Evil Aunty

Samuel was eighteen and had just finished all his studies. He lived with his parents in the countryside well away from towns and cities.

One night he chatted with his parents about there not being many job opportunities where they lived.

Mum "You could go and stay with Aunty Rose. She lives in that big city, but it is almost 200 miles away. Would you be able to cope with that?"

Sam thought for a little "I guess so, but I don't even know Aunty Rose."

Mum "Oh silly billy, she is the one that sends those one pound cheques every Christmas. She is distantly related on your fathers side somewhere. But she has a big house and you can definitely find a job there."

So they agreed that Father would contact Aunty Rose the next day.

Less than a week later Sam found himself, with a backpack heading to the big city. He only had a little savings with him, but hoped to get a job quickly.

After a very long day, Sam found the house and knocked on the door.

A lady in her sixties answered and welcomed Sam in. She seemed the epitome of grannies everywhere, smelling of lavender and house all clean and tidy, with a hint of a lovely cooking smell.

Aunty "So Sam come and sit down and tell me what you have been up to."

Over a cup of tea, they sat and chatted about past, present and future. Plus how Sam is going to look for a job.

Aunty "Well I should charge you rent and board, but while you are looking for work, I wont expect payment. Then when you start work, you can pay me back." To Sam that seemed fair.

Aunty "I would suggest though you cut your hair short. Long hair on a young man is not a good look when seeking a job. Also you need to find an NHS doctor that is taking patients as they are hard to find."

Sam didn't like the idea of cutting his hair. He had long hair since he was twelve or thirteen.

Each day, Aunty would feed him, give him a vitamin pill and she washed his clothes when they needed it.

What should have been easy to find work in a city, Sam was having trouble. He had joined all the agencies and been online each night searching, but after four weeks had no luck. Trouble was, he was from the country with zero experience of a big city.

Aunty "Do you want me to find you a job?"

Sam wasn't sure "Well maybe, but what sort of work?"

Aunty "Well I have friends with businesses. I could ask them."

Aunty went on "I will give you a challenge. If I find work for you first, you have to take it. That will give you the drive to find something yourself. I cannot say fairer than that."

Sam agreed and with renewed vigour set about looking for work.

One Saturday, Aunty Rose suggested he go swimming with her. It was Aunties usual routine every Saturday afternoon.

Sam "But I haven't got any trunks."

Aunty "Don't worry, we can get you some this morning."

Very quickly they were at the shops, and headed into a charity shop where she knew the staff well.

Aunty "Have you got any men's swimming trunks?"

An old lady called Donna went rummaging and came back with some really nasty trunks. Sam wanted to try a proper shop and get new, but Aunty was adamant it would be a waste of money if he didn't go regularly.

Aunty "Have you got any bikini bottoms."

Sam looked round in shock.

Aunty "You never know, they may look ok. You have to try these things."

Donna came out with a few pairs. Once the bright pink and flowery ones had been discarded, they were left with a burgundy red pair. Aunty shooed him into the changing room to get on with it.

After taking off his clothes as instructed, Sam tried on the bikini bottoms. They were very soft and had a silky feel to them. Just then, Sam's cock twitched into life and started to go hard. The material of the bikini bottoms was very thin and his growing cock was very evident.

Aunty "Come on, let us see if they fit you."

Sam was panicking. What he didn't know was that Aunty had slipped a Viagra into his breakfast earlier and had carefully timed the trip to the shop.

Aunty forced him out of the changing room. She acted all shocked at his hardened cock. The tip of which was now poking out the top of the bikini. She grabbed his solid cock and was pulling it about, making it look like she was trying to hide it. That only made it worse for Sam. He thought he was about to cum right there in the middle of the shop in her hand.

As Aunty blushed she said "Just get back into the changing room and deal with THAT issue."

Sam "What right now?"

Aunty "Well it isn't going to go away is it."

Sam did as instructed. It is normally quite a secretive thing for a young man to have a wank, but now his Aunty and probably most of the staff knew what he was doing.

Because of that he didn't last long and actually came on the bikini bottoms.

