Cheri's Charity

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Status: In Progress  |  Genre: General Erotica  |  House: Booksiesilk Classic Group

An unexpected situation yields a new experience.

When I called Cheri on the cell phone number she gave me, I was surprised that she was immediately available. However, there was a caveat to our "date". She told me that first I would have to pick her up and take her to her favorite restaurant for lunch. I had no problem with that and soon we were seated outside the restaurant under an umbrella. It was a nice day anyway and I enjoyed the looks from other patrons when they saw this beautiful young girl sitting with me.

"I'm glad you were free today," I began.

"I'm never FREE, Will, but I am basically off the clock today," she replied.

My puzzled look obviously prompted her to explain. "I still have a day or two left on my period, so there will be no extracurricular activity for a while."

Still puzzled and now looking confused, I raised an eyebrow, as if to ask "Then what are we doing here?"

She caught on to that and continued. "I like to eat here on my days off and I thought we would just talk a while, enjoy lunch, and when you take me home I'll give you a hand job or a blow job. Or both, if you can handle it."

My heart raced because I recalled the thrills she gave me before with just her hands and even that would be acceptable, but a blow job? My wife had never consented to that and it's every man's dream, right? I tried not to appear to be too eager, trying to eat my salad as slowly as she was eating hers. But the upped the game even before she finished.

"Do you see these grapes in my salad, Will? Just imagine what it would be like if someday I stuffed several inside my pussy and made you go after them with your tongue when we got home. Do you think you could handle that?"

The crotch of my pants never seemed tighter as that image entered my mind. She could see down through the glass tabletop that her words had the intended effect on me. Pleased with the results, she pushed me harder.

"Everybody knows how sweet these strawberries are, but imagine if I took some home and squeezed the juice from the strawberries all over my tits. Would you lick it all off and suck my nipples clean, Will?" "WILL?"

I was mesmerized and hard as a steel rod, fully erect. Looking around to see if anybody might notice, I finally answered her. "Yeah, sure, I could do that, eating the strawberries, licking the grapes, sure," I mumbled.

Cheri laughed out loud, which caught the attention of two older women at a nearby table. Then she gave me the ultimatum I never expected. "Will, I want you to stand straight up, walk by those women slowly enough so that they can see the bulge in your pants and then go pay the check. If you do that, and NOW, no delay, I will give you the blow job of your life when you take me home."

An expected blow job made me even harder, and I prayed that there would be no stain on the front of my pants from possible pre-cum. But I didn't want to lose the opportunity of a lifetime, so I did as she told me. Both of the older women looked me straight in the eye and smiled as I went by. I felt humiliated and yet somehow proud. 

Back at Cheri's house, she kept her word. She used her hands as she had before, driving me crazy with need, I was afraid that when she finally put her mouth on my cock that I would surely shoot in a matter of seconds. She squeezed the base of my cock, blowing up the tip of my cock like a little mushroom shaped balloon. She licked the underside of the tip forever until precum oozed, and she licked it with the tip of her tongue. 

I was fisting the sheets on her bed, digging my heels into the mattress, struggling not to come and yet trying to come at the same time. It was wonderful and it was terrible, pleasing and frustrating. She finally took pity on me and just used her mouth to fuck my cock. I moaned, I groaned, and I think I yelled "Halleluyah!" I thought the top of my head would come off, and when I looked down, she was staring right at me as she swallowed my come as if it was delicious strawberry juice.

Since my divorce, I had been dying for a good, long fuck but the new ventures into oral sex was gaining popularity with my cock. And Cheri made it fun; I never knew what to expect.

She thanked me for lunch and I thanked her for her contribution and she asked me again, "So, have you ever thought about trying role play, Will?"


Submitted: May 26, 2022

© Copyright 2023 willnorman. All rights reserved.

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Add Your Comments:



This is a true woman for sure!

Fri, May 27th, 2022 11:33am


it was actually free but that didn't matter. Thanks again.

Fri, May 27th, 2022 5:40am

sweet lemon

Nicely thought thru'
I can imagine such a woman does exist for some lucky men.

Fri, May 27th, 2022 1:40pm


Every woman is different, regardless of her profession or sex life, and every man is different, except that we dream about more than we can get or handle. Women rule.

Fri, May 27th, 2022 7:17am

Amy F. Turner

Delightful story and definitely entertaining. If you continue such a series, I would love to read them. Cheri is a very fun. :)

Sat, May 28th, 2022 1:50pm


Oh my, Cheri even has my curiosity now? Whatever will she have you do next time? Your adventures with her are fun to read about, keep them coming ; )

Sun, June 5th, 2022 3:56am


Thanks for the encouragement!

Sun, June 5th, 2022 9:26am


Oh my this is so good. Mmmmm turning me on!!

Tue, July 19th, 2022 7:34pm


Thanks for reading and the juicy comments. I am glad you enjoyed; I try to write what will please the reader.

Wed, July 20th, 2022 1:25pm

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