Saturday, April 19th, 2025 Pre-Party Thought-Dump
So, Willow and I are headed out to Connor’s huge party in a bit. I’m just waiting for her to get here so she can take me over to the rich asshole's house. She’s been best friends with him forever, and I mean, I know she’s been flirtier with him lately. I saw those texts she sent after her loser ex literally pushed his dick in her and then came instantly. Talk about the worst first-time experience ever. Anyway, I say she should just have Connor fuck the shit out of her. The guys had a rep of fucking like a pornstar since he turned sixteen two years ago.
Who wouldn’t want to give him a ride? He annoys the shit out of me and I’d bend over for him in a heartbeat, to be honest…
That’s the goal for tonight, honestly. To get fucked (by anyone, not specifically Connor) - I am so fucking horny. Pretty sure I’m ovulating, which poses the obvious issue of “crap, what if the dude cums in me,” but whatever, we can deal with consequences later. I just need sex. I don’t give a shit about the rest.
I know, I know, I am on birth control, but sometimes I forget to take it... I’m just not good at remembering to take it. Whatever, nothing I haven’t done before. It’ll be fine.
Oh shit - Wills is here. Talk to you later, my secret keeper.
Sunday, April 20th, 2025 Post Party Cleanup: aka My Pussy is Wrecked.
Well, I fucked up.
Seriously. And not only am I paying for it with the mother of all migraines (ugh, why did I pound back the vodka shots), but … I might have let Cole dump a load into me last night. Yeah - that Cole. Aka, Maddy’s baby-daddy, Cole.
How did it happen? Ugh. Don’t judge me, okay? It just happened! (Yeah, I know, oldest excuse in the motherfucking book.)
We were outside smoking, and he is just so fucking hot - seriously, he and that guy from Maxton Hall are long lost twins, he should really get a DNA test.
But anyway, we were chilling outside on Con’s massive ass backyard deck, and I bummed a cig off of Cole while we were just chatting and whatever. Of course, he asks if I’m hooking up with anyone, and I told him that Mark and I stopped fucking a few weeks ago. He told me that he and Maddy haven’t really been together since she found out she’s pregnant.
Oh, side note, I guess she’s keeping the baby. She hadn’t told me whether or not that was for sure happening, so that’s the update on that. But, yeah, Cole said something about her psychotic dad making her keep it instead of letting her get an abortion.
Apparently, she wanted the abortion (which I knew of course, that’s what she last told me), but Cole didn’t, which I thought was some crazy tea to be honest. Who knew a guy would be the one to be like, “No, don’t get rid of it, have my baby.”
Not going to lie, it totally made me horny in the weirdest way. Of course, my tipsy ass made a “I’d have your baby” comment, which earned me a “yeah? Wanna prove it?” response from him.
Next thing I knew, I was bouncing on his cock. Raw, of course. Skirt up around my hips and thong to the side like a true whore.
Fuck, he has a thick dick, too. I totally get why little angel Maddy gave it up for him. I could literally feel my pussy stretching as I bounced on him. Plus, he has these big, strong hands, and he wrapped his arms around me to rub my clit as I rode him. So, I ended up cumming all over his big dick. I was literally whimpering and twitching. I came so fucking hard. Mark never made me cum like that.
Of course, when my pussy clenched down and I came, I fully sat twitching and grinding on his dick as I rode out the orgasm. Which made me literally milk the cum out of him. I remember hearing him let out a gasp and groan, saying that my pussy was so fucking tight and that he was going to cum, but I couldn’t get off before he unleashed hell inside me. Fuck, my pussy was literally suctioned to his cock, and so he had no choice but to unload inside of my pussy. Not that he tried to push me off at all. The sexy idiot gripped my hips and thrusted up into me as he unleashed the tsunami into my pussy.
We couldn’t do anything but giggle like two cum-drunk idiots, and when I stood up and leaked his cum all down my legs and onto his jeans and the deck. His load was so fucking huge. Definitely one of the bigger loads that have ever filled up my little pussy. I was so horned-out that I told him, “You can dump your cum into me anytime, pretty boy.” And the cocky fucker just smirked and said, “I’ll remember that.”
It’s probably a good thing that I found Willow shortly after, and she put me to bed. I would have definitely repeated that mistake with him again. Or worse, found another guy to breed me.
What the hell is wrong with me?
