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Sex Files: Part 13, Anessa

On My Way

By Zachery LeePublished 7 years ago 11 min read
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So, among the few girls I had been messing with while me and Aimee were in this open relationship of ours, there was this girl Anessa. She was a bigger girl, frame wise but, she did take care of herself... to a certain extent at least. I met her at a party when I was 19, turned out she was a friend of Jasmine's and already heard a TON about me. In this night I had asked her to be a stripper for the motor city showgirls because well, that's what I was hired to do. She was barely legal at the time though, I mean I was only a year older but, maturity speaking, I was years and years past her. Either way, she wouldn't do it but, I did get something out of the night.

The party was dope. We had a few drinks, got to watch a dad and his kid wrestle and shit, there was a bomb fire out back of the house, and I mean, we were just hanging out. Good company, good booze, not so many chicks but I got mine out of it so, couldn't be mad at all you know? So we're all getting hyped up and then out of nowhere Taevon comes up and he's like,

"Yo! I got like 5 girls that wanna come talk to you about the motor city showgirls bit. How do you wanna do this?"

I was like,

"Dog for real?! That's sick! Uhhh, why don't we do it outside, I got the business cards in the Durango, we'll get some names, make a list and try and set some things up."

Taevon looking ECSTATIC,

"Alright fuck yeah dude! This is gonna be SWEET!"

So we go on for a little bit just chillin, shootin shit and, out of nowhere... mind you, Anessa has been giving me eyes all night... she hooks onto my waist and was like,

"So, Motor city showgirls huh?"

I took that as my cue to head out front so, leading Anessa out the front door, I watched all these little girls follow us out to my car, being gathered by Taevon who's bringing up the rear swinging a 5th in one hand and a solo cup in the other. Taevon almost slurred out,

"Alright kiddies, gather round, if you're interested in doing something AWESOME with your life, you need to talk to this guy right here!"

I laughed it off and waved at him to calm down.

"Well thanks, Taevon, so, first off. How many of you are 18?"

I was given blank stares as a few of the girls started to raise their hands. Anessa perked up with,

"What about it? I can still get paid though right?"

Then other girls chimed in saying the same thing. I continued on with,

"Yeah no definitely, however, I cannot have you follow through with the serious offers, but if you're down for modeling, careers in music, and other entertainment, I can help open some serious doors for you and your future."

Anessa was really the only one who actually perked up,

"So what do we need to do?"

I kind of laughed and followed up with,

"Well, since you're barely over 18, all I can morally do is give you these cards and ask you to pass them out to any of your "OF AGE" friends. If they go into the club, and start working there at any of the establishments, I will make 10 dollars off each girl and 10 dollars for each night they work. To which I can give you a small cut of the pay for each girl and each night they work. They have to tell them that I sent them in though, otherwise, nobody's getting paid."

Some of the girls were interested but, still edgy about the whole thing. As I handed out these cards to everyone, Anessa hooked onto one of her girl friends shoulders and they both disappeared back toward the house. I stayed out front and smoked a cigarette while I talked to Taevon about some things only to see Anessa creep back out with her friend and start twerking in the middle of the road. I didn't see it right away but when Taevon jumped up like,

"DAMN! That ASS!"

I paused, and you know I had to turn back. Which is when Annesa and her girly friend froze up and darted back into the house giggling out of their fucking minds. It was a childish game but, they weren't really matured in their age you know? It's whatever. Anyway so the night goes on, we all got back inside and went out back for while to enjoy the fire and fresh air. That all got interrupted by Taevon who pulled me aside after disappearing for a few and drunkenly spat out,

"Dude, how do you feel about Anessa?"

I came back with,

"I mean I dunno, she's cute I guess."

Taevon jumped to the point real hard with,

"Well, she wants to fuck. Like BAD. What do you think?"

Hesitantly I crept back with a response,

"Ermm, I mean, I guess dude like, what am I supposed to say to that?"

A small pause in conversation came up as Taevon basically stared me down for an answer, I responded simply,

"I mean yeah dude, why not."

Taevon jumped the fuck up and darted in circles laughing and cheering for a few minutes. Then came down with,

"Alright Sweet! Give it a few and I'll let her know you're down for it. When it's time, you'll know cool?"

I agreed and we went back inside to join the party. After a few, Taevon approached me and nudged my shoulder, etching me to go out front where I found Anessa smoking a cigarette and sipping on a drink. We coddled and ended up going back to the Durango to get some peace and privacy. I folded down the seats and gave us some space to lay back. It was a simple fuck but, it lasted a good while. Rough all the way through and by the time we were done, we'd fogged up the whole truck. Here's how it went.

