I had been working away from home and while it was a lonely existence I had my hobby, or perhaps a fetish, for cross dressing in feminine lingerie and dresses etc. I normally only wore them evenings and weekends while away or home in my flat. Today however was Friday and I was driving straight home to my flat, so I decided before I left the hotel to dress in my lingerie then jumper jeans and slip on shoes over.
About half way home I decided to pull into some services for a break, the weather looked as if it was about to rain. I purchased a drink and a light snack. As I sat drinking and eating the rain started, it was a real downpour that soaked everything very quickly. When I finished my food and drink I ran to my vehicle, jumped in and started the engine. I was just about to drive away when a young guy knocked on my window. I eased the window down a little he was absolutely soaked through.
“Can I beg a lift please” he asked.
“Get in out of the rain”. I replied
After he was seated I asked.
“Where are you headed”?
“Anywhere south, I just need to get away from here and start afresh somewhere, anywhere. He answered
There is a towel behind you. You can dry yourself a bit, you don’t want to get a cold. I told him.
As he turned in the seat I thought I caught a glimpse of the waist band of lacy pink panties. No, I’m imagining it.
“Thank you, where are you going”? “Oh and I’m Carl”
“Home, and I’m James, I have been working near the Scottish border, and live in Hampshire. I answered not wanting to give too much information to a person I had only just met. I started the engine and made my way back into the traffic heading south. We chatted as I drove, soon we were through the rain and the further south we went the weather improved. I noticed he had quite a soft sound to his voice, and his hair as it dried was full. We had driven about 200 miles when he asked if we could stop for a call of nature. I pulled in to the next services. We got out and went in to the toilets. He went left to the cubicles while I went right to the trough. When I finished I went to find him and ask if he wanted a hot drink. I looked down the row of closed doors and saw the second to last opening. A lorry driver type came out and walked towards me. As he got closer he said quietly. “Great blow job, from the end cubicle” and left. I went to the empty cubicle and shut the door. No sooner had I turned round to sit a finger came through the hole, being the normal signal to slip your cock through for a blow job. Losing no time I had my jeans open and my cock through the hole. Wow, straight into a warm wet mouth. The person in the next cubicle certainly knew how to suck. All to soon I felt the familiar tingle of an orgasm approaching. I gave a couple of thrusts as I emptied my cum into my sucker.
“Thanks” I replied. “How about I return the favour”?
With that a cock appeared through the hole, I quickly sank to my knees and took it in my wet mouth. I sucked and stroked as best I could. Soon I felt the twitch and throb as he emptied himself into my mouth. I stood up making sure I was securely dressed and left the cubicle. I got to the entrance and called Carl.
The end door opened and Carl stepped out. Oh my days, I had just sucked my passenger after he sucked me, Perhaps I hadn’t been wrong about the pink lace waist band.
“Would you like a hot drink”? I asked
“Yes please, white coffee no sugar”. He replied.
I purchased two coffees and picked up a handful of sugar sachets. We drank our drinks and continued our journey.
After about an hours drive Carl suddenly announced
“ I think I should explain, I am running away from my past due to harassment and bullying, I e always been a quiet shy type and due to my body shape never played rough boy type games, I always liked playing girl type games and got teased at school and later in my work”.
“Is That why you like to give blow jobs In motorway service stations”? I asked.
“What!, I didn’t I mean” he stuttered.
“It’s ok”, I said patting his leg, “After you blew me, I blew you, and your cum tastes really sweet”
“Oh, yes your cum was certainly sweeter than the guy before you”. Carl replied.
“I can imagine, he looked like a typical lorry driver if there is such a type”. I said. “Probably a smoker and we know that can manifest in cum, making a more bitter taste. But if you like that taste then that’s ok too”. I added.
As I was patting his leg I could feel the bumps of his suspender clips.
“Are you wearing stockings and suspenders?” I asked.
“Yes and pink panties with matching bra”. Carl answered
“I’m wearing undies as well, mine is all matching in black with black sheer stockings”. I said, “where are you staying tonight”? I asked.
“I don’t know yet” he answered
“I do, you are staying at my place. You can’t walk the streets or sleep on a park bench” I said.
“You hardly know me”. He said
I know enough to know we share the same hobby, we both like to give and receive a blow job”. I answered. “So enough said your coming home with me tonight”.