Especially since, now that I’m at home, I’m just wishing Cole would send the “wyd” text so I can feel that big dick in me again… I’m such a terrible friend. Maddy would literally never forgive me if she found out… but I mean, if she never finds out, then really is it that bad? I mean, I can’t be the only girl he’s cheated on with. So, really, I’m doing her a favour…
I don’t know. This is a whole mess. I really hope I’m not pregnant… I definitely can’t fuck him again…
Tuesday, April 22nd, 2025 Queen of Afterschool Swallow Sessions
Jesus, I’m a fucking slut. Literally, there is a spot being warmed up for me in hell as I write this.
Maddy found out about Cole cheating on her with that hot ass red-head that works at the movie theatre and graduated last year. I think her name is like Rory or something. She’s a student at the college now, and I guess her sister knows Cole's older brother or whatever, and that’s how they know each other. Well, turns out they’ve been fucking pretty much the whole time he and Maddy were dating.
See! I knew he was a slutty ass cheater.
But yeah, Mad’s was so upset she said she dumped him. Which is honestly valid. But so shitty since, you know, she’s all prego. Her hormones were definitely making her a fucking mess. She was a sobbing disaster and also so furious that I thought she was going to burn the school to the ground. Honestly, it was fucking scary. But instead of arson, she left at lunch yesterday and barely made it through our first period class before running out and going home today, too. People have been talking about the scandal and asking her a bunch of questions and stuff, so I guess it was just too much.
And of course, I felt like a bitch because I mean, Cole literally had his dick in me on the weekend. But I mean, I’m not going to tell her that and make her feel any worse than she already does. What she doesn’t know can’t hurt her.
But… I kind of fucked up again.
I really wasn’t going to talk to Cole again. I decided I’d take Maddy’s side and just ignore him. But he was pretty upset after school today and wanted to talk to me since he knows I’m one of Maddy’s best friends. So, I met him in his truck at the end of the day, and he wanted me to see if I could help get him in her good graces again, since she’s threatening to never let him see his kid whenever it’s born. And I mean, that’s not fair for him. I mean, yeah, he’s a cheater, but other than that, he’s a decent guy. So, I said I’d talk to her for him.
And I don’t know, okay… he was just so sad and helpless. I asked him what would make him feel better, and he kind of joked, saying sex, but I mean, it also wasn’t really a joke. Which I get, sex always helps me feel better when I feel depressed. So… we fucked in his truck.
I KNOW. I know I’m a fucking bitch.
But it was just sex. The guy had a bad day, okay, and I wanted to help him out. I was just going to blow him - but fuck, his dick’s so big I could barely get him a few inches into my mouth before I was gagging and choking like crazy. So, I was like, fuck it, and I climbed into the back seat of the cab and let him fuck me doggy. This time, he was able to pull out, and he came in my mouth instead of my pussy. And fuck, his cum tastes good. Sometimes, that shit is foul, but his wasn’t bad. I’d happily eat that for him anytime, haha.
He felt better after that, so I mean, I was just helping out a friend in need. And I mean, there’s nothing emotional between us, so it’s fine. And I mean technically, he and Mad’s are broken up right now, so really that didn’t even count as cheating, so it’s justified.
But yeah, I’m going to try and chat with Maddy tomorrow about forgiving him, and I mean, I know she will. She’s so in love with him. Anyway, got to go to work. Bye.
Sunday, April 27th, 2025 Horny Hangovers & (Step) Daddy’s Daughter Dicked Down
Okay, that’s way too much alliteration for today.
Also, wow, I really forgot to update you on the rest of this week. It was honestly so busy, I totally spaced on writing in here. Wait… what was the last thing I told you…
OH! Right, the stuff with Cole and Maddy. So, good news there! Mads totally took Cole back on Friday, and they’ve been all loved up all weekend. Maddy’s crazy dad finally let her out of the house, so she went to Cole’s party with me on Friday, and it was so much fun. They’re totally back on and totally in love. It’s so cute.
I wasn’t a huge slut on Friday night, but I did get crazy wasted. Literally, Maddy had to drag me into my bed and get me undressed and everything. I felt pretty bad, but it was also pretty funny. She is the sweetest. She made sure to leave me a nice little bottle of water and a garbage bin in case I got sick. Seriously, she’s such an amazing friend. I love her so much.
But yeah, I woke up on Saturday around 1pm and ugh, I felt TERRIBLE! Thankfully, Mom was gone at that work retreat this weekend because she would have freaked out if she knew I got drunk. I almost got away with my partying craziness, but… I forgot about my step-dad, Cyrus.
Apparently, he was up and saw Maddy have to lug me into the house after the party. I figured he would have been asleep by then, to be honest. But he said he had been out late on Friday and only just got in when I got home.
