Mortimer and Myrtle A Love Story
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Harold's First Time Part I free porn video
There is one thing in this world that will always be consistent, the sexual desires of a teenage boy for older women who are clearly out of their league. Having been a teenage boy and knowing how much truth there is to it I decided a little story about a young G.I. and a barber might be something worth sharing…
Harold was 17 years old when he enlisted into the military. He was about 6 foot tall, 160 to 175 lbs, medium build, black, and in pretty good shape due to high school athletics. He was a decent student in high school but could not afford college. Enlisting in the military was a quick decision but in the long run would turn out to be one of the best decisions he had ever made. His first duty assignment was Lakeside Air force Base in California close to San Francisco and only a few hours from San Jose. Harold had kept to himself in high school deciding that concentrating on his studies and graduating on time were more important than girls or sex (funny how many teenage boys really don’t think that way). This was mostly due to his shyness around girls and inability to talk to the opposite sex without looking like a complete idiot.
It was time for the weekly military style haircut. The barbershop was always busy so Harold had to take a number and wait. When they finally called his number he was surprised to see his barber was female…a very, very attractive female. He did not know how his hair would look later but by the end of this story you will see it really doesn’t matter.
The name on her name tag was Jeanne and she did not look to be much older than Harold. She was a very attractive lady with medium length black hair, brown skin, she look like she weigh about 110 to 115 pounds, and about 5 feet 3 inches in height. Let’s finish describing her by saying she was the most attractive woman Harold had ever seen. For the first time in his life he was looking forward to getting a haircut.
So far their conversation was absolutely boring until dummy finally noticed that each time she moved her breast were in his face or somewhere close. He even noticed how hard her nipples were because he could see them through her shirt. Being a teenager he had absolutely no control over anything so as soon as he started breathing a little heavy he noticed his little buddy wanted to make an appearance (thank goodness the aprons the barber use to cover their customers are so large). Jeanne was no fool and she knew exactly what was happening, Harold was getting an erection. This had happened before with other young men but this customer didn’t ask for her phone number, flirt with her or anything he was just nice.
“How often do you get your hair cut?” she asked.
“Once or twice or month, how long have you been a barber, do you enjoy it?”
“Not really. I am good at it but for right now it is just helping me pay to get my training and license to become a realtor. But, it has been a good job and the tips I receive are really good. What about you, how long have you been stationed here?” she asked.
“I have only been here for about a month or so, this is my first duty station. How long have you lived in this area?”
“All my life, by the way I am just about done with your hair. But, I will make a double check so you have time to calm down.”
“What do you mean? I feel fine…”
She took this opportunity to whisper in his ear, “I know you have an erection right now and I know it’s because my tits have been in your face since you sat down. But, don’t worry it’s alright I will help you out, but not right here. Just come by at the end of my shift around 6pm.”
“Thank you and I will be here at the end of your shift.”
Ok let me explain something about Harold. He knows absolutely nothing about women! A matter of fact he has never had a girlfriend, never had sex, and technically would have gotten an erection anyway just smelling her perfume. Also, the idiot didn’t realize that she was flirting with him. Now, that we have got that out of the way we will continue.
Harold returned to meet her at the end of her shift. She had exchanged her barber outfit for a pair of shorts, a tank top, with her hair tied back in a pony tail. All he could see was a girl with a flawless body and the most perfect face. Harold didn’t know if he was in love or not but he did know that he was definitely in lust.
When she got in arms reach of him she gave him a big hug and ask him to get in her car, “Where are we going?”
“We are going to my place, so I can change clothes, get pretty, and let you buy me dinner.”
Harold didn’t know what to say so he just agreed with a smile and said, “Sounds like a fair trade to me, after all I don’t have a vehicle!”
“Tell me Harold, do you have a girlfriend here or back home?”
“No, never got around to dating, to be honest you will be the first girl I have ever gone out on a date with.”
“Really, no girl back home, no girl here…you must be lonely?”
“No not really just busy working on things and trying to get myself together. What about you, do you have a boyfriend or anything?”
“No boyfriend and like you I have been busy. But, I do have a question to ask you, are you a virgin?”
