Reddy
06-01-2013, 06:20 PM
Adolescents and the Babysitter
When we were in our adolescents we all had a sexual awaking. I would like to share with you short narrative of a true personal and pleasurable experience that I had.
As an only child my parents were always very shielding and to the point it often impacted my social life. When I was a freshman in high school, Mom and Dad went to some sort of dinner about 5 hours from our home. They decided to spend the night. Because of their over-protectionism they felt it necessary to have a babysitter.
I was absolutely furious and I am sure I pitched a fit more becoming to a first grader than some one in the ninth. Unfortunately, or perhaps as it turns out fortunately Mrs. Dowds an older widowed lady who had been my sitter for years was unavailable. I thought this meant I would be on my own. That was not to be the case. Since Mrs. Dowds was not to be able to coddle me, she recommended her niece who was a freshman or sophomore in college.
To my discuss the arrangements we made. When you were my age you viewed someone in college as being almost elderly. My hormones were kicking in and I was infatuated with girls, but certainly not some old woman 5 or 6 years my senior.
The dreaded time arrived and I was introduced to warden for the night.
“Willie (My name was Willard and hated being called Willie. I preferred Will.) this is Janet and she will be watching you this evening.” Mom said.
“Hi there,” I simply replied.
Janet was not what I had envisioned. Older girls didn’t turn me on like the ones in my class and middle school, but she wasn’t too bad. She was really kind of tall. I was 5' 5" and I know she was at least a head taller than me. I was used to small tits like the girls in school and Janet had a nice rack as we would say. In addition to her figure, I vividly remember the khaki short skirt and red midriff tank top she was wearing.
After Mon and Dad left, Janet struck up a conversation.
“Do you have a girlfriend,” Janet ask.
“Naw, not really,” I responded.
“Aw I’m sure there must be at least one girl you have the hots for. Even if they are not your girlfriend, tell me about her.”
Kind of sheepishly I said, “well there are a few girls in my class that I think are kind of cool, but they are into older guys. But there is Morgan. She lives just down the street. We talk all the time and I think she is hot, but she is just in the eighth grade and I only get to see her after school.”
“Has she got big boobs?” She ask me with a big smile.
I was astonished by her question and didn’t really know how to respond, but somehow managed to answer. “Well I don’t think they are too big, but you can tell she has them.”
Then she really blew my mind when she said, “have you ever felt them?”
Yes, I had. We had made out and even touched each others private parts, but I wasn’t going to tell Janet that. I then went to my room and played a computer game while Janet watched TV.
Later that evening we went out for pizza. Janet had a cool car. It was a white Mustang convertible. I thought I was hot stuff riding through town with the top down and the wind blowing on us. I couldn’t help but noticing that the wind was occasionally blowing up her short skirt. The sight of her red panties are indelibly etched into my mind even to this day.
If she saw me staring, she apparently was not so modist that it even mattered. I know that I must have instantaneously got an erection. However once in the restaurant I became more placid.
Throughout the dinner we conversed on a variety of subjects, but it seemed as many were sexual in content. By this time I was a little more at ease with Janet and able to respond in a more mature fashion.
Returning home, I retired to my bedroom and Janet apparently went to the guest bedroom. I suppose an hour went past when Janet walked past wearing a long tee shirt, and ask if I wanted to watch a VHS movie she had rented.
“Sure,” I said.
“Well get yourself ready for bed and meet me in the family room,” She commanded.
I never much cared for pajamas and slept in my briefs and a tee shirt. I sure didn’t want to go out there in my undies. So I took off my jeans and underwear and pulled on a pair of old faded blue swim trunks that I occasionally wore to bed.
Little did I know about the movie she had rented. It was not x-rated, but by no means PG. It has been some time now and I can’t remember much about what the title was or content other than for the fact that it gave me a boner.
My erection had become obvious and Janet ask, “what is that lump in your pants. Are you getting a hard on?’
I know I must have turned bright red from embarrassment. If that wasn’t enough she ask, “do you jack off, watching porn?’
