She (34 at the time) was my (24m) cousin's best friend growing up. I thought guys were always supposed to be the assertive, confident, 'hunting' one when it came to sex. But WOW did she flip that idea in my head. I wasn't overly promiscuous, had a girlfriend or 2 up til then.
We went out on a few dates, we thought each other were really cute. She was blonde with blue eyes, about 5'4, really fit, not model kinda hot, but really girl next door, strikingly pretty. Nothing overly sexual between us at first aside from really passionate kissing. On the 3rd date though we talked about oral sex, and how it was her hands-down favorite kind of sex. I had done it before, but it was always to get to the actual sex, really nothing more in my mind. But that I would love to do it to her.
That night she sent me a text that still stops my heart to this day. I had to screenshot it back then. "i want to see you stroke yourself while licking me and looking into my eyes as i come in your mouth"
I still can not explain why that sent my pulse racing, why it still does, or why I all of a sudden found this....submissive / giving kind of sex so insanely hot. I don't even remember where we went for the 4th date, but afterwards the fireworks were...explosive.
We went back to her house, making out in her hallway as she reached down and felt how hard I was through my jeans. "Good" she said with a smile, staring at me, now dumbfounded, confused and excited. She led me into her room, told me to get completely naked and stand there as she sat back on the bed and stripped. "Go on then" she said, aiming her head and eyes at my rock hard cock. My mouth opened, my eyebrows raised, but I relented, taking my cock and stroking it slowly and timidly, standing in front of this gorgeous woman. "God you're hot like that" she said as she started rubbing her pussy, leaning back with one arm, and one foot on the mattress, with the other dangling off the side - I can still see it.
"Now come here, and get down on your knees like a good boy. But don't stop stroking that cock." I must have been in a trance. Thinking what did I just get myself into? I've never done this before. She said "you can say 'yes mistress'". I repeated it, got down on my knees in pure beautiful terror, still stoking myself only faster, and feeling what she would later tell me was precum leaking onto my hand. She loved my precum. It was a sign that I would be a really good lover for her.
"Now this is what all women want, but especially me. And you do want to please me in every way, right?"
"Right......ehm mistress" I replied, my mouth now inexplicably watering.
"Good. Now lick my perfect pussy exactly how I say until I come all over your pretty face". And it was perfect. Trimmed, an 'innie' I guess, which was what I love(d), glistening wet. I must have let out some kind of defeated, turned-on moan because she chuckled above me as she guided my head right into her. "Don't you dare stop stroking, and don't you dare cum either" she said, as my whimpers of now really confused pleasure were muffled by her grinding into my lips and tongue.
"Holy shit you're so good at this," she said with those blue eyes wide open in shock. I pulled my head up, starting to bashfully say "tha -" but she literally shoved my face back into her pussy. And it was in that moment right there, I knew in some new way I like....belonged to her?! She said "This is going to be our sex from now on, you're good with that, right?" "Mmmhmm" I muffled as I nodded, watching her perfect B-cup tits bouncing above me. "Good boy. You are my good boy now." And after 5 minutes, just like she predicted, we locked eyes, my cock pumping in and out of my hands on my knees, and she exploded in my face, covering my mouth and chin in her incredible juices.
After about a minute of her basking in that glow she said "now lick it all up and come to bed, I'm exhausted." I couldn't believe i was being used like this, like a sex toy, but holy SH*T I was so turned on. I licked up every drop like a starving obedient puppy, whimpering, PRAYING she would go down on me or let me fuck her.
But no, she smiled, patted my face which was in pure non-verbal pleading mode, laid her head down and drifted to sleep in like 20-30 seconds.
My whole sexual paradigm shifted in the span of about an hour. I....enjoyed this? A LOT?! She left me with aching blue balls, and all I wanted was to go down on her again?! World: shattered.
We had a few more encounters exactly like that, and they got even more humiliating and insanely sexy, more texts I had to screenshot for later lolol. Let me know if you want me to continue? This is already way too long, apologies.