(First time writing one of these)
Following the death of a man I was in an LTR with, I had a dry spell of seven months. I know some people would judge me for hooking up so soon, but my sex drive had always been sky high, and I felt lonely and needing of attention.
I turned to Tinder to try to find a hook-up. But I felt unconfident. For one thing, I’d gained a lot of weight since the last time I’d been on a manhunt. I’d be classed as a BBW by most, maybe even a SSBBW and I am 5’1″ tall. Just for reference, my figure involves a huge ass, a huge belly, and disproportionately tiny breasts. The other thing that had me a little pessimistic about Tinder is thar rarely leave my apartment and have introverted hobbies, so all of those adventurous photos most people post on their dating profiles were nonexistent for me. I just put up one of the dreaded bathroom mirror pics that everyone loathes and wrote a witty profile that gave no indication that I wanted sex.
Well, not even a day passed before I matched with a very attractive guy(let’s call him Jake). He was fit, had a handsome face, and a tattoo that wasn’t stupid(I like most tattoos, but my other ex had a crudely done ICP hatchetman tattoo that looked like a kindergartener crayoned it on his shoulder). Jake’s messages were almost immediately sexual after we exchanged a few hellos, which would probably make most women block him, but I loved it. It gave me a sense of validation and a surge of confidence to have someone be so into me(mainly my ass). Plus, I was looking for a hookup, anyway.
My ass wasn’t even visible in my shitty profile pic, but Jake kept on telling me how much he loved it. We exchanged a few back and forth messages the first day and he did the usual bragging about an 8in cock(which I learned later on that it wasn’t a lie). Just talking to him had me soaked for the rest of the evening.
On the second day, messages turned naughtier and naughtier to the point where we started sending pics. Now, I know it’s a horrible idea to send nudes to a guy on the internet when you’re not even sure if this person even exists and I know that they might extort/blackmail you with your pictures(And no, I’m not sending them to you. Don’t ask). I figured no face is fine and started snapping shots of my ass.
Which, turns out, is much more difficult than it sounds, because getting the right angles with all of my rolls and positioning the camera correctly was a chore. He responded positively to the pics I sent and showed me his boner, but we didn’t start talking about meeting up yet, and the time between messages was pretty long. I was thinking that maybe he was only in this for the pics and didn’t actually want to do anything, which I was okay with, because I got off on turning him on.
Later on that night, I got out the butt plug I had, but was always too afraid to use. It just looked too big to fit in there(even though the description on the site I ordered it from called it a beginner plug.) Another reason I never used it was because my ex told me that I wasn’t allowed to try it until he put his dick in first(never happened).
I lubed up my finger and slowly worked my hole open. The first gate was easy to get through, but the second took quite a bit of massaging for it to give. Once I had everything well-oiled, I grabbed the plug and lubed it up. After a couple of mishaps(dropping it on the floor, washing it, lubing it up again and repeating that cycle twice. Lubed butt plugs are slippery, lol), I hiked my leg up on my step stool and started working the plug in.
I absolutely loved how it felt. The only time I’d tried anything anal was with the kindergarten hatchetman ex, and he did it wrong and made me scream loud enough for his neighbors to call the cops. That’s a story I’ll never write in detail.
I loved how the plug felt inside of me while I was walking around or rolling and adjusting my position in the bed. After about 20 minutes of having it in, I pulled it out before the lube dried. Didn’t want it getting stuck. Then, I took some pics of my ass again to see if the hole looked any different(spoiler alert: It didn’t.)
Then, today while I was at work, I checked my messages in the bathroom and he was starting to talk about wanting me to suck his cock. I always thought that I was terrible at oral, because my ltr ex never came from oral, no matter how long I tried or what method I used. But, I was so extremely turned on by the thought of sucking this guy’s cock(and the potential attempt at anal afterward) that I agreed to meet him after work.
I gave him a time that was later than my actual time home from work so that I could take a shower, brush my teeth, and scurry around my apartment doing random vaccuming and put things away when I probably didn’t need to do it. Also, hid my wallet and mail with personally identifying information on it. My last name is top secret.
I have to be honest, I did feel a little nervous the moment I sent him my full address(Yeah, I know risky move). While he was on his way, I stood by my door with my heart pounding like mad. He messaged me that I should get down on my knees and suck it as soon as he walks in and repeatedly asked if I was ready. I wasn’t ready.
Jake came in, and quickly started kissing me instead of forcing me to my knees. He grabbed, squeezed and kneaded my ass somewhat roughly and asked where we should go. I took him to my bedroom while he walked behind me.
When we got in the room, he grabbed me from behind, kissing at my neck. My neck had always been my Achilles heel. I rubbed his dick through his pants while he pressed me against the side of my mattress. He peeled away the clothes from my ass and dry humped it a few times.
I got on my knees and took out his cock. Side note, I always get annoyed when people write in these stories how surprised they were at how big his cock was, but at this point I was right there with those people. It was the longest cock I’d ever seen in person.
I didn’t waste any time before diving in. Jake tasted amazing, it was kind of an aftershavey soapy taste. Only about half of his cock went in before I choked the first time, and I awkwardly pulled it out and apologized. He told me not to be sorry and I went right back to it. I bobbed my head on it for a while, trying to just barely hit the point where I started to choke, kind of getting used to it in the process.
The hottest part was that he was pretty vocal. He moaned constantly and whispered a couple of fuck yes’s over and over. After a while, he took over, thrusting it into my throat. I was a gagging, choking and spitting mess and I loved every second of it. When I wiped away my thick spit from my face, he told me how hot that was.
After a while of that, he pulled it out of my mouth and told me to stroke it. Jake asked me where I wanted his cum, if I wanted it all over my face. I shook my head no and took him back into my mouth. Of course, he pushed it in as deep as it could go and I choked on his load as all of it went down.
As he put his clothes back on and started to leave, he said that he would text me. My first thought was that he was just saying it, and he wouldn’t actually do it(my usual experience when people say that, lol). But, he barely made it to his car before he texted me, telling me how hot it was, how he loved me choking and gagging and spitting all over his dick and how much he liked my ass, along with a brief discussion about anal. So, maybe a part 2? Idk yet.
PS: The butt plug is in again right now
Source: reddit.com/r/gonewildstories/comments/yedw5j/fm_he32m_loved_how_i31f_choked_on_his_cock