Vacation at His Aunt's

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His suitcase is lost and he has to dress as a girl.
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jackie_em
jackie_em
1,552 Followers

This story has forced feminization, cross dressing, and incest. All the sex is between a female and the cross dressed male. If you want a story where a male is sissified and used by men, this isn't your story.

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Jamie hated it. His parents were going on a long cruise, but didn't want to leave him alone at home, which is what Jamie preferred. Instead, they said Jamie would be staying with his aunt Claudia, and her daughters Moira and Rhiannon. Part of it was that Jamie would be going to college where Claudia lived, and where the girls would be going.

Honestly, Jamie wanted to be at home, then catch a bus to college if necessary, but his parents would have none of it. They arranged to have Claudia pick Jamie up just before they left on their cruise. Jamie packed a couple suitcases with most of what he'd need at college. Claudia arrived in a crew cab pickup truck, with Moira and Rhiannon.

Jamie had his computer in a bag over his shoulder and Claudia put him in the back, with Rhiannon, while Moira sat in front. There wasn't room enough inside the truck for his suitcases, so they were thrown in the back of the pickup. Rhiannon was 18, as was Jamie, while Moira was a year older at 19. Rhiannon would be starting college when Jamie did, while Moira had been there a year already.

Jamie hugged his parents goodbye, then the four set off for Claudia's place. It had once been a farm, though was no longer operated as one. Claudia's husband had died in a car accident and the insurance gave Claudia enough to buy her house. There was still a barn, though she didn't buy the farm land. That was owned by a big corporation which had no interest in the house.

Jamie was a late bloomer and had little facial hair, along with being shorter and not very muscular. Moira was actually noticeably bigger than Jamie and dressed kind of butch, while Rhiannon was about Jamie's size and dressed very feminine. It was about a five hour drive to Claudia's place and she'd left there about 8am, so it was now about 1pm.

Claudia hit a place near the edge of town where she got gas and grabbed some food to go and told everyone to use the restroom, since she was going to drive straight through and had no intention of stopping for anything. Given the distance and such they would not get there before about 6:30pm, and she'd have to make dinner then go to work tomorrow.

Jamie was concerned about having his luggage in the back of the pickup, since it could get rained on. Claudia told him that if it got wet, they'd wash and dry it at her place, besides there wasn't room for it in the cab. Jamie was uneasy, but there wasn't much he could do. He didn't have a car and his parents didn't have time to drive him before their cruise.

About an hour out of town, the pickup hit a big bump which jolted everything. Rhiannon had been doing her nails and her nail polish and remover spilled all over Jamie's pants, ruining them. Claudia said he could change when they got to her place but there was no convenient place for Jamie to change, and she needed to keep going.

Jamie wasn't very happy about it, but while the pants were ruined, they still covered everything they needed to and no one but thewomen could really see him anyhow. Rhiannon was upset at having spilled all her nail stuff, though she had more nail polish in a different color, so she began doing her nails with that. Jamie just chilled though he wasn't happy about having his clothes ruined.

When they got to Claudia's place, they got out of the truck and found the tailgate down in back, and none of Jamie's luggage was back there.

"Where the hell are my clothes?"

"Watch your language, young man."

"Mom, I told you we needed to fix that tailgate."

"That takes money that I don't have right now."

"But my clothes?"

"They must have fallen out when we hit that big bump."

"We have to go back and get them."

"Jamie that was four hours back, even if the suitcases are still there, we don't have time to go get them. I have to go to work in the morning."

"You have to buy me some clothes. I can't wear these, they're ruined."

"I don't have the money to replace your clothes, I'm barely making it as it is."

"My parent only gave me a little cash, I don't have the money to buy more clothes. What am I supposed to wear?"

"You and Rhiannon are about the same size. Wear some of her clothes."

"I can't wear girl clothes. I'm a guy."

"You got any better ideas? You're too small to wear anything of Moira's or mine."

Jamie turned to Rhiannon. "Do you have any jeans?"

"Like, no. I'm a woman. I wear dresses."

"I can't wear a dress."

"You can't wear one pair of ruined pants for the next month."

"Fuck."

Claudia shook her finger at Jamie as she scolded him. "That's about enough, young man."

At that point, Rhiannon took Jamie's hand. "Come on. I'll take care of you."

