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Showing posts with the label Crossdressing

Family History

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  “You weren’t kidding. This place is huge!” Jack’s life-long friend James gawked at the massive, sprawling hall before him at the entrance to a giant mansion. There were marble pillars and walls lined with furbished stone. The outside of the dwelling looked fairly typical for a mansion, but the inside had the feel of a rich, castle interior. “Yeah… my family— left me with a lot, heh.” Jack said while scratching the back of his ear. He was a bit taken aback as well at the sheer size of it all. “I’m honestly unsure what I’m even supposed to do with all this.” James gave a wide smirk. “We throw a party of course! Break the place in you know?” “I’m down. Though, can it be just you and me? I haven’t gotten a good look at the place yet and don’t want anything getting broken or stolen.” While a tad disappointed James agreed. “So your parents never told you about this place?” “Nope! Well-kept family secret I guess. They said they wanted a simple life for me, but were fine leaving any choi...

Wanderlust

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  “Are you going to buy anything or are you here to peruse yet again?” Jack gave a small hop before turning his head left and right, seeking out the source of the voice he had just heard. He’d been visiting this antique and clothing store, the Switch Witch, for several days now since discovering it, but hadn’t once been greeted. Most of the days the store felt empty. “Enough of your daydreaming. Over here.” the voice called out again, guiding him towards a large, oak wood desk cluttered with papers and occult-like trinkets with a gorgeous woman sitting at it. “Um… hello?” Jack responded, unsure what she wanted his attention for. He wasn’t the nervous type, but one look at her and her large breasts nearly popping out of a black, draping witch dress caused him to avert his eyes. She was tall and shapely, a dream in every way. Her voice had an aged quality to it, the tone of someone mature who navigated life’s twists and turns with a lax poise. She was a total milf! The woman chuckled...