Tomboy Ch. 02

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Slickman
Slickman
8,148 Followers

While I call Jo's parents why don't you call yours to tell them you are sleeping over at Billie's house?

"I'm not planning on sleeping over at Billie's house," he laughed.

"I know," she laughed back at him. "You are sleeping over here." She turned and left the room.

"But..." he started to say before he realized she was gone. He picked up his cell phone and called his Grandmother's house.

He waited a few minutes and then saw Tina walk back into the bedroom wearing the same type things Jo had on. Panties and a tight thin strapped tee shirt. "Don't get any ideas," she laughed when she saw his eyes on her skimpy panties.

"Do you have any pajamas for me?" he asked with a smile.

"Nope I guess you will just have to wear your boxers." Tina pulled the covers down the king size bed under Jo's body and then up to cover her. "Are you getting under?" Tina giggled as she slid under the covers on the other side of Jo.

"She's going to be pissed in the morning," he said while removing his pants and shirt. He picked up the covers and held them high enough to see both girl's near naked bodies and he was not going to be able to do anything to them. Life sucked.

"Tell me all you know about Jo," Tom said to Tina in the dark room.

"When Jo was born her father wanted to have a boy. When Karen came out first he was disappointed and when they discovered there was another baby he again waited for a boy but discovered Jo was another girl."

"So Jo became his boy and Karen the girl," he said.

"Yes, Jo not only became the boy she was as good if not better in sports than most if not all the boys in the neighborhood. If she was taller she could play on the boy's team."

"Do you think she will get a scholarship?" he asked.

Tina laughed. "You don't know do you? Shit Jo has been offered a ship by UCONN, Notre Dame and Tennessee and that was as a junior."

"She didn't tell me," he said as his arm brushed against Jo's. "Does she have the grades?"

Again Tina laughed. "She's been accepted at Princeton and Yale."

"Is there anything she is not good at?" he laughed.

"Yes.......boys. She has tried her whole life to be a boy and suddenly she now wants to be a girl. I think tonight was the first coming out as a girl for her."

"I wish she would have gotten to the party a little earlier," he said.

"I'm sure she felt the same way when she saw you and May. May is the slut of the team by-the-way."

"I seem to have a magnet for those types of girls."

"OHHH!" Jo moaned as she turned her body to the side until her arm hooked over Tom's chest and her breast pushed into his arm.

"I think I should sleep somewhere else," he said feeling his prick expanding again.

Tina laughed. "Just keep it cool. Try to get some sleep because I think you might need it."

Tom closed his eyes and tried to forget the soft breast pushing into his body. He knew it was wrong but he couldn't help it as he slowly moved his hand up to the soft cushion until he touched her nipple. He smiled as he played with it until it was rock hard.

*****

Jo thought she was dreaming about Tom again. It was the same dream she had for the past few days. She was lying in bed next to him as they touched and kissed. Her leg and arm was wrapped over his and his fingers touched her body. "Oh Tom," she moaned as her fingers found his grand salami and she stroked it.

Tina heard the moan and peeked over at Jo's body which was now wrapped over Tom's. Her fingers had found his long shaft and she was jerking him off. She had hoped her plan to get them in the same bed would work out and now it was. She was the best cupid in town.

Tom didn't know if she was awake or asleep as she rubbed up and down his shaft. Right then he didn't care as he moved his fingers over her stomach and down under her panties. He found her small hard clit and rubbed it at the same motion her fingers were touching his shaft. "Now Tom now!" she cried as she came.

Tina tried to go back asleep but couldn't because of what was going on next to her. She wished it was her hand jerking him off but it wasn't. She smiled as her fingers moved down over her quivering stomach and into her own panties. She found the little man in the boat and petted his head over and over again.

Tom woke up first and tried to remember if he had dreamed about them touching each other or if it was real. His head lay on the pillow just watching Jo's chest rising and falling as she slept.

Jo felt sick to her stomach as she opened her eyes. Through the haze was someone's face and eyes looking at her. She closed her eyes tightly and again opened them. "TOM! What are you doing in my bed?" she asked as she pulled the covers up to her chin. She quickly picked them up and peeked under to see if she was naked or not. She saw the tee shirt and panties. "DID WE....?"

Tom laughed. "No we didn't."

"Why are we in........." she realized she didn't know where she was or whose bed they were in. "Where are we?"

"You're in my parent's bed," Tina said smiling next to her.

"Oh God, I feel sick," Jo said as she pulled back the covers and jumped off the foot of the bed. She made it to the bathroom just in time.

"Are you OK?" Tina asked as she kneeled down next to Jo by the toilet.

"No, I'm not fucking OK. I hope someone tells me why I wake up in bed with Tom on one side and you on the other." Suddenly she threw up again.

"Do you remember anything from last night?" Tina asked.

"Last night. I remember wearing a dress and dancing with somebody and........" She spit out some chunky juices and continued. "Nope that's it. What is Tom doing here?"

"He carried you to my house because you passed out at Billie's." Tina said.

Jo slowly stood up, washed her face in the sink, and looked at herself in the mirror. "God I look like shit. I feel like shit too."

"Why don't you take a shower and then you will feel better?" Tina asked.

"Good idea," Jo said. "Tell Tom not to go. I need to tell him something."

"That you love him?" Tina giggled.

"Maybe," Jo giggled back. "Just don't let him leave."

She watched Tina close the door and turned on and adjusted the water. She quickly undressed and moved under the warm water. She smiled as she thought of Tom waiting for her in the large bed. Maybe this would be her chance to tell him how much she cared about him. Her soapy fingers moved over her hot stomach.

