MY FIRST TIME WITH AN OLDER WOMAN PART 1 free porn video

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This is a tell about my first time with an older woman.

(The names have been changed to protect the ids of all charaters in this story.)

It was back in 1995. I was still in fifth grade. It was getting real close to my t******h birthday. The day started out okay. I had finished my morning chores, and was putting the finial touches on my homework. When I heard the bus outside blowing the horn. I grabbed an oatmeal sandwich and ran out the door.

As I boarded the bus, I was told that I had to sit in the back if I was going to eat on the bus. Therefore, I complied. As I went to the back of the bus, I sat down next to one of the hot girls in my class. She was around my age, but she had a reputation for being a bitch. I no sooner sat down, then I noticed I had a hard on and she was looking at it, licking her lips. I tried to hide it, but it was no use. She was staring and I just knew that once we got to school, she was going to tell the teacher that I showed her my tent pole and then I would get a paddling for being naughty. But to my suprise, that is not what happened at all.

She simply grabbed my pole and squeezed. I let out a gasp. She just laughted.


When we got to school, she kept staring at me and I at her, which kept me at attention the class time. That it until the teacher saw what was going on. We both got sent to the office.

The ride home on the bus after school was a really long one. Mostly because I had gotten paddled at school for what happened on the playground (fight with another boy) and therefore had a note for my mamma. But also because I had to ride the whole trip next to Jenny, who kept her hand on the front of my pants the whole time. OH MY GOD! IT FELT WONDERFUL! Then a terrible thing happened. The ride home was over for me.

She whispered in my ear as I was getting up to leave, "I'll see both of you on Monday." Then she gave my a kiss on the lips. I about passed out.

As I got in the house, all I could think about was the wonderful feeling I had experianced. That is until my mamma walked into my room, with the belt. I had forgotten about giving her the pink-slip as I came in the house. So when she found it. OH BOY, I WAS IN DEEP SHIT.


Around 7:00, my cousin Jay came over to see if I wanted to go to the movies with him and his girlfriend, Liza. Which
even at that time seemed fishy, but I begged mamma to let me go. I was shocked when she said yes but I was still
grounded for the rest of the weekend. Grounded? Yes, I could go with them? What luck! Jay and I were close like
brother (him being 15 years older than I) we talked about everything that had to do with sex. And this time did I have questions.

When we got into his car, I told him about what happened on the bus with Jenny and how it made me feel. I wad a little nervious at first talking to Jay about it with Liza around. As we was pulling up to the movie theater, Jay got a page. He told me that he had to take me home and we would do this some other time as he had to go pick up a trailer in Nashville. I started to cry a little, because him and I had not hung out in almost 3 years, just talked on the phone for five minutes. When Liza noticed me crying, she told Jay that she could watch me and take me home after the movie was over. He asked me if that was okay and he would take me on my birthday, which was in 4 days. To which I said yes.

So we went to his house so he could get his tractor to head to Nashville to pick that trailer up. As soon as we did, I got in the front seat with Liza. She asked me a lot if questions.

Such as: "How are you?" , "How many times have you had sex?" ,"Are circumsised or uncircumsised?", "How big i your dick?"

To be honest, my only reply was an erection that was bigger than I had previous. Her reply was, "Holy Shit! You are bigger than Jay is! Let's forget the movie and go to my place. I can teach you what you need to know about sex. Your cousin Jay don't know shit about fucking. For one thing he cums to damn early. So what do you say? Want to get your first piece of pussy?"

All I could do is nod my head and sqeak, "Yyeess." She just giggled and put her hand on my dick and gave a little squeeze. I jumped when she did.

We were at her house around 7:45pm and I had a 11:00 curfew as it was the weekend. As soon as we walked in her house, I knew this was it. After tonight I was no longer going to be a virgin. So I braced myself for what ever was coming.



