Dirty Confessions - Reveal your innermost secrets.

Confessions tagged with 'asshole'.

#3224

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I'm now just a horny old man of 53. It must have started when I was just nine. I remember when my mom and dad took my older brother to get ice cream when he turned 16. They would be gone for at least a half hour and my older sister, Lynn, who was almost 15 said it was time for me to be a big boy and let her see my winkie. For some reason I let her pull my pants down and start playing with my little cock. Then before I knew it she had dropped down to her knees and put it in her mouth. It actually felt really good. After a bit she let me get dressed and said that if I wanted to be a big boy I would let her see it whenever she wanted.

A few weeks later mom and dad were at lodge for the night and Lynn came into my bedroom and said it was time for her to play with my cock. She pulled my pants down and as she was sucking me my brother Richard came into my bedroom. He stood there watching for a minute and said that looks like fun and before I knew it I was on my back with my head off the side of the bed with his cock in my mouth. It seemed absolutely huge and he fucked my mouth until he filled it with his cum. He said it was man juice and would make me into a man so I swallowed it all. This went on nearly every week for several months. I was pretty used to him cumming in my mouth when one night I walked into Lynn's room and he was fucking her. She was cussing up a storm and I was mesmerized. He finally pulled out and squirted all over her back. He wiped it off with a towel and then saw me watching them.

He made me sit on the bed and suck him until he was hard, then made me take off all of my clothes and stand up bending over the bed. I did and felt his finger poke into my asshole. It was wet and slippery and he pushed in deeper and deeper and told me to just relax and I would enjoy it. I finally did and with a second finger in me he was finger fucking me. My little dick was sticking out and he pulled his fingers out. Then he said that this was hot a faggot gets fucked and I felt him push his cock into my ass until it popped past my pucker muscle. It hurt at first but Lynn just kept saying to relax and it would get better. It didn't get any better that night, but the next week he fucked me again, and by the fourth week of him fucking me I started to enjoy it.

For the next two years I got ass fucked nearly every time mom and dad were out of the house. Sometimes Lynn was there and sometimes it was just me and Rich. bout that time I learned about jerking off and had my hand on my cock nearly all the time. The more he fucked me the more I liked it. He finally moved away but I still needed a cock in my ass. I started using everything in the house that I could fuck myself with and by the time I turned 15 I was pimping myself out online to much older men. I became an excellent cocksucker and would let anybody fuck me for a price.

I kept it up after high school and by the time I was 24 I had nearly $300,000 in the bank and hooked up with this older hooker and opened our own brothel near Las Vegas. On occasion I would offer myself at a special price and give other men the blowjob of a lifetime. Within six years I had made my first million. I invested wisely and by 40 my net worth was in excess of 13 million. I retired at 42 and have lived a bachelor life ever since. I hire the best hookers to fuck or suck me and will actually pay the men who used to pay me for them to suck me or fuck me. I guess I'm a little different but have had more sex than most men and don't have any desire to stop anytime soon. So if you want a nice ass or mouth to fuck, just e-mail me and I'll be available. You know who you are.

#3218

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I grew in a house of perverts. I didn't know it at the time as they made it seem normal. When I was about nine my dad sat me down and told me about the birds and bees. Only his version involved sons sucking their daddies dicks. When I asked him what he meant he pulled his cock out and showed me how big it was compared to mine and said that if I wanted a cock as big as him that I had to put it in my mouth. I did and I ended up sucking him off that day until he came in my mouth. He said it was normal and that the more I sucked him the bigger my cock would get. And if I sucked him enough I might even be bigger than him and girls liked really big cocks. For the next two years I sucked his cocks tow or three times a week.

Then one night when I was 11 my mom caught me playing with myself. She said it was normal and I shouldn't be embarrassed. She pulled up a chair next to my bed and said to continue until I was done. I really didn't cum but had the feeling of an orgasm. he said that she wanted to help me and the next night she came into my bedroom and stroked my cock until I had an orgasm. By the time I was 13 my cock had grown a bit and it was at that point that on the night I wasn't sucking my dad off mom was sucking me off. I could cum a bit by then but now I stared at her tits when she was stroking or sucking me. I wasn't sure if they knew what each other was doing with me because my door was always closed but I was enjoying every fucking minute of it.