We arrived at my home and I grabbed my bags while Carl picked up his rucksack. I locked the car in the garage and we went in. Putting my bags down in the kitchen, I told Carl to put his rucksack down and follow me. We went through to the bathroom and on the way I extracted two bath sheets and passed one to Carl.
“Get those cold damp clothes off have a hot shower and join me in the kitchen when you have finished”. I instructed. “If you give me your clothes I will launder them while you shower”
Carl shrugged off his sweatshirt and polo shirt then reaching behind his back he unclipped his pretty pink lace bra. Next he unbuttoned his jeans and slipping them and his socks off. The next item was his suspender belt then his tan stockings finally he stepped out of his pink lace panties, which he handed me. I looked at his naked body which showed the signs of sun tan marks where he had sun bathed wearing either bra and panties or a bikini. I also noticed he had budding breasts. I picked up the rest of his clothes and left him to shower.
Returning to the kitchen I extracted my lingerie from my bags and put his and my lingerie on a cool wash. Then getting some cook from frozen chicken from the freezer I quickly made a sweet and sour stir fry with rice.
Carl returned from the bathroom with a hand towel wrapped around his head, like a turban. The bath sheet was wrapped around him over his breasts.
“Something smells nice a tasty”. He said.
“I thought you would like something to eat” I said
“I know what I would like in my mouth”. He said.
“Later, let’s eat first. I replied.
We ate and chatted about how and what triggered our love of all things feminine, any relationships we have had. After the meal I asked Carl if he had any clean clothes in his rucksack.
“No I was going wash them and pack them when they were clean, but things got very heated at my parents house, with my step father calling me a pervert. So I threw in bag what I could carry and left”. He replied.
Let’s clear away the dishes and sort your clothes into suitable wash loads. The first load should be finished by now”. I said.
His rucksack was packed pretty full with all sorts of feminine undies. Very limited male trousers and shirts. I looked questioning at Carl
“My parents would have thrown my undies away by now”. He said answering my unasked question.
“Well let’s get it laundered, and while it’s washing we can find you something to wear. Better than wearing a towel wrapped round you”. I said.
We set the machine going and we went to my bedroom, I opened my wardrobe to look for a dressing gown. I found one and then opened one of my drawers where I kept my boxer shorts for when I had to appear as a male.
“Have you got something a little more feminine”? Carl asked.
We went to my spare room where I kept my alter ego clothes.
“Have a look through while I have a shower, then we can dress together and relax with a film and a glass of wine”. I said. I had a shower then similar to Carl I wrapped a towel around myself and went back to Carl. When I walked in the room he was sat at the dressing table in front of the mirror. He had used my hair dryer and styled a feminine look he was also wearing a black matching lingerie bra, suspender belt and panties also sheer black stockings, he was applying make up in a very professional way and was already starting to look like a real girl.
“Wow look at you, Carl if I couldn’t see the bulge in your panties and know that I had already tasted your cum I would have thought you were a real girl”. I said.
“I like to be called Carole when I am dressed femme” he breathed huskily. “I trained in a hair and beauty salon. It was a job I really loved, but it wasn’t a manly job my parents told me, well actually my step dad did, mum just followed him and ideals”.
“Well you certainly learned your trade well. I replied.
“Now we need to get you out of that damp towel, I’ll set your hair and while it’s drying I’ll apply your make up. You really have some good quality items here. I have laid out some lingerie for you that will enhance your figure and I found your falsies”.
Carl helped me put on one of my basques that I had never been able to fasten fully. When she had clipped me in she took the laces and tightened it even more pulling my waist in by near 2 inches. Breathing was a bit restricted. Carl then slipped my falsies into the cups. Next he slid my stockings up my legs and fastened the suspender clips. Finally he helped me step into my panties and eased them up, before he finished he took my cock to his mouth and gave me a quick kiss.
“Steady sweetheart”. I gasped “I might cum”.
“Later darling” Carl said. “When we are both dressed, and cuddled up”.
After my hair and make up was complete. We went to my wardrobes to select dresses. I chose my favourite black dress that only just finished below my stocking tops when standing. Sitting exposed almost to my panties. Carl chose a very sheer blouse and a tartan mini skirt and I mean mini. Stocking tops and suspenders were on show all the time.