She grabbed me by the hand and led me to her room, where we both began to strip down to our under clothes. But seeing as I was not wearing any under my jeans (because I had shot off in them on the bus, because of Jenny), I just kept my jeans on. But Liza being my elder told me, "Take your clothes off or you are going to get a spanking. Do you understand me?" I replied, "Yes, ma'am." Then started doing so. Not that I was afraid of her giving me a spanking, but because the jeans were pushing on my dick with the force of what felt like a ton of bricks. That is how hard I was in those 36 jeans and that was the size that fit comfortably.

As soon as I undid the button and zipper that relieved some of the pressure, as my dick jumped out, sniffing around for pussy. As soon as Liza saw my 7" uncut dick, she sherked with joy. Her exact words were, "Let's start fucking, right now!" That is all I needed to move toward the bed.

As soon as I got down beside her, she told me to just relax and she would treat me to a sucking. I was never as nervious as I was at that moment. I just laid back as she started to give me a blow job that I have never had since then. As she was going down on my dick, I just kept thinking about what Jay would say if he knew his girlfriend was giving me head. But that all changed as she stopped at the base of the shaft and began to suck, like she was sucking on a straw trying to drink a frosty milk shake. Then it happened! Without warning and with no time to warn her, I shot all in her mouth and on her face as she pulled out after the first shot. After I shot off, she flipped me over on my belly and slapped my ass four times for cuming without warning her. The slaps hurt to make me shed a tear at first, but before to long I was liking it.

(This is the end of part one of this story. Please join in next time as we finish up with a big suprise.)

Thank you for reading. As this is my first story, it is going to take a while to get use to it. Your comments are welcome, just be aware that any negitive comments will be looked over. Thank you.

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CONFESSIONS OF A CAT WOMAN By Natalie Wilde Someone once said that the life changing events will not come when you expect them but rather will sideswipe you on a Friday at 3 in the afternoon. Well for me that was true, except it was Thursday. And what seemed like a normal October afternoon would soon have major implications. I am writing this, as way to try and make sense of the things that have happened to me and how my life...

1 year ago
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Mortimer and Myrtle A Love Story

Note: This is not your usual Lush story. It is an experimental play in a theater of the absurd style. There is no sex but it is an entertaining comment on marriage. I encourage you to indulge in something different. I think it will make you laugh and maybe cry. Scene: A formal living room. Mortimer is seated on a sofa in the center of the room when Myrtle enters and sits on the sofa next to him. She is wearing a blue floral dress and a pearl necklace, her gray hair is tied in a bun. Mortimer is...

4 years ago
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Night Skies Hotel XI Humanitys Birthright I In the Eye of the Beholder

Synopsis of the Night Skies Hotel Universe: Centuries ago, two world- spanning civilizations made first contact via technology that enabled access to multiple realities. Each civilization was unique in the sense that a single sex dominated it -- Terra's Patriarchy by males, and Gaia's Sisterhood by females. Gaia was the more artistic of the two, had closer links to nature and was more advanced than Terra in some of the sciences, such as biology and physics. Terra, on the other hand, had...

2 years ago
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A young guy An older woman

I think I surprised even myself at how lengthy the story is becoming. It still has some way yet to go. Therefore, in order to maintain an interest I felt it best to post this part now. Should anyone feel the need for a part 2, feel free to let me know. I hope, given they are little more than a reflection of the thoughts of the slightly, older, more mature woman, this will not deter readers from enjoying the story. As always, I welcome your comments. My name is Maggie, a married...

3 years ago
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A young guy An older woman Not true story

We all of us enjoy sexual thoughts at one time or another and what follows is a fictional tale involving some of my own.I think I surprised even myself at how lengthy the story is becoming. It still has some way yet to go. Therefore, in order to maintain an interest I felt it best to post this part now. Should anyone feel the need for a part 2, feel free to let me know.I hope, given they are little more than a reflection of the thoughts of the slightly, older, more mature woman, this will not...