He was saying how he would have to tell Mom because she has strict rules, and I fucking panicked. Like, I cannot deal with being grounded again this year. So, I literally begged him. I was like, “Please, Cyrus, I will do anything you want, just don’t get me killed.”
I guess this next bit of information would make more sense if I told you something first. Oh man, I was definitely purposefully keeping this out of you because what if Mom ever found this journal and read it? I’d be dead. Or homeless. Or both.
Well… okay, Cyrus and I … well, we’ve had sex before. Yeah… I know, I’m the worst daughter ever for fucking my mom's boyfriend. But honestly, he and I just really get along, you know? And I don’t know, there were just a lot of times when we’d have nice movie nights and cuddle and talk about everything. He’s so much more understanding about me having sex and stuff than Mom is. Plus, he’s so hot and sexy… it just happened a few months ago when mom was on one of her work trips.
It’s only ever happened whenever she’s been gone, which has been like, maybe four weekends in the last three months or something. So, it’s no big deal, but yeah…
Cyrus definitely used my “I’ll do anything” to get my mouth around his cock again. Honestly, I was so excited… I might have said what I did, knowing he would definitely make it sexual. But he just fucks so passionately, all slow and deep and intimate. None of the guys I’ve had sex with from school fuck like that. They all just fuck fast and hard. Sometimes I don’t even cum with them. But Cyrus always makes me cum.
He even said that because mom’s going to be away for my seventeenth birthday in a few months, he and I can spend that weekend together and… well, have fun hehe. So, I’m really excited for that too.
Oh, right, sorry, getting sidetracked here. Okay, so, yeah, on Saturday, Cyrus and I hooked up a few times. Pretty much off and on all day. He wanted me to give him a blow job when we were talking about the drinking, so that was fun.
He’s been training me on how to take a cock and deep throat it. I’m honestly not very good at it yet. Well, not with his dick. He’s really thick, so I choke on him a lot - kind of like Cole, ironically - but yeah, I was able to get him into my throat yesterday, which was AMAZING… but it only lasted for like a second before I gagged and he had to pull out. But he said I was doing so great and was such a good girl for practicing as much as possible. That made me feel so good, honestly. I love making him happy, especially when I know it's also going to make him feel good.
The best part of the sex we had this weekend, though, was definitely when we were making dinner and I was kind of being bratty and teasing him a bit, so he got annoyed and took control of me. I love it when he does it. He made me get totally naked and threw me onto the counter so he could just fuck me nice and hard. My head kind of hit the cupboard, which made us both laugh because he’s a lot stronger than I am, so my ass moved so much as he was thrusting into me.
So, instead of continuing that, he grabbed me by my ass and lifted me so he was carrying me - and then he fucked me standing up like that. It was honestly the most amazing fuck ever. He was thrusting into me, but also basically throwing my ass on and off his cock while he held onto me. He was able to get so deep that it was hitting this spot at the end of my vagina that literally made me tremble from how amazing it felt.
I was being so, so loud, too. I mean, I usually moan pretty loud, but I was doing that loud gasping and crying thing because of how fucking good his dick felt inside me. I don’t know how I didn’t pass out, I really thought I was going to. It was also insane because he made me cum like that! I’ve never cum with just penetration before! But I came so hard - and it was also amazing because he came at the same time, so we were both groaning like crazy and gripping onto each other.
Best. Orgasm. Ever.
Plus, it was so funny when he lifted me off his cock to put me down because all his cum poured out of me like a faucet. He said that’s the most he’s cum in a while, which totally made me feel like the sexiest girl ever, to be honest.
Oh - shit. CRAP! One second, I just realized I forgot my birth control pill. BRB.
Whoops. Missed a couple of pills. The instructions say to take two pills today and two pills tomorrow, then one a day like normal after that. So, I just took two. All good! I really need to set an alarm for that. I don’t know why I suck at remembering to take it.
Anyway, so yeah, we had some crazy good sex. My poor pussy is sore today! It’s a good thing Mom got home this morning, or else I might be even more sore since Cyrus probably would have wanted to have sex before she got home. I mean, I know I would want to if that’s what was happening.
But, I think that’s all the major updates… OH! Almost forgot - Willow and Connor totally fucked at his party! I knew those two were going to. They’ve totally been fucking since then, too. They should just call it official and date already. Everyone knows they only like each other. Sheesh, Con doesn’t even like it when another guy talks to Willow. He’d probably murder any guy who tried to get with her. Oh well… it’ll happen eventually… I’m like the school matchmaker, I know these things.
But, I should really go and study for the English test this week… I still have to finish the novel study book, to be honest… sigh. Bye for now, my trusty secret keeper.
