Dwork555

Gender: Bi-Sexual Male

Age: 40

Relationship Status : Not specified

Profile Visits : 349

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Number of Confessions : 2

You Never Know

I am a masc married bi male with a heavy preference for women over men. But I also have a preference for a warm wet hole over my hand- hence the bi male. I have always topped, and the thing about guys that I like is that they are very appreciative of you and they always get straight to the point...or the tip. It started a little over a decade ago by not being able to get laid. So I went to a hook up site and found a guy who was more than excited to suck me off. While going down on me he asked if he could rim me as well. It felt so much better than I had ever imagined it would. So then over the years I started letting guys play with my ass while they blew me and it always made my orgasms so much stronger. So then I saw a prostate orgasm video and decided to try playing with my wife's vibrator. That orgasm was life changing as I shot a massive watery load and the orgasm itself was much stronger than usual. So I started doing that a few times a year when I was alone. So fast fwd to last year. The wife and I had plans to have sex that night and I had hyped myself up for it. But that night my wife had too much to drink and ended up passing out pretty early. So I kept drinking and grabbed her vibrator. But it just wasn't as satisfying as usual. So in my drunken state I decided that I wanted to try it just to see what it was like. I went to a hook up site and met a man who was very interested. We met met up and he brought a van so that we could have sex in the back. As I was walking up he popped open the side door. He was sitting on an inflatable mattress with his cock already out and hard. I climbed in and closed the door behind me. I instantly grabbed his cock and started playing with it. When I started to suck him he slipped his hand down the back of my pants and started fingering my ass which made me moan. After a min he got up and started unbuckling my pants and belt. He slid them down and then told me to get on all fours. I did and then he started rimming my ass. He had me good and turned when he handed me the bottle of poppers. I inhaled deeply as he lubed up my ass and started slipping his fingers into me. Then I felt his rock hard cock against my ass. I can't describe the feeling exactly but it was a huge turn on. He slid it up and down my crack a few times before directing the tip against my asshole. I was expecting it to hurt but much to my surprise I enjoyed the sensation. He slowly worked his stiffness into my ass. I don't know if it was the alcohol, or trying something new and naughty, but it gave me an out of body experience. I was moaning and saying things like "fuck me buddy" "I want to feel it deep in me, fuck my ass. I had completely lost myself in the moment. When he would slide all the way in I would clinch my ass so I could feel every bit of his hard cock sliding back out of me. He fucked me for about an hour when I told him that I wanted to feel him cum deep in my ass. He immediately used his body weight to press me down onto my stomach. He wrapped his arms around me and held me down as he started fucking my ass hard. Each thrust going a little deeper and smacking into my ass hard. It was so fucking hot being held down and fucked. After another min I feel his cock get harder yet and then he pushed it as deep in me as it would go and held it there. He gave just a few short pumps after that and whispered in my ear that he was cumming. I squeezed my asshole as hard as around his cock as I could a few times to make sure that I squeezed every last spurt out of him. Afterwards he cleaned me up with some wet wipes and we both went our separate ways. The next day my ass was sore like you hear from other stories but to me it felt so good. Everytime I sat down that day I thought about his cock cumming deep in my ass and how amazing it felt.

Let me know in comments if you want to hear about the next time I bottomed.

- When I Was A Kid -

Bi-Sexual Male / 40

Summer

So when I was 13 I spent a few weeks each summer at my uncle's farm in northern Iowa. He was an extremely obese man so I did most of the physical work for him. Somehow when he was 30 he met a georgous farmers daughter and they married before she was even 20. She was tall, thin, blonde hair, and pretty. They had 5 kids, my uncle was pretty much useless around the house. He didn't cook, clean, or take care of kids. He spent all day on the couch watching TV and taking naps. She worked full time as a postal worker and part time at HyVee plus had to do everything for the house.

When I arrived each year the house was a mess. The whole house, every room was a mess. So I started going through and grabbing all of the dirty laundry first. It was so much that it took me an entire week of washing and drying it. While sorting laundry I found a pair of her panties that had been tucked away in a bag of unused clothes. They were blue playboy panties that had the bunnies on the waste line. I got hard just from touching them. So I pulled them from the bag and washed them. Then folded them and kind of buried them in her panty drawer to not create suspicion that I was looking at her delicates. She ended up wearing them the very next day. I know because they were in the dirty laundry and I could smell her pussy in them. I jerked off in them and then washed them again and put them back in her drawer.

Within 2 days she wore them again and this time I got to see them stick out the back of her pants when she bent over in the kitchen. That kept happening throughout my stay. Then one weekend we go camping at Rathbun. We're all down at the beach and I'm swimming in the deeper area so she insists that I wear a life jacket. I'm sitting in the water and it's just over my trunks and she insists on putting it on me. As she is bent over in her swimsuit I can see her massive hairy bush poking out the sides of her swimsuit. I was instantly hard and parts of my trunks poking out of the water. She spent a good minute making sure it fit right and I'm sure she had to know because my hardon was pushing out over my lifejacket. I am 100% sure this woman is why I love hairy women way more than shaved. So a few days later she has a day off and for the first time in a long time she can relax because I had been doing most of the chores. My uncle was at a gunshow-he was a trapper and gun smith. She is just laying on the couch wearing a super thin tank top, no bra with huge massive jugs. Big nipples. And pair of really short shorts and reading a book. She had me do horny that I am doing any chore I can in the same room just so I can stare at her while I do it. My brother and her 5 boys are playing outside. She then stops reading and tells me that I'm manly like my uncle and that I reminded her of him. Then she asks me if I like reading and I said yes. She said you should see the book that I am reading. I walk over to her and she gives me a weird smile and she hands me the book facedown. I flip it over and there is a naked woman with small lines covering her pussy and nipples. It's a romance novel of some sorts but it's a real picture of a woman and the most naked I had seen one since hitting puberty.

So it's mid summer on the farm in the early 90's. It's really hot so all I am wearing is a pair of very thin shorts. I uncontrollably pitch the biggest tent of my life. She laughs and ask me if it's the first naked woman I had seen. I said yes and blushed so hard I could see the heat waves coming off me. She then says that I can read it when she is done and gets up and walks upstairs. I ran to the basement and jerked off for all of 10 secs before cumming. So it's our last few days there and I was so sexed up all the time that I would wake up in the middle of the night to jerk off. So I'm doing that and my aunt knocks on the door. I say I'm in there. Immediately stop jerking and flush the toilet and go back to bed. My aunt had gone back to her room. Then my little brother gets up and uses the bathroom. While he is in there I hear her say "I'm coming in Buck"which is the nickname my family calls me. And she goes into the bathroom. I hear her shreik and my brother comes running back into our room and closes the door. He told me that she walked in on him wearing only the playboy panties thinking I was in there. That was the second to last day there and nothing else happened. I'm still jealous of my brother to this day and if the chance ever arises that I should get to sleep with her I absolutely will at any age. She shaped in my mind what a woman should be. She is why I love hairy bushes, glasses, blondes, curvy real women with real bodies and older women.

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# 51587 - by Dwork555 / May 27, 2021

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