Forty-six-year-old Alastair Hunter was seen in his local town as a pleasant, well-liked man who kept himself to himself. It was known that he lived alone and sometimes people wondered if he might have a girlfriend on the go but as he was rarely forthcoming when asked, people stopped asking.

When Alastair was at home, he became she and was transformed into a very presentable and sexy-looking Alison.

Alison was always dressed when home alone and also mostly in a state of sexual arousal because of it.

There was a local married man that had visited Alison from time to time over the last three years and he was sometimes gentle and sometimes rough in their lovemaking/fucking. Alison was happy either way because she liked her man to take control and, to some extent, dominate.

Alison had had her first experience of dressing as a nineteen-year-old with a young man who she met when she worked in a bar at college. Alison did not see their sex as being homosexual because she was already seeing herself as being feminine and loved to dress, act and actually be female whenever possible.

Alastair did have relationships with women over the years, even living with a couple, but he never got great pleasure from the lovemaking and the relationships fizzled out. Alison wanted to be Alison and was going to be Alison.

She/he could not commit herself, yet at least, to full-time dressing because her/his life in the outside world might be too complicated and possibly traumatic.

Sometimes Alison would go out for a walk in the evening or at night fully dressed and made up and feeling incredibly sexy and turned on. Just occasionally she would get an approach from another walker or a driver but, so far, she has always gigglingly rebuffed them but perhaps one day if she saw someone that she really fancied....maybe.

Alison did not go out socially dressed very often but there was a local bar that was attended by gurls, some way more attractive than others, and gay young men and there would be male visitors, often married, on the lookout for a sexy gurl or a hot gay youth for a night of sex.

Alison had attended a few times and had twice ended up with a man's cock in her arse although one of those occasions was much more enjoyable to Alison than the other one.

Alison decided that it was time for another visit to the bar, she was not desperate to be fucked but if a suitable, preferably hot, male should show an interest in her then he might well get lucky.

She dressed very carefully, green panties, a green bra, garter belt, suspenders and stockings, a cream blouse, and a black skirt, one that Alison knew rather clung to her buttocks. She put on a pink jacket and put the necessaries or potential necessaries into her handbag, including a tube of KY jelly.

She put on enough makeup to make herself look sexy without looking tarty and she put on her favourite blonde wig.

Her eyes looked beautiful, she thought, as she admired herself in the mirror. The way she looked and the way she felt she thought that there was a very good chance of her getting hit upon and hopefully the man doing the hitting would be desirable to her.

Peter Wrightson was a sixty-eight-year-old businessman, a very successful one. He was married to Rosemary, who was of similar age, and they still had semi-regular sex but it was mostly the social life, together and separately, in the circles that they moved that kept them together.

Peter had had an interest in gurls/trannies/crossdressers for twenty-five years or more and in the early years, he restricted it to wanking whilst home alone with videos playing of solo acts, two dressers together, or a man and a gurl.

Eventually, the need to actually be with one of these creatures became overwhelming but although there was a local bar in which they congregated he could not risk going there because he was too well known in town and anyone from his work finding out was unthinkable. Also unthinkable was his wife or a business rival finding out.

Peter was away in various towns on business quite frequently and usually, it entailed an overnight stay. He got his chance to satisfy his need one night in a town that he rarely visited when he encountered a very attractive gurl of Indian origin and inserted his large penis in a partially dressed gurl's bottom for the first time.

Actually, Peter's penis, which was both long and thick was a reason for his wife to stay because she sometimes had it between her legs.

Over the years, when Peter was to visit a new town or one that he had been to before, he would find out if there was somewhere to hook up with a sexy crossdresser and he was usually successful in both finding somewhere and in hooking up.

Peter's next business meeting was somewhere that he had not been before and he, as always, searched the internet to see if there might be somewhere there to find a gurl. He was in luck because not only was there a bar that attracted the ladies and their admirers, it was only a two street walk from the hotel in which he was booked. It looked promising for him.

Alison arrived at the bar, got a drink, and had a look around. She felt very confident in her appearance but also felt a touch nervous. Some of those there looked to be what they were, men dressed as women, but Alison and some of the others had far more class than that,

Alison found two of the gurls to be exceptionally attractive although she had never considered going to bed with a fellow crossdresser or transvestite. 'Maybe I am turning lesbian?' Alison chuckled to herself.

Alison did soon get approached by one male but whether it was his first time being in such a place or not he seemed extremely nervous. Alison tried to calm him, he was not bad looking at all, but he left in a panic, almost at a run.

Peter Wrightson had arrived in the bar my now and he had been surveying the talent. He had observed Alison's difficulties with the man and, as he thought Alison very attractive, he approached her.

"He seemed to be in a bit of a hurry, my dear," said the man to Alison. Peter was not actually touching her but one of them would only have to move an inch or two for them to do so.

