Part 5
Day 1 of the course went well, but he seemed to spend most of the time day dreaming, what would he do tonight, would he venture out, go for a drive, or would he pluck up the courage to see if he could arrange a meet. He didn’t fancy inviting anyone back to the hotel, but could see if there was anyone in the locality who could accommodate, maybe try and take the plunge, get his first real tase of a cock , a Welsh cock he laughed to himself. There were 12 on the course, apparently there should be 14, but 2 dropped out last minute. Most were middle managers working in the commercial departments of various companies in the region. 7 men, 5 women. 2 of the women were in there late 40’s and they had come together from the same company, and 3 of the men were also from the same company, one of the men seemed older, and the rest were all his age. They all had to do a short presentation to the group as an ice breaker, all the usual stuff, what do you want to take away from the course, strengths weakness etc etc . He got friendly with the guy sat next to him, Rob and the woman opposite Helen, was very chatty at lunch time, asking Liam and Rob lots of questions, and in fact he thought she was hitting on them , very touch feely. She was another big lady, she was young, but clearly overweight, she had a beautiful face, clear complexion, shoulder length blond hair, and huge breasts, and she seems to enjoy showing of her cleavage. She was also taller than Liam in her heels, maybe about 5ft 8. Most of them were commuting from Cardiff, and 3 of them were staying at another hotel including Rob that was 10 miles in the opposite direction, but to Liams surprise, Helen was in the same hotel as him. Helen seemed very intense, and Liam found himself feeling slightly ill at ease with her attention. Part of him felt flattered, he was convinced she was trying to chat him up, she was clearly paying him more attention than anyone else in the room.
“when did you check in” Liam asked Helen as they sat together drinking a coffee during the final break. “drove straight here this morning” she replied “took me fucking ages in the traffic, am knackered, what’s it like the hotel, food good, does it have a decent bar” she asked hopefully . “well, don’t want to be the bearer of bad news, but it’s a bit basic, the manageress is a bit of a dragon, I suppose it has character” he laughed. “fuck” she said, that’s just typical they book me on these courses and make me stay in shit hotels, fucking typical” she said.
Liam listened to Helen go on a short rant about her frustrations with her current boss, and he just laughed to himself about the similarities between Helen and Carys, both in size as well as vocabulary.
Liam was a little annoyed that Helen was in the same hotel as she was now suggesting how they may catch up over dinner tonight. She was very forward, and when it came down to it, Liam was just to accommodating, he was not the sort of guy who looked for confrontation, and he had never dined with another woman alone, in fact he had never dated another woman before. Liam had been with his wife since school days, and she was the only one he had every had sex with. This certainly pulled on his guilt feelings, and since he re started dressing, he ratified it in his mind as a hobby, and whilst he wanted to experience some kind of sexual contact with a man, he always maintained that he would never have sex with anyone other than his wife. Liam always had a feminine side, and was bullied at school as a sissy. His body size, shoe size and shape made it easy for him to pass as a woman when dressed, he had puffy nipples and his man boobs were bigger than average which he loved. He had dressed at home with his Alison when they were younger before the kids. This started after a fancy dress party they attended in 6th form, and he went in drag, and he loved it. His wife enjoyed dressing Liam up, they were similar size, which was perfect and when they were married, she kept a side of her wardrobe for his fem clothes. Alison came up with the name Linda, and that just stayed with him. They both enjoyed the sex when he was dressed up, and they would have fantasy about pulling a couple of men and bringing them home, but it never went any further than a fantasy when in the throws of sex . Sometimes they would go out together away from home, with Liam fully dressed. It all stopped when Alison fell pregnant, and her mind set changed. She tolerated Liam dressing occasionally but gave him an ultimatum that it had to stop when the kids were born.
Liam went along with this, and he soon accepted it, work became more demanding, family and money pressure, and then the second child arrived and it soon became a distant memory.
He brought it up again 4 years ago, not long after the youngest turned 8. They had been invited to a fancy dress party and he wanted to be Linda again. He pleaded with Alison, but she was against it from the start, “grow up Liam, we have kids for gods sake, I thought you had matured” she would say.
The first day was supposed to finish at 5pm, but the instructor who was clearly keen to get away early mentioned that the traffic could be bad, and if no one objected they could get away at 4. Obvioulsy , no one objected, and the journey back to the hotel was un eventful.
