I love dressing my sissy up for a night out!
A sissy blowjob training night makes my sissy feel soooo good! He totally loves it, and he’ll spend all week looking forward to our weekend adventures. See, my little sub totally loves dressing up. He loves the pink, decorative lace, and all the pretty colors of his favorite lingerie. So whenever we plan a weekend girl’s night out, he knows what it really means… He knows he gets to come along with us! And I’m a big black cock addict, so he knows I’ll bring him out to the naughtiest clubs we can find. This last weekend, I found the perfect club to take him to. I’d heard about it before, a raunchy sex nightclub called the “10+ club.”
You can guess what that means – all the studs in there ONLY have cocks that are ten inches or bigger! I didn’t tell him exactly where we’d be going first. I wanted it all to be a surprise. But he knew he was coming out with us, and we wanted him to be in full drag. So my little sissy grew ecstatic to be coming along for the ride, and he was well-prepared! He went shopping and I even took him to get his nails done – also in full drag. The nail techs were giggling and doting on him and his sexy little pink dress. They loved all the details. Sometimes, it takes a week of preparation for a good sissy blowjob training night, and he loves every step of it.
Sissy blowjob training step 1: get dolled up!
Once Saturday night came, it was go-time. My sissy spent an hour getting ready, and he looked like a dream. He wore a pretty blonde lace-front wig, and I did his makeup so that he had his false lashes and lipstick perfectly applied. On top of that, he wore a little pink clubbing mini dress. It looked so SEXY on him, especially with his breastplate! We got one for him so that he could really feel like a little bimbo with some big titties to fill out the dress… And of course, those big titties would be getting covered in cum when we got to the sissy blowjob training!
Under that sexy dress, he even wore some slutty lacy black lingerie: a bra and a g-string that cupped his little clit and held everything perfectly together. To finish the look, we added some sexy black heels and a little pink manicure too. With a little lip gloss on top, the look was finished, and it was showtime. We went out to that big cock sex club, ready to rumble. He danced the night away, partying, flirting, and doing poppers. Everything we usually enjoyed in our kinky roleplay sessions. And then we began his sissy blowjob training session by gathering a few of his favorite guys.
We went upstairs for his sissy blowjob training session.
The guys were all hands-on and greedy! They wanted a piece of my sissy’s ass, and even more so, his lips. I told them all what we were here for: a good fuckin’ night! They were happy to oblige, and they let my sissy run around like a little whore in heat. He was stroking their cocks and eagerly getting down on his knees for them. I even joined him for the first guy. We pulled his pants down together. As I looked at him, we made eye contact and he grinned from ear to ear, totally thrilled to finally get a taste. He’d been craving a sissy blowjob training night for so long, and here it was, inches in front of him.
One by one, more guys seemed to surround us. My sissy was so lovestruck with that big cock in front of him that he didn’t initially notice. But as he had a mouthful of cock, I lifted his attention to look around at all the men surrounding him. Their huge, thick cocks were out and throbbing. They were stroking their cocks eagerly for him. My sissy’s eyes lit up! So much cock to suck on, and he had all night to indulge. He was going to get cum all over his pretty little dress, and totally drenched in his sexy blonde wig. This sissy blowjob training night was far from over, and he wanted to practice his deepthroating too.