Rhiannon took Jamie to her room and closed the door. "Okay, Jamie, get out of that mess."

"In front of you?"

"Yes, and we're going to have to shave your underarms and do something about your leg hair."

"Why do I have to do that?"

"You're going to be in my dresses, so either you need to look like you belong in them, or everyone will know you're a boy in drag."

"I am so fucked."

"Maybe, but only if you're good."

"What do you mean?"

"Never mind. Just do what I tell you and don't give me a hard time."

Rhiannon grabbed a bra and panties, along with a dress, and led Jamie to the bathroom. The house had three bedrooms, two baths, and Claudia had a bath attached to her bedroom, so Jamie and the girls would be sharing the other bath. Rhiannon made Jamie take off his shirt, then shaved his underarms and his face. Jamie protested but to no avail whatsoever.

She made him take off his ruined pants, then slathered depilatory cream on Jamie's legs, arms, and the pathetic amount of chest hair, then told him to shower. He got in the shower before throwing his boxer shorts out of the shower. Jamie found only floral body wash, but used it in spite of his reluctance. All his body hair came off when he showered and he felt weird about it.

He toweled off and came out of the shower to find his boxers, shirt, and ruined pants gone. The only clothes were the panties, bra, and dress that Rhiannon had brought in. He pulled on the panties, though he desperately wished he had boxers. Then again, he knew he couldn't wear the same pair of underwear for the next month.

Jamie gritted his teeth as he put the dress on and zipped it up. He didn't put the bra on, since that seemed too much apart from the fact that he had no boobs to put in it. He didn't even want to look in the mirror. He was appalled at the thought of seeing himself in a dress. He might not have anything else to wear, but he hated it anyhow.

Rhiannon saw him as he emerged, carrying the bra, and shook her head before speaking. "You have to wear a bra."

"Why? It's not like I have boobs or anything."

"If you're dressed female, you have to go all the way there."

"But I'm not a girl."

"You go out like that, and people will know you're a boy in a dress."

"I don't want to go out and don't want anyone to see me."

"It's going to happen whether you like it or not, so put on your damned bra."

She unzipped his dress, and he had to grab it to keep it from falling completely off him. She held out the bra and he put one arm at a time through it, using the other hand to keep the dress up. She went behind his and hooked the bra, then came around front and slipped some foam inserts into the bra cups, so it now looked like Jamie had boobs.

Rhiannon took Jamie back into the bathroom, and began using the blow dryer to dry and style his hair. He had longish hair, though not as long as many women. As she styled it, she took scissors and trimmed here and there. She had to tell Jamie to quit squirming as she worked on him. When she was done, she held a small mirror in front of Jamie and he'd have sworn he was looking at a woman.

"What the hell have you done to me?"

"Just making you look a little better, but I'm not done."

"What else are you doing?"

"Just shut up and don't give me a hard time."

Rhiannon was surprisingly strong, and she pushed him down as he started to rise. She swatted his ass, and told him to hold still. She opened a drawer and began putting something on his face. He started to speak, and she put a finger across his lips. She put things around his eyes, and followed that with applying something to Jamie's lips.

He just knew she was putting makeup on him. When she was done she had him stand up and look in the mirror. With the makeup, eye shadow, and lipstick, there was no way anyone would look at Jamie and think they were looking at a boy. Jamie was shaking as Rhiannon led him out so Moira and Claudia could see him.

Moira was the first to comment. "Damn, Jamie, you're cute as a girl."

Claudia looked Jamie over. "Good job, baby, but you need to do something with her nails."

Rhiannon made Jamie sit down in the living room. He sat as he normally would, and Moira had to tell him to keep his knees together to keep from showing the world his panties. Jamie turned bright red and put his knees together, though it was obvious he had trouble keeping them that way. In no time at all, his knees would drift apart again.

Moira chuckled. "We're going to have to train this girl better."

"But I'm not a girl."

"You sure look like it to me."

About that time Rhiannon came back and began to work on Jamie's fingernails. She trimmed and filed them, cleaning up cuticle, then applying a bright pink nail polish. Jamie started to speak, and Rhiannon scowled and shook her finger at him. After she was done with Jamie's fingernails, she did much the same with his toenails.

"This is the Jamie who'll be staying with us for the next month."