So we're laying there in the back of the truck, got a few blankets sprawled out, just kind of hanging out talking about random shit and BAM, Anessa gropes up my dick out of nowhere. I mean, we both knew what was going on in the start of it but, it was a briefly shocking moment though. Cutting straight to the point though, Anessa reached down into my pants, so I unbuttoned and unzipped them. Taking them down to my thighs as she grabbed hold of the base of my cock, almost folding herself in half to blow me. It was great but I felt like it could be better, so we switched things up and I moved back trying to get her to put herself between my legs. We got close, she ended up lower at my side but, the blow job got WAYY better as I heard the sloshing of saliva as my cock slopped against the back of her throat. Anessa jerked and twisted while she slurped and licked up and down my shaft, spitting on it and rapidly jerking it up and down my cock.

To put it simply, unexpectedly... This girl KNEW how to work a dick.

So we continued on and I had convinced her that if she blew me, swallowed the load, and then blew me hard again, that I would return the favor tenfold. I was pretty shocked at how much harder she worked when I said this but in probably like 3-5 minutes, I was ready to bust. Between her bobbing down hard and sloppy, jerking my dick into her mouth while she twirled her tongue and licked up and down the shaft. To me holding her head down and thrusting my dick into the back of her throat, it didn't take long at all to hit that build up. Anessa knew it was coming too and moved hastily to make sure she got every drop out as quickly as she could. Well, she got it, and I made sure of it in the last few moments of her 1st round of dick sucking by holding her down on it, almost forcing the cum down her throat. She gagged and I let her up, as she breathed deeply trying to catch her breath, I looked down to her with a laugh and said,

"Well, I'm a man of my word so, lay on your back and let's see what we can do about this."

Anessa laid up on her back, and I slipped down her stockings. She slid down her thong right along with them, reaching down and pressing her 4 fingers between her lips. Then siding them out and up letting out a great moan while I slipped my middle and ring fingers down and inside of her. The juices drained out of her, spilling heavily on the floor below. Reaching around placing my other hand on her neck while I slipped down between her legs. Crouched in a weird way, I managed to get myself all wrapped up and face deep in Anessa's soaking pussy. I dragged my tongue from base to clit in one slick swoop, then reaching around her thigh and circling her clitoris with my thumb as I licked deeply into her vagina. Carving out the walls with my tongue, I flicked up and down, left and right, drawing circles, squares, and triangles as I felt the vibrations of Anessa's legs against both sides of my head. Anessa's moans coated the walls of the truck and I'm sure it was heard from a distance outside the vehicle.

I counted every time she came, amounting up to 13 times before I actually got inside of her.

When we did decide to move on and actually fuck, the blankets on the floor had a good size wet spot on it and, as I scooted myself up into place, I dropped my knee down in a particularly wet spot. So much so that it squished on the way down. After a good laugh, we never-minded that though and proceeded to get lined up. Anessa reached down and jerked my dick while on her back and I wasn't about to just wait any longer so, probably about half soft, I started stuffing my dick between her lips. It was tough to actually get it in, I was still soft of course but, once I started working it in with a little thrusting, I quickly hardened up and things got real loud coming from Anessa. Once I had the full girth and solidarity I went in hard as fuck, fast as fuck. No stopping, no slowing down, not sensual, just wanted to murder her pussy and make it a good night.

After a good little while of me brutally bombing Anessa with my cock, I felt the need to swap her into doggy. So we did that. I left solid hand prints on her ass that night, overlapping each as I would be delivering an intense spanking while I reached around and broke in her love handles. Anessa had screamed basically more than a few times while I was busting open her little pussy that night, neither of us gave 2 fucks about the noise, who was going to say anything anyway right? So I kept it up, just as fast, just as hard. Harder when she wanted it, faster if she needed it. At the end of the run, Anessa told he she came like 10 more times while I was fucking her, I felt an extreme accomplishment knowing I did what I did. We got ourselves all dressed back up and started back to the party.

When we got back to the back yard, sitting around the fire was Taevon. Spaced out as he informed me that he took some mushrooms that night and lost his shit. Like, it was awesome but, he was not ready for it. Survived it for sure, and it totally changed his life but you know, for the timing, it was a little odd knowing that while I was fucking one of his good friends in the back of my truck, he was tripping balls on mushrooms. Either way, it was a good time for everyone, a little surprising but, pretty fucking great all around. I found out later than I had ripped Anessa open while we were fucking that night, not a single regret in it. I did feel kind of bad for a moment but that was clouded and over ran by laughter and a devilish smile by the girl I ripped open. It was all a good time. We hooked up a few times after that night but, it was surely becoming a thing that, I was kind of like an escape or, a savior if you will. It worked though, I got laid, they got pleasure and, sometimes a bit of pain with it. Anessa, later on, became involved in the very thing I was trying to recruit her for that night, she is now a stripper and I'm positive she's good at what she does. As long as she is happy, just like the rest... I'm good with it. Just like the rest of my stories, all is very real and very true. I urge you to keep reading as I still have SO MANY more stories to add yet.

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About the Creator

Zachery Lee

Just a loner kid who's been through some things in his life. I have mountains of stories to tell, not all of them clean... I hope that my stories inspire, and maybe even teach you a bit of something about life.

Proceed with caution.

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