Heck I jacked off at least once a day, but I wasn’t going to admit it to her and I said, “oh noooo. I don’t do that. “
“Come on Will, I know better than that. All guys do it. I even get off myself.”
We were sitting on the love seat and she scooted a bit close to me. At the same time she let her tee shirt rise up a bit so I could see her beautiful tanned legs and those awesome lacy red panties.
With that she proceeded to reach in the waist band of my trunks and grabbed my cock. The feeling was great and at that point she could have done anything to me she wanted.
“Pull your pants off,” she ask.
Without hesitation I raise up my butt and slid my pants down. I must have not even given a second thought. Normally I am more reserved. She played gently with my balls and then proceeded to wrap her hand around my cock.
“Wow! You have a nice cock,” she said.
Compared to the other guys I have seen in the gym class locker room, my cock was kind of small. Regardless, if she thought it was great that was fine with me.
“Oh, you are getting wet. Does that feel good?”
“Yaw, it feels like you are going to make me cum,” I replied.
“Don’t do it yet. I want to get off too,” excitedly she exclaimed.
She momentarily stopped pumping my ridged penis. With her other hand pulled her panties to one side and began to rub her pussy with her finger. The sight of her reddish blonde pubic hair really got me excited.
When she restarted her gentle pumping of my penis I knew I was going to explode. With the combination of her moans and the stroking of my cock I couldn’t hold back.
“Oh, aw. . . .Oh.” My cream shot like a military Howitzer. Whatever she did, sure felt better than when I had ever jacked off myself. She continued to finger herself and rub my sticky cum over my cock, balls and inter thighs. Eventually she apparently had an orgasm.
I rushed off to the bathroom. All of a sudden a sense of guilt came over me. It was like a feeling of shame. I must have been bad for what I had done. Fortunately my disgrace didn’t last for long as the afterglow settled in.
I can’t remember if we ever finished the movie, but the point is moot. I fell asleep fantasizing about fucking Janet. I awoke the following morning with my regular woody and stroked myself, but didn’t jack off.
Normally I would have slept in on a Saturday morning, but I was so charged about the night before I got up and got moving. I had just stepped out of the shower when there was a knock on the door.
“Hey Will, can I come in?”
“Sure I replied,” quickly wrapping a towel around me.
“Will, I want to talk to you about last night. I probably shouldn’t have done what I did, but your hard on just turn me on. I am sorry if I upset you. You must promise to never ever tell anyone. We both could get in a lot of trouble.”
“No worries, Janet. I won’t tell nobody and no you didn’t make me mad. That was the first time a girl ever did that to me and it was really awesome. I really liked it and I didn’t mind you seeing me naked.”
For reasons unknown I bravely unwrapped the towel exposing my genitals. I had become an exhibitionist.
“Oh my God Will, your cock is so stiff. Why don’t you get in the shower with me?”
Now like a real dumb ass I replied ,”naw, it’s OK I just took a shower.”
Fortunately she prodded and enticed me. “Come on Will, I will see what I can do to take care of your hard on.” When she pulled her tee shirt over her head exposing her nice round tits and fur on her pussy, that is all it took.
She lathered me up with soap and then ask that I do the same for her. I rubbed her tits and pussy with the bar of soap. This was really fun. She pumped my soapy cock and man did it ever feel good.
“Will, finger fuck me please,” she begged.
“I am not sure I know how,” I replied in ignorance.
Without another word she took my hand and inserted my middle finger in her pussy. It was the first time I had done that, but I immediately got the hang of it. Janet obviously enjoyed what I was doing to her.
Within seconds, I was squirting my cum. I was done for, but Janet pleaded with me to continue fingering her pussy. Eventually I was able to return the pleasure she had provided me.
End of story. I never had the opportunity to engage with Janet again. It was quite a learning experience. I have often wondered if I had have been a little more knowledgeable and aggressive if she could have been my first fuck.
It was several years later that Morgan, the girl down the street, and me both shared our virginity. Janet and Morgan if by some slim chance either of you happen to read this publication, I would love to rekindle the adventures.
