Have you ever thought about surprising the love of your life with your sissy crossdressing secret? Have you ever fantasized about crossdressing, doing your makeup, and tying yourself up while you wait for your significant other to return?

In "My Sissy Surprise", we meet a young man named Riley who lives with his girlfriend and has been struggling to share his crossdressing secret with her. When Emily tells Riley about her plans to go out with her girlfriends one evening, the closeted crossdresser decides to surprise his girlfriend with one of his deepest of fantasies. After shaving all his body hair and plucking his eyebrows, Riley dresses himself in black panties and a push-up bra before sliding into a short dress and high heel stilettos. Once his hair and makeup are complete, Riley locks himself in a chastity cage and inserts a remote controlled vibrating plug. To complete his fantasy, he secures his hands and feet into cuffs and locks them behind his back. As he waits for his girlfriend to arrive home while he is tied up and gagged on his knees in the living room, his phone begins to ring every few minutes. With his phone out of reach in the other room, he is forced to wait while his girlfriend's arrival is delayed deep into the night. As the sissy crossdresser begins to question whether he had made a mistake, his girlfriend returns home and surprises Riley with three of her friends who had all been drinking heavily. After discovering Riley tied up and gagged while crossdressed and painted with makeup, the women decide to give Riley a night he will never forget. This steamy story will have you on the edge as Riley experiences a wide range of feelings while the four women completely dominate the submissive sissy crossdresser.

Enjoy a taste of the story in this small excerpt below.

Emily opened the door and stepped inside our apartment while her three friends stood behind her. Their laughing stopped in an instant as they all brought their attention to me and stared at me for several seconds without blinking or saying a word. All the women were wearing dresses in bright colors that accentuated their figures, along with varying types of high heels. After a few of the longest seconds of my life, Emily's friend, Taylor, broke the silence.

"Is that...Riley?" Taylor asked before hiccuping.

"What the hell happened to him?" Amanda said while swaying in her high heels.

"Riley, did you do this to yourself?" Emily asked. Her face was bright red, as it was apparent they had all been drinking heavily.

Unable to speak with the gag in my mouth, I nodded my head yes in response.

"Was this the surprise that you told me about yesterday?" Emily followed up.

Putting my head down, I nodded my head again. I had never felt more embarrassed in my life as I knelt on the floor before them, feeling smaller than a mouse.

Emily glanced over to the kitchen table where she could see my phone as well as some items I had left out for her.

"I guess that's why you weren't answering my calls?" Emily said with her hand on her hip.

"I know this isn't the right moment...but you promised me that I could pee first...so..." Melissa waddled past me and made her way to the bathroom, where she shut the door aggressively.

Amanda smacked Taylor in the shoulder before hissing at her, "Close the door so the neighbors don't see."

After shutting the door, Amanda took Taylor's hand and walked her to the kitchen, where they sat at the table. Emily stood in front of me at a loss for words.