Then one night when mom was sucking my cock I felt her finger start to play with my asshole. She said that dad really liked it when she did that and ended up finger fucking me with two fingers until I came harder than ever before. I figured she must have told dad about it because the next night dad said it was time for me to have another man suck him. He did and his big fingers found their way into my asshole. He moved from fingers to having his cock in my ass and fucking me like a twink. I came to love it and to this day, now 35 years old, I can't seem to cum unless I have another cock in my ass fucking me like a cheap whore. Man I love them both and sove every kind of sex with other men.

#3200

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I'll admit it. I Love cock. Pretty much everything about it. Even though my wife occasionally sucks me off there's nothing like another man with my cock in his mouth. She also hates to play with my asshole but most men I've been with have no problem probing my asshole with their fingers, their tongues and even shoving their cock into me. It wasn't always that way. I am happily married and our marriage started as a great sex fest but the last five or so years the sex has diminished to the point of two or three times a month and usually on Sonday night. The problem is that I'm horny on Friday night and she isn't. I like lips on my cock when I'm about half drunk. I can just let go and let my cock do its own thing. That brings me to my love for cock.

I was in the Army and had just been home on leave and was heading back overseas. I was in this flea bag hotel that had a bar in the basement as my flight was the next day. After dinner I decided to go down for a drink. After a couple of drinks a large fat guy came over to my table and asked if he could sit. I said he could and he bought me a drink. Then he bought me another and after the third one he bought me he asked if I ever had my dick sucked by a guy. I told him I wasn't gay and he said I didn't have to be gay to get a good blowjob. He seemed to let the subject drop and bought me a couple more drinks. Then he asked if I wanted to try it. I said "What the fuck, why not?" I stumbled to my room with him following me. I closed the door behind us and he said to get undressed. He stripped along with me and for the first time I realized how big he was. He stood at least eight inches taller than me and had a huge belly. I wasn't impressed. Then I looked down and saw his cock. My cock is average, about five to six inches long when hard but his was bigger than that soft. And he had huge balls that seemed to hang down forever. For the first time my cock twitched looking at another cock. I was just drunk enough to not give a fuck.

He told me to lay on my back on the bed and pulled me down so my ass was just off the end of the bed. He knelt on the floor and started to suck me. It wasn't a minute and I was hard. I was getting close and when he shoved a wet finger into my asshole I exploded. He didn't miss a drop. It was the greatest blowjob I'd ever had. To think I could cum and my lover wouldn't even flinch as I filled his mouth was a huge turn on. He sucked me dry and when he stood up his huge cock was mostly hard. He moved a little closer and said to take it in my mouth. I was just drunk enough to do it. It barely fit and I couldn't get but about two inches into my mouth. This thing was fucking huge in my mouth and he asked me if I wanted him to cum in my mouth. I shook my head no and he pulled out. I thought this was pretty erotic and thought we were about done but he told me to lay on my stomach. I did and he starting massaging my calves and moved up to my hamstrings. It felt really good but was surprised when he spread my ass cheeks and I felt him licking up and down my ass crack. He probed my asshole with his tongue and I was loving it. Then he pushed a fat finger into my ass and found my prostate. I was getting hard again. Then a second finger joined the first and he was spreading my asshole out. Slowly and gently until I started to moan. I was in my own little heaven when he said he was going to fuck me now. I didn't resist and felt the weight of him on top of me as he slowly pushed his cock into my ass. It hurt a bit at first but after a minute or so he was pretty much inside me. His weight on me was comforting and when the discomfort left me he started to slowly fuck me. My cock was tucked back pointing toward my feet and getting harder. Soon he was fucking me hard and deep. I just kept telling him to fuck me deeper. He had at least eight inches in my ass when I felt the first warm shot of his cum. He filled me up so fucking much that I could feel it coming back out of my ass and running down my balls. He finally pulled out and went into the bathroom to clean himself off. When he came back in I was laying on my back with a hard dick. I was staring at his cock and without saying a work he came over and got on the bed. He straddled my chest and leaned forward. His cock was right at my mouth. I opened my mouth and leaned into him. I wanted that big cock back into my mouth. I sucked him for at least 15 minutes and without saying anything he came in my mouth. I'd never tasted anything like that before but I was liking it. I ended up sucking him dry and didn't want his cock to leave my mouth.

