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A Surprising Encounter on a Dating Site

Posted by a straight woman:

March 22, 2026

By KestrelElbow9092

Part two, Discovering DL. Yes the 60 year old woman..I was so surprised how quickly my story posted and here's more of what has been going on.
First night, tiring of my toy, lay in bed with laptop, googling different things, finding dating sites geared towards hook ups. Doublelist quickly became my choice as I read it, I call it, " Let me check the menu tonight." I even read the man on man keeping a very open mind. Guy about 30, " Hung and oral" being the theme of his post. I typed my first reply, " Show Me." He sent pic in tighty whiteies cock hard stretching the fabric, tip in waistband. His reply " Show me your tits with pinkies on nipples." It was an odd request, but it was a test, see if I was real. I did it. Got aroused doing this for the first time. His reply? " Fuck yes, love to lay this between them." Cock pics, underwear pic didn't do it justice, this was a very fat meaty cock. Best description I could think about. Then pic after he came stroking it, from tip to shaft coated and I was getting extremely wet.
My reply, " Why dont you lay it between my tits?"
Then it got real, realized he lived pretty close by.
" Address?" Simple one word reply from him that got me sick with stress, I wasn't sure. I typed my address, no send...no...can't..no..SEND.
His reply? " " 5 minutes." What?? I was nude, dirty from the day and wet for two hours.
No time to think, he pulled in. I leave door open, run to my room, hold my tits together, I watch him undress, starts showing off his cock, I was ready to throw up in fear until he laid it right there, tip against my lips, soon face taking half of it. He pulled away ready to go down on me, I close up, " can't you didnt give me a chance to shower." He forced my legs open, I wasn't fighting it thst hard, then an animal sucked my pussy, it was wonderful and first oral for me in, I don't know. Then without warning he slid up, guided his cock and began to take my breath away. I dud cum, but he was quick, already seeing the theme, " Fun" and gone. I got so freaked out after he left that I actually let a strange man in my house..and again the next night...then the following weekend, then went to a couples house..Then bondage began and lots of mommy roleplay. So like I said, Late bloomer, but discovering myself every day.

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