Sherry's First Head - Cover

Sherry's First Head

by De Von

Copyright© 2020 by De Von

Fiction Sex Story: A teen finds a video, and fantasizes about what happens on it before developing a plan to make her own experience. She puts her plan into action and the experience is all she dreamed of, and more.

Caution: This Fiction Sex Story contains strong sexual content, including Ma/ft   Heterosexual   Fiction   First   Masturbation   Oral Sex   .

Sherry was trembling with excitement, her stomach fluttering with butterflies. She had been thinking, and dreaming, of this moment for a while now. She had agonized over the decision, and had even let a couple of opportunities go by, but she was determined to go forward this time. She was taking her chances and giving it her best shot. She knew there was a chance it could turn out badly for her, but she was ready to answer for her actions, if it came to that. Taking a deep breath, she walked softly into the darkened room...

Some time back, her Mom had been cleaning out closets and drawers, tossing out reminders of the old life, as she called. Unknown to her mom, Sherry had squirreled away alot of these small memories and kept them for herself. Her parents had split up several years before, and a year or two after that they had received notification that her dad had been killed in a car crash while working out of state. Sherry, already affected by the split, had struggled with regaining balance in her life, and clung to the mementos and memories her mom so easily tossed away.

Among the items she rescued from the trash this day were several DVD’s of home movies and assorted files her dad had saved for one purpose or another. Sherry enjoyed watching the videos, many of which were of her and her dad when she was small. They brought joy back to her heart, and her mom noticed the positive change in her even tho she didn’t know what the cause was. But she was happy for it, just the same. She had started dating a man named Jake, and was pretty taken with him and gave him most of her time.

One day, while hanging out in her room, Sherry discovered a hidden directory on one of the DVD’s. It took a few tries, but she managed to guess her dad’s password. It helped that most of his passwords had to do with her and her cat. There were quite a few files in the directory. Some of them were banking and job stuff, but then another folder titled “Lydia’s Talents” caught her eye. Lydia was her mom.

Intrigued, she double clicked the folder, and saw a number of files in it. One of the first ones was titled “An Awesome Blow”, and the thumbnail looked like someone was holding the camera over her mom’s head. Curious, Sherry clicked on the icon and the video popped up and began playing. She clicked full screen and put her headphones on.

“Hey beautiful” she heard her dad’s voice say as the camera panned across what she recognized as her parent’s bedroom and stopped on her mom, standing in the door to the bathroom wrapped in a towel, still mostly wet from the shower.

“Hey yourself, Big Boy” she said with a smile. “Are you hiding a zucchini under that towel, or are you just happy to see me?”

The camera panned down to show her dad sitting on the side of their bed. There was a considerable bulge in the front of his towel. Then it panned back up to her mom in the door.

“If you want to know, I’ll guess you’ll just have to come over here and find out.”

“Well, if you insist. Curiosity is just killing this kitty.” Sherry gasped to herself as the video showed her mom dropping the towel and rubbing her pussy with one hand before beginning to slowly walk forward toward the camera. She was a good looking woman, slender with breasts that appeared larger than they were on her small frame. ‘Like me’, Sherry thought as she glanced up at the mirror on her wall and pulled her shirt tight over her breasts.

She turned her attention back to the video and watched as the chit-chat continued. Her mom crossed the room and the camera floated around for a second as she leaned in for a kiss. It then steadied back to her kissing and licking her way down her husband’s naked torso until she paused to kneel in front of him. Looking up with a smile, she pulled the towel loose.

“HMMM, What’s this?” she said playfully as the towel fell away and his ridgid cock came into view. Sherry gasped to herself as she watched. It was the first time she had actually seen a hard cock for real, outside of her school biology book, which only had drawings.

“Is it a lollipop?” she heard her mom say. Sherry watched incredulously as the video showed her mom lean down and lick the head of the cock all the way around before sucking it into her mouth, eliciting a groan from her dad. She brought her hands up and began stroking and sucking his cock expertly. ‘She must have done that a lot’ Sherry thought as she continued to watch. Her mom was obviously very good at what she was doing. Sherry watched intently for several minutes as her mom continued and her dad injected little comments and moans of approval.

