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simonthechaste · 5 months
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"Simon, we care about you and the memories you share here. We thought you'd like to look back on this post from 1 year ago." A friendly reminder by the courtesy of Facebook.
Sharing this one is almost painful. It is strange to think that a mere year ago this was something I truly believed, had done so for years and years.
I was ashamed of my penis, and I had a good reason to do so. It was a limp piece of flesh that didn't do the one thing the evolution had meant it for.
It was completely useless to women, so I was useless to them as well. Which in turn it meant I was destined to be alone for the rest of my life.
All this is something the light of my life has had to fight against, and to make me understand that nothing could be further from the truth.
To make me understand she in fact loves my limp penis.
That she loves the way it feels inside her mouth. The way she can give pleasure to the person she loves without spraining her jaw.
Not to mention to taste the cum that shoots from it, which she seems to love almost as much.
Needless to say all this would have been impossible for me to believe a year ago.
The mental shift I have had to make has been a huge one, and it is something I still have to work with. It's not easy, after years of thinking otherwise.
How I feel about my limp thing isn't how men with working penises feel about theirs, I guess. But it is not the self-loathing I felt six months ago.
I am not ashamed of my penis anymore, because I know how much pleasure it gives to the woman I love.
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simonthechaste · 5 months
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Sounds good to me!
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Lesbians Against The Nazis & Klan. 1970s. NYC | Lesbian Herstory Archives #herstory #lesbians #lesbianherstoryarchives #1970s #nyc #dykes #gay #lgbt #queer #march #signage #lettering #protestsign #obvi
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simonthechaste · 5 months
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She's the definition of hot.
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It’s giving THICC 🥵
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simonthechaste · 5 months
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In a way this reminds me what the light of my life has done to me, just without a marker.
Feeling inferior and putting myself down is fetish of mine. So much in fact she has had trouble accepting it, because I am so good at sex and keeping her extremely satisfied and happy, despite the fact I'm impotent. She even has trouble with the world "impotent", and refuses to call me one. To her it means a weakness and inability to do something, which she feels in my case simply isn't true.
In fact, we were talking about this on the phone just last night, as she was trying on her first strap-on, for the very first time. She described how exhilarating, joyous and empowering having a cock of her very own is. So much in fact she wondered why she hadn't gotten herself one ages ago, since it felt so right. This in turn may or may not have to do with what I can only describe her masculinity she clearly has, based for example on her need for penetrating my ass, and perhaps even a faint dysphoria somewhere in her.
We talked about that, and she didn't in any way rule the idea out. I on the other hand told her it very much resembled the feeling I had when I first saw myself in full feminine gear and allowed myself to see myself as a woman. 
I also told her that the feeling of empowerment she felt is exactly what a big part of being a man is. The idea that you have something as a part of your body, that has the ability to get hard, knowing you can walk about in the world with it, ready to penetrate things.
In fact, I continued, the lack of that empowerment is exactly what being impotent is about. Knowing that something is simply missing from your body, something most men take for granted and couldn't imagine with their sexuality without.
This deficiency is what I have had to come in terms with, and my solution has been to make a fetish out of it. To get off on the idea I am useless when it comes to women, and deserve to be alone.
Or, as the quote often credited to Theodore Roosevelt goes: "Do what you can with what you have where you are". That is something I have tried to do.
This has been a solution that has worked for me, at least when it comes to masturbation, but it hasn't been without its drawbacks. Over the years my impotence and lack of self esteem have been intertwined with the rest f my personality.
This in turn is something the light of my life has had trouble understanding. She is madly in love with me, and has the best sex of her life with me. To her I seem to be a some sort of sex sex, which I guess I am, as hard it is for me to believe.
Therefore it has been quite a mental shift for me, and a trip of personal exploration, to fit these two idea of myself together. 
There's a fair share of sadism in her, and I have done my best to help her to bring it out more. She gets off keeping me denied, horny and frustrated, but the idea of me thinking so little of myself isn't her kink.
Therefore the message I have received from her is very much like the one in the image.
"You are not a loser. I have never seen you that way. You are not pathetic. You are not useless."
"You are amazing at making me cum, and I love sucking your limp penis. You are incredibly beautiful, and I love to watch you masturbate for me."
"I have never felt this good or safe with anyone."
"You are wonderful."
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simonthechaste · 5 months
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This woman is so sexy.
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They must have shrunk 🤔
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simonthechaste · 5 months
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At times I am skeptical when it comes to AI generated porn. Mostly because women in them often look like clones. But this one I like, a lot. I also appreciate the way Elizabeth Olsen's tits are presented there. As I've said, they don't get nearly the amount of notice they deserve.
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⭐️AI "Elizabeth" fantasy⭐️
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simonthechaste · 5 months
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Sharing this photo gives we strange sadistic pleasure, because I have a feeling it was not meant for public circulation.
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simonthechaste · 5 months
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More Christmas plans
If the light of your life has sent you message she has finally placed an order for her very first strap-on, which she will use on you on Christmas, and you know it will be slightly bigger than anything she, or yourself for that matter, has so far put in your ass, I guess the only sensible thing for anyone to do is to order a butt plug that's as big, to train your ass with, so you can make sure you will be able to take her in when the magic day arrives. Right?
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simonthechaste · 5 months
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I posted this on Facebook three years ago, and I feel about it even stronger now than I did back then.
Still, it feels strange to read it, and realize I live now the life I only dreamed about at the time. That the desire to be able to do all that was within me so strongly, even though I didn't have a way to express it to anyone. The way I do now.
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simonthechaste · 5 months
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We have been talking a lot of the sneakers of the light of my life lately.
It is a subject I originally mentioned to her, after seeing images and video clips of it. However, she mentioned recently she has been thinking a lot of doing things to my limp penis with her running shoes. She's an active jogger, and seeing her running shoes regularly has made her to wonder how their soles would feel on my penis.
Since ours is a distant relationship, we haven't had a chance to do any of it yet. But needless to say the idea excites a lot, to put it mildly.
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simonthechaste · 5 months
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This was just way too funny not to share.
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simonthechaste · 5 months
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I showed some of the captions I have made over the years to the light of my life a while back.
Some, to illustrate how the dynamics in our relationship is exactly what I have longed for. A woman enjoying the orgasms her man provides, and her keeping him denied and getting off on it.
Some, to illustrate how twisted my mind and sexuality really are. This one, if I recall correctly, made her chuckle out loud.
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simonthechaste · 5 months
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Something I posted earlier today "on that other site".
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simonthechaste · 5 months
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The center of my world
We had one of our marathon phone calls with the light of my life last night. During the call I described her how I seem to be picking up more and more books from the local library that are sex guides or about how female genitalia work. "Well, the topic clearly interests you", she said.
"It's not just that", I told her. "It's like, in the course of past five months my relationship with you has become terribly important for me. My life basically revolves around you, and thinking about you. And sex in a way is in the center of our relationship. And me pleasuring you with my mouth and fingers plays a huge part in our sex life. It's what sex between us is mainly about. So basically, your vagina is there, in the center of it all."
"My vagina is the center of your life", she said after a while.
"Yes", I said. "I hope it doesn't make me sound like a freak, but it is."
She didn't say anything, but I it seemed she agreed, and liked the idea.
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simonthechaste · 5 months
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How come people don't talk to each other on this site anymore?
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simonthechaste · 5 months
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Yummy.
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It’s giving fertility goddess 🖤
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simonthechaste · 5 months
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Yummy.
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Starting to fill out my gaming chair quite nicely 🐮
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