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FAMILY CHRISTMAS
Another hectic day filled with last minute shopping and such. The younger ones seemed to be extra wired as well, running around, yelling, and just adding to the commotion. Fortunately the younger ones went to bed early and the four older ones also retired early. Ann seemed to be anxious to get to bed. All day long she had been whispering with the other two girls, but stopped every time Tony approached. She also had been "accidentally" brushing against his ever hard cock when she felt she wouldn't be caught.
Ann was the first undressed. She stood almost proudly in front of Tony as he took his clothes off. As usual he was hard, but wasn't as sensitive about it as he had been. The girls, too, seemed more relaxed as they undressed and didn't try to hide anything like they had been. Of course, they were focused on his cock and balls, as usual.
All three girls were looking at him and Tony looked from one girl to another. Trish had the biggest boobs, but she wasn't as appealing to him as the others. Tina looked good to him, but Ann, while having the smallest boobs, he felt was the prettiest of the three. He kept reminding himself she was his sister and forced himself to look at the others more.
Tony began to feel a little uneasy, so, guessing the girls were waiting on him to do something, he reclined back on his sleeping bag. Tina and Trish immediately knelt down on either side of him, something they hadn't done before. Ann paused as they took their places, then walked around behind Tina and ended up standing over Tony's legs, confusing him.
Slowly she squatted down onto his thighs, looking at his cock. Tony was curious as the other two girls seemed to be encouraging Ann. She began to inch up, slowly at first, but seemed to be gaining confidence. Ann ended up at Tony's hips with his cock wedged in between her pussy lips. Her hips were now slowly moving back and forth.
Unknown to the girls, Tony had masturbated in the bathroom only an hour before... thankfully. Her pussy seemed almost greased as she slid along his cock. Had it not been for an hour ago he would have shot off right then. The sensations she was producing were unbelievable. It was by far better than a hand and even better that Tina's mouth had been.
Without warning, Ann stopped her movements, but Tony could still feel the warmth and wetness of her pussy. He almost asked her why she stopped, but thought it may be too forward of him, so said nothing. Ann stayed still for a while making Tony wonder. She then lifted a little, pulling her pussy away from him. Her hand reached down and wrapped around his cock.
He was shocked when she stopped moving his cock, held it still, and began lowering herself onto it. It was like nothing he had ever felt before as her pussy accepted him and he was enveloped by her body. Even though she was moving ever so slow, he once more almost shot his load.
Ann knew it would be her turn tonight. The last two nights had been fun. She loved seeing Tony and strangely being seen by him excited her. Her only regret was not having the body that Tina or Trish had, but Tony didn't seem to mind. Still she kept trying to outdo them and appear older and more mature than they were.
She liked the way Tony treated her. The boys in her class were always trying to grab her and making crude remarks. Even when she got naked in front of Tony he didn't try grabbing her or the other two girls. He also seemed to be a little protective of her. It was a bit annoying, but made her feel safe too.
She had gotten undressed quickly. Ann liked watching Tony undress and didn't want to miss anything. It was sort of a present for her that he was unwrapping. Tonight she was very nervous. When she told Tina and Trish what she wanted to do, they were all for it. They explained that most of what she had heard, feeling like a knife was going into her pussy, was just talk. Both admitted they wanted to do the same thing, but feared getting pregnant. Since Ann hadn't started her monthlies yet, she had nothing to fear.
Her biggest problem tonight was not what she was going to do, but how to do it. She had no clue. The other two girls had given her some hints, but it didn't calm her nerves. As soon as Tony had lay down, both girls had knelt down on either side of him, so Ann had to walk around one of them. She ended up straddling his thighs and just squatted down.
She looked at his stiff cock almost in fear. The girls had assured her it would fit and wouldn't hurt, but they were both virgins. What did they know? Her hands almost trembled as she grabbed his cock while inching toward his waist. Her body had already began to react. Her pussy was wet and she felt that certain something deep within her.
At first she just rubbed her pussy with his cock. She had no idea why, but it felt so much better than a finger. She was still very nervous, but her body was not. She felt like her body wanted to lower down on him. At first her mind resisted, but her body finally won over.
Ever so slowly she lowered herself, letting his cock enter her body. It was like nothing she had ever felt; it was wonderful, relaxing, exciting, and frightening all at the same time. Ann continued to ease down, almost waiting for that stabbing feeling even though the girls said it was just a scare story.
His hardon felt much larger than it looked, stretching her open as it penetrated her, but there was no pain. Ann wasn't sure if it was a minute or an hour, but the pressure finally left her legs and she was sitting on him with his seemingly massive boyhood inside her. She still wasn't sure what to do, but had the urge to lay on top of him, so she bent down placing her bare chest on his. Somehow it felt nice to feel his skin with her nips.
"You OK?" Tony whispered in her ear.
"Yes. You feel nice," she answered.
Neither moved for a while, just savoring the feelings. Ann felt her body wanted to move, so slowly and only slightly she began moving her hips up and down. He felt good just being inside her, but the slight movement intensified the sensations. As her courage grew, her movements became more exaggerated. He still felt huge, but her body was becoming accustomed to the invasion.
"I'm gonna cum soon," Tony whispered. "...inside you, unless you pull off," he added.
By this time Ann's mind had shut down and her body was in control. Her pumping increased, multiplying her pleasure. "Oooo..." she moaned softly as she felt his cock pulsating and suddenly he felt more slippery. Tony's hips lifted as he pushed into her. She hadn't climaxed, but felt immensely satisfied. Slowly his cock stopped moving inside her until all movement stopped.
She guessed he had cum and now had stopped, but she didn't want to release him yet. Her head was resting on his chest and she heard his breathing slow back to normal. Unfortunately she also felt his cock beginning to slip out of her. She pushed down trying to keep it in her, but it was no use. All to soon it fell away from her pussy. That was when she felt his cum start to leak out of her.
"I gotta go clean up," she muttered as she stood up.
"I'll go with you," Tony offered as he also stood and followed her out the door.
Ann immediately sat on the toilet as Tony closed the door. "You OK?" he whispered again.
"Yeah... Your stuff is just leaking out of me. Did you like it?" she answered.
"Yeah," he smiled. "Did you?" Ann nodded, turning slightly red from embarrassment. "Wanna do it again sometime?" he asked.
"Maybe," she giggled.
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