02/07/2014
This is Tina the Redhead that Mechanic Ray has written about. He asked me to write about the first time I had sex so I asked him to help me write about it as I’m not a writer. From here on out, it will be Ray writing what I tell him.
Tina grew up in a conservative family with a hard working father, stay at home mom, two older brothers and one younger brother. In her home, no one talked about sex or anything considered improper. Her parents controlled what they watched on television at the movies and even what music they listened to.
Her family was so proper that when Tina started menstruating at the age of 12, her mother took her to a female doctor and asked the doctor to explain it to her. Her mother just could not bring herself to talk to Tina about her body or the facts of life.
In the years that followed, Tina’s body began to develop and she heard what other girls at school talked about. Her curiosity grew and whenever she would try to ask her mom a question, her mom would tell her that it wasn’t something they talked about in that house. Her mother’s inability to talk about sex or answer Tina’s questions only fed her curiosity.
Year after year, Tina heard more, knew less and lusted to learn more. She tried to spy on her brothers, but they towed the narrow family line and never gave her opportunity to see or learn anything. One time Tina asked her one brother a question about the difference between boys and girls. He immediately ran to mom and told her. Tina was spanked by her mom and warned to never talk about such things ever again.
When Tina turned 16, a boy at school wanted to take her to a movie and maybe a hamburger. Her dad grilled the boy to the point that he said he no longer wanted to take her to the movies. Tina was very upset cried most of the night. It was then that Tina decided that she was going to defy her parents and find someone to educate her about sex and hopefully answer her questions.
Tina’s parents believed in making their kids work to earn money for the things they wanted and Tina would babysit for a number of the neighbors. There was one neighbor who was a single father who had to work two evenings a week. His wife had died several years earlier of cancer and he had two young daughters. The girls were put to bed at 8pm and the neighbor, Tom, got home from work around 10:30pm. He would pay Tina and then take her home. Her mom would always be waiting and knew what time her daughter would be getting home.
Even though Tina was forced to dress very modest, she often noticed how Tom would look at her when he got home from work. One night on the drive home, Tina asked Tom if she could ask him some questions. She explained that her parents refused to answer them and would not talk to her about sex and her body. Tom wasn’t sure if this was appropriate and Tina begged him not to tell her parents and he said he would think about it.
Tina was nervous that he would tell her folks, but Tom kept quiet about it. A week later, Tina was babysitting for Tom and had put the kids to bed at the scheduled time. They were well behaved girls and always went to sleep quickly. Tina sat at the kitchen table doing her homework as usual when Tom suddenly walked in the door. She was surprised and stood up to greet him and ask him if he was feeling okay.
Tom told her that he was able to get off early so he could answer her questions. He had been thinking about what she had said to him the week before. He told her that he would agree to answer her questions as best he could only if she promised to be quiet and keep it a secret. Tina told him that if her parents found out that she was talking to him alone that they would beat her within an inch of her life, so yes, she would keep it a secret.
Before getting started, Tom grabbed a beer and offered Tina a soda. They sat down on the sofa and Tom told her to start asking her questions. Tina was so surprised that he was willing to talk to her that she wasn’t sure what to ask first. He sensed her hesitation and promised that nothing was too embarrassing to ask. She took a big gulp of her soda and asked Tom what a cock was. She explained that she knew boys had a cock and girls didn’t but had no idea what it was or what it looked like.
The question caught Tom off guard and he wasn’t sure how to answer. Tina started to tell him that it was okay if he didn’t want to answer and Tom said that it was okay, he was just trying to figure out how best to answer. Taking a deep breath, Tom started to describe what a cock was and how it looked, but Tina just could not imagine what he was describing, so she asked him if he would show her his.
Tom said that wasn’t a good idea but Tina promised it would be okay and begged him to show her. Tom stood up, unzipped his trousers and slid them down. Tina saw the bulge in his undershorts and asked if that was his cock and he said yes. Again she asked to see it so Tom put his thumbs in his waistband and slid his undershorts down to his knees.
Tina’s eyes grew huge at the sight of his erect cock. She just sat and stared as Tom started to show her the various parts of his cock, the head, the shaft, the hole in the tip, where he had been circumcised as a kid and then his testicles. Tina was fascinated and asked him if she could touch it and he told her okay. She reached out a finger and pressed it against the shaft and commented about how hard it was. Tom explained that most of the time, it was smaller and soft and only got this hard and big when he was aroused. She asked if he was aroused now and he told her he was and it was because of what they were doing.
Then Tina asked Tom if it was true what she heard about men putting their cock into a woman’s private and he said it was. She gasped and said there was no way something that big would ever fit inside and Tom assured her it would. Tina’s curiosity was on overload and she asked Tom to show her how it would fit. Again he told her it wouldn’t be right, but Tina insisted.
Before he could respond, Tina peeled off her shirt and skirt. She noticed that his cock seemed to grow a little larger and twitched up and down a couple times. Next she took off her bra and panties and stood before him naked. She could see the lust in his eyes as he stared at her young naked body. Tom moved closer to her, taking off his shirt, trousers and undies.
He reached out and cupped one of her titties in his hand. Tina said the feeling was indescribable it felt so good. She had never felt anything so wonderful before. He leaned down and gently kissed her titty and then softly sucked on her nipple.
