The Parade

I don't really want this and I'm not gay but go ahead and slam with with no lube, I can take it. lol It doesn't work that way.

Don't be too sure...

"It doesn't work that way."

You'd be surprised how far conviction and sheer assertiveness can go in persuading a person to allow something to be done to him or her.

The bulk of the story focuses on this guy suppressing his discomfort for the sake of feeling and seeming open-minded. It's clear he's not very assertive--although I admit Whiskey could have fleshed that fact out a lot better.

As long as he's not required to take an active role in his deflowering, it's not that unlikely that someone that spineless would allow it to happen.

eh

just not feeling this story of yours :(

I liked it

I'm not a fan of non-consensual sex, but this is clearly reluctance not refusal.
While Leslie is certainty aggressive she is clearly trying to get Tom to enjoy the act taking time for foreplay and even a rim job and asks him before penetration.

Tom aside from the first attempt to shrug her off quickly gives in once he realizing how much hes enjoying the licking and suck on his neck and nipples. After that point he is clearly nervous but at no point does he declare NO he just continues to state is reluctance.

While this story is not my favorite from WhiskeyIsGood but I did enjoy.
Also I kinda have this one other thought because of the age gape of the characters is
Leslie a Cougar? Can that term apply to Crossdressers or Transsexuals?

That's a really good question....

Can transsexuals/cross-dressers be cougars?

I went to mardi gras, it was packed ,the streets, dance clubs every where. I watched, there were some really nice looking cross dressers in fact one caught my eye. looked Eurasian, when she danced, her nylon covered arse was on display. danced nearer to her, she looked at me,smiled, showed a bit more of her arse, I wanted her, I looked at her,she looked at me and gestured with her head to the bathroom. I followed, when I entered there was a guy sucking another crossdresser, I walked past,there she was in a toilet stall her cock out. I walked in,she looked at me,suck it,what but,suck it, so I got down, nice, she pushed my head down,she was hard,so was I. she pulled back,turn around, I did,i felt lube pushed around my hole, my cock was hard,push it through the hole,what, I looked down, through there, I did, I felt a hand then a warm mouth engulf me, then her cock pressing against me,i couldn't move back and then she entered me, keeping me pinned against the wall she fucked me.I could feel my cumm building when she said in my ear cumm in her mouth while I cumm in you, tell me when as she moved faster, now, now as my cummm shot into the offered mouth and her cumm shot into me. She said in my ear, good boy,if you want more later, outside in the car park, just watch when I leave. It was there that I saw her get fucked by 5 guys, I was number 4 that pushed into her cumm milking arse.