Jennifer s Surprise Chapter 5
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Deana free porn video
Velvet Deana
The story is fiction, but is based on life's experiences. All participants are of legal age.
This is a story of a girl, Deana, who was a nymphomaniac and how she took my and then my friend’s virginity. This story took place in the 1960s in a prudish northern town.
Us: I’m Mike and my friend is Henry. We were honor students and in one word, nerds; and we both had scholarships in college.
We are similar in our builds and looks: 5-7, 135#, both with dark hair, wear glasses and average in ALL aspects. (ahem) Both sets our parents were very religious, too much so if you ask me.
After our High School graduation, we spent the summer working part time, going to the beach, and doing things guys of that age did. However, unlike guys of our age, virgins. Yeah, we dated some but we got the “nice” girls and some girl nerds who were more interested in their career than being and interacting with guys.
Deana: 5’ 3, 135, “C” cup, dark curly hair, very “curvy” with a bit more in the waist and hip than necessary.
Henry was away with his family on vacation for 2 weeks, and I hung with some non-nerd guys from school at the beach. One of the guys was telling the others about this girl, Deana whom he had last night. He described various positions and a blow job from her. He said” Guys, she would screw a snake if it held still and can suck a golf ball thru a garden hose.” We all laughed. Then he said “The football team retired HER number. Her nickname among the guys is: velvet Deana-- because she the smoothest fuck going.”
Then he said “Haaayyy, Mike here’s someone who can teach you how and loose your cherry to.” The other guys laughed.
I said “For real, or are you putting me on?”
“Mike. We jocks got athletic scholarships while you got an academic one. We would not have got them or even passed science and math without your help. We owe you and this is payback. If you are shy, I will call her and set it up.”
“OK. I am free this weekend.”
He made our “date” for Saturday night. The date was for a drive in movie. (Her suggestion) I had my own car from working part time. It was an early 60s Chrysler with one huge back seat, and the front seats reclined. With the front seats down it made into a 5’ X7’ bed. The windows were tinted as it did not have air in it.
I picked her up and we arrived at the drive in about dark. On the way there she and I had regular teen age discussions, like the music of that time, being college bound, etc. We actually had some common interests. Other than her reputation as being very promiscuous, she was like a normal teen age girl.
We got situated and the movie started and they shut down the field lights. She snuggled over to me and said “XXX said you were new at dating and a virgin. Don’t be ashamed as he told me you were an honor student and helped them graduate. I think that’s cool. Hey listen, let me take the lead and teach you. If something is repulsive to you say so and I will do something different.”
“OK”
She started by kissing me and going into tongue wrestling. I was getting “warmed up”. Then she takes my hand and put it on her tit with her blouse still on. She has me kneading and rubbing it. She is cooing and says “unbutton me slowly and get my blouse off. I did so and she is now rubbing my now hard dick thru my cutoff jeans. After it was removed she asked “Have you ever undone a girls bra before?”
“No”
She described how to grab the catch and pop it with one hand. I did this first try. She pushed her shoulders forward and it falls down, and she passed it onto the back seat, joining her blouse. Now she slides my tee shirt up and over my head and it joins the rest of the clothing. Now she places my hand back on the tit and guides my hand to her nipple, and a I roll it and tweak it and her cooing becomes a bit louder.
She tells me to unsnap her shorts and pull them down, which I did and she reaches over to mine and unsnaps and pulls down the zipper, and then she is pulling them off so I scoot myself up a bit to get them off easier.
I told her to reach to the door side of the seat and a lever sticks out, pull it up and push te seat back at the same time. The seat folds down. I do the same on my side. We roll backwards onto te rear seat where the heavier window tinting gives more privacy. Now we are almost tearing off each other’s underwear.
She guides my hand into her crotch. She takes my finger and slides it thru the slit and then gets to the clit. She says to look and feel where it is, because if you get this far with a girl, and work it, she will almost beg you to stick it in. I do that and she is stroking my dick which is at full wood now.
She was getting very wet. We also had the smell of sex which I never had experienced before. I had precum leaking out. She stopped what we were doing and moved until her mouth was poised over it. Then she goes down on me. She took all of it in and worked it. I announced I was cuming and she made a sound like “Humrufm” and I let go into her mouth several ropes. She swallowed and said “Your first blow job. How was it?”
“Much better than I even imagined.”
“I am going to save the female counterpart for some other time, In a few minutes I want you in me.”