"Yes, you on the other hand do not seem to be," smiled Alison, thinking how sexy the mature man looked. Alison loved flirting and maybe a bit of teasing.

"No, I have all night as a matter of fact; What is your name, my lovely?" said the man, his hand now brushing Alison's arm.

"My name is Alison; What is yours, sweetie?" responded Alison, putting her hand on the man's chest.

"Alison, I like that; My name is Peter," replied the man, looking deep into Alison's eyes.

"Pleased to meet you, Peter," replied Alison sexily, her eyes going to Peter's lips.

"I am pleased to meet you too, my dear; Can I buy you a drink?" asked Peter, his hand softly brushing the side of Alison's face. Alison felt weak at the knees.

"A gin would be nice, please," answered Alison, her right hand touching Peter's crotch and the evidence suggested that he was big or even better than big.

"Do you come here often, as they say?" smiled Peter, for the moment refraining from giving Alison the kiss that he wanted to.

"Not often, do you?" replied Alison, caressing Peter's bulge through his trousers.

"First time in here; First time in town, in fact," answered Peter, handing Alison her drink that the barman had supplied on Peter's indication.

"Thank you..., Peter," said Alison, looking and sounding seductive.

"Would you like to sit over there, my dear?" asked Peter, indicating a table and two chairs.

"That would be nice," replied Alison, brushing against Peter as she moved towards the table.

Peter put his hand on Alison's arse in her tight skirt. "You have a lovely bottom, Alison," said Peter.

"Thank you; I love it when a strong, handsome man pays attention to my bottom," Alison smiled back over her shoulder.

"Then perhaps I can pay a lot of attention to your bottom?" said Peter, holding one of the chairs for Alison to sit at the table.

"I think that I would like that very much, sweetie," answered Alison, sitting her arse down.

"I have a hotel room nearby," said Peter, who was lusting after Alison but trying to remain cool.

"Oh baby, I was hoping that you would say that," smiled Alison, reaching out and brushing Peter's arm.

"Shall we finish our drinks and go there now?" suggested Peter.

"That would be wonderful, darling," replied Alison.

They finished their drinks and left the bar, Peter's hand was again on Alison's backside. "A truly lovely bottom," said Peter, running his hand over the back of Alison's skirt.

"As I said, you can do whatever you want with it," smiled the turned-on Alison.

"Really? What if I said that I was going to give it a very hard spanking?" asked Peter, his penis huge in his trousers.

"Then I would say 'yes please, daddy'," giggled Alison.

They then kissed for the first time, gently and softly to start with but becoming much more passionate.

They walked holding hands, bodies brushing together and sometimes stopping to kiss but soon arrived at the entrance to Peter's hotel.

"Um, maybe you should go and wait by the lift whilst I get my room key," said Peter.

"Oh sweetie, don't you like being seen with sexy Alison?" teased Alison.

"No, it is not that...," Peter stumbled over his words or lack of them.

"See you at the lift, lover," laughed Alison, blowing Peter a kiss.

Peter got his key from reception and met Alison at the lift which, once inside, they had to themselves. They snogged and Peter squeezed Alison's buttocks as she brushed his crotch with her right hand.

They got out of the lift and giggled as they made their way down the corridor towards Peter's room, getting a look of disgust from an elderly couple.

"Fuck off," Alison said to them and then shrieked with laughter.

"You will get such a spanking," warned Peter, with a smile.

"Well, I will deserve it now, won't I, daddy?" said Alison.

They got into Peter's room and removed their jackets. "Let me have a look at you," said Peter, putting his hands on Alison's shoulders and standing back a little.

"No, let me have a look at you," laughed Alison, moving forward and undoing and pulling down Peter's trousers to show the large lump in his underpants. Usually, Alison likes the man to be in control but she was feeling very frisky.

"Time for your spanking," said Peter, shuffling towards the bed with his trousers around his ankles and taking Alison with him. Peter sat on the bed and pulled Alison over his lap and commenced spanking her skirted bottom, hard.

"You are lucky that I do not make you count them," said Peter as he continued spanking hard and fast.

"You are spanking too fast to count," panted Alison, squirming on Peter's lap as her arse started to feel sore.

"Skirt off," instructed Peter, having temporarily stopped spanking, and a red-faced Alison eased herself off his lap and undid and removed her skirt.

"Yes, daddy," Alison said, laying herself back over his lap and presenting her bottom now covered by green panties.

Peter spanked hard for a while and then dragged Alison's panties down at the back and she slightly lifted her hips enabling Peter to pull them down to the backs of her thighs.

Alison's red spanked bottom was now bare with her garter belt, suspenders, lowered panties, and stockings framing it.

Peter admired her bottom for a moment before spanking her naked buttocks very hard and fast and Alison bucked and writhed as her arse got hotter and hotter.