In the four years since that night I have gone out to the gay bar nearly every Friday night. Most night I manage to meet a guy in the parking lot or go back to his place. I've been fucked more times than I've fucked my wife. I love a big cock in my ass. I love a small cock in my ass. Size really doesn't matter with me. I'm just obsessed with cock. I've sucked all kinds of men. Every race, every cock size, fat or skinny id just doesn't matter as long as it sticks out above his nuts.

Then a couple of months ago my wife caught me jerking off to gay porn. It took a while but I finally admitted to her I thought I was bi-sexual. She said it was finally time I admitted it and she understood and was okay with it. She did say though that as long as I was getting strange dick in my asshole she wouldn't fuck me. She was afraid of catching something. I gotten tested regularly and am clean to this day. As long as I bring her a clean report she said she would fuck me. We've opened up so much that she even bought a series of strap-ons and instead of me fucking her she fucks me at least once a week. Usually on sunday.

#3194

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I grew up an only child and have always been close to mom. I thought we could talk about anything. My favorite time of day was after my drunkard dad would pass out and mom and me would be on the couch watching TV. I would lay with my head across her lap and she would rub my back. I learned later that while dad was drunk she was out fucking other guys or even girls. However it was very comforting to have her hand rubbing my back while I laid with my head in her lap. Then when I was about 11 or so this changed a little bit. While her hand was rubbing my back her hand would move down to my ass cheek. This felt really good and she would tell me how soft my skin was. It was glorious. Then one night she had me turn around and she started to rub my feet and calves. This was a whole new feeling and I was loving it.

Dad was usually drunk by about 6:30 and passed out in his recliner. On Friday and Saturday nights mom would leave shortly after dad passed out and returned around 11:00. She was usually drunk. One Friday night when I was 13 she got home a little early and wanted me to join her on the couch for the late show. Her hand rubbed up and down my leg for a bit and accidentally slipped a little too high and could feel her rubbing my cock. I had boners before and knew what it felt like but really didn't want her to stop. Before I knew it I was cumming. She felt my cum through my jammies and just said to go clean up. She acted like it was no big deal. The next morning she broached the subject and said that she knew what had happened and it was perfectly normal. I accepted that and it became our normal routine. She would stroke my cock through whatever I was wearing until I came then told me to go clean up.

When I was 15, one night she mentioned that my cock was bigger than dad's. I blushed and she asked if my girlfriends had ever made me cum. She was pretty drunk that night and when I told her no she said that she had a special surprise for me. Dad was passed out as usual and when I said I was ready for her surprise she pulled my pajamas down and started to suck me. I was uncut and she said she loved that about me. She actually chewed on my foreskin for a bit and when I eventually came she swallowed it all. She said it was the sweetest cum she had ever tasted. Then she said I should watch straight and gay porn to get an idea on what I'd like to do with her. She also assured me that this was all natural and I shouldn't feel awkward. What the fuck did I know at that age?

That was about the time I noticed her perfect tits, large nipples and thin waist. I figured out too that she was somewhat of a whore. She often left on Friday and Saturday nights for several hours and would come home pretty drunk. For the next two years she would come home on those nights and come into my room and suck my cock until I filled her mouth with my seed. Then one night she was really drunk and after she sucked me off and took all I had to give she kept sucking until I was hard again. She had me on my back and mounted my cock. She pulled my hands up to her tits as she fucked me. I ws able to cum a second time that night. It was fucking fantastic. We fucked like this for several months. Then one night she actually brought a man home. Dad was oblivious as he was passed out in his chair. She brought him to my bedroom and said that this was a different way to get my cock sucked. He sucked me and after I came he mounted my chest and put his cock up to my mouth. I had looked at enough porn to know what was expected. This was the first time I sucked another cock.