We talked a bit. I had a couple of beers concealed in a mini-cooler, which we drank, and then she said “Now for the main course. If the girl is a virgin, do this very gently. Actually, I would recommend having her on top so she can control the depth and force. It does hurt a bit to loose a girls virginity, but the paid subsides quickly. Now, I want you on top for me. Stick it in and stop. Get used to the sensation for a few seconds, and then stroke slowly at first then speed up. The girl will tell you what she wants. Pleasing the girl will get you more future requests from her.”
She rolls over on her back and I get out a condom. She says “I am “fixed” that way, and don’t need one.”
I toss it aside and get into position over her. She guides me into her and I bottom out She was surprisingly tight but very wet and it slid in. I started stroking and she got a bit wetter. I stroked faster and she put her legs around me and joined them at the ankles. We both were going in unison. After a while (please, I did not bring a stopwatch) she let loose a flow of her love juice and I came after that. We lay there for a while. And snuggled.
Some minutes later, she said “I want you again with me on top. Its called cowgirl. Do you have a problem with a girl being on top? Some guys do.”
“Ride me, cowgirl.”
I got hard fast and she centered her love tunnel to me and slid down. She went at me with a vengeance and I had trouble delaying cuming, attempting enjoy it longer. She won and I came into her. We snuggled some more then the movie (I still don’t remember the title) was over and lights came on. We dressed and I took her home.
Next weekend different movie theater. She wanted to teach me how to go down on her. She said “None of your buddies will do this, but it is the fastest way to get a girl “hot” and want you.”
“I will try it but do not mention to my friends that I did so.”
“deal”
We ‘rigged’ the sat in the car and went into the back seat. This time we undressed each other. Once naked, she lay there with her legs wide open. I had a small flashlight and said “I want to see just what it looks like. This will give me a good viewpoint.” We both laughed at my crude attempt at a pun.
She put her hand on the clit, and I lighted it up while she was explaining how to massage, rub and kiss it. I rubbed it a bit with my fingers and she pushed my head to it indicating for me to get busy. Now, although I trust her, I still had in my mind something about putting my mouth “down there”. I very cautiously went there and extended my tongue. Took a lick of the slit from top to bottom. She shuddered and said that’s what I want. At that point I got the taste which wasn’t bad, and I said to myself ‘this isn’t bad and she loves it’.
Now after gaining a bit of adventure, I licked into her love tunnel, then found the clit. Where upon finding it, I kissed it and sucked on it, as it enlarged a bit. I was rewarded with a gush of her love juice onto my face. I stopped and licked as muck of it off as I can. Now, she forcefully shoved my face back to it and said “Finish” I again licked and kissed it and I had an idea. If she liked me doing oral on her, and liked me putting my finger into it, why not try both?
I slid my middle finger into her and felt something different, like a bit of roughness just in the front side. I rubbed it and she grabbed one of my throw pillows and put it over her mouth to scream. She had a bad convulsion and another big time runny discharge. This lasted about a half minute. I thought I hurt her, being as naive as I was, and pulled away fast. She saw that and after taking a few seconds to calm down, she said “No, you did good. As you probably know, I have done this a lot. But you are the first that went down on me, and where did you learn about the “G” spot?
“Is that what I was rubbing called?”
“Yes. That answered that question. It is OK to experiment. If the girl doesn’t like it she will say so and then do something else”
I said “I would like to do you with a condom just to see what it’s like. OK?”
“More than OK. Let me show you how to put it on. It did not come with instructions, probably because most men would not read them.” She opened the package, and pulled out a space in the end then rolled it on. She pointed out the space at the end is for the cum so it won’t burst it. Then she showed me how to properly remove it from the girl to prevent spillage.
She lay there and I got up and positioned myself. This time I went right in without her help, as practice,,,,,,,,,,,,,,,,
After a while she came then I did, withdrawal it like she showed me. She said “Comment?”
I said “it feels like an inner tube, and we both laughed. I have a question. You said you were fixed, which I assume is done surgically.”
She: “My parents knew I was kind of “loose” that way. They did not trust B C pills. And if sometime in the future I decide to marry and have a k**, its reversible. Sorta takes the worry out of being close.”
Continuing on “I love teaching guys who are first timers. I educate them in pleasing the woman for two reasons. #1. It makes me to enjoy it more, and #2 when they get married there will be a lot of women who don’t know who to thank for making their sex life so good.”
“So, you have a lot of guys like me custom tuned to you?”
“Mike, the tuning should work for mostly ANY woman.”
“OK. My friends suggested you for me because of your training of guys. My best friend, Henry, needs someone like you. He will be back from vacation next week. Would you…?”
“If he’s as nice as you, why not?”
