Check out my haul from our fantastic day shopping.

Growing up as a sissy was frustrating and confusing.

Jesse had always been a little bit different from his peers. When all the other boys were outside playing in mud and throwing balls around, he stayed inside and played with his sisters dolls. All those years of feeling slightly out of place had led to endless searching and seeking, and that search had finally borne fruit. He was finally exactly where he’d dreamed of being.

Through online forums like Sissyschool Jesse had learned words for what he was.

A fascination with women’s clothing, makeup and shoes could have meant he was a crossdressing pervert, or it might mean he was a transgendered person. Loving the process of getting dressed and showing off his pretty dresses to genetic females might mean he loved feminization, or it could mean he got off on humiliation. There was just so much intricate detail, and tiny nuance to attempt to parse! How could he ever figure out what he was, without more experience?

A desire to experiment with coerced cocksucking didn’t make his confusion any less.

Poor Jesse, so lost and confused; did he want to wear dresses because he was a pervert, or because he was a woman inside? And did his desire to suck a cock, kiss a man’s balls, and swallow a load of jizz stem from his perverted faggotness? The voices of all his friends and family would overwhelm him with condemnation and scorn; he did all he could to erase the part of himself that felt so unmanly and weak.

He never did manage to eradicate the sissy within, however.

Read Part 2 of Jesse the Cocksucker on my Tumblr!