Shemales

Erotic tales of gender bending fun
Home | Archive

The Errand

Date: 24.05.2008

Keywords: Errand, The,

Pages:
1 2 3 4 5 Next

It was an awesome spring day and Angel needed to run across town to pick up some promotional pictures for the opening of her new club 'The Androgynous Room'. It was to be a place for all types of people to meet and mingle. The extra warmth from the sun convinced her to drive the new Jaguar convertible she had just bought. Angel slipped into a black Polo shirt with matching shorts and pair of tennis shoes. The shorts weren't skin tight but they were snug enough to cause someone to do a double take if they happened to look at her crotch. Angel just couldn't resist teasing people.

As Angel was pulling out of her driveway she noticed her new neighbor was out getting his garbage cans from the curb. His name was Brian and he was a really nice guy. He wasn't super cute but he was average looking with dark brown hair and a trim body. He had thrown a house warming party for all of his neighbors a few weeks back and Angel had spent a lot of time talking to him. She had made a comment to him about what a nice guy he was and it had caused an instant grimace to appear on his face. Brian had replied,

"I'm sorry, but to tell me I'm a nice guy isn't all that great of a complement anymore. I have found that most women don't want to be with nice guys, they want to be with exciting guys, and any woman who has told me they think I'm a nice guy won't date me." Angel had quickly come back with,

"I know several women who would love to be with a nice guy like you." (And a couple of them are pretty well hung too! she thought.) Brian asked,

"But would you want to be with a nice guy like me?" Angel said,

"Well, I .... um .... am not really looking for a .... steady kind of ...." Brian interrupted her,

"In other words, no. Listen, I'm not asking you out on date, but you just proved my point. You are a beautiful woman and I'm sure you date much more exciting guys than an average Joe like me." He reached over and patted her on the knee and said,

"I really need to do some mingling. I'll talk to you later."

With that night running through her mind Angel stopped the Jag by her new neighbor and casually asked,

"Got any plans for the next couple of hours?" Brian set the cans back down and leaned on the passenger door with a wary look on his face. He asked,

" Why? What do you have in mind?."

Angel related her errand to him and asked if he would like to ride along. "Or am I too much of an unexciting average Jane for you to spend time with me?" she asked playfully and flashed her best movie star smile at him. Brian replied, "Touch'e Angel. Let me get my wallet and lock up the house." He was back in less than 30 seconds. It seemed he liked her offer after all.

As they rode along, reveling in the warm spring day they talked about all different kinds of things. Music, movies, cars, sports, books, and Brian said,

"I've never met a woman who is interested in as many of the same things as I am. It is very refreshing."

After they arrived at the studio, Angel went inside to pick up the pictures. While she was inside Brian was thinking to himself that he found Angel fascinating as well as beautiful and even though he was sure he didn't have a chance in hell to be with her he wanted to let her know he was interested in her. Angel came back out of the studio with a manila envelope in her hand and got back in the Jag. She slipped the envelope between the passenger seat and the center console and they left the parking lot to start back toward home. Brian could feel his chance slipping away from him and so he said to Angel,

"I know you asked me along just to be nice, and I don't want things to be uncomfortable between us since we are neighbors, but I feel that I have to tell you that I think you are beautiful, smart, and incredibly fascinating. If you would ever like to go out or something I would love to spend more time with you." It all came out in a rush and Brian could feel his heart hammering in his chest as he waited to be crushed with a polite "no thank you". To his amazement Angel was looking over at him and smiling. She said to him,

"I do have one stipulation in my dating life and that is I only date guys who are adventurous. Can you be one of those guys?"

"Angel," he replied "I would be anything to be with a woman like you." The sincerity in his voice made Angel do something she had not planned on when she had asked him to ride along with her on this errand. Angel said,

"From talking with you on the way over I feel that you are a pretty open minded man. Take that envelope and look at the pictures in it. If you still feel the same about me after looking through some of them, we'll continue on with this, otherwise just put the pictures back in the envelope and I'll drop you off at your house when we get there."

