.

On the first night there was me and four other ladies. I was the youngest by quite a margin.

I've always got on well with older people including men so it was no surprise that I clicked with Valerie.

Valerie was in her 60's she was married and had taken early retirement. Her wife knew about her dressing but didn't want anything to do with it. Valerie was allowed to keep her clothes in the spare bedroom but her wife didn't want to see them or have anything to do with the washing of them etc, etc.

It was at one of the evenings at Peaches Bar that I first met Billy.

He would come into the function room and buy a drink at the bar. He must of been in his late 70's or even his 80's. He walked with a stick and always came out of the house with his slippers on. We were always amazed how he made it from the bar to the table without spilling a drop of his pint.

He had a full head of grey hair, soft brown eyes, full lips and a cheeky smile. He always wore a shirt and tie and a plain woollen jumper. He wore braces and high waistband trousers. It was obvious that Billy was quite well endowed. The braces sort of pulled his trousers up tight around his fat cock. It was always on display and us girls would often giggle and say how he must of been a bit of a stud when he was younger.

Although I'd been dressing for a while I hadn't learnt about gaffs and tucking not that I had much to tuck but sometimes a little bulge did show through my skirt or dress if it was really tight. Billy noticed this a couple of times and said something to me under his breath but I never could catch what he said and didn't like to ask him to repeat himself. Some of the girls thought he didn't know about us but I was convinced he did.

Although he walked with a stick he always helped with the stacking of the chairs when it was time to leave. On this particular occasion there was just him and I.

He asked if he could walk me to the car and held out his arm. I put my arm in his and he lead me outside to the car park.

He asked me which car was mine and I said the red one but he just walked me passed it and out onto the road.

"Billy", I said, "We have just walked past my car".

He laughed and said he knew.

I asked where we were going and he said he thought I might like a nightcap.

"Billy", I said, "I'm driving I can't have a nightcap and drive home".

He laughed and said, "I know".

He stopped outside a little cottage a few doors down from the pub and invited me inside. If this was any other man I would of insisted on driving home but Billy was a lovely old man and I felt safe with him.

We went inside and he put a newspaper up against the open fire to draw it.

He poured us both a tot of brandy and then put a record on his turntable.

He turned up the volume and it was Frank, Frank Sinatra singing, Strangers in the Night.

Billy started to giggle.

I turned to him and said that we were hardly strangers as I'd known him for a couple of months.

He smiled and asked if we could be lovers.

We looked each other in the eye and he leaned in to kiss me. I closed my eyes and our lips met. His lips were soft like pillows and we gently kissed as Frank serenaded us in the background

Then he took my hand in his and said.

"Lets go to bed"