The most embarrassing question anyone could have asked him. Harold was 17 when he enlisted but in the last couple of months he had turned 18. He wanted to lie but there was no way he could because the look on his face told the whole story.
“Yes I am still a virgin!” At this point Harold was so embarrassed and nervous it took everything he had just to say that little sentence.
What Harold didn’t know was that this bit of information would work in his favor because when Jeanne heard this all her plans for the night changed. She instantly became excited because of the rumors she had heard about virgin men and sex. It wasn’t so much the sex was great, because it wasn’t. It was the fact that once they got an erection it stayed for a long time enabling them to go and go and go for a long time.
While she was driving she reached over rubbed his arm and apologized for asking him that question. But, secretly she had always wanted to see how true this whole thing was. Just turning 18 meant he was an adult, inexperienced and therefore should be pretty easy to train. Plus, it had been a couple of years since she had sex in any form outside masturbating.
They arrived at her apartment and instantly she began to put her plan into motion. “Just have a seat and make yourself comfortable. There are some snacks in the kitchen and drinks in the fridge. Give me about 45 minutes to an hour to get ready.”
He had never been so nervous in his life. Jeanne was hot and Harold wanted to lose his virginity so badly it was taking up all his thoughts. He made a decision that he would actually try to conquer his nervousness around women and see if he could finally lose the one thing he hated most, his virginity.
Harold was by himself in the living room for about 35 minutes scheming and drinking water. “Harold, can you come here please? The rack in my closet just fell and I need some help putting it back in place.”
Of all the dumb luck, he was thinking. All he wanted was to lose his virginity and get rid of this one thing that was killing him. But, what was he reduced too? Hanging up a clothes rack before a dinner date and good night kiss on the check in a couple of hours. At least, that was his thinking until he walked into her bedroom…
“What’s wrong? You’ve seen a naked body before haven’t you?”
He could not believe that Jeanne was standing there naked, fresh out of the shower, and was just standing there. All Harold could do was stand there with a dumb look on his face; he couldn’t even stutter a word. There in front of him was the prettiest girl he had ever seen and she was naked. Of course the one thing he didn’t notice was his own erection.
“Yes, Harold…you are going to lose your virginity. But, you are not the only winner here!”
“Ok…I am not sure about that but can you tell me why?”
“I win also because it has been almost 2 years since I have had any sex and I can’t think of a better way to celebrate my 30th birthday.”
“What the hell…your 30? I thought you were my age or only a few years older!”
At 19 Harold was not only a virgin but never ever thought it would be possible to lose his virginity to an older woman, especially one that looked like Jeanne, what are the odds?
“You really don’t know much about girls or women do you? The desire for sex doesn’t change when you get older, the need or want for sex will not change it’s just our partners that may change overtime. Also, as far as talking to women or girls…don’t insult them with stupid stuff and think they are stupid and you should be fine. But, for now why don’t we take care of your little friend.”
Harold was still dumbfounded and drooling, to this point outside magazines he had never seen a naked women before. He couldn’t believe how intoxicating everything was! His desire for sex, for Jeanne, was something he had never felt before. He was experiencing feelings and emotions that did not exist. He couldn’t explain how he felt at that time but knew one thing…that he loved the way he felt and wanted it last for as long as possible.
Jeanne was a very good teacher and she was going to use this time to teach Harold how to satisfy her. “Come here Harold it’s time we taught you how to kiss!” Harold had never kissed a woman or girl, at least not in the way he would learn today. “I want you to put one hand on the small of my back then the other between my shoulder blades and pull me gently toward you.”
He did as he was instructed and could not believe how wonderful her body felt, how warm, the softness, and yet somehow he knew not to kiss her just yet but to gently pull her to him just so he could hold her close. The smell of her hair, the perfume she used, at that moment just holding her was enough. At that moment Jeanne desired Harold more than she had any man in the past. She knew he was a virgin, with no experience or know how of pleasing a woman, but at that moment she felt as if he could please her as know man had. She had never been held so gently and felt so desired; it was a different feeling than what she was used too. She realized at that moment that it was more than sex that she missed; she missed being held being desired and wanted. She missed the feelings she had at that moment.