When we were in our adolescents we all had a sexual awaking. I would like to share with you short narrative of a true personal and pleasurable experience that I had.
As an only child my parents were always very shielding and to the point it often impacted my social life. When I was a freshman in high school, Mom and Dad went to some sort of dinner about 5 hours from our home. They decided to spend the night. Because of their over-protectionism they felt it necessary to have a babysitter.
I was absolutely furious and I am sure I pitched a fit more becoming to a first grader than some one in the ninth. Unfortunately, or perhaps as it turns out fortunately Mrs. Dowds an older widowed lady who had been my sitter for years was unavailable. I thought this meant I would be on my own. That was not to be the case. Since Mrs. Dowds was not to be able to coddle me, she recommended her niece who was a freshman or sophomore in college.
To my discuss the arrangements we made. When you were my age you viewed someone in college as being almost elderly. My hormones were kicking in and I was infatuated with girls, but certainly not some old woman 5 or 6 years my senior.
The dreaded time arrived and I was introduced to warden for the night.
“Willie (My name was Willard and hated being called Willie. I preferred Will.) this is Janet and she will be watching you this evening.” Mom said.
“Hi there,” I simply replied.
Janet was not what I had envisioned. Older girls didn’t turn me on like the ones in my class and middle school, but she wasn’t too bad. She was really kind of tall. I was 5' 5" and I know she was at least a head taller than me. I was used to small tits like the girls in school and Janet had a nice rack as we would say. In addition to her figure, I vividly remember the khaki short skirt and red midriff tank top she was wearing.
After Mon and Dad left, Janet struck up a conversation.
“Do you have a girlfriend,” Janet ask.
“Naw, not really,” I responded.
“Aw I’m sure there must be at least one girl you have the hots for. Even if they are not your girlfriend, tell me about her.”
Kind of sheepishly I said, “well there are a few girls in my class that I think are kind of cool, but they are into older guys. But there is Morgan. She lives just down the street. We talk all the time and I think she is hot, but she is just in the eighth grade and I only get to see her after school.”
“Has she got big boobs?” She ask me with a big smile.
I was astonished by her question and didn’t really know how to respond, but somehow managed to answer. “Well I don’t think they are too big, but you can tell she has them.”
Then she really blew my mind when she said, “have you ever felt them?”
Yes, I had. We had made out and even touched each others private parts, but I wasn’t going to tell Janet that. I then went to my room and played a computer game while Janet watched TV.
Later that evening we went out for pizza. Janet had a cool car. It was a white Mustang convertible. I thought I was hot stuff riding through town with the top down and the wind blowing on us. I couldn’t help but noticing that the wind was occasionally blowing up her short skirt. The sight of her red panties are indelibly etched into my mind even to this day.
If she saw me staring, she apparently was not so modist that it even mattered. I know that I must have instantaneously got an erection. However once in the restaurant I became more placid.
Throughout the dinner we conversed on a variety of subjects, but it seemed as many were sexual in content. By this time I was a little more at ease with Janet and able to respond in a more mature fashion.
Returning home, I retired to my bedroom and Janet apparently went to the guest bedroom. I suppose an hour went past when Janet walked past wearing a long tee shirt, and ask if I wanted to watch a VHS movie she had rented.
“Sure,” I said.
“Well get yourself ready for bed and meet me in the family room,” She commanded.
I never much cared for pajamas and slept in my briefs and a tee shirt. I sure didn’t want to go out there in my undies. So I took off my jeans and underwear and pulled on a pair of old faded blue swim trunks that I occasionally wore to bed.
Little did I know about the movie she had rented. It was not x-rated, but by no means PG. It has been some time now and I can’t remember much about what the title was or content other than for the fact that it gave me a boner.
My erection had become obvious and Janet ask, “what is that lump in your pants. Are you getting a hard on?’
I know I must have turned bright red from embarrassment. If that wasn’t enough she ask, “do you jack off, watching porn?’
