Wearing a tight cockring today.
Pain, really wanting to cum but unable due to the rope tied around my ball sack, balls split apart

A painful cycle for a couple of hours now returned and my cock rendered in a position where it can’t be used
Now a rope around each leg, pulling my balls apart.
Looking at all of you in here isn’t helping though

my confession: I recently agreed to do a three way with my neighbors there in there late 60's and she is kinda chubby but always wanted to fuck a older woman so I agreed well I show up and they have a couple party favors and I have a couple drinks and partake in the party favors and feeling pretty good she excuses herself and comes back naked and she has some nice tiities and a nice shaved pussy and says today I went and had both my holes waxed for you and bends over and those holes were nice and smooth she walks over and starts rubbing my now hard cock I am about 8inches and pretty thick and she unzips my pants and it flips right out and she says omg I hope that fits and proceeds to start licking it and tries to deep throat me and starts to gag a little and then says I want you to cum on my face and she continues and I look down and on the floor is a wet spot I said your really dripping that much and she says I been want this cock bad I saw you by your pool and knew it was big and she continues and I tell her I am about to cum and she pulls back and I shoot streams on her face and tits and then her husband comes over and starts licking her clean I did not expect that at all and she says lets take this to the bedroom and she lays on the bed ass up face down and says eat my nice shaved holes and I go down on her and she is soaked and I start getting hard again and her husband who is now naked and playing with his cock steps in and starts playing with my cock and starts eating my ass and I am like omg this is crazy shit and it feels really good and I stand up and start fucking her pussy and I slide in balls deep and she lets out a omg that shit is huge and I start to fuck her nice and slow and pick up the pace and I can feel her pussy gripping my cock and she lets out a loud ass moan and starts yelling I am cumming omg I am cumming fuck my pussy fuck it and she came so much it was running down her thighs and I back out and start rubbing my cock on her asshole and she says please be gentle and I start to push it in and her husband gets uner her and starts licking her pussy and I push the head in and she grunts and then a little more and she grunts and then it just slid in and she says yes oh yes and I am just fucking her at a nice pace and she is moaning and pushing back and I can feel my cock swelling and I am about to cum and she says do it cum in my ass fill my ass with your cum and I just let loose and I filled that ass and I pull out and her husband grabs my cock and starts to suck my cock clean and again never expected this crazy shit and I am just sitting on the edge of the bed with her husband between my legs sucking my cock and I grab his head and start pushing it up and down and he is jerking off the whole and says please let me cum on your big cock and said ok and he satnds up and shoots a load all over my cock and balls and says now fuck that whore and I turn around and start fucking his wife with his cum and again he has his tongue in my ass and then I feel him penetrating trim and he has a finger in my ass and a bottle of lube and then he puts two fingers in my ass and says bend over and it her ass and I bend over and start eating that pink tight asshole and then I feel him rubbing his cock on my ole and then he pushes it in and pain just shot through me but it kinda felt good and my cock shot the fuck up and he starts to fuck me and it felt really good and I feel my cock dripping cum and he lets out a groan and I can feel his hot cum filling my now gaped asshole and he says are you ok and I say yes grab him put him over the bed and said your turn and he says oh no i just suck cock and I said not tonight and his wife says fucking that faggots ass I always wanted to see his ass with cock in it and I lube up and push my cock in his ass and he was crying omg it hurts please it hurts and I did not care and I fucked him and filled his ass with cum and then made him clean it off and now his wife comes over once or twice a week for her holes to be filled

I confess that one of my kinkiest, dirtiest fantasies came true yesterday. I went to get a massage from this older spanish lady. Skinny, great body, not so much face. I laid naked and she rubbed me down good. Got in my ass crack and all. I turned over, she rubbed inner legs, I got hard and she went to rub my balls. I started grabbing her ass, and since she was wearing a dress, I went up under. I felt a thong, and I decided to pull aside her thong and touch her pussy. I felt her get weak in her knees, so I shoved my finger as deep as I could. She started moaning. I thought, wtf. I had my middle finger in her pussy, so I started touching her ass with my pointer finger. I didn't waste much time, and i shoved finger in her ass. So there I was, both fingers deep in her ass and pussy. She started sucking me, and even though by herself she only got half way down my shaft (8 inches) I put my other hand behind her head and shoved her head down. It was rough for her and i felt her gag, but she finally took all 8 inches down he throat. Again, I thought to myself, let me try whatever I want with her. I got up off the table, laid her down and I sat on her face. I spread my ass open and she licked my asshole clean. I was practically riding her face with my ass. So hell, I got up. bent her over and fucked her hard. After 15 min of fucking her, i pulled out and slid it in her ass. I couldn't believe how easily she took all of my in her ass. I pushed deep and hard, and she took it all. This is where my real dirty fantasy came to play. I had always loved the idea of pissing on a girl. But shit, why not take it farther since I felt like I had to pee. I slowed down a little and started pissing in her ass with my cock inside her. I started sliding in and out while pissing. I slid all out and my urine went all over her back and shoulders. I couldn't believe this was happening, it felt amazing. Of course I had to take it one step farther. I pulled out and while pissing I slid inside her pussy. FYI- ass can hold a lot more urine than a pussy. I was fucking her while pissing, and it was pouring back out of her snatch. I was all done pissing, so I slid back in her ass and had not care what so ever. I went to town on her ass. As hard as I could fuck her, I did. She was screaming outloud in pain, and i finally busted my load inside her ass. I pulled out, she turned around, I pushed her down on her knees and stuck my cock inside her mouth to clean me off. I gave her 30 euro for the massage and left.

Years ago, when I was still living at home, my dad went away on a work trip. One night, I woke up to mom masturbating in her room. The sound must have been coming through the vent or something, because it was super clear.

At first, I was put off by it, but as I listened more, I felt a familiar tingling from my balls all the way up my shaft. Hearing her moaning and groaning with pleasure made my cock stand at attention. I figured, what's the harm, so I pulled out my cock, trying to be sure to not make any noises that might spook her.

I slowly tugged and rubbed my cock, partially wishing I could see her right then, and partially feeling guilty about the entire thing. After a few minutes, she moved from just moaning to talking a little. "Yeah, that's it," "Yeah, baby," these kinds of things. Then, out of nowhere, she goes, "Fuck my fucking cunt."

Mom is straight-laced, and I'd rarely heard her curse before that night. Hearing her talk like that, knowing that she was in her room, banging herself, brought me close--really fucking close--and I had to take my hand off. Until this point, she was the breakfast person, or the person who could pick you up from a party, if need be. She wasn't the person who had a "cunt" that needed fucked. I remember laying there, cock throbbing, thinking, I want to fuck your cunt for you. It was weird, guilty and sexy at the same time. My balls have never been tighter.

She said, "I'm gonna cum, I'm gonna cum." My cock was so hard, sitting up straight,  while i just layed there, trying to back away from the edge. I knew that it was basically the point of no return. A few more tugs, and I was also gonna cum.

I swear, I could actually hear her dildo sliding in and out by this point. Maybe it was something else, I don't know. But right then, she went from furiously masturbating, to taking a few slower, rougher strokes. I for sure heard the sound of skin slapping.

She sounded in pain, almost grunting. She said, "Oh, God, yes, baby." It sounded like she was holding her breath while speaking. It triggered something in me. It reminded me of all the times I asked for a ride ("Yes, baby"), or a few dollars, ("Yes, baby"), or some other thing, ("Yes, baby"), and she'd gladly oblige. I shot a load all over myself and the bed.

I'm not gonna lie. For a long time after that, I would just call her name from down the hall, just to hear her say, "Yes, baby."