I’m a late 30s male and I’ve always enjoyed shoving things in my ass. I had a friend in school that pushed me into giving each other oral. Eventually I offered to let him fuck me. He had a tiny dick though and I want big.

I’ve never considered myself gay because I love women, but the thought of getting drilled with a massive cock and creampied is awesome.

I’ve been with my current baby mom for over 5 years now and she recently caught me entertaining online women and confessing several things that I had held secret all my life. It was bumpy at first, but she’s so in love with me that she has decided to go all in and help with my kinks.

Since it happened I have ordered sex toys and lube. She even got a hand in almost to the wrist lol. I put a huge cucumber in my ass and let her ride me. Every bounce on my big cock pressed that cucumber directly onto my prostate. I came so hard.

I recently ordered an Adam’s colossal 12 inch dong. That thing is huge. Almost 4 inches in girth. I have almost gotten it inside me, but I’ll keep trying lol.

All this also prompted me to create an anonymous profile on motherless. I go by Ilovebeer2003. I love having people watch me stuff my loose asshole.

This is wonderful and lead me to forget my other kinks. When I was a teenager I used to let my moms dog (Australian shepherd) knot me regularly. I loved it, but I wish he’d have humped me harder and longer. Usually it was short lived and as I ruined my hole more and more the knot no longer stayed inside me. My man pussy would just spit it right out.

My mom is old school conservative brunette lady with a huge ass. I was moving luggage once when a suitcase opened up and the contents fell out.

Boy was I in for a shock. Gstrings, wigs, fishnets sex toys etc. Found out that day my mom is a secret freak and its turned me on a ton.

Now in public when her ass is ogled I picture her in slutty mode rocking some fishnet begging to be fucked

I wanna see her spitroasted and fucked the way she deserves

For confessing, maybe my expectations are too high? Or I need more patience. Or I should not be sharing secrets.

Age 11 I began learning my body. Then one day I noticed my brother's erect penis. My body touching grew and I knew something was happening. I was attracted to my brother even though I knew family was wrong. I was too curious. And sometimes he was too open to showing and revealing more than he should. As it turned out, he was just horny and wanted to teach me how to suck me how to suck his dick. All to eager I enjoyed learning and in the end I love sucking cock. Swallowing pre-cum was part of it but when he shot the full load, I hated swallowing. But he loved it and would tell me I was even sexier when I swallowed. So I was determined to learn the best way to do it. Stop eating it and just suck it down. If the taste was not good, I'd swallow like bad medicine. Being his pupil and pleasing him was a turn-on. I mastered the art of penis oral and thanks to him. I would some day like to teach my techniques. Our sex was awesome until he told how I was deliciously blossoming and he was proud I gave him the best orgasms ever and oh, he was accepted to college and more. It was the longest sentence ever not allowing me to respond. I was shocked even though I knew the day was coming. Being positive, still a virgin, only 13, and attractive it was time I find a boyfriend. Now I am 17 and still looking for a good man. My brother and his size spoiled me. Back then I had no idea how big he was. I still gauge everything based on him even though we are now far apart. But always friends. Size does count when enjoying dick and giving the bj with pride in tonguing, sucking, stroking, teething, going deep on a fat head, long shaft, hard fat balls and tight sac, timing, what's pleasing, body language, noises, words, teasing, and finishing him off. Resisting intercourse was the hardest part. I will remain a virgin until I find the total package that's not family. Girls give or tell me where to find advice. The internet is getting me nowhere except hot horny and masturbating to past memories.

I remember the first cock I ever sucked, but I also remember the biggest cock I ever sucked. The biggest was Mark. He was in my city and I met him at his house. I had to walk around to the basement in the back so his wife wouldn't know. When he answered the door he said she was asleep. He said he had fucked her into oblivion an hour ago and knew she was out for the evening. Almost immediately he took down his pants and undies and took them off. He really did have the biggest cock I'd ever seen. I had sucked a few cocks, all of them after I got married so my wife has no idea I liked both cock and pussy. He told me to get on all fours and suck him. He was a real alpha male and I was more than happy to take his cock in my mouth.

I must have sucked him for at least 20 minutes and he told me to get undressed. My cock was hard from sucking him and he asked me if I'd ever been fucked by a big cock. I told him I'd never been fucked by anyone and he said that this night he was going to fuck me. I was a little concerned but knew this was what gay men did so I said I was looking forward to it. His cock was about eight inches long and fairly thick. He was sticking straight out when he told me to kneel down and bend over the couch. I did and felt his tongue on my asshole. This was a new feeling but was great. My wife never did this. He licked me and shoved his tongue into my asshole, then I felt a finger inside me. Soon he had two fingers in me spreading my asshole open. Then he pulled his fingers out and I felt something else against my hole. He pushed in and his cock was spreading me even more. It hurt at first but when he popped past my sphincter the pain stopped and It felt like someone was just playing with my asshole. He started to gently fuck me and about 10 minutes later his big nuts slapped against me. He was buried to the hilt. I was really enjoying it. Then he started to fuck me in earnest. I was moaning as he plowed me into submission. He fucked me for another 15 minutes and said he was going to cum in my ass. I told him not to but he just ignored me. He had me in a position where I couldn't really fight him and couldn't pull away from his cock. He pulled my hips back and said he was cumming. I felt his cum ooze out of my ass past his cock. I actually did it. I let another man cum inside me. He collapsed against me when he was spent and said I was one of the best ass fucks he'd ever had. He said nobody had ever taken his whole cock before. I didn't think I had a choice as he buried himself all the way in.

