Author: inangularis

I had an old sleepaway camp friend who I “dated”. Nothing happened of course at the time.

But we kept in touch for years and I finally planned a trip to see her again during the winter break of my freshman year of college. I’d been 18 for a few months and she was just turning 18 at the time.

I remember arriving at the airport, literally sick from the stress of finals week, and nervous out of my mind to see her. She and her mom were waiting for me near the airport exit, and while I certainly recognized her, my awkward 18 year old was not prepared for the sight in front of me. Her boobs had grown to an extremely large size, dominating her figure even though the sweater she was wearing, like twin balloons stuffed underneath. They pressed against my chest as we hugged.

It was clear she took after her mom that way, and I shared an awkward moment with the older woman when I glanced at her chest and she quickly adjusted her top to minimize the cleavage. She didn’t seem to mind. She actually thanked me for visiting – apparently her daughter was very shy, very timid, still very much a shut-in, and her mom was grateful that I could “get her out of the house”. Read more »

Warning: this is long.

I went to grad school for art education.

During my final semester I got to know and date a beautiful girl named Tanya. Though my friends got to know her slightly and my family met her at graduation, none of them – to this day – know that she was actually a trans woman.

I didn’t know either at first. All I knew is that I was smitten with the girl who sat down next to me on the first day of a required liberal arts elective.

Her body was the first thing that got my attention. She was short, maybe 5 foot 3, with a petite frame and tiny little shoulders. But she was also busty, wearing what I later learned was one of several very lacy 32D bras over a fabulous pair of implants.

That first day she wore a tight short sleeved top with a very high collar neck – horizontal black and white stripes – that looked startling with her curves. Down below, she wore big ruffled cargo pants that actually complimented the look in a weird way. Her hair was shoulder length, black with artsy streaks of dark purple. Read more »