For those not in the loop of what a perfect week is, its sleeping with a different girl every night of the week. So, 7 girls in 7 days. This is my story at taking a shot at the perfect week. TL;DR at bottom.
This was about 4 years ago now. I was in college, my roommate had just moved out and I was having a fun time using Tinder to its fullest. Now as you know it is kinda difficult as a guy to get girls to match, much less get them to agree to meet, and even less likely to end up sleeping with them. So my prep work was about 3 months of chatting up girls, setting up times, going on dates, etc. etc.
Quick bio: I am pretty much the definition of Average Joe. I’m 5’7″, 170lbs , brown hair, brown eyes, 6″ dick. I had built my tinder profile to be extremely open to what I wanted, and it seemed to work. I was taking a semester off from school to work so that I could pay for the next semester, which meant working the afternoon/night shift. I usually got off around midnight or so. Pretty good time to get off and meet up with girls in a college town, or get up early and do something in the morning.
The first girl: Her name was Cassidy. She was about my height, maybe a little taller. Chubby with giant tits and great lips. I really didn’t set my standards very high because I was going for maximum potential of getting laid. Besides, chubby girls give the best head. So I had been talking to her probably about two months or so. I had met her before to get a quick bite, talk and all that stuff. She was a really pleasant and awesome person to talk to, and 100% into freaky shit. She was one of those girls that you get talking to and if she is into you, you will know it without the shadow of a doubt. Anyway, a couple months pass of us flirting, talking, me resisting cause goddammit I wanted that perfect week.
The time comes, I tell her to come on over on a Sunday night for “Netflix and Chill”. She comes over wearing jeans and a hoodie, ready for a night in. I invite her in, and we pretty much immediately settle on the couch and turn on some show that we had no interest in. After a few minutes of idle chit chat we have moved closer together, started touching slightly, etc. She starts looking up at me with a very obvious expression and I take my queue to start making out with her. I shove her back down into the couch and start rubbing her pussy over her pants in loose circles. At this point she completely melts and starts moaning into my mouth. She starts to try and undo my pants and I grab her wrists and shove them above her head, looking straight into her eyes and shaking my head. Cassidy had this way of whimpering that made you absolutely lose control, like she was just begging to get fucked. I take my hands off of her wrists and start pulling her sweatshirt up to reveal her amazing tits in a nice lace bra. She definitely came over to fuck. I just immediately start kissing and sucking on them, moving the bra out of the way to get full access to her hard nipples. She is squirming under me and moaning more and more the rougher I get, and I’m pretty sure I could hear her pussy getting more wet. It was glorious.
I get off of her and tell her to stand up and move to the bedroom. She quickly obliges, but before she gets past the couch I bend her over the couch and smack her ass. Hard. She squeals and just absolutely gushes at that point. I unbutton her jeans and tear them down to reveal that she is wearing a matching thong. Not much of an ass, but that’s okay, since all I’m worried about at this point is putting my dick into her pussy. She steps out of her jeans, still bent over, and I smack her on the ass again. Making sure to leave a nice red handprint. I kneel down behind her, pull her thong to the side and give her pussy a really quick lick before standing up and smacking her ass again, just as hard as the first time. She is just whimpering, moaning and begging at this point, and my cock is about to bust out of my pants.
We make it to the bedroom and I tell her to stay standing while I got undressed really quickly. Remember how I said that chubby girls give the best head? This is the girl I learned that with. Jesus fucking christ. I laid down on my bed and told her to stay standing, bend over, and suck my dick. She immediately deepthroats me and is just getting amazingly sloppy, and loud, and super into it. Which just turns me on more. I decide to take charge after a minute and tell her that she is not going to get fucked unless she makes me cum with just a blowjob first. The enthusiasm on this girl ramped up ten fold at this point. She is full on into it and I am trying my absolute best not to cum in 30 seconds flat. She is stroking me, choking on my dick, spit going everywhere, massaging my balls, and just absolutely going wild. After a minute more I tell her I’m about to cum and she just nods her head and continues. I take that as my sign and unload in her mouth. That was still one of the absolute most intense and great orgasms I have ever had. She swallowed every drop.
After I come down from my high I take a second to rest and tell her to get on the bed and start rubbing her pussy for me. She takes it upon herself to get into a nice doggy position for me, sticking her little ass in the air and starts rubbing her sopping wet pussy for me. I’m still hard, and this sight is just helping me out. I tell her to continue while I go grab a condom.
I slide into her with no effort at all, she is literally dripping onto my bed sheets. I start fucking her as hard as I can from behind, knowing that I just came and wearing a condom should help me out from cumming too quickly. I slap her ass harder and harder, and she is screaming and moaning and just generally being wild as I am thrusting in and out of her. I unclasp her bra and grab a handful of her glorious tits from behind and start rubbing her nipples. Between everything that was going on, this pushed her over the edge and she came all over my cock. She started quivering and falling forward into the bed and I just grabbed her harder and started fucking her through her orgasm.
After she came down from her big O I flip her over onto her back, jam her legs as far back as I can and basically treat her like my personal fuckdoll for the next few minutes. I am worn out and tired at this point, and she has come another couple of times, and I just collapse on top of her, still hard inside. We laugh about it because I am dripping sweat onto her, the room smells like sex, and we are just generally having a great time. I slide out of her and she offers to ride me for a bit before I tell her that I want to cum onto her tits. She takes the condom off, starts blowing me again and starts using the spit as lube in between her tits. This is a new one for me, but I love a good rack so it really didnt take me long to cum between those amazing sweater puppies. She ever so mischievously wipes up my cum and licks it up as I am laying there in post orgasmic bliss. We cuddle up and I send her home a couple hours later.
I had to change the sheets and get cleaned up, because my second date was going to be happening before work that day. So I caught a few hours of sleep, got prepared, and went out to meet Karla.
Side Note: Cassidy and I did become FWB after this encounter, and she was actually my first in a lot of kinky things. We both experienced anal for the first time together, had my first threesome with her, did some public stuff, and just other general debauchery.
TL;DR: Cassidy was a chubby freak. Came twice. Once from blowjob, once after sex and a titjob.
Source: reddit.com/r/gonewildstories/comments/c1mxpk/my_attempt_at_a_perfect_week
Look like a good series!
When are we getting the next one? Or is it out already?
Barney, is that you? :)
Amazing, defo need more