He finally pulled out and wiped my shit off of his cock. Then he asked if I wanted more. I told him I did and he had me turn around and sit facing him. He moved up to my face and put his semi-hard cock up to my lips. I opened up and took him in again. He said he could cum multiple times and I believed him since he'd already cum twice that night already. He didn't get rock hard this time but was still the biggest cock I'd ever seen. It took nearly a half hour when he said he was ready to cum. As he spoke he put his hand on the back of my head and I felt his cum hit my tongue. I was surprised even though he said he was ready to cum. I ended up sucking him clean. His cum was not too bad. I'd never swallowed before but after taking all that he had to give me I was hooked. I definitely wanted more. We have met a couple dozen times over the last few years and I thoroughly sucking his big cock and having his cock in my ass. I take everything he has to give me and come back for more.

We'd been married for about 15 years when I started sucking cock. My first cock was a big fat guy. He sucked me off and swallowed my load, then I sucked him and swallowed his load. Ever since that night I've hunted for the perfect cock to suck. Most men I've sucked had cocks smaller than my six inches. That was until I met Chris. He was the friend of one of my regulars. He got my text and invited me over. He said he had a true eight inch cock and wanted me to suck a real man. I was prepared for another disappointment when I got to his place. He was tall and skinny. Before I even had my coat off he was kissing me. I put my hand down to his cock and could tell it was impressive. Within a few minutes we were both naked and I couldn't believe the size of his cock. Even soft it was at least six inches and pretty thick. He laid me on his bed and started sucking me. I quickly got hard and he complimented me on my nice cock. Then he got off of me and sat in his recliner and called me over. He had me sit on his lap with his cock against my ass crack.

We were kissing and he was playing with my nipples. My cock got even harder. I was really turned on but when he reached his hand around me and stuck a finger in my ass I nearly came right then. Then he had a second finger in my ass and a few minutes later he said "You're getting me fucking horny. If you can take my three fingers you surely can take my big cock. He lifted me up and took me back over to the bed. He laid down and told me to be his mouth cunt. I bent over him and started to suck him. His cock was long and fat and had a nice hood. I could barely get more than the head in my mouth. Then he put me on my belly and I could feel him on top of me. He had stretched my asshole out a bit with his fingers but when he put the tip of his cock at my asshole and started to push in it was stretched to a whole new level. Before I knew it he was laying on top of me. He said not many men could take his whole cock in their ass and he was impressed by my ability to take his entire shaft. Then he started to slowly fuck me and got me moaning. It wasn't long and he was making full thrusts in and out. He was a real fucking stud and when he rolled me over I new I wanted it more than ever. He lifted my legs and scooted up so he could fuck me while looking in my eyes. My cock was still hard and he was basically giving me a prostate exam with his cock. I just kept saying "Oh fuck" over and over. But it wasn't until he reached up and pulled both of my nipples that I felt myself about to cum. I yelled that I was cumming and he pulled harder on my nips.

I let go and my first stream shot out of my cock and hit me on the chin. That had never happened before. He was fucking me like I was his whore. He owned me and my ass that night. He was able to fuck me for a good 20 minutes before he said he was going to cum. I told him to breed me and he let loose. I felt the warmth of his cum fill my ass. When he finally pulled out of my ass I could feel the warmth of his cum ooze out of my ass and down my crack. That was the first of many nights at his place. Sometimes he fucked me and sometimes I just sucked him until my jaw hurt. I'm not sure which is better, sucking his massive cock or having him pound me like a bitch. My wife has no idea I do this but she's a bit self-absorbed and as long as I don't pressure for sex she's happy. I guess I'll keep sucking his big cock until I find something better, if that's at all possible.

Detention not so boring

I was 13 when I had to serve detention for showing up late in class for a third time in the same semester, a new rule for the 88, 89 school year. When I showed up for detention, there was this pregnant teacher-6 months I think, she was a sexy 20-something babe, it was her turn for detention duty.

There were just 5 of us that day, 2 8th graders, another 7th grader like myself, and a 6th grader she was the only girl on detention that day, the rest of us were guys, I was the only guy in short shorts that day. Because that teacher was pregnant, my dick would not stop staying hard in my short shorts no matter how tightly closed my totally bare legs were even though we all had to stare straight ahead at the bulletin board.

I had this weird feeling, that teacher was staring at my legs then after 15 minutes, she excused everyone. When I got up from my seat, she warned me to sit down.

After the other 4 students went home, and the coast was clear, she smiled at me, and asked me to undressed from the waist up, when I took my jacket off, my whole torso was bare.

Then that teacher rubbed my short shorts bulge, then she pulled off her dress, and what a view! The way her 2 inch swath of bare belly showed off between the very high front of her huge panty style bicycle short shorts and bra, my dick got throbbing hard in my short shorts.

That day detention wasn't so boring after all. When I got home, I was by myself, wanked and shot loads of cums down my short shorts.