“Yes, he’s as nice, however, he’s very introverted, very shy, somewhat nervous and has zero “girl” experience.”
“I can handle that.” and made a motion like she’s masturbating him. I laughed so hard I almost barfed.
When he got back, I went over to his house and explained that I had found a girl who wants to take his virginity. He looked at me like I shot him. I said “She likes to educate young guys like us in sex, and how to treat woman in bed. You got any idea what guys would pay for that? She does it because she likes it. I have been there and done that. We have been friends for a long time. Don’t you think I would not to want embarrass you?”
“OK. How do we do this.”
“Well obviously you won’t want me there. Can you get your dad’s car Saturday night? Take her to the drive in and she will take really good care of you. Once you get to know her, she’s real nice to get along with. In my viewpoint, except for her being a nympho, she's a nice, normal teenager. And kind of cute”
I called her and she was OK with it. I almost asked if she had a friend for me and I could be nearby, but did not.
They went on their date. Next day Henry called as said thank you a thousand times, as he was no longer a virgin and now educated that way.
Later in the day, I called Deana. I asked her about Henry. She started laughing and when she calmed down she said “Like you he was a bit hesitant. I got my blouse and bra off and had him sucking on my nipples. I was stroking him at the same time, and he came in his pants. He was so embarrassed. I told him it happens on your first time. So I was kissing him and had him remove my shorts and panties. I was taking his off. When we both were exposed, I put my mouth over his dick, as it surprised him so, he almost jumped into the back seat. I said hey, good idea. He was calming down and I stopped the blow job and said now, I want you in me. He started hyperventilating. I got him calmed down and was stroking him to get him hard again. He came and it squirted the headliner of the car. Got him calmed, and pushed him down on his back and decided to do him cowgirl. A few minutes into that he was rocking and rolling. After we came we snuggled and later he did me missionary. He was really calm by then. I don’t know if I can get him to go down on me, but that may be later. He sure cums a lot. Don’t tell him I told you.”
“He’s my best friend and I would not want to embarrass him.”
“I like you Mike. You are not like your fiends.”
“I like you to, Deana. For someone with your reputation, you are one hell of a lady.”
Both Henry and I went out with her before we left for college, which of course, was far away. Years later, we heard she married. The guy did not care about her past, and they moved out of town. She had 2 k**s who was named Michael and Henry..…
The story is fiction, but is based on life's experiences. All participants are of legal age.
This is a story of a girl, Deana, who was a nymphomaniac and how she took my and then my friend’s virginity. This story took place in the 1960s in a prudish northern town.
Us: I’m Mike and my friend is Henry. We were honor students and in one word, nerds; and we both had scholarships in college.
We are similar in our builds and looks: 5-7, 135#, both with dark hair, wear glasses and average in ALL aspects. (ahem) Both sets our parents were very religious, too much so if you ask me.
After our High School graduation, we spent the summer working part time, going to the beach, and doing things guys of that age did. However, unlike guys of our age, virgins. Yeah, we dated some but we got the “nice” girls and some girl nerds who were more interested in their career than being and interacting with guys.
Deana: 5’ 3, 135, “C” cup, dark curly hair, very “curvy” with a bit more in the waist and hip than necessary.
Henry was away with his family on vacation for 2 weeks, and I hung with some non-nerd guys from school at the beach. One of the guys was telling the others about this girl, Deana whom he had last night. He described various positions and a blow job from her. He said” Guys, she would screw a snake if it held still and can suck a golf ball thru a garden hose.” We all laughed. Then he said “The football team retired HER number. Her nickname among the guys is: velvet Deana-- because she the smoothest fuck going.”
Then he said “Haaayyy, Mike here’s someone who can teach you how and loose your cherry to.” The other guys laughed.
I said “For real, or are you putting me on?”
“Mike. We jocks got athletic scholarships while you got an academic one. We would not have got them or even passed science and math without your help. We owe you and this is payback. If you are shy, I will call her and set it up.”
“OK. I am free this weekend.”
He made our “date” for Saturday night. The date was for a drive in movie. (Her suggestion) I had my own car from working part time. It was an early 60s Chrysler with one huge back seat, and the front seats reclined. With the front seats down it made into a 5’ X7’ bed. The windows were tinted as it did not have air in it.
I picked her up and we arrived at the drive in about dark. On the way there she and I had regular teen age discussions, like the music of that time, being college bound, etc. We actually had some common interests. Other than her reputation as being very promiscuous, she was like a normal teen age girl.
