Sissy SPH Stories

The Nightshift Sissy

By Max Swan. Nick could never understand why coworkers always balked at working nights. Every shift Nick took, he accomplished more in a few hours than he ever did during the day. Nightshift also allowed Nick to indulge in his secret fetish. He would leave the house dressed in the smuttiest female outfits and makeup and his tiny dick locked in the smallest chastity cage available. He enjoyed wandering through the twenty-story office building as ‘Nikki.’ The echoes of Nikki’s

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At The Therapist 2: Life with Mommy

By Demderenorwayguy. Read At The Therapist 1 Here. ***** Part 2… She used to be my therapist, but she told me to find a new one so she could be my Mommy. She has a boyfriend who is Big and strong—and more than once. She has left the door open to her room as they were getting frisky—he is huge—I mean my—Um—pee-pee (she yells at me If I call it a penis or cock or dick). Well, anyway, my pee-pee

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Gynecomastia Part 5

By Jake. Read Part 1 Here.Read Part 2 Here.Read Part 3 Here.Read Part 4 Here. ***** Part 5… Husband’s perspective… “Did you really have to pile on in there? This is hard enough without you trying to hurt me,” I started as soon as the car door closed. “OH, sweetie, I was just teasing you. We’ve got an answer now, and you’ve had such a great attitude about this that I didn’t think it would bother you. But you’re right.

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The Sissification of Whizzie 2

By Kink Bug. Read Part 1 Here. ***** Part 2… It had been a long day for Whizzie Cupp, an 18-year-old sissy-wannabe. Daxton Foley, the trucker who took him from his hometown of Idyllwild to Los Angeles, had dropped Whizzie off at a small block of apartments on the edge of Compton, saying that he had friends who were willing to let Whizzie stay with them for a little while until Whizzie found his footing in the big city. The

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The Sissification of Whizzie 1

By Kink Bug. Whizzie huffed lightly, his breath forming a little puff of steam in the cold night air. He tugged his thin coat around him and shivered, glancing over at the stragglers that dotted the station. He had let down his hair to warm his ears, but the long golden curls weren’t doing a very good job of it. Whizzie regretted not taking a beanie from the house. So far, the first leg of his journey of self-discovery wasn’t

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Tiny Tam’s SPH – Swim Team Version (Gay SPH)

By charmer949. My name is Tam. And my penis is humiliatingly small. Perhaps my tiny tool somehow followed their expectations since my parents were expecting a girl (they were planning to name me Tamara). I am a collegiate swimmer with an athletic body, a hot girlfriend…and a very small penis. I’ve been relentlessly teased and humiliated about my inferior dick’s size. I can’t even use the word small around the team; I must say tiny. My nickname among the boys

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Gynecomastia Part 4

By Jake. Read Part 1 Here.Read Part 2 Here.Read Part 3 Here. ***** Part 4… Husband’s Perspective… “Babe, how am I supposed to wear a bra and it not show. Do I really need to wear one to the appointment? Pretty sure she’s aware I need one, and we can tell her I have one.” “Sweetheart, she needs to see the fit. I’m assuming a normal bra is fine. It could make things worse. Plus, there’s nothing to be embarrassed

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Erect Sissy in the Showers (Gay SPH)

By SissyChazzy. It was the first week of college. I was anticipating a great week of meeting people and seeing my first class schedule. Forget all the math and boring stuff. I had tennis scheduled twice per week, which meant I was in the gym locker room twice weekly. And that meant the showers were coming (the communal showers where all the shower heads were in the open and all the guys were exposed). I found myself dreading it (I

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Gynecomastia Part 3

By Jake. Read Part 1 Here.Read Part 2 Here. ***** Part 3… Follow up appointment was set for one week away as we left. I didn’t speak to the car. “This is so embarrassing,” I finally said as we pulled away. “Sweetie, don’t be embarrassed. We’ve gone to a doctor and are getting these handled. I’m sure my giggles in there didn’t help. The whole situation was so odd that I couldn’t help myself. Now I’ll run into the store

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At The Therapist

By Demderenorwayguy. I know I have issues and have started going to therapy for these. My therapist is an athletic woman in her mid-40s, and I’m about the same age. She always wears tight-fitting skirts and blouses to match. I always enjoyed this as she is quite attractive and a good conversationalist. After attending therapy and discussing many things, she recommended I join a gym and exercise more regularly. I blushed and asked, “Do I have to?” She looked at