All right, here it goes…My favorite sex story involves the first time I ever tried ass play with a girl. It was at a work conference and I had only known her for about 24 hours.
Just a little background, up until this conference weekend, I had never before tried any sort of ass play even though, secretly, NOTHING TURNS ME ON MORE. I don't know, I've always been ashamed of it. A Catholic upbringing will do that I guess.
So anyway, on the first night I meet this girl at a boozy orientation event and we hit it off right away. She's about 6' tall, thin with long red hair. Not normally my type but we hit it off right away and she was definitely seemed game to fool around.
We hung out on and off throughout the weekend and on the last day of the conference, after most attendees had gone home, she sends me a DM saying that she's staying one more night, she's bored and she wants to know if I want to get dinner. OH HELL YES I DID.
So we meet up at the hotel bar, have dinner, get a little drunk and I ask her to come up to my room. She says "yes" with that naughty look and, boom, we're in bed ripping clothes off.
Well, let's just say the booze and stranger factor didn't do me any favors in the boner department. However, we were still having a lot of fun. It was fucking thrilling but we decided to take a little break. So I laid on my back and she laid on her stomach facing the opposite direction. She started flipping through her phone and wiggling her ass. I was memorized.
I immediately got rock hard, my mouth actually started watering and…I did it. I leaned in pulled her thong aside and licked her asshole. After a terrifying two seconds of silence. She gasped and said something like "Uh!! You dirty boy! I didn't expect that!"
I have never been so horny in my life. Her asshole had teen glory holes the slightest bitter taste and the slightest odor. It was amazing.
"Well, dig in, buddy!" she said as she spread her ass.
I furiously ate her ass for the next 10 minutes only stopping for air and to let out little whimpers of ecstasy.
THEN…she turned the tables on me.
"Alright, turn over. Is that ok?" she asked with a smile.
"No rules tonight," I said with a smirk.
I am not exaggerating when I say that she proceeded enthusiastically jam her tongue up my ass while jerking me off for what felt like an hour (it wasn't).
I can still hear her licking and moaning back there. It was intense!
Finally, I stopped her and told her I wanted to cum in her ass.
"Ok, but you're lucky I don't have my strap on!" she said.
Fucking hilarious.
We spooned and vigorously made out (like, seriously shoving our tongues down each other's throats) while I rubbed my dick between her ass cheeks.
"Buttfuck me, baby!" she yelled (Again, it was hilarious. We were laughing the whole time)
I SLOWLY slid into her ass and pushed…and pushed…and pushed. I got all the way in and stopped.
"God, I love being stretched out. Start fucking me and don't stop until you cum. DO NOT STOP," she ordered.
I slammed her ass for as long and I could until her amazing asshole massaged a massive load from my cock. I mean it was the hardest, most intense orgasm I've ever had.
It was a beautiful thang The next morning she asked me if I was embarrassed or anything and I said "Hmm, lemme think about that" and I bent her over and licked her ass again while she cracked up. Great times!
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