A New Life

byJKBigDaddy©

With his loud cry, Maya exploded in her own orgasm, causing them both to almost fall of the sofa. Their bodies jerked and shook violently as they came uncontrollably and then collapsed completely exhausted. Bennie lay on top of her, his cock still pushed deep inside her pussy, as he emptied his balls into her. Maya felt her whole body shudder and her pussy literally suck his cock making sure it got all his cum.

They both fell asleep in each others arms, unable to speak or move after their wild sex session. When Bennie finally woke, he realized he had slept through the night, and it was now morning. The sun was shinning bright through his curtains, and his body ached from head to toe.

Looking around, he noticed Maya wasn't anywhere around, and that she had left a note. He sat up, rubbing his eyes, trying to wake up. Reading the note, he had a big smile on his face.

"Dear Bennie, thank you so much for last night. I wanted to stay and be there when you woke up, but I had to get to my other job. I will never forget our time together, and I hope if you ever decide to call again, that you will pick me." She signed it and kissed it leaving her sexy lip marks on the paper.

Getting up and cleaning up the mess they had made, Bennie decided he needed a long hot shower. Going into his bedroom, he took off the messed up and ruined clothes he had slept in. The pantyhose were totally destroyed, and his skirt and top would need washing before he could wear them again. The bra and panties would need washing too, but weren't in too bad of shape. Climbing into the hot pouring water of his shower, he soaked and let the water release the tension in his body. Last night had been the most amazing night of his life.



Once out of the shower, he slipped on a white lace panty, matching bra and a pair of white stay up stockings. Bennie feeling bold and very happy, slipped on a flowery sundress that come down to his knees. It was made with multicolored flowers in the design, and had a little frill around the top over his chest. Slipping on a pair of white ballet flats, he decided to go down to the mailboxes and check his mail. He knew it wasn't time, but he felt like going out and letting the world see the real him as he felt he should be, if only for a brief moment.

Walking along the sidewalk, he waves to several people who greeted him along the way, acting as if he was any other girl out taking a walk. One woman was in the apartment laundry mat with her baby doing her clothes and trying to keep her baby quiet. Reaching his mailbox, he of course found nothing in it, then walked over to the laundry room and bought two sodas.

"Here you go miss, you look like you could use something cold to drink." Bennie approached the older woman using his most feminine voice he could muster.

"Oh thank you, yes I most definitely could use a drink. Do you by any chance have a bit of rum or vodka to put in it?" She laughed as she popped the top on the soda and took a big gulp causing her throat to burn from the extreme coldness of the liquid.

"My name is Barbie, I just moved into 9B. I just wanted to get out and feel the morning sun on my face." Bennie was surprised at how quickly he come up with a name for his feminine side. It seemed to fit since he looked at himself like a sort of Barbie doll.

"Very nice to meet you, my name is Francine. I live in apartment 14A. I am actually right across the way from your building." Francine didn't seem to notice that the person she might have seen earlier in the apartment was different from the person in front of her now. The stood and talked a while, Bennie examining the different things she folded and put in the clothes baskets.

Having finished her laundry, Bennie offered to help her carry her clothes to her apartment since she had her baby girl with her.

"Oh thank you Barbie, it takes me forever to get anything done with my little niece visiting." They carried her things to her apartment, and he got to hold the little baby. Francine hurriedly put away her things, and poured them both a glass of lemonade as they sat and visited.

"I am sorry, I took it this was your beautiful little girl. She is so adorable, and she favors you a lot." Bennie thought that Francine was a handsome woman for what he thought was a woman in her late 40's. Francine had a very rugged look, wearing faded jeans, an oversized t-shirt and slip on leather sandals. Her hair was cut to just below her collar, and was a deep mahogany color. Her body was hidden under her lose shirt, but she looked like she had small but firm breasts. Her legs were long, and the jeans were snug enough to show her shapely round butt. Francine didn't wear makeup, and she had a light tan on her body that brought out the green color of her eyes.

Not realizing she had asked him a question, Bennie blushed red when she caught him looking her over and she cleared her throat. Bennie snapped back into the present and tried to play it off.

