1. Uncle Bobs Lesson


    Date: 9/7/2015, Categories: Gay Male, Shemales, Taboo, Author: Cuckarama, Rating: 100, Source: xHamster

    and no cable TV, I spent a good bit of the time whacking off when not in town at school or hanging out with friends. I had always had an 'underwear' fetish, and been going into my mom's panty drawer for years at this point. With all the turmoil of my parents divorce the urges combined with teem hormones seems non stop. It was not long before I was going through my cousins old things, wearing panties and stockings under my clothes on numerous occasions. I had snooped in my aunts drawers, but her staunch ways did not even allow for decent underwear, just big cotton things that were pretty much the same as guys minus the barn door. One evening while my Aunt and Uncle were at a church function I was snooping my Cousin Sarah's room, the youngest wild girl of the three daughters. In the back of her closet I noticed a loose floor board under some boxes, and lifted it up to see under. It was like the movies with a stash of items dust covered and tucked in there from Sarah's younger days. There were a couple of diaries with just the first few pages filled with teenage dribble, some naughty Polaroid shots of her in pretty crazy positions wearing almost nothing, a set of big anal beads, and an old vibrating dildo with no batteries. I had played with my butt more than once; using a well Vaseline'd two finger combo while jacking off in stockings and some of my moms heels, but had never had much more up there. Dying to try it out I quickly abandoned my snooping and fled to the basement ...
    grabbing the petroleum jelly on the way by the upstairs medicine cabinet. I lubed up the beads and slowly worked them in, feeling that initial pain, and then intense pleasure once the tight hole relaxed. I did the same with the old 8 inch dildo, but it was more than I could handle and uncomfortable causing tears to well in my eyes when I first got it past the small entrance to my ass. Over the next few weeks I had added a set of anal beads to my panties, hose, or stockings I would wear under my clothes. I even wore them a few times to dinner with my Aunt and Uncle in town, and to one of their friend's houses. I loved the way they made me feel full, and stimulated me while I casually strolled around the farm or out on errands. Just after valentines, one Saturday, while my Aunt was gone working on the 'charity house' and my uncle was off doing whatever it was that he did. I decided to bust out my toys and play. I got on some white stockings I had bought on a trip to see my dad in Dallas, along with a little white silk thong that had tiny cherries on them. I had some nice 3 inch heels with ankle straps that were my cousin's from prom a decade prior. I also had an old skirt/blouse combo found in box of Sarah's things. I take after my dad's side and am only 5'6&#034 and 150lbs. I was a small 135lbs my senior year, so everything of my cousins fit me perfectly since they are more of the traditional farm girl types. I have to say I looked hot in that little skirt, and always got super ...
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