8- My High School Sweetheart’s Little Sister -pt. 8 (Practicing with Stacy / Poolside) by JadeGrey

I reached around her back and pulled her towards me and sucked her left nipple, and sucked her lube clean from her breast. She grasped the breast I had been sucking and pinched her nipple and pulled hard on it. Then she picked the other nipple and pulled hard… she looked at me with wide eyes as though to say, ‘pinch and pull on my nipples’

I realized I was distracted and was ignoring Cindy… I put my hands on her ass again and spread her cheeks apart. I could see from the side of her face she was still smiling, and looked completely relaxed. Stacy pulled her finger from Cindy and grabbed my dick. She was still pulling on her nipples with her other hand. Cindy’s pink little pussy was lit up in the sun, wet with the lube Stacy had poured down the crack of her ass. Her tiny butthole was exposed and glistening as well, and I couldn’t help but stuff my face into her. My nose pressed against her ass and I thrust my tongue into her little pussy as far as I could, and pulled back to see her little pink gape. Tiny… but larger than before.

I pulled my right hand from her ass and slid my index finger into her little pussy. Not nearly as tight as before, but still smaller than any other girl I had been with. Cindy arched up against my probing finger… I needed another hand to spread her open. I grabbed Stacy’s hand from her breast and placed it on Cindy’s right cheek, and pulled it to the side. Stacy looked at me and then back down to Cindy’s ass, and smiled mischievously.

I pushed my finger back into Cindy, and worked a second one slowly into her. She moaned a little, in a positive way, so I rocked them back and forth into her until I met resistance.

Cindy’s little pink ass was relaxed and wet, and was too exposed to ignore… and I wanted to see Stacy’s reaction to what I was about to do. I held her left cheek as Stacy pulled on her right, and I leaned forward and licked her little pink asshole, top to bottom, and around the rim. Her ass contracted at first, then relaxed. Still working my fingers into her pussy, I checked again to see her smiling… and went back down and licked around her ass. Once I felt it relax again I pushed the flat of my tongue against the opening, and it opened a little more. I could feel the smoother center against my tongue, and pushed the tip of my tongue inside. Her tight little ring constricted, then relaxed again as I slid my tongue further inside her. She was always so clean… with only the taste of the strawberry-flavored lube as I pushed my tongue in and out of her ass. I finally stuck my tongue as far in as I could, then moved my head in and out… fucking her ass with my tongue. Her ass dilated more and more each time my tongue slid inside her. When I finally pulled my head back her little asshole stayed dilated, gaping open. You could see deep down inside her in the bright sun… nothing but pink.

Stacy leaned in closer and gasped, her eyes wide as she stared down inside her friend’s asshole, “Oh my God… Cin… your ass… I never…” She pulled her hand from my cock and covered her mouth and looked at me. “I thought that would be all…all poopy and nasty! It’s all… clean and…”

Stacy pulled harder on Cindy’s ass to spread it wider apart, and pulled her other hand from my cock. She stuck her index finger in her mouth to lube it up, then slid it directly into Cindy’s open ass.

“God… that feels… Oh, Jeeze… that is so bizarre,” Stacy said and slid her finger in and out of Cindy’s ass. “That’s really fucking hot!” Cindy giggled, and when she did I could feel her pussy squeeze down on my fingers. Stacy gasped as Cindy’s ass did the same, which made Cindy laugh out loud. Another squeeze, another gasp.

Stacy suddenly pulled her finger out and stood up between the chaise lounges, and pulled her bikini bottoms off. She knelt down on her chaise with her ass up in the air, and pulling a towel up under her head for a pillow, reached back with both hands and spread her ass, “Jeff! Do that to me!”

….Chloe often complained about constipation, and mentioned that her little sister had it worse than she did. I figured that was why Cindy was always so clean. I looked at Stacy, spreading her ass like that, and thought I could stick my finger, or my dick in there, but I would have to be a bit more drunk before I stuck my tongue in her ass

I reached over and grabbed Stacy’s ass, my index finger landing on her butthole, my other fingers on her fleshy pussy, as wet as ever. Cindy turned her head to look at Stacy and I noticed she was no longer smiling.

“Let’s go inside. I’m sure we can find a more comfortable place to play,” I said, and bent down and kissed Cindy on her right cheek.

.

————————— Moving Indoors —————————

I stood up and helped Cindy up from her chaise. Stacy looked a little disappointed as she got up, but smiled when she looked down at my boxers. My erection was at full mast, sticking out the right leg of my boxers. She reached out and grabbed it and roughly pulled me in the direction of the house. Cindy grabbed the towels and her discarded bikini, and followed us inside. Stacy stopped short, let go of my cock, and ran back out to get the (almost empty) pitcher of margaritas. She walked back in and immediately went behind the bar and started making more. I went back out and retrieved our glasses.

“Need some cooling down?”, I said and set the glasses down on the bar. “Maybe…it was getting pretty hot out there,” Stacy replied, and looked down again at my erection sticking out the leg of my boxers.

Cindy walked up close behind me, wrapping her hands around my waist and reaching down to feel my dick. “Hey you… I’ve got plans for you”, and started stroking my cock as she pressed her little breasts against my body. I could feel her pointy nipples poking me in the back, as I stared at Stacy’s round little boobs and large nipples. Stacy filled all three glasses and immediately drank a third of hers before we touched either of ours.

“Stacy, you said your mom had some sex toys in her side table?”

“Yeah, she has a whole drawer of stuff. I don’t even know what some of them are for,” she replied and looked to the ceiling.

“Have you tried any of them out? Anything fun?”

Stacy giggled and looked to the floor, then took another big gulp of her drink. She didn’t answer, only drank more of her margarita.

“Why don’t you grab a toy or two from her collection and show us?”

Stacy looked at me and covered her mouth, slightly embarrassed, then giggled some more. She took another gulp of her margarita, then ran out of the room and up the stairs.

I turned to Cindy and kissed her. “Now, what plans do you have for me?”

“Well, we’ve been practice… I mean I’ve been practicing a little, and I think we should try again,” and she ran her hand down the length of my cock and under my balls.

“Practicing? Like, with other boys?”

Cindy laughed, “No… no other boys. I want you to take my virginity. I mean… if you still want to.”

“Cindy, of course I want to. You are absolutely beautiful and you are on my mind constantly. I think you are the sexiest girl alive.”

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