Sex Dairies Part 3 - Revenge With A Dildo

The Ex Boyfriend Wanting A Dildo up His ass story. (Actually it is also a revenge story:) It’s graphic!
Edit- I remembered a couple things out of order but again I’m not gonna spell check or read over this. It’s a free write and I typed my memories as they came. Sorry if this ones sloppy!

So I’m freaky and used to be like really freaky but I never really got off on putting more then a finger up my boyfriends butt. I had a move where I use a little finger while giving one of my classic blowjobs and btw every single guy was into it! But none after asked me to use a toy afterwords that was until I met Tom. Tom literally told me to use two fingers on him while I was just half playing with one finger while blowing him. So I did and I didn’t think much of it. Time goes by and he found my dildo in a drawer and said “do you have a bigger one?” I said no why weirdo. He in a testing me kidding tone said I’m kinky and want you to dominate me. Again time goes by and we were wasted one night and he asked me if I ever fucked a black guy. I said yes I have and he asked is it true they are big ? I said the two I fucked were uncomfortably huge! (They were perfect size for me but I didn’t want him to feel bad) He said let’s watch a porn with one guy like that and show me how big it was. I was wasted so we went on tube8(porn) on his iPhone and l saw his settings were on transsexual porn orientation. I was like dude wtf? I don’t judge but I’m fucking dating you do u like cock? He said he just watched once because he has a fantasy about a women dominating him and he has no attraction to men but digs the idea of a hot female with a dick. I buy it because most of the videos were hot passable trans girls. No big deal right. So we watched one that said Shemale tricks College frat boy. He was so into it I started jerking him off and he was rock hard and said get your dildo fuck me with me. I said no I just wanted to get fucked so I joking said sit on the dildo while u fuck me! Honestly the porn wasn’t half bad🤣 the trans chicks dick was huge. I could half get into it. Anyway I offered him my ass which we never had before and we did anal and put the phone down. I wanted to hear him tell me just how much he was really curious about so as he was about to cum I said tell me what u want Tom! Do you want a big man fucking your ass while u fuck mine or do u want a trans chick or do u wanna pretend I’m a trans girl with a big dick that’s why your fucking my asshole. He was like tell me how big your dick is!!!! I played along and tested him by saying my black ex boyfriend is behind u and he’s gonna rip you apart he blew his load in 7 seconds. Now my ass is a paradise so I don’t know if the test worked but I was starting to realize this guy might not just have a fetish for trans women dick he might just be in the closet gay. Time went on and Steemit friends he was my boyfriend not a random hook up keep that in mind. When things weren’t drunk or hot in sex moments he didn’t talk like this. Anyway every time we’d hook up he’s say more stuff. Eventually he said he would really experiment with getting fucked by a dick as long as it was a trans girl. I really wasn’t bothered by it I mean it’s sextalk. So 6 months later I catch him cheating on me with a escort. A trans girl hooker. I didn’t walk in or anything I caught him because well honestly I went through his text history. This now pissed me off because we were dating and we agreed we’d be clean and tell each other if we wanted to fuck around. Anyway I decided I wanted to fuck with him. I had a crazy plan but it was dark and I got over it. So I just decided I’m done with him and I fooled around with someone else. I wanted him to eat me out after I had another guy inside me hours before but I didn’t do that I’m to nice that’s weird. So for some weird reason I thought I wanna give him exactly what he wants. I went out and bought the biggest dildo with a strap on I could find. It was so big it was clearly a gag gift type. So we talked And he said he thinks I’ve been disinterested and I told him I’ve just been saving it up. I have a birthday surprise for u! Oh so he had said he wanted to get fucked by me with a Sex toy for his birthday btw. It was weeks before but I said come on let’s have a few drinks. 3 hours go by we got wasted (I needed to) so I told him we are gonna pretend I’m really a trans girl. You can’t touch my pussy your going to just take my fat dick. I informed him he can’t touch himself he’s gonna be tied to the bed. We made out for a few min and he then let me tie him to bed post. I told him to close his eyes while I got my big black dick ready. I reached around and got him half hard and then used my fingers to lube his ass! He was so excited! I then got the toy on but it was so big it kept falling so to start I pushed it in not connected to me. He screamed wtf is that it’s to big. I said shut up frat boy your mine. I slowley pushed it in more after dumping a bunch of lube all over it and he literally made a sound of pain so I stopped with it 2 inches in and I connected it back to me and I pushed it 6 inches up his ass with plenty more to go and I started moving it in and out but never taking it out all the way. It would be 3 inches in then 7 inches in then all the way almost. He was in horror but actually didn’t use our safe word. He screamed stop but no safe word I then fucked him while saying I lied boy I’m all man we switched. I said baby it’s not me on u it’s my big black friend and he’s a hairy manly man. I fucked with him more and literally fucked his ass as hard as I could. He finally used the safe word we had but I didn’t stop. I then said u fucked a hooker u scumbag and now your gonna pay. Get ready for my friends cum up ur ass! I stopped after 45 seconds I mean I’m not totally crazy. He was in pain real pain so I turned him over and said fuck me one last time you dick loving slut! He was rock hard so I just started sucking him off instead of sex. I used 3 fingers and he blew his cum in 8 seconds. I realized I took it a Lil far so I wanted to fuck him or get him off so he wouldn’t do anything crazy after what I did. And that’s why u don’t cheat on your girlfriend without a Condom (oh yea I forgot to mention that) well all in all 30 -45 seconds of pain wasn’t the real revenge I mean I blew him after. The real catch was I filmed it and had video of him digging it the first half. He’s saying all kinds of shit like “put that cock in me” I deleted it next day but I texted him the video when he left that night and said “revenge is sweet” I waited 30 seconds and said I’m joking it’s deleted! I know this ones a little weird but these posts are the Five most insane sexual stories so what did you expect!

Btw something is wrong with me. As I typed this I got hot thinking about dominating this jerk. He was reallly hot😍
But yea he used this site Eros to find a escort and they texted about meeting a second time and she (she with a cock) said well let’s just say my ex did some blowing from what she said. She said she’s never had a date return the favor. It’s not important but I felt like he put me at risk which is why I really wanted to hurt him a lil. I planned on releasing the video but I didn’t. I was to rough and really hurt his butt so I called it even and then some. This is the most vengeful story I’ve got! The last couple are fun like like part 2 😈

And time for that drink again

Omg I found a pic online that’s exactly like the one from the story!

It just had a connection thing like a strap on. But similar indeed