"God help me."

"You don't need God's help, just ours."

"This is help?"

"It may not be the help you want, but it's the help you're getting."

Jamie knew there was no use calling his parents. After he left, they got on a flight to Europe where they'd get on a cruise for the next month. Even if he got them, what would they be able to do? They were thousands of miles away with minimal phone and internet service, which was what they wanted. Jamie being without his clothes was not enough of an emergency to interrupt their vacation.

Jamie's nail polish dried about the time Claudia had supper ready. Rhiannon brought him a pair of flats, and put them on Jamie's feet.

"What about my shoes?"

"Those nasty old tennis shoes look horrid with this dress. Besides, no one could see your cute pedicure."

"Like I want them to see that."

They sat down to eat and Jamie tried to ignore how he looked, though the others kept reminding him to keep his knees together. He found that hard to do, particularly since he hated how he was dressed anyhow. After dinner, Jamie and the girls cleaned up, put away leftovers, and washed the dishes before they sat down to watch television.

The other three all wanted to watch a romantic movie on one station. Jamie thought it was stupid, but there were three of them and he was a guest there after all. By the time the movie was over, Claudia had to go to bed so she could be at work the next day. The others pretty much needed to retire so as not to disturb Claudia.

Before she went to bed, Claudia spoke up. "I know we had some discussions about where Jamie would sleep."

Rhiannon spoke up. "Since we all seem to be girls now, Jamie can share a room with me."

"I don't know if that's a good idea."

Rhiannon looked at Jamie and smiled. "She'll either behave or else."

Claudia gave Rhiannon a look. "Maybe Jamie will behave, but what about you?"

Moira snickered. "We know how she's going to behave."

"It isn't fair to make Jamie sleep in the living room in one of my nighties."

Claudia shook her head. "Just keep the noise down so I can sleep."

Jamie was confused. Noise? What kind of noise would there be from letting him sleep in Rhiannon's bedroom? What kind of a nightie was she going to put him in? Jamie was still a virgin at 18 and had a combination of excitement and chills at the thought of sharing a bed with a girl, especially his 18 year old female cousin Rhiannon.

Rhiannon took Jamie to the bathroom and used a makeup wipe to clean off all the makeup she'd put on him earlier. That was a relief, even if he was still in a dress. Then she took his hand and led him to her bedroom. Once in there, she unzipped the dress Jamie was wearing and took it off him, then unhooked the bra he was in.

Now Jamie stood there in nothing but a pair of panties. He put his hands in front of his crotch to cover his cock which was apparent in the panties, especially since it was quite hard. Jamie had a very average size cock, when hard, but it was tiny when it was flaccid. Rhiannon took off her own dress and bra, which made Jamie's cock even harder.

Rhiannon didn't have massive boobs, really only a large b-cup, but they were the first titties that Jamie had seen in real life. Okay, he saw pix of bare bosoms when he was trolling some web sites, but hadn't ever had a girl show him her mammaries. He couldn't help but stare at Rhiannon's love mounds, which made her squirm and giggle, making her boobies shake in an enticing way.

Rhiannon walked over until she was only a foot away from Jamie. He kept his eyes on her breasts the whole time. When she was right in front of him, she shook her upper body, making her boobs move some more. Jamie wanted to reach out and touch them, but he was afraid to and wanted to hide his erection that was not subsiding in the least.

"You like what you see, Jamie?"

"They are -- uh -- amazing."

"Not bad for the only boobies you've ever seen."

"I've seen -- "

"Pictures -- never before real ones in person. That's pretty obvious."

"I mean, I -- "

"Too bad all you have are those little inserts I used before I grew these."

"I don't have titties. I'm a boy."

"Don't be silly. Boys don't wear panties, a bra, a dress, and makeup."

"But that's not because I want to."

"But you're doing it."

"I don't have a choice."

"Poor baby."

Rhiannon turned her upper body side to side, making her boobies move and bounce a little. Jamie could not look away from them. He kept his hands over his erection, but leaned very slightly toward Rhiannon. She stuck her chest out more getting her mammaries even closer to Jamie, who was almost drooling as he stared at her.

"You want to touch them, don't you? You want to wrap your lips around my nipples and suck on them."