She looked up at him and said, “Kiss me, not like you kiss your mother or sister. Kiss me as I am someone you long for.” He had never kissed any woman in that manner and was so clueless it could be considered cute. She knew by the look in his eyes that he did not know what she meant, so she instructed him. “I want you to take one of your hands and gently touch my face. Then I want you to slightly tilt you head to the right and kiss me.” Harold did as he was told but as he kissed her he noticed his desire for her grew stronger and he felt that the same was happening to her. As their lips met lust finally took a hold on both of them and the rest of the evening would follow that pattern.
Her lust had reached a point of no return. She began to undress him as fast she could and he helped because he did not want to wait any longer. As they both stood there naked before each other she took this opportunity to touch his cock and to gently stroke it. The feel of her hands on the most private part of his body was, uncomfortable at first but then he realized that uncomfortable was not the correct word, the word he was looking for was amazing! It was unlike anything he had felt before. Even if he didn’t know, she did know that a young man’s first time would not be so great, a matter of fact if he lasted 1 minute it would be a miracle so she felt it was time to at least get past that.
“Let’s go to bed Harold, it is time we see what you can do. But, before we do that I need you to touch and see just where your little friend will do his work.” She took his hand and had him to touch her kitty and to massage it gently for just few seconds. It felt different and to be honest looked scary, but he could not help thinking that this was all he wanted right now.
“Why are you so wet?” She had not noticed that her kitty was very wet, she was actually ready to take his cock and had not realized it.
“That is real good thing, it means I am ready for you. Since that is the case let’s put you and your tool to a test.”
As they lay in the bed she had him to get on top of her, she grabbed his cock and directed it so it would go inside her. She was tight, because it had been so long, but at the moment everything felt right. She loved the feel of his cock inside her and could not believe it felt so tight, it was a wonderful feeling after 2 years. He now began to thrust, back and forth, up and down, he had never felt anything like it before. He moved with a purpose and to her surprised he lasted longer than a minute. All the emotion he was feeling at this time was new and scary, but at the moment he loved the way he felt and would have done anything to keep that feeling for as long as possible.
“You need to hold back as long as possible. You are about to cum and I want you to experience the most powerful orgasm you will ever have.” She knew he wouldn’t last much longer but the thought of taking his virginity had excited her to the point that she felt an orgasm coming and after 2 years it was a most welcome feeling.
Harold continued to thrust and move up and down in and out of Jeanne’s pussy, the excitement was continuing to build and he knew he would not last much longer. He would follow her instructions and try to hold back for as long as he could to build up the orgasm in hopes of extending that feeling she was talking about. But, as the excitement started to build Jeanne also began to move with him, she wrapped her legs around his legs, placed her hands on his hips and began to guide him and control his rhythm. Now they were both feeling the excitement, he wanted to realize his first load and she was wanting to feel an orgasm that she had not felt for 2 years.
“I can’t hold back anymore. I need to release, I need tooooooo…ahhhhhh, ohhhhhhhh…” Harold finally reached his goal and released his load inside her, it was now official he was no longer a virgin.
“Keep fucking me, fuck me harder, harder, harder…..don’t stop till I tell you.” He did not know what was going on but he continued to follow her directions. He did notice that he kept his erection and was able to keep going and since he wanted to be a good boy why not. She had noticed that he did not lose his erection and she was so close to orgasm that she was also lost in lust and the need to feel an orgasm also. She knew she was now getting close and wanted that feeling now more than any time she could remember.
The harder he fucked her the more she moved and the closer she got to her orgasm. For his part he could not help but get caught up in the moment. Now he could say to himself that he officially “got his dick wet” as the old timers say. That feeling of release was still at the forefront of his mind and he wanted to feel that again and again. But for now he was just enjoying fucking her hard and fast because this feeling was part of his whole experience.
“I am almost there keep going…that’s it, nice long deep strokes. I feel it…I feel it coming! I have wanted this for so long. Do you like the way my pussy feels…how it wraps around you cock and squeezes it. Feel how tight I am…come on fuck me harder, make me orgasm.” Without any warning she starts to tremble, her legs began to shake, she pulls him close and wraps her arms and legs around him and pulls him close. Her pussy squeezes his dick, her orgasm causes her to shake and tremble uncontrollably for about 3 minutes until she has no energy and all she can do is lay there.
