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Sex Files: Holly 3, Last Call

On My Way

By Zachery LeePublished 7 years ago 8 min read
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So this is the last Holly story you'll be reading in the series; it's not the most intense, but I'll say it's the best reverse cowgirl I got out of her. Ever. So I was 22 in this last one with Holly and I had moved out into my buddy's place with his girlfriend. I had my own room with my own bathroom, you know, the works. It wasn't anything spectacular but it worked out nicely.

Holly came out to visit while I was trying to work some things out with myself. I could use the lay, but it wasn't expected like, we packed up a bowl, smoked down that and a blunt. By the time the blunt came rolling around, My housemate and his girlfriend got back to the house. Frank took a few hits but mainly just got sucked into the bedroom with his succubus girlfriend. Me and Holly polished off the blunt, chilling out and talking about the things we were trying to do with our lives and it was a pretty good time any which way you looked at it. Deciding to retreat back to the bedroom and throw on some music so Frank and his girlfriend could take over the main floor, Holly and I packed up another bowl and got to talking about things. Music, school, there were a few topics we couldn't dig too deep into cause they were touchy, same with some songs that got played. I wasn't questioning it but, it was too easy to see Holly's vague perception of what was really going on with life.

Eventually, Holly and I found ourselves huddled up with each other on top of the comforter. Still clothed and whatnot but, that was short-lived if we're being honest. It wasn't long at all before me and Holly were cuddled up on the bed, with my hand on her breast while she would clasp over top of it, pressing it down and closing it on herself while she let out these outrageous moans. She was wearing some old jogger pants, and a little lacy kind of top. It looked like it had been crocheted or something, but it was nice. While she was pressing her ass back up against me, I mean, obviously, my dick's getting hard now so Holly reaches around behind her and slips her hand down my pants. I unbuttoned them and let her handpull down the zipper as she dragged her fingers across the shaft of my cock. Pulling my dick out of my boxer briefs, stroking the shaft and rubbing it against her ass, she starts to take down her pants. We got below her ass and she slid my dick between her ass cheeks. As she pressed back on my cock, I pulled down my pants a little further trying to get a little more wiggle room. This wasn't going too well so I rolled off to the side, leaving Holly to pull her pants up and hop off the bed. Holly got herself fully undressed before climbing back in the bed with me. Leaving her sweatpants, black lacy blouse thing, black lace thong, and black lacy bra on the floor to the side of us. Meanwhile I just kind of kicked off my pants and threw my shirt down to the floor. With Holly and I now completely undressed, I scooted myself back up onto the pillows. At which point, Holly did this arched dip between my legs, grabbing hold of the base of my cock. Holly then perked up with my dick in hand saying,

"MMM it's been a while since I've had you, almost forgot how big you are."

I laughed and responded simply,

"I mean, I think it could be a lot bigger but..."

Holly ended that real quick by shoving my dick in her mouth, definitely a short-lived blowjob but, it was as sloppily placed as it should have been in the slutty moment, and even though she only stuck with it for a good minute or 2, all of our moving around after made all the difference.

First, she just climbed and laid down next to me, spreading her legs out and inviting me in. I told her I wanted her to ride and we agreed that she would, but I had to do this first. So I hopped up and slipped myself between Holly's legs, lifting them up on my way in as she reached down and guided my dick into her pussy. I paused it and would slip my tip between her pussy lips, watching her duck face as she let out these very sensual moans. When I hit that Key Hole, with zero hesitation I slammed my dick down balls deep in her pussy. With forced, heavy, fast-paced thrusts, I dug myself deep into Holly's pussy, now soaking my bed. In and out, deeper and faster, harder with every pinned down thrust. We kept this going for a good solid 20 minutes or more, as I would throw her legs up above her head and keep things moving while we switched things up. We moved into Doggy style as Holly grabbed hold of the headboard and pushed her ass up against my pelvis. My balls would clap against her ass with every thrust, grabbing hold of her waist I would slam deeper harder and faster. Pulling out as I felt myself getting close to cumming, I let myself cool down a moment as Holly and I rolled around making out for a brief few moments.

Laying back on the bed, Holly swung herself around, crawling up and over my body. Grabbing onto the base of my cock, Holly stopped and dropped her pussy right in my face as she gargled down my shaft. Spanking her ass as she let out these captivating moans, I twisted and swirled my tongue on her clit, piercing her lips as I slid my tongue deep into her pussy. Holly would jerk the shaft, dripping saliva down the sides as she gulped down what she could hold in her mouth. Tongue twisting, slurping, and dipping her head down on the shaft, sloppily slamming my dick into the back of her throat. It was going well until she gagged, recovered from it but it became too consistent for me to comfortably continue on in that position.

Nobody wants to be puked on, especially like that.

When I pushed on her ass to try and get her to move up, Holly played it off and etched herself up into a riding position. I laughed under my breath briefly, smacking her ass as she arched herself up and let me guide my dick while she sat on it reverse cowgirl. As Holly slowly slipped down from tip to base, she let out these cold, squeaky spurts of moans. Followed by a loud and low, very elongated "Ugh" that turned to "Oh's" while she swayed her hips. Holly started bouncing on my dick, reaching back and holding onto my thighs while she would thrust firmly. As her moans subtly quieted down, Holly had stopped dead and was just sitting there. Her hands moved from my thighs up to my knees as she began to sit herself up and squat down on my cock. The bounces were much heavier now, and more slow-paced but, she managed to hold herself up while she slid herself all the way out to the tip, and then slamming herself back down reaching the ultimate climax. My bed was basically being soaked with Holly's cum and juices. She rode me for a good 20 minutes or so, then when her legs got tired out, we switched back to that modified missionary position.

Grabbing her legs up and folding them over top of her, I slung my dick deep in her pussy. Forcing her to let out these loud and somewhat obnoxious moans. Trying to be at least somewhat considerate, I tried to muffle her but it was no use. So I let down her legs and moved down between them. Holding onto her knees I thrust with great force at a speedy pace. The moaning quieted to a manageable level, making it easier to go through it without feeling like a complete ass toward my housemates. We kept this going at a solid pace for a good while, about 15 minutes in, I started pushing so hard we needed to scoot down on the bed so Holly wouldn't bust her head off the headboard. Now more toward the center of the bed, I'm now free to go as fast and as hard as I want. So I grabbed Holly's waist, pulling her in while thrusting against, she covered her mouth trying to muffle herself a tad. I felt the climax edging close, as we got nearer and nearer, I asked if it was ok to just cum in her. She let out a hearty lust filled, "Yeah baby, gimme that cum."

This is the only girl I had ever came inside of. Intentionally.

With several hard thrusts in, as I pulled Holly into the delivered, I felt the build up start and I knew it wasn't going to be long until I bust. So I went as hard and fast as I could, planting my arm down like a kickstand so I could REALLY let loose. Letting out a few heavy breaths, I gave the warning and slammed my dick deep inside of Holly. Holding it in there until the deed was done. Holly seemingly had second thoughts about what she agreed to but it was already happening before she could have changed it. Thankfully, she DIDN'T get pregnant from the blow. I realize after how stupid it was of me to decide such a thing but, well, live and learn right?

Holly and I hooked up one other time after that. It's not worth talking about, I fell into being a toy for her pleasure again, and as short-lived as the experience was, I genuinely was disappointed in myself for letting it happen. Regardless, I'll get where I wanted to go. As usual, all of these stories are real and actual. Please, keep reading. Thank you.

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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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