"Sorry, I am a bit tired, I didn't get much sleep last night, and its been a long week for me." Bennie hoped she would think him sincere, and not make anything out of him checking her body out.

"Oh I understand really, a move is always tiring, and then getting settled in. I want to give you a little something to welcome you to our little complex." Francine stood walking into the kitchen, moving things around, she came back with a wine bottle in her hand. "I am not much of a wine drinker, and you might enjoy this more than I would." She handed Bennie a bottle of Merlot, that was made in the California wine area.

"Oh wow, thank you so much, I have never had wine, but I will definitely save this for a special occasion." Thinking it time for him to leave, he offered Francine a small hug, and said he would invite her over sometime for maybe dinner and a glass of wine. They both laughed, and she said she would like that, but she would rather have bourbon than wine with her meal. Bennie made a mental note and left her apartment and walked back to his.



Later that evening, Bennie cooked a microwave meal, and sat watching his favorite TV shows while enjoying his first meal in his home. He didn't have a regular phone yet, but at least he still had his cell phone. He had to return back to work on Monday, and was kind of ready since being on your own often meant you had nothing or no one to talk to. After doing his few dishes, it was late, and he really was tired, so Bennie slipped off his dress and stockings, he slipped into bed wearing nothing but a satin nightgown and a thong panty.

Early the next morning, Bennie woke up feeling refreshed and hungry. Slipping out of bed, he removed his night clothes, and stepping into the shower letting the warm water wake him up properly. Using the scented body wash and shampoo, he cleaned himself and jerked off into the shower. He often woke with a morning hard-on, and usually had to relieve himself in the shower.

Once out of the shower, and completely dry, Bennie picked out his outfit for the day. Thinking he might get out and go to a local bookstore later, he decided on a matching sports bra and thong panty in light blue color, a t-shirt and girls running shorts. He took out a pair of rainbow ankle socks and slipped those on, then put on a pair of girls sneakers. Bennie then decided to do his nails, and try applying a little make-up. He settled on a blue color that matched his bra and panties, and he used just a little blush, eyeliner and lipstick to give him a more girly look. Putting his long hair up in a ponytail, he felt like he was presentable enough to go out in public as a girl.

Checking himself out in his mirror, he thought he did a good job with his make-up. It hadn't been the first time he applied make-up, but it was his first time to really try and make it look sensible and not slutty. After he finished getting ready, he heard a slight knock on his door.

"Hang on just a second, I will be right there." Bennie wondered who could be knocking on his door, the only people who knew where he lived were his parents and the lady he met yesterday. Opening the front door, scared and a bit nervous, he saw Francine standing there smiling holding a small box and a couple of small bags in her arms.

"Hi Barbie, I just thought I would bring over a couple things that might help you." Francine give him a knowing smile, and walked into his apartment. "Oh my, definitely needs a woman's touch, and I don't mean just your apartment." They both began to laugh, feeling the tension and awkwardness break as they both sat on his living room sofa.

"H....how did you know? I mean I only just met you yesterday, and you didn't say anything in the laundry room." Bennie looked at Francine, wondering if it was that obvious he was a boy trying to look like a girl.

"Well, to be honest, you checking me out at my apartment was the give away. I suspected you weren't what you appeared to be. I also caught a glimpse of you and the young woman in your apartment the first night here." Bennie blushed bright red, and looked down at the floor ashamed of being seen and caught. "Please don't feel bad, I think its kind of cute you wanting to dress as a woman, and to be honest, it doesn't bother me you were checking me out either."

Bennie, with tears in his eyes, hugged Francine feeling a bit relieved that she wasn't mad at him. He was afraid she would call the cops on him or call him a pervert or something. Instead, she pulled him close and comforted him, as she got a closer look at him.

"When I saw you outside the door, I was so scared, I didn't know what to think. I mean I was forced to leave home because of my lifestyle and who I wanted to be." Bennie told his story to her, and explained this was his way of relaxing and feeling more comfortable with himself. Francine listened, and gave him a few tips about his hair and make-up. She had brought her make-up and nails kits, to help him learn how to do it properly.