Tina said that she had never played with herself before then and all of the sensations she was now experiencing were new. The feeling of Tom’s lips sucking on her nipple was felt so good that she suddenly felt a wave of sensation rising from her vagina. Her body started to shake and her knees started to buckle and Tom caught her. He held her until her first orgasm had passed and then explained to her what it was. He also explained that this normally happens during sex but she must be ultra-sensitive since this is all new to her.
Again, Tina insisted that Tom show her how his cock could fit into her vagina. He told her to sit on edge of the sofa and spread her legs. Tom knelt down in front of her leaned in and kissed her pussy. Tina jumped at the sensation and asked him to kiss her again. This time, he kissed and licked her pussy and then kissed her clit bud and again she jumped at the sensation. Tom began sucking on her clit bud for less than a minute when Tina had her second ever orgasm. This one really racked up her body with uncontrollable shaking, arching of the back and vaginal contractions. It was so intense that Tina couldn’t breathe and everything started to go black on her when Tom realized and coached her to breathe again.
When Tina finally caught her breath, she looked at Tom with wide open eyes and asked if sex was supposed to be even better than that and Tom said it was. Again she started begging him to show her how his cock was going to fit into her pussy so he moved in closer between her legs and carefully started rubbing the head of his cock against her lips. Tina said that felt so good that she thought she would have another orgasm, but didn’t.
Tom explained to her that the first time it would hurt, but that the pain would go away quickly and be replaced with the best feeling in the world. With eager anticipation, Tina nodded for him to go ahead. Bit by bit, Tom worked his cock between her lips until he could feel her cherry trying to keep him out. As he put a little more pressure against it, he tried explaining more of what was happening to Tina. She could feel the pressure building and feel herself being stretched. It was getting uncomfortable and she started to tell him that she knew it wouldn’t fit when all of a suddenly, she felt like she was being ripped in two and his cock moved deeper into her.
Tom stopped to let her get past the pain. Tina wasn’t sure she wanted to continue as it burned inside her. Tom leaned forward and gently started sucking on her nipples and before Tina realized, most the pain had left. She told Tom to continue on and he pushed his cock into her a little at a time. It took over a minute for Tom to work his cock all the way into Tina’s tight little pussy. When he felt his balls against her ass, he told her that it indeed fits and Tina couldn’t help but laugh.
Then Tina asked him if he’s supposed to move it around or something and he said that was the next part. The first few times he pulled it out and then pushed back in, Tina still felt a little burning from she her membrane had torn, but a minute or two later, the pain was completely gone and she was rapidly starting to build for another orgasm. Tom could feel her tighten around him. He could also feel his own building up and tried to think of non-sexual things to make it hold off longer. He wanted to savor this moment as he wasn’t sure he would ever have another chance like this again.
Tina quickly climbed to her third orgasm and was left gasping for air again. Tom had slowed down, both for her sake and to make it last a little longer for him. Finally catching her breath, she noticed Tom staring at her breasts and asked if he liked them. He told her that he loved the way they rose and fell as she was breathing heavily and Tina smiled. She had never had a boy or man compliment her body before and she liked it.
She asked if that was it and Tom said that generally, a couple keeps having sex until they both have an orgasm and she asked if he had or not and he said not. Then he told her that he was afraid of getting her pregnant and the trouble that would cause. Tina was very disappointed and asked if there was anything they could do make it last longer. Tom said he could continue inside her and just before he has his orgasm, he’d pull out and she could see what happens when a man cums. She liked that idea, so Tom started back pumping in and out of her.
Tina’s eyes were fixed on Tom’s abdomen and the base of his cock as it went in and out of her. Tom watched her breasts as they moved with the rhythm of their sex. Tina told him how good it was feeling and how much she was enjoying feeling his cock moving inside her. Her innocent talk was the catalyst that sent his seed coursing from his testicles to his cock. Tom quickly pulled out grabbed his cock with his hand as he started shoot stream after stream of his white gold onto Tina’s body. The first spurt was so strong that it hit her in the face. The next one landed on her titties and then her belly.
Tina stared in amazement as this man’s cock emptied itself onto her body. The stuff looked like white slime but watching it shooting out was fascinating to the teenager. When Tom was done he asked her if she would like to kiss his cock and the thought of that icky gooey stuff didn’t excite her enough to be that adventurous.
When they were threw, Tom helped Tina get cleaned up as it was getting close to the time he normally took her home. On the way home, Tom kept making Tina promise to never tell anyone what happened and she kept promising she wouldn’t. When they arrived at Tina’s house Tom paid her double the usual rate and told her tell her mom that the kids were acting up and that I earned it for finally getting them off to bed. That’s what she told her mom and no one suspected what happened.
Tom and Tina had sex a couple more times until Tina fell head over heels with a boy from school. She was 18 and didn’t care what her parents said and started dating him against their wishes. About a month later, her mom caught her masturbating in her bedroom and after Tina confessed to having sex with her boyfriend and refusing to stop, her parents disowned her and kicked her out of the house. She lived with her boyfriend for a couple months before moving on to another boy. Tina has never seen or heard from her parents or three brothers ever since that day.