I'll start off with basic descriptors. I am white and 6'2", 190lbs, pretty athletic, with short blonde hair. T is Asian and about 5'11", 160lbs, also athletic though a little thinner than me, with a little longer and curly black hair. We met shooting the breeze on here and decided to have lunch and see if we'd be interested in actually trying some bondage together irl (the safe way to meet up, by the way). We hit it off and felt comfortable so decided to get us a nice room at a hotel outside Philadelphia.
Being our second time tying each other, we didn't really waste much time in getting to the fun.
"You want to go first or tie me first?" T asked.
Me being on a sub kick recently (still am

"Sure. Want to try some extra fun too?"
I knew what he was talking about. We discussed the idea of being tied up naked and being given something special

"Yes," I answered, eagerly removing my clothes.
I was half erect already. Bondage really excites me rather easily. After some light-hearted teasing about my love of ropes, T orders me to kneel on the bed, so I do. He comes up close behind me and draws my arms behind my back. With some of my favorite hemp rope he begins to tie my elbows together first. It's not too tight; I can't quite touch, but it's plenty restrictive. He binds my elbows strictly and loops some rope up around my shoulders to hold it in place.
"Try to get out," he laughs as I already squirm a little.
Sure enough, even with my wrists free, I can't reach the rope.
"I...cant..." I laugh back as I squirm.
"I didn't think so. Seems you are enjoying this," he laughs, giving my shafts a quick squeeze to tease me.
"I can't help it...!"
He then takes my wrists and ties them together with a simple two-column cinch. I test my bonds and struggle with good effort, but I am indeed stuck.
"I can't get out of this..." I say after a few minutes, letting him know im trapped.
"Ready for this?" he asks me, to which I swallow slightly nervous and nod.
T then pushes me over so my face is against the mattress and I'm still on my knees, exposing me to him. I don't fight too much, but squirm against my bonds as I feel the cool moisture of lube up against my hole.
I gasp as the toy enters me. It's actually not painful but actually rather pleasent. He works the plug all the way into me, stretching and filling me. I offer only a soft moan as I'm being violated. I feel so helpless and now pretty full. I never had a plug put in me before.
"Is that ok?" he asks nicely.
"Ugh, yea," I moan. "Feels...good."
To hold my new implement of teasing in place he ties a crotch rope. The rope both hugs my cock and balls snugly but also tightly holds the plugged inside me. No matter how I squirm or push, the device is trapped inside me. And I try, believe me. As he ties my ankles and works on a hogtie, I don't stop squirming, trying to find any weakness in his tie.
After my ankles are tied tightly to my wrists, any protests I had were silenced by a tight ball gag. I love these damn things, and he knows it. He straps the humiliating device into my mouth. I moan and squirm, and within minutes I'm drooling all over myself. I can't help it.
Thoroughly hogtied, gagged, and plugged, he steps back and let's me struggle. I squirm so much and thrash about on the bed, moaning loudly into my gag. Each squirm and struggle seems to pull on that crotch rope, pressing that ugh even deeper inside me.
It really was a crazy feeling. It's hard to rightly describe. I struggled with that damn but delightful plug in my ass for about 20 minutes before he finally started to let me go (his turn, hehe). I was leaking precum on the bed I was so excited.
So there is a short story of my first time tied up with a plug. Certainly a unique experience I'm hoping to try again some day. Tell me what you all think!