Fast forward a couple of years: I'm out on my own and have my own apartment. I've found that the most willing cocksuckers are older men who want so suck me or fuck me. I have come to love sucking cock and having a nice cock in my ass until he cums. I'm a full-fledged bi-sexual and fuck women or suck men. I don't know what the future now has for me but I know that sex is my life and I'll suck or fuck anything that walks. Man, I g;uess mom turned me into a fucking cum and cunt whore after all these years.

#3183

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Dad died in a car crash when I was 11. It devastated my mom and she started drinking. Often when she had been drinking for a few hours she would lounge on the couch and play with herself. She didn't care if I was in the room or not. Several times I was able to see her clean shaven cunt. By the time I was 13 I was jerking off nearly every day and got a boner any time I saw mom drunk. She never dated and didn't work. She got a sizable insurance settlement and didn't have to do anything but collect her monthly stipend. So she drank and masturbated. One night after playing basketball I came home and plopped on the other couch while she was laying in her spot watching TV and fingering herself. I didn't even glance over but instead stared at her until she looked up. She saw me and my boner through my gym shorts. "That's quite a pole you got there" she said. I was embarrassed but kept staring as she unabashedly fingered herself. Then she put her fingers up to her mouth and finger fucked her mouth while staring at my cock. Then she said "come here, I want to show you sumpin." I walked over to her. She struggled to sit up and in one motion she had my shorts and jock strap down below my knees. I started to push her away but she reached around and grabbed my ass cheeks and pulled me in. As she pulled me in her mouth opened and I found my hard cock in her mouth. She started to suck me. This was the first time for me as I had never even had a girlfriend. Within about 30 seconds I felt myself about to cum. She sensed it and mumbled "Let it go honey. I can take it."

I started to cum and didn't know how to stop it. But it was fucking great. She sucked me dry and when I finally pulled out she hadn't spilled a drop. Then she said "Honey that was great. You even made mama cum. Now I need you to fuck me." I didn't know what to do and froze. She pulled her nightgown over her head and was naked. I stared at her tits and she stood up. She turned her back to me and grabbed my hands. She pulled them around to her front and said to work her nipples. I did the best I could and she let out a moan every few seconds. She took my right hand and pulled it down between her legs. I took the hint and started to rub her cunt. Then she bent over. I noticed my cock was hard again and my instincts took over. I pushed her forward a little more and shoved my cock in her cunt. She squealed a little. She kept saying "Fuck me harder." I was thrusting as hard as I could and finally was gonna cum again. I told her I was about there and she said to fill her up. I knew she had a hysterectomy a few years back and knew there was no chance of getting her pregnant so I fucked her until I was empty. When I finally pulled out I realized what had happened and pulled my shorts up. I ran into my bedroom and plopped onto my bed.

A couple of minutes later mom came back in and sat on my bed. My head was buried in my pillow in shame. She started to rub my back and I found myself crying. She kept saying "It's okay honey. You're just helping momma out." Her hand went from my back down to my butt. She rubbed my ass cheeks a bit and her hand found its way under my shorts and she had hold of my nuts. Not hard but sort of fondling them. It felt really good. She finally told me to turn over and I did. She removed my shorts and jock and was gently stroking my cock with one hand and my belly with the other. She said "i love you more than ever." That eased my anxiety a little and she said that she wanted me to watch her suck my cock. I nodded and she went down on me. I had never cum three times in one night before but she soon had me hard. Her mouth was on my cock and a hand was playing with my nipples. Then I felt her other hand on my balls and a minute later she was rubbing the side of her hand up and down my ass crack. Then she pushed a finger inside my asshole as she sucked me. "Holy fuck mom" I said as she clamped her mouth around the head of my cock as she finger fucked my ass. I exploded again. It wasn't much but the feeling was fucking phenomenal.

