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It was a typical Saturday night for me, Amanda, a bored preacher’s wife. Little did I know I was about to live out a cross-dressing phone-sex fantasy.

My husband was traveling for a business trip, leaving me alone in our spacious house. As I lay in bed, scrolling through my phone, I received a text from my 23-year-old neighbor, Tom. He was asking if I could help him with something, and being the friendly neighbor that I am, I agreed.

Tom arrived at my doorstep, looking nervous and fidgety. He explained that he had a date with another man and wanted to surprise him by dressing up in women’s lingerie. I was taken aback; I had no idea he leaned that way,  but I was also curious and excited.

I invited him inside, and we headed to my bedroom. As we rummaged through my closet, Tom’s eyes widened with excitement. My pussy got wet as he picked out a lacy black bra and matching panties. I could see the hesitation in his eyes, so I offered to help him get dressed. Tom blushed but agreed.

I put the bra on him, and as I helped him slip into the lingerie, I couldn’t help but admire his lean figure. The black lace hugged his body perfectly, making him look sexy and alluring. Tom’s cheeks were flushed as I brushed my hands across his now lace-covered cock and handed him a pair of high heels to complete the look.

Once he was all dressed up, I could see his excitement and confidence radiating. Before he left on his date, I made him promise to come back that night and tell me all the naughty things they had done.  He thanked me profusely and headed out to meet his date.

I couldn’t wait to hear all about it when he came back. And began masturbating, fantasizing about Tom and his date. Seeing Tom on his knees performing fellatio and other fun activities.

A few hours later, Tom returned with a massive grin. He couldn’t stop gushing about how his outfit surprised and turned on his date. He even showed me a picture of them making out while he was still in the lingerie. His date took pictures of Tom sucking his cock.  Another was of Tom on his knees with his lacy panty ass in the air. 

It was all too much for me. I needed a release.  I told Tom that he owed me for having such a good time with his date.  I was surprised when Tom slid to his knees to suck and lick my pussy till I squirted my cum all over his sissy face.

I made Tom promise to visit me the next time my husband went out of town for some more cross-dressing fun.

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Amanda Miller

Author Amanda Miller

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