[M] My first sissy blowjob ?

Soo I was 24 last year when I did this… still my only crossdressing experience pleasing another man.

My girlfriend was out for the night having drinks with friends, so I took the opportunity to get dressed up in her black lace bodysuit, and put on some red lipstick, mascara, and blush with glittery eyeshadow. I loved the risk because I didn’t know when she’d be coming back.

Anyway, I’m watching sissy hypnos and edging whilst talking dirty to guys on grindr and kik which I usually do secretly when I’m really feeling like a sissy. One guy pops up with a cock pic demanding a facepic from me. Now I never usually do this due to risk but because I was so fucking horny I sent him some pics pouting and winking and stuff.

He messages back saying I’m sexy and he wants to come through to me, he’s a half hour drive away. I bite my lip while I’m playing with my clitty and say OK.

He dawdled and actually took an hour to come through, which got me so fuckin nervous my gf would walk in. I left the door unlocked and sat in my front room, heart beating out of my chest. I text him saying to just let himself in and lock the door behind him.

Anyway I heard a car pull up, then the handle went and he came in. Genuinely couldn’t believe how tall he was, he literally filled my doorway although he wasn’t super buff, just really tall. Also he was Pakistani.

He said hello and locked the door behind him and I just went to my knees and helped him unbuckle his belt. Took his soft brown cock out and started wanking it. First cock I ever touched, I can remember the soft heat of it now in my hand. Started licking his balls while I sucked it, took like 30 seconds until he was half erect, then I started licking up and down the shaft of his cock, getting it wet. Then I took his cock head in my mouth for the first time. It was quite large for a cock that I would probably guess was about 6.5 inches. Focused on taking it, sucking the head. The musky taste and smell was fucking amazing. I’m getting horny thinking about it now.

After a while of me sucking and licking up and down and taking it as far as I could, he started grabbing my head with both hands and forcing his cock head into my throat, fucking me until I gagged. His cock was soaked with my spit now, my lipstick was a mess and mascara started coming down my cheeks with how the throatfucking was making my eyes water.

He sat on the sofa and told me to get on his lap facing him. Rubbed his bare cock against my asshole and I moved up and down against it – felt amazing, but I was just too tight to get it in. After about five mins of trying I went back to giving him a wet handjob kneeling before him as he was sitting on my sofa.

Then he grabbed my head and started rubbing his cock all over my face, slapping it against my cheeks. He had so much precum and it tasted salty as fuck at this point. He called me a little slag. Then he forced me back onto his cock and started pumping my throat again.

Just as I needed to come up for air, he held me down with his cock head pressed between my tongue and the roof of my mouth and shot a load. I remember the initial string hit the back of my throat straight away, the rest pumped into my mouth. First and only time I’ve made another man cum. Apart from the first bit that went down my throat, I chickened out and spat the rest into a cup lol

So after that he cleaned up. He said he couldn’t believe it was my first time, called me a little slag again and said we should have a threesome with some other trans girls he knew. I was just in a cock haze having had my face and throat fucked for the first time, nodding drunkenly like mmhmmyep…

Still my only experience, but fuck I wanna do it again ?

Source: reddit.com/r/gonewildstories/comments/nlmuec/m_my_first_sissy_blowjob