From that night until the time I moved out at 19 she sucked my cock at least twice a week and I fucked her nearly every time she blew me. When I was 17 she finally went on a date and two months later they were openly fucking in our family room. Then one night she said I was old enough to drink a beer. I drank too many and somehow found myself sucking her date's cock and he ended up fucking my ass. She was helping him along the way. I was confused and she explained my dad loved to do this and she was okay with it so she often brought men home to fuck my dad. She said she thought I would enjoy it as well. Not only did I fuck my mom often I sucked or got fucked by most of the men she brought home.

I'm 24 now and every cock I suck or have up my ass I think of my mom. I've become a true twink for the men I pick up. But last week mom called and asked me over for dinner. I went and we ended up in bed. When I woke up the next morning, hungover and naked spooning her I knew I wanted to come back home. She said I could, but only if I was willing to be her little cum slut. I agreed and so far I've been fucked twice this week. I can't wait to see what the future holds.

#3162

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We were engaged for almost two years. We fucked occasionally and I sucked his dick a few times but he always pulled out before he orgasm'd. We finally got married. He was the only man I ever had any sexual contact with. He seemed to have a really big cock. He said it was seven inches long. I didn't really know if that was large or normal. The wedding was great and I told him I loved him so much I'd do anything for him. Finally came the wedding night. We rented a nice hotel room and after dinner we showered together and were ready for bed. He always took charge when we were naked together. I was pretty excited when he asked me to lay on my back with my head off the end of the bed. He was playing with my breasts and said to just close my eyes and relax. I felt his cock against my lips so I opened my mouth and he gently mouth fucked me. Just a little at first, about what I normally sucked then he pushed in farther until he hit the back of my throat. He pulled out and said He was going to teach me to deep throat him. Before I could say anything he shoved his cock to the back of my throat again. I almost gagged but held off. He hit the back of my throat a few more times then said only tow more inches to go. That scared me a little and I tried to push him off. He was much stronger than me and held my hand in place. He hit the back of my throat again and pushed. I was now gagging but he pushed in farther. Then he pulled out. I sputtered and spittle flew out of my mouth. Then he was back in. He continued to fuck my mouth like this for another few minutes. He kept telling me to relax and just swallow it like it was a banana. I tried but it was making me gag every time. Then he pushed all the way in. That time I didn't gag but felt him drive past my throat and I felt his nuts on my nose. He said "Just a little more honey." He leaned into it and was now all the way in. I couldn't breathe. I was ready to pass out when he pulled his dick out of my mouth. I took a big breath and he was all the way in again. He pulled halfway out and told me to breathe. This went on for about another five minutes and then said he was going to cum. I really didn't want this but he was holding my head steady as he mouth fucked me. Then said he was cumming. I felt it as he shot down my throat. I didn't taste anything as he came down my throat. He pulled out until I could breathe and said to suck the rest out of him. I then tasted it as he finished cumming. It wasn't great but not as bad as I thought it would be. Then he said "Here's the deal honey, I'm not gonna let you cum until you deep throat me on your own and learn to swallow everything I give you. Then he laid on his back with his cock half hard and told me wait 10 minutes and suck him deep. I never dreamed he could be so rough but noticed that my pussy was wet and neither of us had even touched it. I went into the bathroom to clean up. I came out a few minutes later and he spread his legs and said to get to it. I knelt between his legs and took him into my mouth but couldn't take him down my throat. He got pissed and got up. He ordered me onto my back again at the end of the bed. We repeated the scene until his nuts were slapping my nose. He pulled half way out just as he started cumming. I tasted it all that time.