“MMM, yeah baby! It’s coming for you! Just a little more!” her dad gasped on the video.

Her mom paused ever so briefly to smile up at him. “Oh yes, Baby! I can’t wait to taste you! Cum for me! Fill my mouth with your hot cum!”

She dove back onto his cock then, and Sherry saw her dad tense up and heard him groan. “Here it is, Liddy!” (Huh? I’ve never heard her called Liddy) Sherry thought. “ Oh YEAH! Swallow my cum, Baby! Oh! oh! AAAAAaaaahhhhh!” he cried out. Sherry watched wide eyed as the video showed her mom stop with just the head in her mouth, softly stroking with one hand. His cock flexed and pulsed and he moaned over and over again, and Sherry knew he must be squirting his semen out into her mom’s mouth.

Finally the pulsing stopped and her mom backed up, closing her lips as she slid them off of his cock. She looked up at the camera then, and opened her mouth, showing the mouthful of thick white liquid she had just received before closing and swallowing. She then stuck her tongue out with a grin, showing that her mouth was now empty. “Thanks Babe! That was SOOOOOO good!” her mom said with a chuckle. “But now what am I gonna do? My poor little pussy is all wet and slick and wanting to cum!”

“Well, why don’t you just lay up here and let me solve that?” she heard her dad say. “I think that’s enough of this thing. I can’t hold it and eat you out at the same time.”

“Oh, Baby! Yes! Eat me! Lick my pussy good!” she heard her mom say as the camera shut off and the video file ended.

‘Oh Wow!’ Sherry thought, absently rubbing herself thru her cotton panties. She had just learned a whole new side to her parents. Her own pussy was slick and wet, moreso than she had ever been before. She had rubbed herself before, and really enjoyed it, but never seemed to get over the hump to orgasm. Tonight seemed like it would be different. She almost stopped, but then remembered her mom and Jake had gone to dinner, so she was alone in the house. Her breathing grew ragged as she felt the tension building in her body and drawing toward her center. She just kept rubbing her clit vigorously thru her panties. Soon her body’s response overwhelmed her, and she cried out as her muscles clenched and she came hard for the first time in her life.

Sherry’s hand kept working her clit almost automatically, drawing several more orgasmic waves out of her body before she couldn’t take anymore and stopped, slumped in her chair and breathing heavily.

Sherry watched the video several more times that evening, and it became a regular daily event for her. Even when she knew every frame that played and every word, she still looked forward to getting home and watching it. She began to imagine what it would be like to be her mom in the video, taking a guy’s cock in her mouth and sucking him, giving him the ultimate pleasure as he came in her mouth. She thought about how it must taste and what it would be like to swallow his load. She began to fantasize about it, and grew to be able to picture herself actually doing it.

She watched a couple of the other videos, including one where her mom lay on the bed and her dad was standing in front of her, holding her legs up to his shoulders as he sank his cock balls-deep into her body. He worked her over, pounding his cock in and out of her for quite a few minutes until he drove in one last time and came inside her with a mighty roar. His orgasm triggered hers and Lydia shook and screamed in pleasure as her orgasm wracked her body. She knew the mechanics, but Sherry couldn’t quite picture herself letting a guy do THAT to her just yet, even though her mom appeared to enjoy it mightily. Some of her friends had already had sex, and they all told her their first times had hurt, some of them badly.

She knew she didn’t want to go that far, but Sherry found herself with a growing desire, one that was approaching a physical need, to have a cock in her mouth and swallow a load. She began to hatch a plan. Jake was staying over more lately, and her mom had been working overnight shift while training some new people at her job. They thought it was a perfect arrangement, because Sherry didn’t have to stay by herself, even though she really didn’t venture out of her room much. They always had dinner before her mom left for work, and Jake usually watched TV for a while and then slept on the couch.

 
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