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Summer Fling

"Flirt with the daughter, end up with the mother."

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This happened between my Sophomore year and Junior year of college. I grew up in a small town. I played soccer, basketball, and baseball in HS. Baseball was my best sport and the story Pinch Hitter has some background on my college baseball shenanigans.

Anyway, in the summers, while in college I worked at the local grocery store in the community where I went to high school. A girl, Lynda, and her Mom, Donna, frequented the store together.

Lynda had been a JV cheerleader my senior year for the basketball team. So, we somewhat knew one another. At that time she was a freshman. She was now probably sixteen and had really started to blossom into a pretty girl with a nice rack. Her Mom looked just like Lynda, but about twenty years older.

I was sorta smitten with Lynda and would flirt when they came in to the store. It was obvious my intent was to get a date with her. Donna would always intervene and say I was too old for Lynda.

Well, one time Donna came into the store alone and when I asked about Lynda, Donna told me she was with her Dad for the weekend. She then handed me a piece of paper and said, “You are too old for Lynda, but not too young for me.”

I opened the paper and it had an address on it. I smiled and said, “See you later. I get off at seven.”

Work went slowly, because all I could think about was Donna. When work finished, I raced home and showered. I was at Donna’s by eight.

She opened the door and was wearing a track style runners jacket and a pair of sweats. She was holding a drink that smelled like a whiskey sour. She invited me in and asked what I wanted to drink.

I said, “A beer would be great if you have one.”

She got me a longneck bottle of beer. We sat and started talking. Mostly about how Donna got pregnant with Lynda at Lynda’s current age and so that’s why she is protective about her dating older guys. The marriage to Lynda’s Dad lasted only about five years.

Donna told me that because of work and being a single Mom, she hadn’t really had much time to date. Then she said, “But I have needs.”

With that she unzipped her running jacket and revealed a beautiful set of tits. They were round with nice nipples. She took my hands and put them to her tits. I squeezed and pinched her nipples which grew hard to my touch.

We kissed deeply while I continued to play with her tits. I moved my kisses down her neck and started licking her tits. She was arching her back and pushing my head into her tits. I sucked them hard. She must have loved it because she was now moaning loudly.

I slid my hand inside her sweat pants. No panties. And she was soaked. I fingered her deep with two fingers. After she came all over my hand I put my fingers in her mouth and she sucked them clean.

I then kissed my way down her belly and pulled her pants off. She definitely had that musty aroma of sex. I licked her pussy and probed it with my tongue. Then I licked and sucked her clit. Her legs were shaking and she started squeezing my head with her thighs. I eased up with my tongue.

I got up and stripped off my clothes. I had a raging hardon and was needing relief. I stood with my dick next to Donna’s mouth. She got the message and started sucking. She licked and sucked my dick. Then she started licking my balls. Then she took me me back in her mouth.

I don’t know why I did it, but I picked up my empty beer bottle and started inserting the longneck drinking end into Donna’s pussy. Donna started to moan on my dick when I did this. So, I started fucking her with the bottle- a modified split roasting. She came loudly and I shot a load down her throat.

We started kissing again, and as only a nineteen-year-old can, I was hard again quickly. We probably fucked three to four more times that night and the next morning.

In between one of the fuck sessions, Donna asked where a nineteen year old gets so much experience. She told me she had gotten so turned on when I fucked her with the bottle while she had my dick in her mouth. I said, “Well, if the truth be told, we watch X-rated movies at college. Then we try things out with our girlfriends.”

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Donna told me that she had never seen an X-rated movie. We laughed and I suggested that I could rent one if she wanted.

About a week later, Donna came to the store alone and told me that Lynda would be at a three day cheerleader camp starting tomorrow. I chuckled and said, “Are you asking me to come by to fill your needs?”

She blushed and replied, “Only if you want to. I don’t want to force myself on you!”

I grinned and said, “I will be there tomorrow at seven. Oh, and I will pick up a movie.”

I winked and she shook her head.

The next evening I showed up at seven on the dot. I came with a gym bag of clothes and accessories. Donna met me at the door with a beer and she had a whiskey sour. She was dressed in a night shirt with shorts. It was obvious she was not wearing a bra.

We sat and talked and then I pulled out a VHS of an X-Rated movie (this was the late 70s). I picked this particular movie because the woman on the cover had a striking resemblance to Donna. Donna looked at the picture and said, “Let me guess, you are going to imagine I am her?”

I sheepishly said, “Well, we will see. Maybe you can do all the things she does!”

We put the movie into the VCR. The scene started with the woman on the cover making out with a guy and two guys watching. Before long she was being double penetrated by two of the men and the third guy stuck his dick in her mouth while she was gasping for air through her orgasm.

Donna said, “Oh my God! I have never even thought about anything like that, but I am so hot and horny from watching her and listening to her.”

With that, we began making out. I squeezed her tits and rubbed her pussy through her shorts. They were soaked. I whispered in Donna’s ear, “So you liked seeing your double get made airtight?”

She softy said, “Uh-huh.”

“Would you like to experience airtight?”, I asked.

Again, she whimpered, “Uh-huh.”

I pulled off her top and kissed my way down her neck to her tits. I licked and sucked her nipples while I started to finger fuck her. Donna was arching her back and gasping for air.

I moved slowly down her stomach with my tongue. I pulled her shorts down to her ankles with my teeth. I pulled her shorts off and then began licking my way up her legs until I hit her pussy. Once there, I licked and probed her with my tongue.

Her juices were flowing , which moistened her ass. I used her juices to ease a finger into her ass. She wiggled her ass and moaned loudly. I slowing fingered her ass while I licked and sucked her clit. Donna was pulling my head to her pussy so I knew I had her at a point of no return. She then started to buck her pelvis nearly breaking my nose.

I kissed my way back to her mouth and let her taste herself on my tongue. I then said, “Are you ready to be air tight?”

She nodded but had no clue what I was thinking. I reached into my bag and pulled out two large carrots. I had previously peeled them so that they would be smooth. I also brought some olive oil and began oiling Donna’s anus and the carrots. I then put us into the sixty-nine position.

She began sucking my cock and I started inserting the first carrot into her pussy. I started fucking her with it and she began moving her hips to the rhythm. I then took the second smaller carrot and slowly pushed it into her ass. I then used alternative piston motions with the carrots in each hole and Donna was now airtight. She was screaming in orgasm and had taken my dick from her mouth.

Eventually her orgasm subsided enough so that she could continue to suck my dick. Now it was my turn to cum. I shot my wad into her mouth and she swallowed it all.

We rested for a bit and then spent the better part of the next two days fucking our brains out. Before I left, we talked about making arrangements for her to visit me at college. We also discussed how we could arrange for her to experience a real airtight!

Published 
Written by Lefty63
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