Hooking up with the hot punk high school girl from the grocery store, Part 8. Liz and I have anal for the first time. (M22/F18) (anal) (oral)

Liz spent the night at my house on a Friday night. The next morning, she said, “Do you want to go downtown? Have some food and walk around?”

“That sounds fun…let’s do it.”

We took the train downtown to a trendy neighborhood, had some brunch and then wandered around. It was a cold, winter day, but the sun was out, and it wasn’t windy, so it was nice walking around. We walked everywhere with my arm over her shoulders and her arm around my waist or holding hands. Liz always looked hot and cool in whatever she was wearing. Today, she had on some black, low waisted jeans, tall black boots, a black and white horizontal striped shirt and a black leather jacket. With her beautiful face, bright red hair, dark makeup and piercings; she drew a lot of attention as we walked around.

We went into a record store, browsing through all of our favorite bands. We couldn’t really keep our hands off each other. Mostly just innocent, hand holding or hugging, maybe a kiss on the cheek. Sometimes, maybe grabbing each other’s ass. I was standing behind her, as she perused some CDs, with my arms wrapped around her from behind.

“This band is really good, Sam…did you see them when they came to town?”

“Um…didn’t they open up for Rancid?”, I licked her earlobe from behind.

She giggled from the ear licking and said, “You were at that show?”

“Of course, I fucking love Rancid,” and my hand migrated down to her ass. I was really groping it and even ran my hand down between her legs from behind.

She gave me a lusty smile over her shoulder and said, “I was at that show too.”

“I wish I had seen you there…”

“Would you have talked to me?”

“Um…maybe…I mean, I would have recognized you from the supermarket. I might have thought to just say hi, we from the same neighborhood or something. Would you have been weirded out by that?”

“Not at all…I would have been pretty giddy, if you had come up to me at a concert.”

“I’m glad I worked up the nerve to ask you out then.”

“Me too,” and she turned around and kissed me. I am sure all of the guys working in the store were sick of our PDA, but we couldn’t help it.

Liz said, “Let’s go, there’s a clothing shop here I love.”

We went into this funky used clothing shop and it definitely looked like Liz’s style. She wandered around grabbing a few things to try on and we went into the changing room. She took off her big boots and then unzipped her pants and slid them off, standing there in her shirt and panties. She slipped on a pair of tight black, leather pants as I sat there watching intently.

“What do you think?”

“Turn around…” and she turned around for me. “I think I want to fuck your brains out…those pants are insanely hot on you. Your ass looks amazing in those things.”

She was actually a little embarrassed by that, “I guess I will take that as you like them,” and giggled a bit. She took them off and I stood up to hug and kiss her, and started reaching down into her panties. We stood there kissing for a bit, with me fingering her, but then heard, “Do you need help in there? There are some customers waiting.”

We stopped kissing and she got dressed again. “I think I’m going to buy these pants.”

“You have a clothes addiction don’t you?”

“Um…guilty…that’s why I work at the supermarket so much.”

“Well, you always look great.”

“Aw, thanks…and she kissed my cheek as she bought them.”

We wandered around more shops, a guitar shop, a book shop, we stopped at a bar to warm up. I had a beer and she had a soda.

“Sam, there’s just one more store I want to go into.”

“Okay, but I am pretty much shopped out. I’m ready to go home, and we can hang out, maybe you know…have a little fun…”

“I think you’re going to like this shop.”

We left the bar and walked down the street and she pulled me down some stairs and into a sex shop. “Have you been here before, Sam?”

“Nah, I’ve always been curious. You’ve been in here?”

“Yes…giggle. My friends and I used to come in here and look at stuff, goof around until they would get pissed off and tell us to leave.”

We wandered around looking at various restraints, handcuffs, chains, whips, etc.

Liz picked up some kind of restraint and said, “You want to tie me up?” with a cute smile on her face.

“I would. I’ve never really done anything like that, but…seems fun.”

She giggled and continued moving around the store.

She looked around and then nervously said, “This is the anal lube I was talking about. This kind is good,” and she gave me an embarrassed look.

“Interesting…” I picked it up and looked at it, then I loudly said, “So, you want me to buy this anal lube?” and she hid her face laughing.

“Don’t do that…so embarrassing.”

“It’s a sex shop. I mean, they sell this stuff.”

“Okay, well, yes, I think we should buy that.”

I reached over and grabbed her ass, and whispered, “Oh yeah, you want me to…fuck your ass?”

“I mean, yes, if you want to. Your roommates are out of town. We have the house to ourselves. I told you I like that,” and she was turning red.