Brian picked up the envelope and pulled the pictures from it. The first picture was of Angel standing in a skin tight, electric blue, mini dress. She had her right hand on her hip and the other was running through her hair while she tilted her head back with a dreamy look in her eyes. Her right leg was crossed in front of her left and they looked impossibly long. The dress was scooped very low in the front and her breasts looked full and round. Brian couldn't think of a single reason why this picture would change the way he felt about her. The next picture was a little different. Angel was wearing the same dress, but this time she had both hands on her hips and was facing the camera full on with her legs strait, shoulder width apart. The look in her eyes wasn't dreamy anymore. It was commanding, and there was the unmistakable outline of a very large cock running up from her crotch to about where her navel should be under the dress. Brian stared agog for a second thinking, 'it must be a dildo.' When he glanced over at Angel's crotch he noticed for the first time that there was a slight bulge there. Angel saw him sneak a look at her crotch and that started her balls tingling.

Brian looked at the next picture. In this one Angel was dressed in a white sleeveless button up shirt and very tight blue jeans. A straw cowgirl hat and tan ostrich skin boots finished the outfit. There was a bale of straw on the ground beside her. She had her thumbs hooked in her pockets and a piece of straw in her mouth with a playful smile on her lips while her riveting blue eyes peeked out from under the brim of the hat. Brian's hands were trembling a little as he went to the next picture. Angel was in the same outfit, but this time her shirt was unbuttoned so you could see her white lacy bra filled with her full breasts and her left foot was up on the bale of straw. Her right hand was on her hip while her left was on her knee and the look on her face was all business. Running down the inside of her left thigh was again the unmistakable outline of a big cock in her blue jeans. It reached half way down her thigh. Brian looked over at Angel's crotch out of the corner of his eye and the slight bulge he had seen before was now much larger. As he watched, Angel wiggled in her seat to get more room in her shorts, but the room was quickly stretched tight again by her growing cock. Brain was breathing hard as he looked back to the pictures and went to the next one.

This time she was wearing a little Catholic school girl outfit. A white shirt with a little green plaid skirt. Her long blonde hair was in a pony tail and she was holding several books to her, too big for the shirt, chest. She had on knee high stockings, but instead of patent leather school girl shoes she had on 5" black spike heeled pumps. The look on her face was very innocent and sweet. In a trance, Brain went to the next picture. There was Angel, but this time she looked anything but sweet and innocent. The books were scattered on the floor in front of her. The shirt looked like it had been torn open and the front clasp bra was undone showing hard nipples and firm breasts. Angel's legs were bent at the knees a little and her hands were on her upper thighs holding up her skirt with her wrists. Under her skirt the plain white panties were pulled to one side and her cock was sticking straight out from her crotch with her tight balls below it. The look on her face was of pure lust. This time when Brian looked over at her crotch there was no room left for any kind of denial. Angel's cock was hard and sticking out of the left leg of her shorts. It looked very big. She must have released it while he was engrossed in her pictures. Brian looked back to the pictures in his lap one more time. The lewd school girl Angel was looking back at him with her big cock sticking out from her crotch. He could imagine her telling him she wanted her cock sucked and her nipples played with at the same time, and definitely right now. He glanced back over at the real thing and now it looked even bigger than in the pictures. Brain looked up at Angel's face, but she appeared to be looking at traffic as she worked her way toward the freeway. He looked back to the pictures in his lap. There were a lot more of them to look at as he found his own words haunting him. "I'd be anything to be with a woman like you." His resolve began to firm up as he looked at the next picture.

Angel was wearing an off the shoulder pink and white checked housewife's dress with a frilly little white apron. She was half sitting on a stool and the heal of her right shoe was hooked on one of the rungs. The dress was way shorter than anything June Cleaver would have worn. It didn't even cover the white garters and stockings she was wearing with the pink 3" pumps. Her hair was done in a 40s style with big ringlets and she was holding a blue bowl of cookie dough in her right arm. A small bit of dough was on her left index finger and she was smiling that playful smile again. It looked as if she was happy to have her man home. Brian quickly went to the next picture. And there was Angel sitting on the stool with both her feet on the floor and her legs spread wide.

Pages:
1 2 3 4 5 Next

Keywords: Errand, The,

© 2007