It took four days of him face fucking me at the end of the bed. We hadn't fucked yet as man and wife and He told me every day that I wouldn't cum until I learned to deep throat him and swallow voluntarily. On the last night of our Hotel stay I was finally able to get him all the way in on my own. He came hard in my mouth and I was okay with his cum by now. We finally ended up fucking that last night and I came so fucking hard I nearly passed out. I came to love a hard face fucking and loved it when he pounded my pussy like a fucking piston. Over the years I've sucked his cock so many times I can't count. Then about a year ago I was on my hands and knees and he was eating me. His tongue slipped, or so I thought, and he licked my asshole. Then he rubbed his cock on my cunt a few times to get it slippery and shoved it in my ass. I screamed at the pain. He said that now I had to learn to take it in the ass. For the next week he fucked me in the ass twice a night until I finally was relaxed enough. It really didn't do much for me but when he shoved a vibrating cock in my cunt and then shoved his cock in my ass it took me to new heights. It must have been the extra pressure that made me cum harder than ever. By the time we were married five years he had introduced me into not only deep oral sex and anal sex but sex with him and one of his friends. They called it being spit-roasted. One cock in my mouth and one in my cunt. Then it became two of his friends and him. This was so fucking hot. One man mouth fucking me, one fucking me in the cunt and one under me fucking me in the ass. This became our thing. Three men fucking me in all three holes at once. I never dreamed that anything could be better than an occasional fuck normally. I thrived on this, but when he brought another couple home it got even more intense. One man in my mouth, one man under me fucking my ass and the other woman eating my pussy. What a fucking rush. Then after the guy came in my mouth he switched places with the woman and I learned to eat pussy while being fucked in my other two holes. I've learned to be comfortable and even crave all types of sex. It could be sofy or rough, bound or free. I love it all and even had my husband call me names during sex. What a fucking whore I've become.

#3140

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I've been married for about 25 years and my wife has put on some weight and has no interest in my cock anymore. She has told me that she doesn't care what I do as long as I didn't bring any diseases into our home. I took that as a hall pass to have sex. I started to look on-line for women to fuck or suck my cock. I happened onto a gay website and got intrigued. The more I looked at gay porn the harder my cock got. I finally started to look as exclusively gay porn.

His name was Tim and said he needed to suck a nice cock. I answered his post and made arrangements. He lived about 10 miles away so I told my wife I was going out for a drink. I'd done this plenty of times so she was okay with it. I arrived at Tim's house and he opened the door in only a bath robe. As soon as I walked in he shed his robe. He was about 5 inches taller than me and had a big belly. But what drew my attention was his cock. It was at least five inches soft and curved down like a soft cock would do. He tole me to strip and as I took off my clothes he headed to his bedroom. I followed and he turned on the light. He told me to lay on the bed and when I did he started to suck my cock. It was the first time another man sucked me. Within minutes I was cumming. I warned him but he just kept sucking until I emptied my nuts into his mouth. He swallowed it all. It was the best blowjob I'd ever had. He emptied me and took his mouth off of my cock. He asked if I wanted to suck him. I told him that I'd never done it but was willing to try.

He laid on the bed and I bent over him and took his cock in my mouth. It was soft as a baby's ass as I sucked him but he was soon hard and his cock was at least eight inches long. I thoroughly sucked his cock and thought that my wife didn't know what she was missing. He didn't cum in my mouth though. When his big cock was hard he told me to stop. I did and he told me to bend over the bed. I really didn't know what he had in mind.

As I bent over the bed his hands started to rub up and down on my ass cheeks. Then I felt his hand start to play with my asshole. My wife never did that but it felt really good and he rubbed up and down over my asshole. Then had wet a finger with his saliva and slowly pushed his finger into my ass. He said to just relax, and as I did he slowly finger fucked me. I felt really good and then he took his finger out and I felt him move up to me. He put his still hard cock up to my asshole and slowly push in. It hurt a little but he said to just relax. As I did his cock moved in until it was buried inside me. Then he started to slowly fuck me. In and out. I felt something I'd never felt before.

He fucked me for about 10 minutes and asked if I wanted him to cum in my ass or mouth. I told him I didn't know and he pulled his cock out. He went into the bathroom and when he came back he had me sit on the floor. I was facing him when he shoved his cock back into my mouth. I found that I loved sucking his cock and a few minutes later he was cumming. That was the first time I tasted cum and I loved it. I ended up, not only taking his cum, but kept sucking him until he came a second time in my mouth.

Man, what a fucking slut I've become. I've sucked Tim at least a dozen times now and even let him cum in my ass a bunch of times. My wife has no clue where I go on Friday nights but really doesn't seem to care. I guess I'll keep sucking cock and being fucked by various men until I'm tired of it, which doesn't seem likely any time soon.

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