He decided to take the opportunity to have a look around, the area on the way back, see if there was anywhere, he could drive to, park up and go out for a walk dressed, and then he thought about where the nearest decent town was that may have some ‘night life’ , maybe he could go out for a curry, get an uber have a few drinks . Were there any gay bars nearby, somewhere he could go out to dressed . all sorts raced through his mind, and then he realised that now he had a complication, another course member staying at his hotel. But he was sure he could be discrete, anyway, he was free, away from home, away from the demands of real life, over 300 miles from home, and he wanted make the most of it as these chances did not come his way that often.
Liam decided to check in on the phone with his wife and chat with the kids, how was school, how was dancing class, how did the football go etc etc but they were both to preoccupied with the tv at home to say much anyway, other than when you coming back dad and will you bring me a present. His wife, Alison wanted to know all about the hotel, what did you do last night, how was the course, and they obvious question, are there any women on your course. Liam gave his stock answer, long course, lots of home work that will do tonight, and yes, a few women on the course, - “oh yes” she said, “and what they like”, as he went on to explain that they were older and all travelling so no one at his hotel. It was easier that way, as if Alison though that there was a chance that he would be cosying up for a meal with a woman whilst away, the phone calls home for the next 2 weeks would be hard work as she was a very jealous wife at times, and she still could not understand why he must stay the weekend. Liam explained many times that there was a type of team building exercise where they would be set a time critical task working in teams over the weekend, which was total bullshit he just wanted to have a weekend away as Linda.
Carys greeted Liam with a scowl as he entered the hotel. “you joining us for food tonight boyo “ she said. “er, yes, can I book a table for 8pm” he said. “no need, your lady friend has already booked it” she said looking up and then behind him with a smile. Bloody hell, thought Liam, Helen must have got here already, and just as he took his key, there was a tap on his back. “you got lost boyo” she laughed , looking at Carys, “I been here fucking ages, shall I get the first round in I am ready for a fucking pint after today, can’t wait to sample some of the beers, Carys says she has a new brew on tonight” Helen, still in the same clothes, a trouser suit with floral top, heels, her massive boobs bouncing under her industrial scale bra as she looked over to the bar with a big smile and continued talking. Carys walked round to stand next to her, as they chatted, and it was clear that Carys and Helen were getting on very well, maybe Carys just didn’t like men he thought.
This was surreal, they were so similar, yes, Carys was older, maybe early 50’s and Helen was maybe early or mid 30’s he could not tell, but they were almost identical in stature. He felt slightly ill at ease dwarfed by these 2 big loud opinionated domineering women. “er, yes, give me a few minutes to get sorted and I will meet you in the bar” Liam said as he took his key and went straight to his room for a shower.
As he walked up the stairs, he felt frustrated, this was not going to plan. He wanted the evening to himself, he wanted to be Linda, and to have a trip down memory lane, wearing some of the dresses he had kept hidden away since the days when he would dress regular as Linda, and he wanted to flirt on line and maybe go out for a drive fully dressed and visit a few pubs, safe in the knowledge that no one would recognise him and his wife would never know.
When he got back to his room, he noticed straight away that it had been cleaned, bed made and when he went in the bathroom for a much-needed pee, that’s when he noticed his feminine shower gel had been neatly placed on the shelf above the sink next to the lipstick. Shit, Shit, Shit he thought, he forgot about that. Well, it’s not the end of the world he supposed, if challenged he could just say that he picked up his wife’s shower gel by mistake when packing and the lipstick was already in the room, he found it under the bed when putting on his shoes and just picked it up. Why was he panicking, he thought, for fucks sake, he was a grown man, this was his private room, it was no one’s business but his what he did in his hotel room.
Liam decided to put on a nice pair of black hold ups, and black satin panties under his jeans, and went down to join Helen in the bar.
Helen was already drinking a pint of cloudy ale, and she had already got a drink ready for Liam. She noticed him enter the bar and patted the stool next to her, “come on Liam, I am on my second, what you been doing up there, I thought it was just women who took there tine to get ready” she laughed. Carys laughed with Helen, “fucking men these days, there all fucking pansies, bothered about there skin, and going to the fucking gym, you can get fucking skin creams for men”
Liam sits down next to Helen, and 1 pint soon turns into 3, and they end up eating at the bar, Carys convincing them to try her house special burger and fries.
When Huw brought the food in, Helen laughed as Carys shouted instructions at Huw, “of course they fucking want sauce, what the fuck Huw” she scolded and slapped Huw’s ass as he walked away. Helen whispered in my ear “she rules the roost here, poor Huw, she actually told me that she regularly spanks him, says it keeps him in his place, could not believe she actually told me, in front of him as well, she just didn’t care ” … “I think I heard them last night, it woke me up” Liam blurted out. “OMG” Helen replied with a giggle,
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Brilliant start looking forward to read more 
