Jack Drago vs the Sissy

Yesterday’s (10/17/2017) date was quite the day… I had arranged the previous night to meet a certain local sissy that I have played with before who has the distinction of having the smallest micropenis I ever got to play with.  Here I am taking a sexy selfie to show sissy boy my manly leather jacket and bleachers as I stand at the corner I used to hustle on back in my youth.

Unfortunately, I had to spend the whole morning raking and cleaning out my dad’s garage, so suffice it to say that my boots were desperately in need of a subby spit shine, and since I went from a hard morning of manual labor with no shower since right after the previous day’s workout, I was smelling like a hard working rough trade alpha.

So I got to the sissy’s house and made him strip out of his man clothes to reveal the bra and panties underneath.  This boy has some nice curves on him, and I quite enjoyed feeling up his freshly shaved C-cup titties before I ordered him to his knees to kiss my dirty steel toed work boots before he earns the right to see my famous porn star cock.

OK, I admit it, I have always been pretty well hung, but with my recent success at Penis Growth Hypnosis I think I have grown even bigger, I went from 7.5″ to 7.8″ the first round and I totally wouldn’t be surprised if I measured over 8″ now… Definitely looks bigger to me. [2023: measures 8.3″]

Sissy boy gives excellent head, but my dick has gotten so big that he can really only take the first five or so inches of it in his mouth without gagging.  The whole time I was sucking I teased him about how sweaty my balls got as I was working and he gave my big low hangers a nice tongue bath as I told him “Smell that, bitch? That’s what a real man smells like.” Cuz if you stink you might as well be alpha about it, right?

Apparently panty boy liked it, because his clit was drooling.  I found it insanely hot to be licking a dick that small, and wondered if that was what it was like to give head to woman, which being strictly gay I have never tried.

I admit it, I am a size queen, and though I love huge dicks, I am a size queen both ways and tiny penises have always fascinated me.  I thoroughly enjoyed posing with Chaos, who was the previous record holder for smallest guy I ever took pictures with who had a delicious 4″ black cock which practically everyone wanted to suck for the camera: Me and Ricky, Bob, Adric… The boy was fun to suck on and as a consequence of that got a lot of head.

This sissy’s micropenis makes Chaos look hung, and me look positively enormous by comparison.  His whole clit is about half as long as my helmet, though if I stuck my tongue under his foreskin I could feel there was more down inside.

So, I bent him over the sofa, pulled his panties aside, and slowly slid myself in.  Damn that man pussy was tight!  Boy wasn’t lying about me being the biggest dick he ever had in him, that’s for sure.  Moaned like a bitch for my cock, too…