Linda : The 1st Time I Cross-dressed free porn video

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When I was 18years old, (you have to remember this was 1975) a female work colleague (Kath)came to me and said I dare you to go to Mawer and Collingham (a local posh store)and go and buy her Black Stockings, Suspenders, Knickers, Bra and garter.

Well I wasn't going to turn down a dare, so off I went with the list and money, later got back and passing over the sexy goods I said that was so simple, you can do better than that surely.
Hang on a minute she said, I have got a dare you won't find as easy, and passing back the bag, giggled, and said ok I dare you to wear ALL these to work tomorrow...............Yikes errr now what's in it for me if I do?

After a short time Kath said, if you do you can have a good time with me and 2 other of my girlfriends.
Now how could I turn that dare down.
Next day I turned up at work and went off to the office where Kath was. Hey have you got a minute, I said walking past her and into the back office.

What day have you got in mind for our Fun day, I said, opening up my jacket, and shirt, and dropping my trousers..............Edna, she shouts to her colleague, come in here and have a look at something.
In walks Edna, a large breasted female, who at the site of me in all my regalia started to squeal, came running over and started rubbing her hands up and down the lingerie belonging to Kath.
Come on you 2 the shop is about to open, Kath said, the perfect day will be our day off tomorrow, I will phone Ann, we will then have our fun day and then we don't have to rush.

Wow what day have I won on this bet I thought, cometh the day, cometh the man....?

The 3 girls, (all the same age as me) came and picked me up, I handed back the bag of lingerie back to Kath.
Ann driving, we made our way to Skegness, we chatted about anything and everything and there seemed a strange atmosphere occasionally with a risqué quip thrown in.
It took about an hour to get there, me with a throbbing cock all the way.

When we got their we unloaded a couple of items and Kath took out a large towel from out of the boot, then we made our way onto the sand dunes to a quiet part all deserted and Kath have me the towel and I laid it down.

Kath took control of the proceedings ( a trainee Dom maybe) and told me to lay down.
I have never have moved so quick in my life before.
At that Anne dropped her slacks and eased down her knickers down and put them in 1 of the bags and came and sat above my head with her legs either side as I looked up and saw a glorious site, of a half cropped minge with pouting lips.

Next thing I know Edna unhooked her bra and slipped it through and off her blouse and hitched up her skirt and took off her slightly moist knickers and threw them towards the bag, and then stood astride of me at the waist and then lowered herself gently.
Kath slid down her slacks and just in my view eased her knickers down showing a lovely shaven quim a most beautiful site I will never forget.
going momentarily out of my eyesight I felt my trousers belt being undone and I lifted my hips so she could ease them down to my knees, then my briefs.

I felt her hand go around my stiff cock and then her tongue flick at it and her mouth went over my bulging veined cock...............Heaven, my mind was in a whirl.
My right hand went up towards Ann and with 2 wet fingers went to explore her moist quim and I was able to enter her and gave her and me a fabulous fingering her head was toing and froing in ecstasy.
All this time Edna was dangling her ample breasts towards my mouth as I licked and sucked at her nipples and with my left hand I gave her 2 fingers up her cunt and she rode them so hard and fast as she thrashed trying to get more of me into her, I of course obliged.

With Kath giving head as well as wanking me off, I shot loads of spunk all over her face and into her mouth which she licked and lapped up.

After about an hour of sheer bliss for all of us we got cleaned up went for a late lunch, not a word was said but on the way back Edna went down on me with her mouth on the back seat while the other 2 girls giggled and chatted about how far they had gone in giving me such a wonderful day.

Never to be forgotten as I didn't have the heart to tell them I enjoyed dressing up soooooo much and would forever do.

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Lindas First Exposure

Linda had just celebrated her 46th birthday and she was about to begin her 20th year as a high school teacher and private tutor. She couldn’t explain the noticeable increase in her sex drive that started about a year earlier, but it was real and her husband, 10 years older than her, was working hard to keep up with her. A voracious reader, Linda had recently discovered several erotic literature websites. The stories allowed her to discover some sexual interests she had never explored, including...