They both lay there feeling very satisfied with themselves. She notices he still has an erection and ask him, “Do you know what a blowjob is?”
Harold was 17 years old when he enlisted into the military. He was about 6 foot tall, 160 to 175 lbs, medium build, black, and in pretty good shape due to high school athletics. He was a decent student in high school but could not afford college. Enlisting in the military was a quick decision but in the long run would turn out to be one of the best decisions he had ever made. His first duty assignment was Lakeside Air force Base in California close to San Francisco and only a few hours from San Jose. Harold had kept to himself in high school deciding that concentrating on his studies and graduating on time were more important than girls or sex (funny how many teenage boys really don’t think that way). This was mostly due to his shyness around girls and inability to talk to the opposite sex without looking like a complete idiot.
It was time for the weekly military style haircut. The barbershop was always busy so Harold had to take a number and wait. When they finally called his number he was surprised to see his barber was female…a very, very attractive female. He did not know how his hair would look later but by the end of this story you will see it really doesn’t matter.
The name on her name tag was Jeanne and she did not look to be much older than Harold. She was a very attractive lady with medium length black hair, brown skin, she look like she weigh about 110 to 115 pounds, and about 5 feet 3 inches in height. Let’s finish describing her by saying she was the most attractive woman Harold had ever seen. For the first time in his life he was looking forward to getting a haircut.
So far their conversation was absolutely boring until dummy finally noticed that each time she moved her breast were in his face or somewhere close. He even noticed how hard her nipples were because he could see them through her shirt. Being a teenager he had absolutely no control over anything so as soon as he started breathing a little heavy he noticed his little buddy wanted to make an appearance (thank goodness the aprons the barber use to cover their customers are so large). Jeanne was no fool and she knew exactly what was happening, Harold was getting an erection. This had happened before with other young men but this customer didn’t ask for her phone number, flirt with her or anything he was just nice.
“How often do you get your hair cut?” she asked.
“Once or twice or month, how long have you been a barber, do you enjoy it?”
“Not really. I am good at it but for right now it is just helping me pay to get my training and license to become a realtor. But, it has been a good job and the tips I receive are really good. What about you, how long have you been stationed here?” she asked.
“I have only been here for about a month or so, this is my first duty station. How long have you lived in this area?”
“All my life, by the way I am just about done with your hair. But, I will make a double check so you have time to calm down.”
“What do you mean? I feel fine…”
She took this opportunity to whisper in his ear, “I know you have an erection right now and I know it’s because my tits have been in your face since you sat down. But, don’t worry it’s alright I will help you out, but not right here. Just come by at the end of my shift around 6pm.”
“Thank you and I will be here at the end of your shift.”
Ok let me explain something about Harold. He knows absolutely nothing about women! A matter of fact he has never had a girlfriend, never had sex, and technically would have gotten an erection anyway just smelling her perfume. Also, the idiot didn’t realize that she was flirting with him. Now, that we have got that out of the way we will continue.
Harold returned to meet her at the end of her shift. She had exchanged her barber outfit for a pair of shorts, a tank top, with her hair tied back in a pony tail. All he could see was a girl with a flawless body and the most perfect face. Harold didn’t know if he was in love or not but he did know that he was definitely in lust.
When she got in arms reach of him she gave him a big hug and ask him to get in her car, “Where are we going?”
“We are going to my place, so I can change clothes, get pretty, and let you buy me dinner.”
Harold didn’t know what to say so he just agreed with a smile and said, “Sounds like a fair trade to me, after all I don’t have a vehicle!”
“Tell me Harold, do you have a girlfriend here or back home?”
“No, never got around to dating, to be honest you will be the first girl I have ever gone out on a date with.”
“Really, no girl back home, no girl here…you must be lonely?”
“No not really just busy working on things and trying to get myself together. What about you, do you have a boyfriend or anything?”
“No boyfriend and like you I have been busy. But, I do have a question to ask you, are you a virgin?”
The most embarrassing question anyone could have asked him. Harold was 17 when he enlisted but in the last couple of months he had turned 18. He wanted to lie but there was no way he could because the look on his face told the whole story.