After a couple of hours of trial and error, Bennie felt like he was comfortable enough to do his own from then on. Francine encouraged him to sit down and try different combinations when he had time and see what he really liked best. Francine also handed him a make-up set of his own to keep, saying she had plenty and that was just extra she never used. Her next tips were on his nails, which she said really needed work. Bennie was worlds worst about biting his nails, and had bit them down really low.

Removing his blue polish, Francine showed Bennie how to clean, file and polish his nails to look the way they should. Bennie felt a certain connection to Francine, and listened to everything she showed and taught him. Bennie was a very shy and quiet guy, and would have never asked her for the help she was giving him right then. He was in awe of her knowledge and couldn't stop smiling and giggling when she would show him something he had down wrong.

By the time she was finished, Barbie looked like a whole new girl. Francine had even given him a few hair tips, and offered to take him shopping if he wanted. Feeling overwhelmed by her generosity, Bennie accepted her invitation to go shopping. She left to go get her things, and Bennie locked up and started his car.

Once on their way, Francine explained that Barbie would need to get a clutch purse or small handbag to keep her personal things in. Women didn't wear wallets in their back pockets or just stuff things in their pockets like men often did. Barbie drove while Francine explained that if she was going to live her life as a woman, she had to change things a little bit, or she would definitely have a hard time getting accepted as a female.

Once they got to the mall, Francine took Barbie around to a couple of salon stylist boutiques she often visited for her beauty products. They bought blushes, rouges, lips tips, liners, and all the other things a woman needs to look beautiful each day. Francine told Barbie that she had been a salon stylist for 6 years after she graduated high school. Barbie told her new best friend about her two years in cosmetology in school but she didn't really learn that much, cause her parents disapproved of her enrolling.

After beauty shopping, they made a couple of stops at some clothing and shoe stores. Francine bought Barbie a few things that she felt she would enjoy. She bought corsets, a set of silicone breast attachments and got her ears pierced so she could wear real earrings. They went into a nearby dressing room, and Francine showed Barbie how to attach her breasts, and helped her for her first time putting them on. Barbie immediately felt the change in weight on her chest, and the difference in how her clothes fit. She couldn't keep her hands off her breasts as she looked and paraded in front of the dressing room mirror.

After about 4 hours of shopping and trying on different things, they both stopped at a local bistro and had a small lunch. Francine told Barbie about her life, and how she had grown up in a large family, didn't have a lot of money, and how when she got old enough, she moved out and joined the military. Francine served 4 years in the Navy, and went to college to get her business degree. Francine now ran her own advertising agency out of a small office about 5 miles from her apartment.

After their lunch, they returned to the apartments, and Francine said her goodbyes. Barbie gave her a hug and a little kiss on the cheek, saying she hoped to see her again very soon. After she was back in her own apartment, she put away all her new stuff, and got on her laptop to see if Maya would be available for another night of wild hot sex. Sadly she wasn't working that night, but the operator said that Maya had left special instructions for in case Bennie called. Having been given her personal number, Barbie called Maya and set up a special session that would start about 6pm and last all night.

It was only noon, and Barbie was feeling a bit tired from all the walking and shopping her and Francine had done that morning. Deciding to take a small nap, she slipped off her clothes and laid on her bed falling asleep almost instantly.

Barbie woke a bit later than she wanted, realizing Maya would be arriving in about 45 minutes. She got up, got a quick shower washing off the sweat and dirt of the earlier part of the day. Wanting to look really sexy for Maya, Barbie picked out a white cotton mini skirt, a pink low cut sheer blouse, a pink lace bra and panty set and white seamed stockings with leg garters. Barbie had a bit of trouble getting her seams straight, but she did it finally. Slipping on a pair of pink 6" open toed stiletto's to finish off the outfit, Barbie felt ready to have all the wild sex Maya could give her. She attached her false breasts and the bra being a bit of a pushup bra give her a nice cleavage.

Just as Barbie was spritzing on some really sexy perfume, she heard Maya knocking on her door. Answering the door, Barbie got the approving look from Maya she so hoped for. Maya grabbed her in a big hug, screaming in a happy high pitched voice about how gorgeous she looked. Maya almost knocked Barbie down as she hugged and kissed her taking in her newfound beauty.

