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Views: 408 Created: 1 year ago Updated: 1 year ago

Sherry, Sherry Baby

My first time with Sherry

(Most of this story is true. It occurred almost 50 years ago, but the memories are still fresh in my mind, as well as my loins)

I had just moved to a new apartment in a small midwestern town as a result of a promotion at work. I was a sales rep with about twenty accounts, and one in particular had a bookkeeper that was a little younger than me, very cute, and seemed attracted to me.

After a couple of weeks of chatting and flirting, I asked her out to dinner. We found a nice steakhouse, that had a secluded romantic table for two back in a corner. We ate slowly, drank copiously, and learned much about each other. We opened up about our love lives, which I had never done before like that. Mine had been pretty vanilla, but Sherry had moved to Las Vegas after high school and had had an active love life out there. I suspected it might have been more active than she was telling me.

We sat quietly for a few minutes, then she asked me what I was thinking about.

I told her “I was just thinking about how much I would like to make love to you.”

She smiled and held my hand.

“I don’t think I want to finish my drink.” She whispered.

We were quiet for the ten minute drive to my apartment. Once inside, we embraced each other for the first time, feeling, groping and smashing our hungry mouths together.we quickly made our way to the bedroom, and Sherry asked where the bathroom was.I pulled back the sheets and got naked. Laying on the bed, she walks in, also naked except for her panties. I am sure she wanted me to see the large wet spot on them. She slithered her beautiful body out of them and handed them to me. I took them and studied the moisture darkened spot, and raised it to my nose. The scent of her female arousal made me dizzy.

She fell into bed next to me and we brought our nakedness together, both torsos almost hot to the touch. She reached up and started licking my neck, ears and face….

“God, you taste good!” She croaked.

I rolled over on top of her, and she instinctively spread her thighs, exposing her neatly trimmed pussy. I touched her labia and she thrusted up to meet my fingers. I positioned my cock at her entrance and we kissed like desperate teenagers. After what seemed like only seconds, she pulled away and pleaded….

“Please fuck me right now…I want to feel your cock buried deep inside me!”

I squirmed to align my myself with her wet opening, planning to enter her in slow measured thrusts, but she had other ideas. With her heels on my ass, she pulled me into her tunnel in one powerful squeeze- I have never felt anything so wonderful in my life. I had hoped that this first time would be slow and sensual, but that was not to be. We started wildly fucking-it seemed like a race to see who could cum the quickest and hardest. In less than a minute she started spasming and shouting profanely. Her velvety smooth inner walls encased my cock, and I started to cum in her. My first two spasms produced what felt like a stream of my semen, followed by five or six normal spurts of creamy seed.

We collapsed together joined in one big mass of skin and sweat. It got weirdly quiet, and I heard her whimpering into my neck. She was crying.

“Sherry, are you okay? I didn’t hurt you, did I?”

“I’m sorry, and no, I am not hurt. I have not had much sex lately, and earlier tonight I thought we might have a little fun fooling around. Never did I think I could ever feel the way you made me feel”.

“This could become a nice habit” I whispered. We cuddled for a while, and then both of us started to feel the tingle. I crawled back on top of her, kissed her, and slowly started making my way down.rubbing her small perky breasts and smooth tummy, I arrived at her bellybutton. The smell of our combined sex was incredible-as I moved even lower, she mumbled

“Wait….no!

I answered “It’s okay, I want to do this”

I spread her thighs and she offered no resistance. I pushed them up, and she instinctively held them in place for me. I went a bit lower and tongued her tight tight little pucker, and felt it relax and let a tiny bit of my tongue in. I licked from there up and around her swollen labia, and sucked gently on her bright red clit. I then lowered my mouth to the bottom of her pussy, awaiting my special treat. In a short time our combined juices started dribbling out and into my mouth. I sucked up about half a mouthful of this nectar and rose up closer to her face. I couldn’t speak, but just pointed suggestively to my lips, with no idea how she would react. She reached forward, smiled, and said…

“Give me some of that, you kinky pervert!”

Lips together, mouths open, our tongues swirled together exchanging our juices, until we each gulped down the tasty brew.

After that, we cuddled, talked about what had just occurred, and exchanged stories about past love lives. Then she said…

“I have to go pee and clean up some of this mess.”

I said “okay, but don’t clean too thoroughly-I may want a midnight snack”.

When she returned, she curled her face into my neck. She whispered…

“I like your enema bag. I have one I got from my grandma years ago. Do you take a lot of enemas?”

I answered cautiously “yeah, pretty often. I love the way they make me feel. Do you?”

End of part one

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wetandwild09 1 year ago