4 years ago
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Linda at the Barbershop

Linda at the Barbershop - by Bald-Ed-----------------------------------------------The deal that I have with Linda, I give her buzzcuts and she fucks my ass, is a great success.I give her a number 2 buzzcut every weekend and we are both happy with that.We are also very happy with the strapon sex. It gives us both a lot of pleasure.Although Linda looks great with a number 2 buzzcut, I asked her to go shorter. I wanted to give her a number 1 at the sides and a number 0 at the back. You know,...

Masturbation
3 years ago
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Lindas Punishment Day 2

This is the second part of Golden Punishment, for now on this series will be named ~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~Linda thought about all the crazy things that happened to her last night as she slowly sat down at the breakfast table. “Mom,” Linda looked at her mother and slowly lowered her hand to her lap, “my underwear are making me really itchy.”Linda’s mother looked up from her coffee, “You’ll get used to it. Why...

1 year ago
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Linda

Note: This story is completely fictional! Linda lifted her legs high in the back seat of the car so her boyfriend could fuck her. She let him do it in her butt so she wouldn't get . Jim did her hard and fast and she was surprised when she climaxed. When he was finished filling her with sperm she kissed him and said."I'm going to get birth control pills""I thought your mom didn't want you to have them""I'm eighteen now and I don't need her consent"The next day after school she went to see her...

Erotic
2 years ago
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Linda and MeganChapter 6

I woke up just a bit after 7 and was still holding Linda. I thought I'd let her sleep. I knew she didn't get to do that back on the farm, so this could be a little vacation for her. I made my way to the bathroom and did my business and then grabbed my robe and headed for the kitchen. I got the coffee going and got the rest of my breakfast ready. When the coffee was done, I took it to the office and fired up the computer. Then I went back to the kitchen and ate breakfast. I was just...

3 years ago
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Linda

Growing up on a farm in Wisconsin Linda learned two important skills: how to repair any piece of machinery and sex. She learned about sex from one of the farm hands behind the old barn a few hundred feet from her parent’s house. When he left, she learned from other workers on the farm, most times in the barn, but other times out in a field, in the woods, or the backseat of a car. College expanded her interests in and experiences with sex. She experiment with other women; had multiple...

Anal
4 years ago
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Linda finds a friend

Accident Prone Linda finds a friendBy the Bitchfinder GeneralAfter her parents? visit to St Phillippa?s, Linda sank into misery. She tried desperately to keep a low profile but Mel and Kim continued to taunt and bully her mercilessly. Another girl in her class, Tiffany, took pity on the young Linda and invited her to a party in her room. Tiffany was a popular girl and she had many friends at the party. Choked with jealousy, Mel and Kim (who did not get on with Tiffany in any case) decided to...

4 years ago
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Linda got a headshave and I got fucked

I cannot complain about my life with Linda -- it is always fun and full of surprises ...Linda is very creative and imaginative. Our sex life is rich and she always comes with new ideas about how to make it even richer. You all remember her idea to have strap on sex in return for a short buzz cut. Since then, she has been wearing with pride a number 2 buzz cut with a shaved nape.For me the price is to have strap on sex with her. I must admit that I like the deal. I became used to getting fucked,...

Bisexual
3 years ago
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Linda

My partner Joan and I had lived happily together for seven years. She was an operating theatre Sister at the local district hospital and I worked as a teacher at the local High School. We had frequently discussed marriage, but had never quite got round to organizing the wedding. It was the middle of January when I first met Linda and my whole world began to come apart. I was walking back from the newsagent having just fetched the morning paper, when I saw the furniture van unloading into the...

2 years ago
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Linda

Josh couldn’t believe his luck. He had been looking through his telescope as he did every night. Not looking at the stars, but watching the local neighbourhood, trying to spot people who had failed to close their curtains, and then got undressed, thinking they were doing so unseen.But what he saw that night warmed his blood, and almost immediately, a plan came to his mind. Okay, she was his cousin, but he didn’t care. What he had seen had given him enough to be able to get what he wanted, his...

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