Catherine Deerman lost her virginity nine months after turning eighteen, during the summer between her high school graduation, and her freshman year of college. Catherine had grown up in a fairly conservative family, and had attended an all girls school, where the group she spent her time with were also all from fairly conservative families that did not swear, or mention sex, or watch movies that the MPAA considered too "extreme."
Fortunately for Catherine, she had long been able to talk to and confide in her cousin Jack. Jack's side of the family was far less conservative, a fact that drove Catherine's mother up a wall. Jack was nine years older than Catherine, but in spite of that the two had always been fairly close. They both were the oldest in their respective nuclear families, Jack had been the first boy of their grandparents, and Catherine the first girl.
The year Jack started college he also started a new tradition where he would take Catherine out for dinner to celebrate her birthday. The week after her eighteenth birthday Jack and Catherine again observed the tradition and went to a nice restaurant downtown, and after dinner took a walk around a local park. Throughout dinner Catherine had been trying to work up the courage to ask her cousin a question that she never could ask her mother, and that none of her friends at school knew the answer to, and finally halfway around a manmade lake and far away form any other person she was able to ask it.
"Jack, this is really uncomfortable for me to ask, but I really don't have anyone else to ask." She said feeling like the words were spewing like vomit out of her mouth "but, how do girls masturbate?" She finally asked.
Jack stared at her stunned for a few moments, shocked that his innocent little eighteen year old cousin asked the question, and equally shocked that his little cousin was so innocent that she didn't know the answer. Finally Jack was able to compose his thoughts enough and explained to her his understanding of what women did. The two talked about playing her clit, or fingering herself, and using toys. As they made their way around the lake Catherine was satisfied with the answers she got, and eager to try it herself.
After Jack dropped Catherine off at her house she said goodnight to her parents, and went up to her bedroom. While in her room Catherine turned on soft music, and stripped in front of her mirror. Catherine began to play with her small B cup breasts, rubbing the her nipples, pinching them, and rolling them between her fingers. Catherine loved the way the stimulation felt. Slowly she moved one hand down from her breast to her clit. Her clit was hard, something she really was not expecting at all. She rubbed her clit slowly at first, and then building faster and faster after five minutes her legs began to tremble and she felt like she was about to drop so she stopped and laid down on her bed.
While laying on her bed Catherine imagined her cousin Jack. She thought about how attractive she had always found Jack, how his muscles were so big, and how broad his chest was. She thought about the summer when all the cousins would go to the beach with their grandparents, and how his toned, tan skin looked with beads of water dripping off him. Catherine slid a finger into herself as she imagined Jack putting his hands on her waist and kissing her. Catherine's rapidly pumped one finger in and out of her wet slit while the other made quick up and down strokes on her clit as she imagined making out with her cousin, and imagined his hands fondling her breasts.
Catherine's first orgasm hit her like a semi-truck. She jerked her head to the side and into her pillow as she fought the urge to let out a loud glass shattering scream. When it subsided Catherine was in heaven. For fifteen minutes she laid still, her groin tingling as she recovered from the orgasm. Eventually she was able to stand up, and slip pajama pants and a loose fitting shirt on. She went to the bathroom and was amazed at how wet her vagina was.
For the next several months Catherine masturbated nightly. As she did she became obsessed with her cousin and how it would feel if he were to touch her. She imagined his hands on her ass, her breasts, and her pussy. Each night her orgasms seemed more and more intense, and she was slowly able to have multiple in one night. After Christmas dinner Catherine brought herself to three in a row, Jack had been in a tight fitting shirt and jeans that made his ass look amazing. At each family gathering Catherine had to fight the urge to flirt with him. Whenever she hugged him she made the hugs last forever, and she occasionally tried to grind her self into him to try and turn him on, she never knew if it worked, but she hoped it did.
Three weeks after her high school graduation Catherine's parents went out of town for a four day weekend, her siblings were all at camps, and Catherine was left with the house to herself. On Thursday she masturbated in the living room and for the first time ever was allowed to scream when she came, and she did scream as loud and as many times as her body could handle.
For all of her masturbation, and for all of the thoughts that poured through her mind constantly, Catherine still had very little idea of how sex itself actually worked. The thought of going to college without any idea of how sex worked terrified her, and so Catherine texted Jack late on Thursday to see if she could ask him about "various college stuff, and concerns" over dinner on Friday. Jack replied that she absolutely could, and Catherine asked him if he wanted to come over to her parent's house for dinner, which in turn Jack replied that she should come to his place, and he would cook.
At five-thirty on the dot Catherine parked her car in Jack's driveway. As she walked up to the house she caught a glimpse of herself in her driver's side mirror and began to second guess the outfit that had taken her nearly an hour and a half to decide upon. Catherine was in the shortest skirt she owned, and it went mid-way down her thighs, she had also grabbed a basic, but tight fitting tank top. She wanted to look sexy, but not like she was actively trying to be sexy for Jack.
"Oh well" she thought, "no turning back now."
She let herself into Jack's house, and went up the stairs of the nice split level home. As she walked down the hallway that headed toward the kitchen she called out for Jack and said "hey Jack, I'm here, anything I can help with?"
