Dirty Confessions - Reveal your innermost secrets.

Confessions tagged with 'asshole'.

#3265

Submitted:

""

I moved out of my parents house when I was 19. I got a job at the local grocery store. It was enough to rent an apartment in a nice complex. I had been there about three weeks when I met Tom out at the pool. He said he was hosting a small party on Friday and invited me. He was in his 50s and quite large. His belly stuck over his bathing trunks so I figured it was innocent enough so I accepted his invitation. I asked if I needed to bring anything but he said just dress comfortable and be there at 8. I arrived precisely at eight and there were three other guys there. I noticed there were no girls there but was too shy to say anything. A few minutes later two more guys showed up. He put on an action flick and for the next two hours we drank and watched the movie. I was getting pretty drunk by then. I thought it was pretty lame for a party but as the movie was ending Tom sat next to me on the couch and put his hand on my thigh. I told him I wasn't gay and he responded that it was time I learned. He moved his hand up a little and grabbed my cock through my jeans. I started to get up but two of his friends stood in front of me and turned me around. They grabbed my arms and Tom started to take my pants off.

Ten minutes later was naked with my hands tied behind my back. They were much bigger and stronger than me and I was stuck. I was hoping they were just playing around but when they pushed me to my knees and bent me over the couch I knew I was in trouble. I felt someone licking my asshole and a hand was playing with my cock. I was surprisingly getting hard. I tried to get up but they were too strong. While my asshole was being eaten Tom sat on the couch straddling me with his big cock at my mouth. He said to suck him. I thought about it for a few seconds then he pushed his cock into my mouth. It was the biggest cock I'd ever seen. About the time he shoved his cock in my mouth I felt a cock poking into my asshole. It hurt a little at first but the alcohol seemed to dull the pain. Then he started to fuck my ass as Tom was mouth fucking me. I could barely get my lips around his cock as he got harder and harder. Before I knew it the guy behind me was cumming inside me. He got done and pulled out and I felt another take his place. And then another after he was done. Just before the fourth guy came inside me Tom said it was time for me to take his load. He started cumming and he plugged my nose and I had no choice but to swallow. It was disgusting and oddly exciting at the same time. I found that I liked his cum as I swallowed it all. His cock was still hard when he pulled out and as the fourth guy finished in my ass he pulled out and Tom knelt behind me. He shoved his big cock inside me. It felt so fucking good by this time that I was moaning and saying to give me more. Tom finally came inside me and pulled out. I nearly collapsed hen they turned me around and sat me on the floor. They all took turns shoving their cocks into my mouth until they came. I swallowed so much cum my belly was full. I ended up staying in Tom's bed that night and a month later I gave up my apartment and moved in with him. His cock is so bit and yummy that I suck him nearly every fucking night. He fucks me about three times a week and on occasion his cock hits my prostate just right and I cum with out even being touched. He won't suck my cock as he says that is for sissy fags but makes me suck him often. I guess I'm just a little sissy fucking fag but that's okay with me as long as he keeps fucking me.

#3264

Submitted:

""

I was 13 when I started to notice girls. Whenever I looked at a girl's tits y dick got hard. I really never noticed my mom before but all of a sudden it seemed like every night she would put on an almost see through nightgown and sit to watch TV. Dad was in the army and overseas and I figured mom missed him quite a bit. One night after we watched TV for a while I noticed my dick was starting to get hard so I went into my bedroom to jerk off. I was naked on top of the covers when mom walked in. I was so fucking embarrassed I didn't really know what to do. I could tell mom was pretty drunk by the way she was swaying, just standing there staring at my cock. Then she said "Oh honey, you have such a nice looking cock." She didn't seem to care that I was jerking off.

My cock was sticking straight up and she said that she thought even at 13 my cock was bigger than dad's. Then she came over and sat on the bed. She was still staring at it when she reached out and put her hand around my cock. She said she had the nicest cock she'd ever seen and began to stroke it up and down. She told me to just lay back and enjoy it. I did. Two minutes later I felt myself about to cum. I tried to push her hand away. I was embarrassed but she said to just let it cum. I started to cum and felt it hit my belly as she continued to stroke me. Just about the time I was on the last spurt she leaned down and took me in her mouth. I couldn't believe it, my mom was sucking my cock. I stayed hard. I knew I could cum twice because I usually do when I jerk off and her mouth was un-fucking-believable. It wasn't three minutes later and I was ready to cum again. She sensed it and mumbled to fill her mouth. I said "what?" and she took her mouth off my cock long enough to say "that's it honey fill momma's filthy fucking mouth with your sweet cum." I had never heard her talk like that before but when she put her mouth back on my cock I exploded again. She swallowed every fucking drop.

I thought we were done. She left but a few minutes later she came back with a drink in her hand. She sat back on the bed and said the nobody could ever know what had happened. I assured her I would never tell, then as she finished her drink she stood up and took off all of her clothes. Her tits were big with large nipples. She mounted me and put a tit up to my mouth and said to feed on it. I could feel my dick getting hard again. After a few minutes of sucking on her nipples she said she had a special treat and scooted up so her cunt was on my mouth. She said to tongue fuck her. I did the best I could and finally tasted her juices as she came. Then she scooted down and put my hard cock at the opening of her cunt. She plunged down in one motion and started to fuck me. I thought I was too young for sex but mom proved me otherwise. She ended up sleeping in my bed that night and I woke up to her sucking my cock. After she took my cum I said I had to pee and she said to let her have it. I didn't understand but she said again "Go ahead honey, fill mommy's mouth with your piss. This was really weird but she kept sucking me until I couldn't hold it any longer and started to pee. She swallowed most of it but my bladder was so full I ended up pissing all over her, me and the bed. She said not to worry, that the sheets were washable.

For the next three years mom taught me all about sex, even to the point of pegging me with a strap on. I loved every minute of her teachings and when dad finally came home from the service I knew my time with mom was done. But the second night he was back they were both pretty drunk and she came in and said she had a really big surprise for me. It ended up with dad sucking my cock until I came in his mouth then he turned around and mom made me suck him until he came in my mouth. What a couple of fucking pervs I had for parents. But through it all I learned to eat pussy, get ass fucked and suck cock and now I can't go three days without a cock in my mouth. I guess I'm the biggest perv of all.

#3224

Submitted:

""

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

Submitted:

""

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

Submitted:

""

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

Submitted:

""

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

Submitted:

""

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.

Loading