We got situated and the movie started and they shut down the field lights. She snuggled over to me and said “XXX said you were new at dating and a virgin. Don’t be ashamed as he told me you were an honor student and helped them graduate. I think that’s cool. Hey listen, let me take the lead and teach you. If something is repulsive to you say so and I will do something different.”
“OK”
She started by kissing me and going into tongue wrestling. I was getting “warmed up”. Then she takes my hand and put it on her tit with her blouse still on. She has me kneading and rubbing it. She is cooing and says “unbutton me slowly and get my blouse off. I did so and she is now rubbing my now hard dick thru my cutoff jeans. After it was removed she asked “Have you ever undone a girls bra before?”
“No”
She described how to grab the catch and pop it with one hand. I did this first try. She pushed her shoulders forward and it falls down, and she passed it onto the back seat, joining her blouse. Now she slides my tee shirt up and over my head and it joins the rest of the clothing. Now she places my hand back on the tit and guides my hand to her nipple, and a I roll it and tweak it and her cooing becomes a bit louder.
She tells me to unsnap her shorts and pull them down, which I did and she reaches over to mine and unsnaps and pulls down the zipper, and then she is pulling them off so I scoot myself up a bit to get them off easier.
I told her to reach to the door side of the seat and a lever sticks out, pull it up and push te seat back at the same time. The seat folds down. I do the same on my side. We roll backwards onto te rear seat where the heavier window tinting gives more privacy. Now we are almost tearing off each other’s underwear.
She guides my hand into her crotch. She takes my finger and slides it thru the slit and then gets to the clit. She says to look and feel where it is, because if you get this far with a girl, and work it, she will almost beg you to stick it in. I do that and she is stroking my dick which is at full wood now.
She was getting very wet. We also had the smell of sex which I never had experienced before. I had precum leaking out. She stopped what we were doing and moved until her mouth was poised over it. Then she goes down on me. She took all of it in and worked it. I announced I was cuming and she made a sound like “Humrufm” and I let go into her mouth several ropes. She swallowed and said “Your first blow job. How was it?”
“Much better than I even imagined.”
“I am going to save the female counterpart for some other time, In a few minutes I want you in me.”
We talked a bit. I had a couple of beers concealed in a mini-cooler, which we drank, and then she said “Now for the main course. If the girl is a virgin, do this very gently. Actually, I would recommend having her on top so she can control the depth and force. It does hurt a bit to loose a girls virginity, but the paid subsides quickly. Now, I want you on top for me. Stick it in and stop. Get used to the sensation for a few seconds, and then stroke slowly at first then speed up. The girl will tell you what she wants. Pleasing the girl will get you more future requests from her.”
She rolls over on her back and I get out a condom. She says “I am “fixed” that way, and don’t need one.”
I toss it aside and get into position over her. She guides me into her and I bottom out She was surprisingly tight but very wet and it slid in. I started stroking and she got a bit wetter. I stroked faster and she put her legs around me and joined them at the ankles. We both were going in unison. After a while (please, I did not bring a stopwatch) she let loose a flow of her love juice and I came after that. We lay there for a while. And snuggled.
Some minutes later, she said “I want you again with me on top. Its called cowgirl. Do you have a problem with a girl being on top? Some guys do.”
“Ride me, cowgirl.”
I got hard fast and she centered her love tunnel to me and slid down. She went at me with a vengeance and I had trouble delaying cuming, attempting enjoy it longer. She won and I came into her. We snuggled some more then the movie (I still don’t remember the title) was over and lights came on. We dressed and I took her home.
Next weekend different movie theater. She wanted to teach me how to go down on her. She said “None of your buddies will do this, but it is the fastest way to get a girl “hot” and want you.”
“I will try it but do not mention to my friends that I did so.”
“deal”
We ‘rigged’ the sat in the car and went into the back seat. This time we undressed each other. Once naked, she lay there with her legs wide open. I had a small flashlight and said “I want to see just what it looks like. This will give me a good viewpoint.” We both laughed at my crude attempt at a pun.
She put her hand on the clit, and I lighted it up while she was explaining how to massage, rub and kiss it. I rubbed it a bit with my fingers and she pushed my head to it indicating for me to get busy. Now, although I trust her, I still had in my mind something about putting my mouth “down there”. I very cautiously went there and extended my tongue. Took a lick of the slit from top to bottom. She shuddered and said that’s what I want. At that point I got the taste which wasn’t bad, and I said to myself ‘this isn’t bad and she loves it’.