As she placed her face upward into the warm spray she heard the door open and then the shower door. "Tina leave me alone right now," she said.

"I'm not Tina," Tom's voice said behind her. "Do you care if I join you?"

Jo froze in excitement. He was in the shower with her and probably naked. "Sorry about getting sick," she said as she was a lost for words.

"I wasn't feeling too well myself," he whispered as he took the soap from her hand and lathered up his fingers. "Care if I wash your back?"

"No," she giggled. Her body was on fire as his fingertips gently moved over her tender shoulders and down under her shoulder blades.

"You looked beautiful in the dress last night," he whispered. The soapy hands moved up under her armpit and gently over her naked breasts. His hard shaft pushed up against her bare ass.

For the first time Jo felt like a female. "Tom I have to tell you something..." she said as she turned and faced him. She saw his smile and his eyes looking down at her naked front.

"I....ah...," she saw his mouth coming towards hers and tried to tell him she loved him but he was too fast. "I...Lo.." His kiss was a hot flame as their body's again pressed together. Their hands and fingers raced to explore areas never before touched by anyone but themselves. He pulled his lips from hers. "Tom I..." he smiled and put his finger on her lips. "I know....me too."

His fingers pulled her round ass towards his body until his shaft rested against her pubic mound. She opened her legs and guided his hard prick under her until she was almost sitting on it. It was now pressed hard against the length of her virgin slit.

"I've never..." she whispered in his ear as she nibbled on it.

"Me neither..." he whispered back.

"Do you wanta?" she asked now gasping to breath.

"Do you?" he panted as he pushed his prick into and out of her tight thighs.

"Here?" she asked as she felt the two of them slipping on the shower floor.

"No the bed..." he laughed as he pulled back and led her out of the shower and into the bedroom. They stood naked hand in hand looking at Tina who was reading a book on the bed. She glanced up and saw them standing dripping wet naked.

"I guess I should leave now huh?" she giggled as she stood and walked by him. She glanced down at his long shaft. "Jo you are a lucky girl."

"Call me Josephine," she giggled as she jumped on her back on the bed.

Tom walked over and looked down at her body. Finally he was going to get laid and it would be someone he really cared for. "What about protection?" he asked realizing he had not brought a condom.

"I just had my period," she giggled. "Can I get on top?"

"You want to be the boy again?" he laughed as he moved onto his back.

"No, I want to do it at my speed," she whispered as her legs opened and her hot dripping pussy pushed down on his shaft. "Plus I'm better One on One than the zone."

Jo grabbed a strong hold onto his shaft and rubbed it up and down her slit. She knew she had to take her time for it to fit because it was so big. Her fingers explored his length and cupped his sac of jewels. This was something she wanted to remember for a long time. Again she pressed down and felt her hymen give. "Just a little bit more" she thought. It was the first time she wished he was a little smaller.

"Are you OK?" Tom asked when he heard her moan deeply within.

"Yes," she giggled. She had always been a finisher and she was going to finish this. Suddenly it gave way and the tip of his shaft slid into her. "You're in," she giggled again even though it gave her some pain. She took a deep breath and lowered her hips another two inches.

"God you are so big," she moaned. His hips pushed up slightly until he pushed in another inch. "Wait," she groaned. "Let me do it."

The hot tunnel and the fact that his prick was finally in a girl's body was too much for Tom. He tried to hold back but the pleasure was too much. "Jo...oh God...I can't stop....IT!" He screamed as he shot his hot load deeply up into her. "OH SHIT!" he cried out as his body trembled and exploded.

Jo smiled and watched a guy climax. He looked so cute with his face all crunched up. She knew there was no chance for her to catch up to him so she slowly moved her pussy up and down the four or five inches he was inside of her. His hot juices were making it easier and easier for her. "Touch me," she moaned as she got closer and closer and felt him getting soft.

Tom knew where she meant and quickly found her hard clit. "Yes right there," she screamed. Although he was soft he was hard enough for her to keep fucking him. "Tom...OH GOD TOM..." she cried as she climaxed.

"I never knew it would be so good," Jo whispered in his ear as her spent body lay on his. His prick was still inside of her. "I'm sorry about lying to you about being gay," she said seriously.

"That's OK, because I'm glad it is not true," he laughed. Her hot pussy was stirring up some life in his shaft again.

Jo felt the expansion in her love canal and moved her head up to look into his eyes. "Why Tom I didn't know you cared."

Tom felt her pussy open wider and his shaft push in deeper than before. "Oh I care Jo, I care a lot," he moaned.

Jo's athleticism took over as she learned to pump her pussy up and down his shaft to give him the maximum pleasure. "Do you care about me more than my sister?" His shaft was sunk at least seven inches now.

"Yes," he groaned as her inner muscles milked his prick.

"Or Tracy?"

"Oh God yes," he grunted. He moved his lips up to capture her pink nip.

"Or May?"

"HELL YES! I LOVE YOU!" he screamed.

Tina smiled as she ate her Captain Crunch. "He loves you girl and it's all because of good ol' Tina," she said as she read the back of the box. With ten proofs of purchase labels she could get a Frisbee.

End of Chapter Two.

I've been working on some other stories but the emails have begged me to do another Tomboy. I sped it up at the end because poor Tom was about to go nuts. Now the kids start school and basketball games so I'm sure there will be a lot more fireworks. Send me your emails and don't forget to vote. Sorry I didn't say the first chapter was to be continued.

Slickman
Slickman
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Tomboy Series Info

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