“You need to buy some slightly longer length dresses and skirts, if we go out clubbing”. Carl said.
“What outside! I’ve never been outside fully dressed even when working away”. I replied.
“Well tonight we are going to stay in and enjoy each other”. Carl said taking my hand and leading me back to the lounge.
“I can’t keep calling you Carl, when you look as gorgeously feminine as you do, do you have a femme name you use when dressed, I like to use Jane”.
“I use Carole, now let’s sit and just chat”. Carole said.
“How and what started you along the road to cross dressing”? I asked.
“Well Jane darling, it all started when I was about 11, I was in a school play and as I was attending an all boys school, somebody needed to play female roles. There were two of us dressed as girls, he was my first at giving oral sex, he just wanted to put his cock in my bum. He tried without lubrication and it hurt very much. So I just sucked him till he was about to cum, then he would pull out and shoot his cum on the ground. Then one day he just held my head firmly and spurted in my mouth, he held on and I had to swallow his cum. I thought the taste was quite pleasant, so after that I always swallowed his cum. He had an older sister and we used to borrow her undies for our fun, until we grew older and his sisters undies were to small and we risked tearing them. When we left school he joined the army, and the last I heard he was badly injured.
How about you”?
I told her about growing up in a very feminine house as my father had left my mother, she had moved in a female friend, to help with bills and mortgage, I later found out the friend was also my mother’s lover. They both left their undies laying around drying on radiators and the laundry basket was nearly always full of their panties, bra’s etc. Then one day I passed my mother’s bedroom the door was open and on the bedside table was a strap on double ended dildo.
When I asked my mother about it she confessed about being a lesbian. I told her it was fine with me, I did not judge her or her partner. About a fortnight later they asked me to join them, although I couldn’t have sex with my mother I could with her partner. It was about another two weeks they suggested I dressed in some undies. They dressed me in bra, panties suspender tights all of which was a good fit, it dawned on me later they must have planned it and been out and bought lingerie in my size. Gradually my male pants were replaced by nylon and lace panties, then my vests disappeared and camisoles took their place. By now I was hooked and used to regularly join in their games. Soon after I got my job which involved travelling and I needed a central base to work from. Devon was too far to travel from every day. I bought this place and moved in. Over a few years I have built up my wardrobe and added lots of lingerie. But kept it totally under wraps. Nobody has seen my collection not even my mother, You’re the first”.
“So your mother being a lesbian caused the breakup of their marriage?” Carole asked
“I think it was a bit of both, because I heard he had moved in with an old school friend who was gay”.
All the while I had been talking, Carole had been caressing my legs and running her hands over my stocking tops and suspenders getting closer to my panties. My cock was responding well and was making a very unladylike bulge in my panties.
“Now stop talking and kiss me”. Carole said leaning towards me.
I leant towards her and our lipstick covered lips met, it was like static electricity, the tingle, the blood rush, the feeling deep inside. It was fantastic. I felt Carole’s hand ease my cock out of my panties and stroke me sensuously. I moved my hand down and found her bulge that she had eased out of her panties. We stroked each other kissing, and tonguing, until she stopped kissing me and gasped
“I’m going to cum”.
I moved position and took her in my mouth, all too soon I felt and tasted her creamy cum splashing in my mouth and trickling down my throat. When she stopped pumping her cream in my mouth I sat up and before I could say anything she french kissed me and recovered some of her cum I hadn’t swallowed.
“Your turn”. Carole said. Then she leant over took my cock between her lips and bobbing up and down pushed over the edge and spurted my cum into her mouth. She sat up and we french kissed again passing me some of my cream back.
Most of the evening had been used up and we were both tired, we went to bed. I removed my dress and Carole took off the tartan skirt and sheer blouse. We climbed into bed still in our lingerie, we snuggled together and slept.
That was about 6 years ago, we are still together although our wardrobes have expanded considerably. Carole found employment in a local beauty parlour as is highly thought of. Sometimes she goes to work as Carl and others as Carole, the owners do not mind she is bringing in a lot more trade. I still travel for work but while away I often get fully dressed and go to a cinema. With Carole’s help and guidance I have learnt a lot about applying make up, and wearing dresses or skirts that do not show so much thigh.


Hope you enjoyed this fictional story.

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