Simon Winters

Might as well keep it simple, double-vaxxed and sextuple(?) boosted cisgender Toronto client. Pronouns; He/Him.

[Simon Winters @SWinters77]

I just want to say thank you to the lady I'm seeing next weekend for making me feel confident and comfortable enough to wear underwear like this to our sessions.

As someone who's still plagued by self-image issues, especially about my physique, that means a lot!

[Simon Winters @SWinters77]

She may never see 'em but here's the underwear I'm going to wear to my session tomorrow!

[Simon Winters @SWinters77]

And it's back down again. Not getting my hopes that it's gone for good this time.

It's basically become the personal blog for a certain nuisance. The usual assortment of trolls, attention-seekers and spammers have abandoned ship.

[Simon Winters @SWinters77]

Is it hoping for too much that shithole has finally been shut down for good?

Only downside is that it's kept a certain nuisance contained for the last couple years.

[Simon Winters @SWinters77]

The only downside to that cesspool hopefully being gone for good is that it's kept a certain nuisance contained for the last couple years.

[Simon Winters @SWinters77]

@heatherpiperxo As someone who was a horny and hormonal teenager in the 90's when slingshot bikinis were popular and is loving the comeback they're making I'm a definite "Yay"!

[Simon Winters @SWinters77]

@maryxleeee I love Asian cowgirl ... er ... Asian cowgirls!

[Simon Winters @SWinters77]

@laylathongchai I love Asian cowgirl ... er ... Asian cowgirls!

[Simon Winters @SWinters77]

It's probably never going to happen but if I ever get into adult content, I'm torn between performing as Charlie Sylver or Guy Foxx.

[Simon Winters @SWinters77]

@Night2Cherish Rawr!

[Simon Winters @SWinters77]

@YourAdel I'd love to stretch you ... er ... help you stretch!

[Simon Winters @SWinters77]

@empressellievip If you were a siren, I would happily let you lure me.

As long as the only death I experienced was one of the petite variety! 😉

[Simon Winters @SWinters77]

@Jasteaav I love Asian cowgirl ... er ... Asian cowgirls!

[Simon Winters @SWinters77]

I would be open to being with a transwoman, whether she's a provider or a "civvie".

I just ask that she would pass and be a bottom. In fact, I am giving serious thought to booking with a trans provider in the coming months.

[Simon Winters @SWinters77]

Here's a link to the comment thread if any ladies are redditors and want to set this idiot straight.
https://t.co/ne5Cfb1pGZ

[Simon Winters @SWinters77]

While I commend r/inceltears for exposing "incels" violent misogyny, a lot of the sub's users are SWERFS and come across as being a bunch of smug know-it-alls who think that they're experts on sex work because they watched a Netflix documentary about human trafficking.

[Simon Winters @SWinters77]

I had some housework to do today so I decided to take the day off from cycling and put in a session with my Aneros that ended as you'd expect.

I'm finally going to take a regular up on her offer of a prostate massage the next time we get together!

[Simon Winters @SWinters77]

So, I'm just debating if I want to invest in another prostate massager when I have yet to achieve any results with the three I currently own.

Tried for another p-spot orgasm this morning, soaked in a bath with the curtain pulled and the lights off and nothing!

[Simon Winters @SWinters77]

So, you know how I said in my quest for a p-spot orgasm, I'm thinking of going for a bike ride with a massager in but it isn't something I could do comfortably with the ones I currently own?

I feel like this could be the solution. The only thing I'm balking at is the price.

[Simon Winters @SWinters77]

The secrets of the universe continue to elude me!

I'm getting together with a regular who has offered to give me a prostate massage and I'm going to take her up on that offer since it looks like I need a hand, or at least a finger!

[Simon Winters @SWinters77]

@MiniQueenie18 I also think I see dessert! 😉

[Simon Winters @SWinters77]

@Jannybblove As someone who enjoys Asian cowgirl, this video is doing it for me!

[Simon Winters @SWinters77]

@Inky118media I love Asian Cowgirl...er...Asian cowgirls!

[Simon Winters @SWinters77]

@lottieasian I love Asian cowgirl ... er ... Asian cowgirls!

[Simon Winters @SWinters77]

There are times I wonder why B&S escort ads use images of women with distinctive body art then I remember that slobbyists are stupid and they're counting on "thinking with their little head" dum-dums who will think, "I'm here, I'm horny, I might as well stay."

[Simon Winters @SWinters77]

@cassiedreamsxo I love Asian cowgirl ... er ... Asian cowgirls!