Learning To Cope With Loss Ch 10

Chapter 10.

Lin gets ready to lose her virginity to her brother by sucking off a gay man.

The next morning as they were leaving the house Matt showed Lin the text messages. Lin said, "Jokes on him, we have not fucked. Well I mean yet. I am so excited for tonight Matt." She leaved over and kissed his cheek before walking off, leaving Matt looking like a love sick puppy as she walked away swaying her ass seductively as she went.

Technically she was right. Matt was hoping and praying to change that technicality that very evening. In his mind it was a done deal, she was willing and he knew he was. Another thing was nagging him about it. He was not sure if fucking his sister would not damage their relationship. He was still unsure about how far they had already gone, how that might pan out months or years down the road, she was the only thing he had in his life and if he lost her he would have no one to rely on..

During his lunch break that day Matt replied back to Max making sure to be clear knowing he could not afford more, at least now.

Matt: I think we are good for now, we have some other things we need to spend money on for a while.

After work Lin did go to the thrift store near her work. She thought there should have been more clientele as the place had some really cute stuffy. There was a pair of heels she liked that would work well for her situation. They were black and in her size, about 2 inches tall, she had never wore heels but knew they would add excitement to the evenings events. She looked and found a little black dress, it had a small tear in the side. She thought she could fix the tear with some supplies she saw in the laundry room, not a permanent fix, but for one or two times of wearing the little black thing it would do.

She looked around once she had gathered the items. Still no one was in the store, and it was a small mom and pop store in a little mini mall. She decided to try and bargain. She when to the counter and convinced the man to give her the damaged dress. She was proud of her haggling skills, it gave her a boost of confidence. When she tried for the next item, her skills fell flat. The heels were different story, he wanted $30 bucks still, she only had $17. She decided to try her most valuable resource on this man, her mouth. The worst case she would be out the heels she could not afford anyways.

She started, "Mister, I don't have thirty, in fact I cannot afford even the seventeen I have, are you sure there is not anything else I can do for them?" She made eyes at the man letting him know her intention.

The owner said, "Lady, you are barking up the wrong tree. I am not interested in women, so no pussy is going to be enough."

Lin was surprised, she was not offering pussy. She was offering a blowjob, she decided to bend to his way. She offered, "Tell you what mister, you like guys right?"

He said, "Yes, cute younger ones too, and you ain't no guy." She figured this man was nearing 60. What were his chances with a young man? None, that was her opinion.

She continued with her sales speech, "What if I dress as much as a boy as possible with what you have in here in the store. I put up my hair, put on a hat and all, you call me boy and I blow you. Would you like that? Even put on some gay porn on your tablet, help me out please."

The man was likely horny, giving in quickly, "Ok, but make it convincing."

She said in a deep boyish accent, "Yes sir." He laughed and went to get his tablet while she shopped around.

She ran around the store. About 10 minutes later she had got the stuff, and went to the changing room to get ready. She found a corset that she used improperly to push her tits down and show a flatter chest. She wore boy pants and shirt with a jacket over that to make it less obvious. She had her hair pilled up and under a ball cap. This was the best she could do.

When she came out of the changing room. She was speaking in the same deeper boyish voice she or now he said, "Mister, I finished with taking out the trash like a good worker, like you asked. You know caring those bags of trash were heavy, good thing I am a strapping young man. Is there anything else you need me to do before I go home for the night? I have a baseball game with the other boys tomorrow."

The man smiled wishing this girl had been born a boy, she really knew how to role play, or at least on short notice. "Sure son. I have one thing over here behind the counter I need help with, come on back."

The 'young man' went to the back of the counter and saw his boss had his cock out. It was the biggest cock she, or he had ever seen. The young man said, "Wow, mister I can really see you need help with that, coach has been teaching me what to do. I bet I can take care of this, no problem."

He got on his knees and when right to work, the young man gagged and gagged, playing with his boss's large balls. The boss man was saying, "That is a good boy, suck on daddy's cock son." and then, "Oh, this fag sure knows how to suck cock, he was born for it." He came pretty quick, the young man swallowed it all down.

The boss said, "That was nice, thanks for the blowjob son, you suck cock pretty good, better then most boys who suck me off. You just need to learn how to deep throat." She took that feedback more personally then she should have. She wanted more then ever to be the best cocksucker for any man. She knew she had a lot of room to improve and she planned on continuing her training.

She took her compliment and feedback, got up and went to change, leaving with the dress and heels.

Matt had beat her home, Matt asked, "Where were you? I was getting worried!"

She smiled and said, "I will tell you the whole story, just not now, not tonight. Tomorrow ok, I promise." She had hidden the new items outside until he went to the shower so she could keep the surprise hidden.

"You have to tell me something", He said.

She replied, "Ok fine, the only thing I will tell you is that I was safe and it did involve a blowjob. Now you go shower and I will set out your clothes." Once she heard the shower turn on she got her stuff and set out some clean pants and a button up shirt for him.

He got out of the shower and got dressed, she said, "You go rest on the couch babe. I will shower and then I will fix supper for us."

She was acting sweet, like a girlfriend or wife, it made sense to Matt. Women like playing the domestic role and some get off on it. He decided to indulge her. She showered, shaved and then wearing only a large t-shirt she made supper. He stayed in the living room trying not to look at her too much. His eyes wondered to her a lot, her beauty was like a magnet to him.