Heck I jacked off at least once a day, but I wasn’t going to admit it to her and I said, “oh noooo. I don’t do that. “
“Come on Will, I know better than that. All guys do it. I even get off myself.”
We were sitting on the love seat and she scooted a bit close to me. At the same time she let her tee shirt rise up a bit so I could see her beautiful tanned legs and those awesome lacy red panties.
With that she proceeded to reach in the waist band of my trunks and grabbed my cock. The feeling was great and at that point she could have done anything to me she wanted.
“Pull your pants off,” she ask.
Without hesitation I raise up my butt and slid my pants down. I must have not even given a second thought. Normally I am more reserved. She played gently with my balls and then proceeded to wrap her hand around my cock.
“Wow! You have a nice cock,” she said.
Compared to the other guys I have seen in the gym class locker room, my cock was kind of small. Regardless, if she thought it was great that was fine with me.
“Oh, you are getting wet. Does that feel good?”
“Yaw, it feels like you are going to make me cum,” I replied.
“Don’t do it yet. I want to get off too,” excitedly she exclaimed.
She momentarily stopped pumping my ridged penis. With her other hand pulled her panties to one side and began to rub her pussy with her finger. The sight of her reddish blonde pubic hair really got me excited.
When she restarted her gentle pumping of my penis I knew I was going to explode. With the combination of her moans and the stroking of my cock I couldn’t hold back.
“Oh, aw. . . .Oh.” My cream shot like a military Howitzer. Whatever she did, sure felt better than when I had ever jacked off myself. She continued to finger herself and rub my sticky cum over my cock, balls and inter thighs. Eventually she apparently had an orgasm.
I rushed off to the bathroom. All of a sudden a sense of guilt came over me. It was like a feeling of shame. I must have been bad for what I had done. Fortunately my disgrace didn’t last for long as the afterglow settled in.
I can’t remember if we ever finished the movie, but the point is moot. I fell asleep fantasizing about fucking Janet. I awoke the following morning with my regular woody and stroked myself, but didn’t jack off.
Normally I would have slept in on a Saturday morning, but I was so charged about the night before I got up and got moving. I had just stepped out of the shower when there was a knock on the door.
“Hey Will, can I come in?”
“Sure I replied,” quickly wrapping a towel around me.
“Will, I want to talk to you about last night. I probably shouldn’t have done what I did, but your hard on just turn me on. I am sorry if I upset you. You must promise to never ever tell anyone. We both could get in a lot of trouble.”
“No worries, Janet. I won’t tell nobody and no you didn’t make me mad. That was the first time a girl ever did that to me and it was really awesome. I really liked it and I didn’t mind you seeing me naked.”
For reasons unknown I bravely unwrapped the towel exposing my genitals. I had become an exhibitionist.
“Oh my God Will, your cock is so stiff. Why don’t you get in the shower with me?”
Now like a real dumb ass I replied ,”naw, it’s OK I just took a shower.”
Fortunately she prodded and enticed me. “Come on Will, I will see what I can do to take care of your hard on.” When she pulled her tee shirt over her head exposing her nice round tits and fur on her pussy, that is all it took.
She lathered me up with soap and then ask that I do the same for her. I rubbed her tits and pussy with the bar of soap. This was really fun. She pumped my soapy cock and man did it ever feel good.
“Will, finger fuck me please,” she begged.
“I am not sure I know how,” I replied in ignorance.
Without another word she took my hand and inserted my middle finger in her pussy. It was the first time I had done that, but I immediately got the hang of it. Janet obviously enjoyed what I was doing to her.
Within seconds, I was squirting my cum. I was done for, but Janet pleaded with me to continue fingering her pussy. Eventually I was able to return the pleasure she had provided me.
End of story. I never had the opportunity to engage with Janet again. It was quite a learning experience. I have often wondered if I had have been a little more knowledgeable and aggressive if she could have been my first fuck.
It was several years later that Morgan, the girl down the street, and me both shared our virginity. Janet and Morgan if by some slim chance either of you happen to read this publication, I would love to rekindle the adventures.