2 years ago
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First older woman

Like most guys my age I had always fantasised about being with an older woman and I wasn't exactly having the best of luck finding a willing woman in day to day life, so I decided to join a dating site.After weeks and weeks of messing about I finally found a woman who seemed to be willing. We began talking online with the usual small talk, and me, being quite a straight shooter expressed my desire to be with an older woman. We continued talking until, one night, out of the blue she invited me...

4 years ago
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Noblewoman

Yes, my dream would have been more satisfying if it had gone along the lines of...a voluptuous red-headed noblewoman who lusted after one of her servants. She frequently sent him subtle hints of her desire; brushing up against him as she passed by, bending forward to show off her cleavage, and complimenting him on his strong build (when what she meant was his powerful legs and tight ass). She was sure that he felt the same way about her, as evidenced by his obvious erection during her latest...

Interracial
3 years ago
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Chastity with Ex as Keyholder Part 5

Chastity with Ex as Keyholder Ch. 05bychastity_sissy©Almost every time my Ex had sex with her boyfriend I had to listen. My Ex had decided it was mandatory and would quiz me on how many times she had an orgasm just to make sure I was actually listening, not to mention drive home the fact I couldn't cum.At least, so I thought.You have to understand that not having an orgasm for over a week doesn't sound like a long time, and I'm sure I've gone longer than that without wearing a chastity device....

2 years ago
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Chastity with Ex as Keyholder Part 7

Chastity with Ex as Keyholder Ch. 07bychastity_sissy©The only light came from the crack at the bottom of the floor. I tested my handcuffs as quietly as possible, verifying there was no way to squeeze my wrists out of their cold, metal clutches. I was completely stuck.I could hear my Ex on the other side of the door. She was panting heavily. I could only imagine her Boyfriend's cock ramming her inside and out, over and over again.I guess I should back up just a little bit, although there is...

3 years ago
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Karen an older woman

For as long as I can remember being sexually aroused (this probably started at about age 6) I have been attracted to older women. I'm not sure what got it all started; I do remember accidentally walking in on my mom as a young boy in the bathroom and seeing her bent over toweling off after a shower, totally naked. I was astounded at how big her tits were as they hung down and that she had a hairy pussy and nice soft thighs. Her nipples were brown and actually erect when I saw her. That image...

1 year ago
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older woman

2 yrs a go i met a woman a front off her house she ask me inside. She whas wearing a nice shord dress and highheels. We walked and she ask me iff i whas single and i told her yess i am. Than she told me thats she whas single to. She ask my age and i told her 35 and she ask me how i think how old she is. I anser 30-35. and she started to laugh very hard hahahahaha. NO muchs older she say and i anser 40. she say again NO and say thats she is 49 yrs. And i told her thats she look still so thight...

3 years ago
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My First Older Woman0

Well as the years past a lot of things changed. I moved out of town to go to college and she wound up divorced from her husband. Anytime I would go back home I would call to see what she was up to and she was usually out clubbing or something. I was only 19 and couldnt get into most of the clubs she was going to. Well one wednesday afternoon I got a call from her asking if I would be willing to come to town to watch her kids while she hosted a party at a hotel for her boss and his company....

2 years ago
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My Sex Journal pt6 Older woman

Read my previous stories for this to make more sense. You will find them on my profile page. Please rate and comment, let me know how I am doing.I'm going to skip ahead a little now to when I was just under 18. As soon as I turned 16 I left care completley, turning down all offers of living assitance so I spent the next 16 months or so moving around from place to place where ever I could find a bed and a bit of work and sometimes sleeping rough. It's a time of my life I don't think fondly of...

1 year ago
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BBC losing virginity to fat older woman

Ever since I was a young boy, I have had a condition where my dick would suddenly get hard and grow like crazy. Some days it would only happen once a day and other days it would happen up to 4 or 5 times a day. It didn’t really bother me at a young age. Sometimes my dick would get so hard that it did hurt a little bit, but it would never last for very long, so I never had to pay to much attention to it.It started getting worse when I was 14 years old. I don’t know what triggered it, but I can...

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