Author: iguessiamacougar

So, like I said before, I ordered some UberEats the other day and gave the kid very nice tip, and I told him that I’d be looking forward to future deliveries. Drew said he’d be delivering again on Monday, but had some family shit come up, so we pushed our rendezvous to Tuesday. We had spent the weekend sexting and teasing each other, so the extra day wait made it a bit worse, Yesterday I placed my order for a pizza and got wet when he texted me outside the app that he got it, along with a picture of his hard cock, which he had shaved at my request (I do love an obedient toy ?)

When he knocked I told him that it was open, and it come in. He eventually found me on the couch with my vibrator, warming up. I told him to put the pizza down and come and get it. Unfortunately, he didn’t have the same level of teaching that Charles had with my daughter, and he wasn’t as good with his tongue, but he did have an ace up his sleeve. When he did eventually get me close to cumming he reached in my soaking slit with 2 fingers and started going crazy on my g spot. This was what he was good it, and goddamn did he make me cum. I squirted, not a common occurrence, all over his hand and his face, as he dove back down there to lap up what he could. When he was done with his assault I pulled his face to mine and kissed him, tasting myself on his lips. Read more »

So, while the neighbor boy, Charles, can leave me more than satisfied, some occasional variety is nice. This past week I’ve been using UberEats for dinner in order to try and find a cute driver. Monday’s driver was cute, but either too shy or too oblivious when I was laying it on thick with puns about his “tip” (I did wind up calling Charles over afterwards, so I still got fucked). Wednesday’s driver however, just as cute, and wasn’t oblivious to my advances.

He was about 6 ft and looked like he took care of himself, had a bit of a frat boy vibe, and didn’t mind coming to the door for a tip in the middle of a pandemic. I answered the door in a robe with a nighty on underneath and asked him to come in while I got his “tip”. I came back around the corner with $20 and told him he could either have the tip in my left hand, or I can have the tip in my right hand, as I reached out and grabbed his dick. It took him a second to realize just what I was getting at, but once he did he said “Damn girl, you don’t have to tell me twice. No ones gonna believe this” as he undid his belt and I pulled his pants and boxers down in a single motion. Read more »

So, feel free to check out part one [here](https://www.reddit.com/r/gonewildstories/comments/k7m7ky/letting_the_boy_m19_next_door_in_my_f46_back_door/)

So, after getting the life fucked out of me, we both feel asleep in his parents bed (really comfy, might need a new bed myself, and have Charles help break it in with me). I got up before him and after taking a brief shower I went down to start making him breakfast, figured the best way (well, 2nd best after blowing him) to wake him up was with bacon. I had to sneak back to my house for it, but it was worth it. He came down buck ass naked to eat, and given I was only wearing an apron, he was sporting a semi most of the time, which in turn made me wet. When we were done eating, I sent him over the edge by bending over in front of him to pick up our plates, and showing him that when I got up early, I had stuck in a butt plug. When I asked him if he saw anything he liked, all I got in response was a Goddamn, which I took as a yes. Read more »

Sorry this took a bit to write out. Between thanksgiving and having to pause every 10 minutes to play with a dildo, this has taken a while, and has gotten longer than I thought. But I’ll write up both parts before posting, wouldn’t want to leave you guys hanging that long ;)

So, like I said in my last post, I made a bet with Charles that if the election went one way as opposed to another, I’d let him fuck my ass. Well, after waiting longer than usual, he won the bet, and was very eager to claim his prize, though I did make him wait a bit, mainly because I had a surprise in store for him (aside from the obvious). Read more »

You’re probably wondering about the title. Sorry, no geeky shenanigans here, no dressing up in that slave bikini (maybe later), but the title does have a meaning that I’ll get to.

TL;DR – I seem to have stumbled into some sort of twilight zone where everything goes better than expected ever since I divorced my ex, and I should have done it sooner ;)

So, once I realized how I was going to get Charles over again, I went ahead and splurged a bit on a fancy new home theater, 4K tv, 7.1 surround sound, the works. Did I decide on this because my ex had been haranguing me to upgrade our setup for a while before our split, **yes**. Is it doubly sweet that i’m using his dream setup merely as an excuse to get some young buck over to fuck me like some young slut, **GOD YES**. Before I did though, I did actually call Charles up to see if he actually could help me with it, and he said he could. I told him it’d all be delivered by Friday (paid for the fastest shipping since it’s Labor Day Weekend), and that he could come over in the afternoon and i’d pay him with some desert (ya, I actually said that, didn’t sound that corny in my head at the time). I quickly realized my mistake and had to make sure when I was at the store next to buy some cake mix just on the off chance this whole thing went sideways. Read more »

So, the day finally arrived for Diego to come over and make sure my pool was 100% for my totally real and not at all made up get together that I didn’t lie about to get this boy back to my place for some fun. I’ve had a few days to think of how to approach this, and eventually I came up with something other than opening the door naked. Inspired by my being peeped on the last few days, I decided to go that route, only this time I was wearing my little skimpy bikini. I had gotten it as a gag gift a few years ago, and never thought I’d actually wear it, but I figured what the hell, life’s too short. Read more »

So, this morning I got a call from the ex, ugh, and apparently he left a box of his shit in the attic. At this point, I don’t know what’s in it, I don’t care, I just want it gone, when an idea came to me. My attic is dirty, and I don’t know how big/heavy this box is, so I should recruit a strapping young man to assist me, and since it’s dirty, I should offer him a shower to clean off before sending him on his way, right? Flawless logic.

So, I call Charlie up and ask if he has some free time to help me out, he was in the middle of an online class (oops), but he’d be happy to in the afternoon. Little background on Charlie, he and my son were on the swim team at school, and while my son was pretty good, Charlie was admittedly better, and has the body to show it, like one of those Ancient Greek statues, but caramel colored (he’s mixed race, dad is black and mom is French). Read more »