“Yes I am still a virgin!” At this point Harold was so embarrassed and nervous it took everything he had just to say that little sentence.
What Harold didn’t know was that this bit of information would work in his favor because when Jeanne heard this all her plans for the night changed. She instantly became excited because of the rumors she had heard about virgin men and sex. It wasn’t so much the sex was great, because it wasn’t. It was the fact that once they got an erection it stayed for a long time enabling them to go and go and go for a long time.
While she was driving she reached over rubbed his arm and apologized for asking him that question. But, secretly she had always wanted to see how true this whole thing was. Just turning 18 meant he was an adult, inexperienced and therefore should be pretty easy to train. Plus, it had been a couple of years since she had sex in any form outside masturbating.
They arrived at her apartment and instantly she began to put her plan into motion. “Just have a seat and make yourself comfortable. There are some snacks in the kitchen and drinks in the fridge. Give me about 45 minutes to an hour to get ready.”
He had never been so nervous in his life. Jeanne was hot and Harold wanted to lose his virginity so badly it was taking up all his thoughts. He made a decision that he would actually try to conquer his nervousness around women and see if he could finally lose the one thing he hated most, his virginity.
Harold was by himself in the living room for about 35 minutes scheming and drinking water. “Harold, can you come here please? The rack in my closet just fell and I need some help putting it back in place.”
Of all the dumb luck, he was thinking. All he wanted was to lose his virginity and get rid of this one thing that was killing him. But, what was he reduced too? Hanging up a clothes rack before a dinner date and good night kiss on the check in a couple of hours. At least, that was his thinking until he walked into her bedroom…
“What’s wrong? You’ve seen a naked body before haven’t you?”
He could not believe that Jeanne was standing there naked, fresh out of the shower, and was just standing there. All Harold could do was stand there with a dumb look on his face; he couldn’t even stutter a word. There in front of him was the prettiest girl he had ever seen and she was naked. Of course the one thing he didn’t notice was his own erection.
“Yes, Harold…you are going to lose your virginity. But, you are not the only winner here!”
“Ok…I am not sure about that but can you tell me why?”
“I win also because it has been almost 2 years since I have had any sex and I can’t think of a better way to celebrate my 30th birthday.”
“What the hell…your 30? I thought you were my age or only a few years older!”
At 19 Harold was not only a virgin but never ever thought it would be possible to lose his virginity to an older woman, especially one that looked like Jeanne, what are the odds?
“You really don’t know much about girls or women do you? The desire for sex doesn’t change when you get older, the need or want for sex will not change it’s just our partners that may change overtime. Also, as far as talking to women or girls…don’t insult them with stupid stuff and think they are stupid and you should be fine. But, for now why don’t we take care of your little friend.”
Harold was still dumbfounded and drooling, to this point outside magazines he had never seen a naked women before. He couldn’t believe how intoxicating everything was! His desire for sex, for Jeanne, was something he had never felt before. He was experiencing feelings and emotions that did not exist. He couldn’t explain how he felt at that time but knew one thing…that he loved the way he felt and wanted it last for as long as possible.
Jeanne was a very good teacher and she was going to use this time to teach Harold how to satisfy her. “Come here Harold it’s time we taught you how to kiss!” Harold had never kissed a woman or girl, at least not in the way he would learn today. “I want you to put one hand on the small of my back then the other between my shoulder blades and pull me gently toward you.”
He did as he was instructed and could not believe how wonderful her body felt, how warm, the softness, and yet somehow he knew not to kiss her just yet but to gently pull her to him just so he could hold her close. The smell of her hair, the perfume she used, at that moment just holding her was enough. At that moment Jeanne desired Harold more than she had any man in the past. She knew he was a virgin, with no experience or know how of pleasing a woman, but at that moment she felt as if he could please her as know man had. She had never been held so gently and felt so desired; it was a different feeling than what she was used too. She realized at that moment that it was more than sex that she missed; she missed being held being desired and wanted. She missed the feelings she had at that moment.
