It’s a Pleasure to Please

Sir lives on the other side of the world so pleasure doesn’t come in the form of sex, but we do still play. I absolutely love when Sir plays with me. I always get to squirt for him.

Before Sir came into my life, I had squirt once and only once. I had never really had an orgasm though. That first squirt came about 3 hours using three vibrators at once. I had two bullets for the clit and a vibrator for the g-spot. I broke the bullets trying to get this point. Finally, a stream flowed from my cunt. I had tried to do this again, but it never happened. Fast forward 4 years and I meet Sir.

The first time I orgasmed for anyone was on December 29, 2019. Sir was playing with me. I have a WeVibe so sometimes Sir will control my toy. I also have a vibrating kegel that is app controlled and Sir used that once as well. I consider getting more toys that can be controlled by a partner so Sir can have his way with me whenever he wants.

On December 29, 2019, Sir had me naked on my bed. I believe he used the WeVibe on me first. That toy is frustrating because the connection seems to be wonky. Sir had me lock my bedroom door. He told me to massage my g-spot. He reminded me that I was safe and that it was only him and me. There were things that had become barriers to experiencing pleasure. Instead of pleasure, I’d often feel guilt for sexual related activities. It had to do with my upbringing. But Sir helped me break those barriers.

I fingered myself for Sir for quite sometime until I finally experienced exquisite pleasure. Sir was happy that he was my first.

But pleasure doesn’t always look like that. Sir and I are into humiliation and degradation. Sir has called me slut, whore, fuckpig, rape meat, along with a few others. I once wrote a poem and referred to myself as “eine devote frau,” which is German for “a submissive woman.” Sir told me to change that part. The full line became, “Du bist mein Herr und ich bin deine devote sau.” This sentence translates to, “You are my Lord and I am your submissive pig.” I know a lot of people who aren’t into degradation and humiliation would say, “Why the fuck would you let someone call you that?” And honestly, it turns me on and I know that Sir likes to.

Sir has also made me do humiliating things such as finger myself in front of an open window and squirt on the floor. Sir has also made me squirt into a bowl and then drink it. I am his degradee.

Sir had wanted to see how far he could push in terms of degradation and I told him to keep pushing and if it became a problem, I would tell him. I know it’s something that Sir likes and one of the biggest things that I get pleasure from is pleasing him. If I know he is amused by his actions and words towards me during play, then I am happy.

If you take pleasure in a more vanilla sense, I please by lover my bringing him yummy food. My lover may be vanilla, but he’s slowly becoming more dominant sexually. It may just be due to the fact that I’m naturally submissive sexually. I love making him happy. Pleasing him means letting him cum inside me and that is also very pleasing for me. Pleasing him means trying to take his cock anally even though it hurts every time. Pleasing him means deep throating his cock even if I gag. And pleasure for me in those instances is knowing that I’ll get to see him again and love on him even more. The way I best dispense love is through gifts and the way in which I best respond to love is through quality time and personal touch. Being with him makes me happy, cuddling makes me happy, kissing and having sex with him makes me happy. I think it’s fairly easy to create pleasure for me.

Yours Truly,

The Sassy Sub Daily


sass c.

i'm just your average girl with a dirty mind. young, asian and submissive...does that pique your interest? constantly in a battle with myself whether to stay confined by my cultural values or to break free like the freak i am.

Instagram: @thesassysubdaily
Twitter: @sassysubdaily

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  1. ‘Sir had wanted to see how far he could push in terms of degradation and I told him to keep pushing and if it became a problem, I would tell him. I know it’s something that Sir likes and one of the biggest things that I get pleasure from is pleasing him.’
    There is the balance in giving and receiving pleasure, and here I think you have found it. How much pleasure you get has to be limited by your imagination, which the two of you have bags full!

    1. One of my friends used to tell me that the mind gives up faster than the body does. I think it’s a similar concept…it’s why distractions can lessen the amount of pleasure experienced even with the right physical touch. So much of it is psychological.

  2. It is always interesting how different the things that bring us pleasure can be, but your need to focus on the pleasure of your partner and to experience pleasure through that is clear. Thank you for adding your post to Tell Me About 🙂

    1. Thank you for reading. I am a people pleaser in way. If they’re happy, I’m happy haha.

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