“Sounds fun…”

We walked up to the counter with it and the girl at the counter was a little bit of the same aesthetic as Liz, but older and had a lot more piercings on her face. She picked up the bottle of lube and said, “This stuff works great,” which embarrassed Liz and me a bit.

She said to Liz, “Have you tried any toys? Butt plugs?”

Liz was bright red, “Um…no…just you know…fingers…”

The girl said, “Let me show you something in case you want to try it,” and walked us over to some toys. “I love this butt plug right here. I like to start with this, beforehand,” she said, holding one in its package.

Liz looked at me, with a funny embarrassed grin. I said, “We’ll take it,” and we went up to the counter to pay. We paid and then walked to the train station, carrying the shopping bags, looking at each other giggling occasionally. When we got back to our train station and we were walking to my house, Liz said, “That was embarrassing.”

“I guess that girl likes working there.”

We got back to my house and it was nice having no one, but us home for a change. We hung out in my room, listening to the new CDs we bought. Then, we started making out on my bed. I started unbuttoning and unzipping her jeans, as we kissed. I reached down into the front of her panties, and fingered her. She was making some little moans as I touched her pussy. We stopped kissing and Liz reached over and grabbed the bag from the sex shop. She giggled, as she pulled out the butt plug and was sort of looking at it, “This looks interesting…giggle…”

“Do you want to try it out?” She just nodded her head yes to that.

“I want to go take a shower first…”

She hopped out of bed and started stripping off her clothes. I also got naked and was already quite hard. We got in the shower together and enjoyed soaping each other up. I liked to feel her small, soapy tits and ass. She stroked my dick a little bit, while it was slippery with soap. We rinsed off the soap and I couldn’t help, but squat down and lick her pussy a little as she stood there. I sort of encouraged her to turn around, so her ass was facing me, and then I spread her butt cheeks and lightly licked her little puckered asshole. I was reaching between her legs to finger her pussy and touch her clit, as I licked her. She was pushing her ass out toward me and making little whimpering and moaning noises, as I licked her. I stopped licking her and started pushing a finger into her butt, sort of gently pushing it slightly in.

“Let’s go to your room,” so we dried off and headed back to my bedroom. It was nice to be able to walk around the house naked with none of my roommates home. I opened up the lube we bought, while Liz opened the package for the butt plug. I was standing at the foot of my bed and she laid on her back at the end of the bed, touching herself. I put some lube on my finger and slid it into her asshole, then knelt down to eat her out, while fingering her butt. She seemed to be enjoying that quite a bit. Then she said, “Sam, let’s try the plug…” Liz moved into doggy style with ass up, face down and she laughed nervously. I put some lube on the plug and slowly worked it into her butt, as she reached between her legs to touch herself.

Liz said, “Oh…fuck…”, as the plug went all the way inside her. I sort of pushed her over onto her back and ate her out, while she had the plug inside her. She was clenching the sheets in her hands and moaning, her legs squirming around.

“Sam…”

I paused eating her out, “Yes, Liz?”

“I want you to fuck my ass…”

So, I moved back away to grab the lube. She went back into the doggy style position. I slowly pulled out the butt plug. I put some lube on my dick and some more around her asshole. I started slowly working the tip of my dick into her very tight asshole. I had only ever tried anal with one girl before and it had not gone well, so this was really like my first time doing it. Liz, of course, enjoyed anal with a previous boyfriend, so she knew what she was getting into.

Liz had me stop pushing and she sort of worked her ass onto my dick, slowly backing herself into it and pulling away. I added some more lube and soon, she had backed herself up until my dick was all the way inside her. I was looking down in awe, at my dick all the way in her, between her beautiful bare ass cheeks. I said, “Holy shit Liz…”

Liz said in a somewhat strained voice, “Do you like it?”

“Fuck, it’s so tight”, as I started slowly and gently moving my dick in and out of her ass.

“MMMmmmm…fuck…Sam…”

I put even more lube on my dick and continued working my dick in and out of her ass, now going almost all the way out and back in. “mmm…fuck my ass, Sam,” and she started pushing herself back onto me, as I pulled out. I started banging her faster, “Where do you want me to cum?”

In a strained voice, “…in my ass…” and soon after that, I did cum in her ass. I slowly pulled out and saw some cum leak out. She rolled over onto her back on a towel, and was touching her pussy. My dick was still rock hard, so I put some more lube on it and went back in, in missionary position. I fucked her ass, while she played with herself. She was loudly breathing through her teeth and occasionally moaning as I fucked her ass and she masturbated. I finally came inside her ass a second time.

Source: reddit.com/r/Erotica/comments/120nalb/hooking_up_with_the_hot_punk_high_school_girl