She looked up at him and said, “Kiss me, not like you kiss your mother or sister. Kiss me as I am someone you long for.” He had never kissed any woman in that manner and was so clueless it could be considered cute. She knew by the look in his eyes that he did not know what she meant, so she instructed him. “I want you to take one of your hands and gently touch my face. Then I want you to slightly tilt you head to the right and kiss me.” Harold did as he was told but as he kissed her he noticed his desire for her grew stronger and he felt that the same was happening to her. As their lips met lust finally took a hold on both of them and the rest of the evening would follow that pattern.
Her lust had reached a point of no return. She began to undress him as fast she could and he helped because he did not want to wait any longer. As they both stood there naked before each other she took this opportunity to touch his cock and to gently stroke it. The feel of her hands on the most private part of his body was, uncomfortable at first but then he realized that uncomfortable was not the correct word, the word he was looking for was amazing! It was unlike anything he had felt before. Even if he didn’t know, she did know that a young man’s first time would not be so great, a matter of fact if he lasted 1 minute it would be a miracle so she felt it was time to at least get past that.
“Let’s go to bed Harold, it is time we see what you can do. But, before we do that I need you to touch and see just where your little friend will do his work.” She took his hand and had him to touch her kitty and to massage it gently for just few seconds. It felt different and to be honest looked scary, but he could not help thinking that this was all he wanted right now.
“Why are you so wet?” She had not noticed that her kitty was very wet, she was actually ready to take his cock and had not realized it.
“That is real good thing, it means I am ready for you. Since that is the case let’s put you and your tool to a test.”
As they lay in the bed she had him to get on top of her, she grabbed his cock and directed it so it would go inside her. She was tight, because it had been so long, but at the moment everything felt right. She loved the feel of his cock inside her and could not believe it felt so tight, it was a wonderful feeling after 2 years. He now began to thrust, back and forth, up and down, he had never felt anything like it before. He moved with a purpose and to her surprised he lasted longer than a minute. All the emotion he was feeling at this time was new and scary, but at the moment he loved the way he felt and would have done anything to keep that feeling for as long as possible.
“You need to hold back as long as possible. You are about to cum and I want you to experience the most powerful orgasm you will ever have.” She knew he wouldn’t last much longer but the thought of taking his virginity had excited her to the point that she felt an orgasm coming and after 2 years it was a most welcome feeling.
Harold continued to thrust and move up and down in and out of Jeanne’s pussy, the excitement was continuing to build and he knew he would not last much longer. He would follow her instructions and try to hold back for as long as he could to build up the orgasm in hopes of extending that feeling she was talking about. But, as the excitement started to build Jeanne also began to move with him, she wrapped her legs around his legs, placed her hands on his hips and began to guide him and control his rhythm. Now they were both feeling the excitement, he wanted to realize his first load and she was wanting to feel an orgasm that she had not felt for 2 years.
“I can’t hold back anymore. I need to release, I need tooooooo…ahhhhhh, ohhhhhhhh…” Harold finally reached his goal and released his load inside her, it was now official he was no longer a virgin.
“Keep fucking me, fuck me harder, harder, harder…..don’t stop till I tell you.” He did not know what was going on but he continued to follow her directions. He did notice that he kept his erection and was able to keep going and since he wanted to be a good boy why not. She had noticed that he did not lose his erection and she was so close to orgasm that she was also lost in lust and the need to feel an orgasm also. She knew she was now getting close and wanted that feeling now more than any time she could remember.
The harder he fucked her the more she moved and the closer she got to her orgasm. For his part he could not help but get caught up in the moment. Now he could say to himself that he officially “got his dick wet” as the old timers say. That feeling of release was still at the forefront of his mind and he wanted to feel that again and again. But for now he was just enjoying fucking her hard and fast because this feeling was part of his whole experience.
“I am almost there keep going…that’s it, nice long deep strokes. I feel it…I feel it coming! I have wanted this for so long. Do you like the way my pussy feels…how it wraps around you cock and squeezes it. Feel how tight I am…come on fuck me harder, make me orgasm.” Without any warning she starts to tremble, her legs began to shake, she pulls him close and wraps her arms and legs around him and pulls him close. Her pussy squeezes his dick, her orgasm causes her to shake and tremble uncontrollably for about 3 minutes until she has no energy and all she can do is lay there.
They both lay there feeling very satisfied with themselves. She notices he still has an erection and ask him, “Do you know what a blowjob is?”
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