I am going to recount to you something that happened to me that I don’t understand. While I was at a friend’s house his grandmother got really chatty with me. She was recently separated from her long time cheating husband and surprisingly she seemed rather happy to be "free" as she put it. When everyone else left the room for whatever reason she quickly flashed me her beaver!

I didn’t know what to do. This was the first time a woman of her age came on to me. When I didn’t immediately respond she let me have another upskirt flash. Her pussy actually looked good. I guess I expected it to somehow look different than the girls I was dating that were my age.

We ended up hooking up that night after I gave her my number. Soon she was hooked on fucking younger guys and she joined a granny affairs dating site to find more guys my age.

If you are looking for local grannies who want to have sex immediately without courtship or 50 first dates join LocalAffairs.XXX!

Oh how we all miss being teenagers and cupping a fine ass like this girl has got. Do you remember lifting up a girls sundress and checking out her cute panties as they were clinging to her firm butt cheeks? Those were the days! Back then your girlfriend was into trying new things. She was into sucking your cock. If her pussy wasn’t puffy enough she would let you pussy pump it into a plump succulent peach. But those days are over…

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We all remember the days of having our sister’s friends come to the house and trying to get a look at their panties while they sat on the couch in a skirt.

My own sister had a chunky blonde friend that liked to wear bright colored panties. Even still you couldn’t see much up that triangle created by her thighs and the hem of her skirt. So one day I got this idea. I sat in front of her chatting just as the sun was going down. Sure enough to shined on her triangle and gave me a perfect view of her yellow panties. My heart raced and I masturbated to that little spank bank deposit for many weeks later.

ItsLive.com has shows with cute girls chatting it up in free chat rooms and in queuing rooms before group shows. They often end up giving you a schoolboys fantasy of upskirt views like the one above. it is like going back in time while watching the amateur upskirt cams on this live chatsex network!

This is one of those posts that transcends so many niches it is hard to classify it with just one. Mainly because it does all of them so well it is hard to decide. You will have this problem often at Erooups.com where they find super cute teens, coeds and babes for you to enjoy. For now lets focus more on the sweet schoolgirl and her upskirt photoset.

The girl’s name is Faye Taylor and she is a cutie. Her ass is nice and cheeky. Firm with a little chunk to make that clapping sound when you spank it. She looks so delightful in her bobbysocks and her schoolgirl uniform. Faye is a flirt and she knows how to tease the boys.

Part way through the photoset she puts her cute little thong panties on her stuffed teddy bear and I have to admit I would let her do that to me too!

It is that photo that gives us our first peak of her cleft of Venus pussy. So smooth and soft your cock wants to jump right out of your pants. Then there is the shot above. Whom among us wouldn’t want to burry their face between those sexy thighs?

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This video reminds me of two things. One is that stupid bitch from the Twilight Saga movies. Sure I thought she was a little hottie when I saw the first one, but then she turned into a cunt. Then, sadly, she turned into an even bigger cunt in real life. But this video has some redeeming qualities in that it also reminds me of the first time my sister let me look up her skirt and I saw her hairy pussy.

My sister kind of took pity on me when she caught me masturbating with her panties on my head. I probably looked like a total dork loser. So she let me see her pussy and explained how they work. That way I wouldn’t be a loser for long. Sure enough I fucked a girl at school so good she thought I was lying about not having fucked anybody else.