Sam cleaned up and got dressed. As he did so, his penis went limp again. Once ready, he came out of the changing room holding the bikini bottoms.

Aunty "Well I don't think you can go swimming this afternoon with those." So they bought them and headed home.

Aunty didn't say anything about the incident until a few days later.

Aunty "Sam, have you ever had that happen before?"

Sam "What do you mean?"

Aunty "Get an erection from wearing women's clothes?" Sam didn't know that Aunty Rose had setup the whole incident.

Sam "No, but then I have never worn women's clothes before."

Aunty "Would you mind if we did another test?"

Sam "Well I guess so, if you insist."

So a few days later, right after breakfast that was laced with another Viagra, Aunty got Sam to use some cream and have a shower to remove all his body hair. She then gave him a pair of pink satin knickers.

Aunty "I saw your chest in the charity shop and you are growing some breasts. They are not man boobs, so I think you need to wear a bra." She gave him a 34b bra.

Sam looked at his chest and since arriving at Aunty Rose's, his chest had definitely grown and his nipples had become quite sensitive. Aunty helped him on with the bra. Sam was fascinated by it. The bra was also pink, with lace cups and what felt like wire beneath the breasts and two clips at the back. Once the bra was on, it actually felt comfortable.

Aunty then helped Sam on with a red dress. To Sam it felt a lovely light and soft material that he was later to know was Chiffon. Once over his head and arms in, the hem just slid down to almost reach his knees. What made the material even more sensitive against his skin, was that he was hairless.

Just then, Sam's penis sprung into life. It was so immediately hard, he couldn't hide it and the light material of the dress wasn't going to cover it up. That mornings Viagra dose from Aunty was working a treat.

Aunty stood there in fake surprise and Sam was really shocked.

Aunty "Sam, ok, no problem. Can I suggest you go to your room and quickly sort that out, then come back."

Sam did as instructed and what doubly shocked him was that he came within ten minutes. He always lasted longer, so why this now?

After cleaning up his little mess, he pulled the knickers back up and made sure the dress was down and went back down stairs.

Aunty "Ah, hi Sam. All ok now.?" And Sam nodded.

Aunty "Look, I think you have got to come to terms that you are your own person. We all have different things that sexually excite us. It is good to find out now about these things before getting a girlfriend and being more interested in her clothes than her."

Aunty "To move this forward, I think we need to go into town with you dressed like this. But first, can you force your cock back between your legs and pull up the knickers a bit tighter. Then if you get more urges, they will be hidden."

Sam followed the instructions. He was strangely accepting of the suggestion to go into town. Before going though, Aunty Rose brushed out his long hair. As he was eighteen and had never suffered from spots, his skin was all young and unblemished. So Aunty just gave him some eye makeup and tidied his eyebrows.

With a pair of simple ballet pumps Sam was ready to go.

Leaving the house, Sam became completely aware of the light breeze and the way the dress swished across his legs. They quickly found themselves in town walking around the shops. They visited a couple of department stores with a number of women's clothes sections. They looked at the various fashions and chatted about what they liked and disliked.

Around lunchtime, they went for a drink and snack at one of Aunty Roses favourite cafes.

As the drank Aunty said "Look Sam, do you mind if I take a liberty with you. It is really exciting that you are finding yourself and I would love to help you more." Sam agreed, although he didn't know what he was agreeing to.

On leaving the cafe, Sam was being led to Aunties hairdresser. Due to Aunty being a client for ten odd years, they agreed to slip Sam into their appointments. Soon Sam was wearing a perfume intoxicated satin robe.

He had his hair washed and conditioned, and then the 'hairdressing artist' got to work. Sam had been put in a chair that didn't have a mirror in front. He wouldn't know what the hairdresser was doing. The hairdresser chatted to Aunty and not to Sam and then she was off, snipping away.

Once the forty odd minutes of snipping had stopped, Sam had a long blow dry. It was only once everything had been done that Sam finally got to see. There before him was a young lady with shoulder length hair and a fringe on the eyebrows.

