I’ve been wearing mom’s panties and other stuff forever. And it seems like no sooner was I bold enough to pull on one of her stretchy Playtex girdles and longline bra, I was looking for some way to tie or bind myself too. For me, those two activities were one and the same.
The tighter the rubbery bra and girdle fit, and the more secure I could tie myself up, the harder I would cum all over myself. This was my obsession.
Long after I moved away and made my own life, the more elaborate I could get with the lingerie and bindings. Soon I realized unless I was in some sort of lady’s vintage foundations, and secured to a bedpost or kneeling with my legs strapped together and a pair of worn panties taped into my mouth, I just couldn’t enjoy myself.
Of course, eventually I graduated into using a scary looking black and pink rubber dildo up my ass. Squatting on it, bouncing up and down like I was being ass raped while bound, gagged and helpless.
The idea of being discovered as a sissy crossdressing faggot scared the shit out of me, and excited me to no end at the same time. My mind raced through different scenarios of being caught, kidnapped, taken, forced to suck a big hairy cock like a slave, as I was pleasuring myself.
Then along came Jake. He was like a brother to my. We were great friends in high school. We reconnected when he moved back to town. He spent a few nights when he was looking for an apartment. After a bit I decided to invite him to stay. We still got along well. I never asked what brought him back home. I had room and he was glad I asked. So here we are.
after a while we realized neither of us were dating. We ended up hanging out watching TV together a lot. His presence did stifle my jerk off time a little bit, but it was nice having a friend around. Well, as you may have guessed, he did walk in on me one time. I had my hands wrapped together with a leather belt and a pink pair of panties stuffed in my mouth and tied in with one of my neckties. I was so into my stroking I didn’t notice him there in the open doorway. Of course, when I did, I almost peed myself. He just laughed and turned away.
A few days later he asked me about it. There was a lot of uncomfortable silence. I’d hoped he had forgotten about it or had the decency to leave it alone. But no.
“I guess I like the feeling of being helpless and vulnerable. Like a submissive.”
I wasn’t even sure that was the right explanation. But it was all I had.
“So you’d like to be bound up more than that? That makes you enjoy jerking off even more?”
The lights were off in my room. He was right beside me sitting on my bed.
His hands took off my shirt. I was cold and shaking. His hands slid down from my shoulders to my arms and around my wrists. He gently pulled my arms back. I allowed it. My wrists were crossed. Something was wrapping around them. I wiggled. His breath was in my face.
“ Relax, Billy”
The strap around my wrists tightened.