Jamie's mouth opened in a circle, like he was about to take her boob into in. His lips moved like he was trying to suckle, even though he never touched her. She stood just far enough away and tempted him without ever letting him give in to his temptation. He leaned forward like he was actually going to suck on her titty, and Rhiannon took a step back.

"Now, Jamie, I might just let you do something like that, but only if you behave and do what I say and don't give me any trouble."

"I swear, I won't."

Rhiannon went to her dresser and pulled out a very sheer pink nightie with equally sheer panties. She also pulled out a lavender nightie and panties. She handed the pink set to Jamie.

"Pull off those panties and put this on."

"Do I have to?"

She scowled at him and shook her finger. He turned slightly away from her so she wouldn't see his cock when he took off the panties. He started to pull up the pink panties.

"Tuck your thingy back between your legs."

"It's hard."

"It looks like it is, but do it anyhow."

He got his prick tucked back and put the panties on. It felt like his dick was trying to tear its way out of those panties, but they held firm, even if they were sheer. He slipped the nightie on and turned to see that Rhiannon had taken off her panties. She had a small patch above her pussy, and Jamie couldn't help but stare at it.

Rhiannon saw him and smirked. "You naughty girl, perving on your own cousin."

Jamie couldn't even speak. She pulled on the lavender panties which she pulled very tight. Not only were they nearly see through, but as tight as she pulled them, her pussy lips were very apparent. Jamie was so taken with what he saw that he hardly even noticed what he was wearing. Rhiannon took his hand and led him over to the bed.

"You aren't getting everything -- not tonight anyhow. You'll have to earn it by being a good girl. I'll let you touch and kiss my boobies though."

She sat on the bed and Jamie sat beside her. She lifted her nightie and put his left hand on her right titty. Jamie was almost hyperventilating as he began to fondle her. She lay back against the bed and pulled his head to her other titty. Jamie began to kiss and suck on it as though his life depended on it. In one sense his masculine identity did depend on it, as least to him.

If he was playing with a woman's breasts and kissing them, it was almost an affirmation of him as male. Sure, he knew that women could pleasure other women, but that was the least of his concerns. After a day, part of which he'd spent dressed and made up as a woman, he wanted anything which would help him feel more like a man.

He wasn't quite sure what he should do to a woman's mammaries, so he caressed the one while sucking on the other. Rhiannon seemed pleased with it and Jamie was more than pleased to get this opportunity. She moaned softly and stroked his head as he paid homage to her love mounds. After a little while, she moved his head over to suck on the one he'd been touching.

He began to suck on that one as he slid his hand down toward her nether regions. She grabbed his hand before it got there and kept it from going farther. She paused her enjoyment of his attentions to speak to Jamie.

"You don't get that tonight. You only get that after you've earned it and you're not nearly there."

"Please. I want that so bad."

"You have to behave and do what you're told, and you've argued and whined about everything."

"My thing is so hard, it hurts."

She sat them both up. In truth, Jamie was far from athletic and Rhiannon was stronger than he was, so trying to force her, would never accomplish anything.

"You need to stroke your dingle, but I'll let you look at all of me to make it easier for you."

She pulled her nightie off, then pulled down her panties to let him see her sweet pussy. He virtually gaped at the sight. He freed his cock from the panties he wore and began to stroke it. As he did, Rhiannon took her hand and spread her labia, letting him see her inner lips. Then as he watched, she stroked down each side while keeping them spread.

He could see the moisture on her lower lips as she did, and he could barely focus on both breathing and continuing to touch himself. As he watched, she slid her middle finger into her sweetness as far as it would go, then pulled it nearly out before plunging it back in again. Sure Jamie had seen some porn online, but he'd never even imagined seeing it in person.

She moaned as she fingered herself and half closed her eyes. Jamie stroked his cock so hard, he was almost afraid of rubbing it raw, but there was no way he could stop. Far sooner than he'd have imagined, he came with jets of jism flying through the air. Most of it landed on the bed, but some of it landed on Rhiannon, even on the hand she fondled herself with.

As he came, she quickly followed and the two were rather self satisfied. She made him get some tissues and clean up his mess from both her and the bed. She pulled her panties back up and put her nightie back on, then made Jamie tuck his dick back between his legs again. While he may not have had contact with more than her titties, it was still the best night of his life so far.

jackie_em
jackie_em
1,552 Followers