Peter stopped spanking and Alison scrambled off his lap. "Thank you, daddy," said the kneeling Alison, as she put her hands to the top of Peter's underpants and he, still seated on the bed, lifted his backside so that she could pull them down and off, together with his trousers that were still at his feet. Peter's erect penis was now free.

Alison looked at the large weapon for a moment before putting her lips around it and starting to suck it. She did not intend to suck Peter to ejaculation because she wanted that cock in her arsehole, although she had rarely taken one that size.

Alison sucked Peter's cock for a while. "You're good, baby," said Peter softly, his hand on Alison's head.

Alison sucked a bit more and then thought it was time to move on, taking her lips away from Peter's penis, she smiled. "Would you like to put that thing somewhere else now, honey?" smirked Alison.

"Yes, I would; I have some condoms," said Peter, who always took condoms on his night away business trips.

"No need, sugar, unless you want to; I like it just as it is," said Alison, slowly wanking Peter's rod.

"No, fine with me," said Peter, standing up and removing his shirt.

"Think I will need plenty of jelly though," said Alison, standing up and removing her lowered panties and going to her handbag to get the KY tube.

Alison took off her blouse, leaving her in her underwear, minus her panties. Peter was naked.

Alison glanced at Peter's erection and applied the KY jelly liberally to and around her anus. "How do you want me, baby?" asked Alison, who was anxious to please her man and far more concerned about his pleasure than what she would get from it.

As Alison was on female hormones, her physical reaction to sexual excitement was not always obvious but she knew what she would feel inside and that was her pleasure.

"From behind to start with, I want to take you from behind," said Peter, slightly breathless and very aroused.

Alison got on the bed on her knees with her recently spanked bottom, outlined by a garter belt, suspenders, and stockings, pointing at the man that was about to fuck her. "Talk dirty to me, own me," said Alison.

"You like dirty talk do you, you fucking slut?" said Peter, moving the head of his cock towards Alison's jelly-coated arsehole.

"Yes, call me your whore as you fuck me; Fuck me hard, bite me," answered Alison, as she felt the man's penis touch her anus.

Peter penetrated and slowly eased in, the extra helping of jelly made a difference. "I am going to fuck you, you whore, my whore," snarled Peter who was a bit out of character but Alison seemed to want it.

Alison pushed back, mouth open in a silent scream, as Peter pushed forward and went deeper and deeper. Once he had almost fully gotten in, Peter partially withdrew then eased in again to full depth. They held their positions for a moment and then the fucking started.

Complete with expletives, grunts, and groans from Peter and moans from Alison, the fucking went on. During the process, Peter had undone Alison's bra and with that off, he was now pinching her female hormone-enhanced nipples. Alison's nipples were very sensitive and Peter doing that along with his rigid penis moving in and out of her arse was making Alison feel wonderful inside.

A now sweating and panting Peter made an announcement. "On your back bitch, I want to see your eyes as I fuck you," said Peter, easing out of Alison's arse. This delighted Alison because she liked her man to be on top when he fucks her but she went along with whatever her lover at the time wanted.

Alison got on her back and Peter soon had his cock back inside her, now with Alison's legs wrapped around him as the speed of the fucking picked up. Peter looked into Alison's wild eyes and he reached up and grabbed her wrists tight, something else that Alison liked. She was almost euphoric.

Peter could feel himself about to cum as he fucked this sexy beauty, he was about to spunk in Alison's arse.

Alison sensed it, although she was in a sort of joyful trance because what was happening was sexual heaven for her.

"Going to cum, I am going to cum," panted Peter, not that there had been any discussion of where he should deposit his seed.

"Yes, baby; Cum in Alison, cum in your slut," said Alison, happily.

Peter groaned and came hard and fast, jetting spunk into Alison's arse. Alison's euphoria was complete, she felt truly wonderful inside.

Peter's body eventually relaxed and Alison unlocked her legs from behind him and they kissed.

"Phew, you gave Alison quite a fucking there, sweetie," laughed an almost deliriously happy Alison.

"Well, you are a great fuck, Alison," answered the sweating Peter.

They lay cuddling knowing that it was quite possibly their one and only time together, it had been memorable for both of them.

Alison lay on her front and Peter caressed her still red buttocks. "It was quite a spanking too," said Alison.

"Well you deserved it," replied Peter.

Alison was not staying the whole night but tidied herself up and got dressed, she declined Peter's offer to have a shower there, she would shower at home.

Peter took her phone number in case he ever returned to the town on business.

They had a long tender kiss, Peter again caressed Alison's bottom, and then they parted.

"You have a lovely bottom, Alison," said Peter as she reached his room door.

"You can do anything you want with it, whenever you want to," smiled Alison, before blowing Peter a kiss and leaving.

Alison was pleased that she had gone to the bar that night, and so was Peter.