Now after gaining a bit of adventure, I licked into her love tunnel, then found the clit. Where upon finding it, I kissed it and sucked on it, as it enlarged a bit. I was rewarded with a gush of her love juice onto my face. I stopped and licked as muck of it off as I can. Now, she forcefully shoved my face back to it and said “Finish” I again licked and kissed it and I had an idea. If she liked me doing oral on her, and liked me putting my finger into it, why not try both?
I slid my middle finger into her and felt something different, like a bit of roughness just in the front side. I rubbed it and she grabbed one of my throw pillows and put it over her mouth to scream. She had a bad convulsion and another big time runny discharge. This lasted about a half minute. I thought I hurt her, being as naive as I was, and pulled away fast. She saw that and after taking a few seconds to calm down, she said “No, you did good. As you probably know, I have done this a lot. But you are the first that went down on me, and where did you learn about the “G” spot?
“Is that what I was rubbing called?”
“Yes. That answered that question. It is OK to experiment. If the girl doesn’t like it she will say so and then do something else”
I said “I would like to do you with a condom just to see what it’s like. OK?”
“More than OK. Let me show you how to put it on. It did not come with instructions, probably because most men would not read them.” She opened the package, and pulled out a space in the end then rolled it on. She pointed out the space at the end is for the cum so it won’t burst it. Then she showed me how to properly remove it from the girl to prevent spillage.
She lay there and I got up and positioned myself. This time I went right in without her help, as practice,,,,,,,,,,,,,,,,
After a while she came then I did, withdrawal it like she showed me. She said “Comment?”
I said “it feels like an inner tube, and we both laughed. I have a question. You said you were fixed, which I assume is done surgically.”
She: “My parents knew I was kind of “loose” that way. They did not trust B C pills. And if sometime in the future I decide to marry and have a k**, its reversible. Sorta takes the worry out of being close.”
Continuing on “I love teaching guys who are first timers. I educate them in pleasing the woman for two reasons. #1. It makes me to enjoy it more, and #2 when they get married there will be a lot of women who don’t know who to thank for making their sex life so good.”
“So, you have a lot of guys like me custom tuned to you?”
“Mike, the tuning should work for mostly ANY woman.”
“OK. My friends suggested you for me because of your training of guys. My best friend, Henry, needs someone like you. He will be back from vacation next week. Would you…?”
“If he’s as nice as you, why not?”
“Yes, he’s as nice, however, he’s very introverted, very shy, somewhat nervous and has zero “girl” experience.”
“I can handle that.” and made a motion like she’s masturbating him. I laughed so hard I almost barfed.
When he got back, I went over to his house and explained that I had found a girl who wants to take his virginity. He looked at me like I shot him. I said “She likes to educate young guys like us in sex, and how to treat woman in bed. You got any idea what guys would pay for that? She does it because she likes it. I have been there and done that. We have been friends for a long time. Don’t you think I would not to want embarrass you?”
“OK. How do we do this.”
“Well obviously you won’t want me there. Can you get your dad’s car Saturday night? Take her to the drive in and she will take really good care of you. Once you get to know her, she’s real nice to get along with. In my viewpoint, except for her being a nympho, she's a nice, normal teenager. And kind of cute”
I called her and she was OK with it. I almost asked if she had a friend for me and I could be nearby, but did not.
They went on their date. Next day Henry called as said thank you a thousand times, as he was no longer a virgin and now educated that way.
Later in the day, I called Deana. I asked her about Henry. She started laughing and when she calmed down she said “Like you he was a bit hesitant. I got my blouse and bra off and had him sucking on my nipples. I was stroking him at the same time, and he came in his pants. He was so embarrassed. I told him it happens on your first time. So I was kissing him and had him remove my shorts and panties. I was taking his off. When we both were exposed, I put my mouth over his dick, as it surprised him so, he almost jumped into the back seat. I said hey, good idea. He was calming down and I stopped the blow job and said now, I want you in me. He started hyperventilating. I got him calmed down and was stroking him to get him hard again. He came and it squirted the headliner of the car. Got him calmed, and pushed him down on his back and decided to do him cowgirl. A few minutes into that he was rocking and rolling. After we came we snuggled and later he did me missionary. He was really calm by then. I don’t know if I can get him to go down on me, but that may be later. He sure cums a lot. Don’t tell him I told you.”
“He’s my best friend and I would not want to embarrass him.”
“I like you Mike. You are not like your fiends.”
“I like you to, Deana. For someone with your reputation, you are one hell of a lady.”
Both Henry and I went out with her before we left for college, which of course, was far away. Years later, we heard she married. The guy did not care about her past, and they moved out of town. She had 2 k**s who was named Michael and Henry..…
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