"Oh damn Bennie, you look like a million dollars. I don't know what you did, but keep it up and I might get you a job working at the escort service I work at." Maya giggled when Bennie/Barbie blushed bright red and insisted she could never be an escort. Maya laughed and pinched her on the butt, tell her she would just have to wait and see what the future might hold for her.

After the were sitting, and talking about what she had been doing, Barbie told Maya about her new name, and that her neighbor had been the one to help her. Maya congratulated her sexy friend on reaching a new level in her life, and that if there was anything she could do, to please let her know. Barbie just wanted to make love to Maya all night long and push her hardening cock into Maya's ass like she promised the last time they were together.

Showing Maya to her bed, Barbie laid her down and joined her and started to kiss her all over. Maya had worn an almost see-through dress, that barely come below her perfect ass. She never wore panties, but she was wearing black fishnet stockings this time. Barbie started with her lips, and kissed Maya tenderly and passionately as she slid her hands under her dress touching her wet shaved pussy. Maya was moaning and writhing under her touch and kisses from the start, knowing what Barbie wanted from her. Pulling her dress up over her head, Barbie locked her lips onto the stiff pointy nipples, biting and sucking on them like a baby hungry for milk. As she made love to Maya's breasts, her fingers were buried in Maya's pussy, touching her g-spot making her cry out in passion over and over as Barbie never let up.

"Oh Barbie, I think I am falling in love with the way you make me feel. I have never met anyone who could make me orgasm like you." Maya pushed on Barbie's head wanting her to shove that wonderful tongue deep inside her holes. Barbie didn't disappoint her. Licking and tonguing her way lower, she teased Maya mercilessly, stopping at her navel treating it like she would her pussy. Maya was lost in lust and passion, hoping this night would never end.

When Barbie's tongue hit Maya's clit, you would have thought the world exploded. Maya jerked up off the bed as she had the most intense orgasm of her life. Barbie continued to lick and suck on her clit and pussy lips through one orgasm to another. Maya was screaming into a pillow so not to let all the neighbors hear her. Barbie licked lower and pushed her tongue against Maya's puckered star, teasing and wiggling against it until she felt her tongue slip inside. Maya didn't care where Barbie's tongue or mouth was, as long as it was on her body making her cum.

Barbie pushed her tongue in and out of Maya's ass, tasting her muskiness and loving every bit of it. The taste of her ass, made Barbie want more and buried her tongue as deep as she could.

"Oh my god Maya, I love your tight little butt. I cant believe I didn't do this our first time together." Barbie mumbled to Maya as she pressed her face deeper between the cheeks of Maya's ass.

"Ooooh Barbie, I cant believe it either. It doesn't matter now, because my ass is yours for the taking." Maya raised her legs up spreading her ass wide so Barbie could get deeper into her backdoor.

Barbie pushed her legs back as far as she dared, and eat Maya's ass like it was the sweetest dessert she ever had. Maya cried and moaned louder and louder as her loved made love to her like no one else ever had.

"I want you Maya, I want to cum inside your ass."

"Oh yes sweetie, I want you to fuck my ass and cum inside me all you want." Maya sat up and pulled Barbie onto the bed. Laying her back, Maya reached under her skirt tugging down Barbie's sexy panties. Looking into her eyes, Maya swallowed Barbie's cock in one motion, making Barbie moan out loud and grip the bed sheets. Maya knew how much Barbie liked having her hard cock between Maya's red lips, and she loved the taste of her cum in her mouth too.

Barbie couldn't believe how much her life changed in just a couple of days. Just three days ago, her parents were helping her to pack all her belongings and shoving her out the door into the world on her own. Now she was laying here, with a gorgeous woman sucking her cock dressed as a woman and having the best time of her life.

Pulling off her cock, Maya went over to her bag, and took out a bottle of lube. Barbie was so excited, she knew what was next, and could hardly contain herself. Maya squirted a big amount of lube on Barbie's cock getting it all slippery and ready. When Maya laid back on the bed, spreading her legs wide, Barbie squirted some more on her fingers and worked them into Maya's ass. When she felt she was ready, Barbie moved closer pressing her cock against Maya's ass.

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byJKBigDaddy© 12 comments/ 38204 views/ 6 favorites

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