Aunty was really pleased with the results and after paying, they were off again to more shops. Sam couldn't believe it, but he was enjoying himself. They even bought Sam a couple more outfits.

Aunty then took Sam to a restaurant she loved. Sam was on cloud nine, after all he thought his body had told him that he loved wearing women's clothes.

As they ate, one of Aunties friends came in and joined them. She was introduced as Felicity who had a few businesses in the area. After catching up with various gossip, Aunty got all serious for a moment.

Aunty "Felicity, you have a few businesses in the area. Do you have any jobs going? Sam is on the look out."

Felicity "What experience have you got Sam?"

Sam "Nothing really, I finished college almost two months ago and came to the big city to find work and staying with Aunty Rose."

Felicity "Well I do have a role in an office not far from Roses house. But it is quite a junior role. Would you like to give it a go?"

Before Sam could say anything Aunty Rose "YES, Sam would definitely be up for that. When would you like HER to start?"

Felicity "I will arrange things. We will treat tonight as the job interview. Can you start a week Monday?"

Sam was in shock, Aunty had found HER a job and with the agreement, had to take it. A promise was a promise. But surely not dressed as a girl....right?

The meal carried on and the gossip and wine flowed. As Sam and Aunty were walking home they chatted.

Sam "Do I really have to dress up though....as a girl?"

Aunty "Well you will look very silly if we tell Felicity, the young lady she saw was actually a young man."

Aunty went on "Anyway, we have seen what ladies clothes do to you. So maybe this is for the best."

Sam didn't answer, she just walked in silence contemplating living as a young lady in the big city.

Over the next few days, Aunty got Sam taking double the vitamins every day as well as specially made health drinks and other pills. Aunty helped Sam with changing everything from posture to walking style. Sam's entire wardrobe was sent to charity and fresh items purchased, from brightly coloured knickers to sweet smelling perfumes. With the summer being so good, they got a number of dresses, although Sam was a little concerned they were all quite short.

Since arriving in the big city, Sam had noticed that emotions were heightened, and the voice had not got deeper. Although she was pleased her hair was looking really healthy, or was that because she was now regularly washing a conditioning it.

The fateful Monday came around and Aunty Rose organised breakfast early and as it was another hot day, Sam chose a black and white thin stripe chiffon tunic dress from H&M. This was mated to white satin matching bra and knickers and some black ballet pumps. Sam had been practicing makeup for a week, so Aunty just needed to do a check over and tidy up. Finally Sam picked up a small black handbag, just big enough for her purse, phone and keys and she was off.

Sam thought she would never tire of the feeling of soft material wafting across her hairless skin. She realised it always gave her an electric charge of a feeling.

The new job was in a little accountant office, just off the high street. Everyone greeted Sam warmly. She was shown where the toilets were, coffee and tea making, etc, etc,. Soon they had her doing some simple filing. Crikey there seemed to be a mountain of filing for various clients and Sam got stuck in.

Weeks passed and Sam was loving it. The job, the people, how close it was to home, and finally contributing towards Aunty Roses kindnesses. Soon that debt would be paid off.

Sam had totally got used to wearing bras, knickers and dresses. In fact she had grown to accept it as normal and just right. With her breasts getting bigger the feeling of support and control from the bras were amazing. She couldn't be without them ever again.

One thing did concern Sam though. Her boobs were still getting bigger, much bigger. The last bra Aunty bought was 34DD and that was feeling tight. Plus emotions seemed to swing more than ever. Either elated about something small, or ready to cry over the tiniest thing.

Chatting one night Sam asked Aunty about the chest problem.

Aunty "Well I did tell you to register with a doctor when you first came. As you should go and see a doctor about your breasts. But did you find a doctor? No! Trouble is with this work you are now too busy to find a practice taking patients. So maybe lets see how you feel in a few months."

Aunty knew all along the reason for the chest growth. After all, she had been giving Sam double doses of estrogen, since day one. Then after the job offer, Aunty had been giving Sam hormone blockers to reduce the testosterone levels. Everything was going to plan!