Posts41

It is with sad regret that my wife and I have agreed to go separate ways. We have had an open relationship for several years and it has gone very well. With us both finding ourselves sexually, my wife has taken to her lover of the past seven years and they have decided to pursue a monogamist relationship. I'm happy for them and she will be missed. It is now a time of transition in my life! I'm beginning a new journey of which I have wanted for as long as I can remember. I will be exploring my feminine side and have my former wife's blessing for which I am grateful. I look forward to sharing… Read more

As with most of my clothes, I would wear them until they were nothing but rags. My shirts had holes in them, my socks and underwear had holes in them, and almost every pair of jeans I owned had holes in them. My first "alteration" was actually a girl I was kind of seeing (we hung out only if she didn't have anything else going on). She was more sexually adventurous than I was at the time or at least she had much more experience than I did. We made out in the back of the theater one time, she wore baggy sweat pants and let me finger bang her during another movie. The third was really exciting w… Read more

I was never told why or how the invite to this Philadelphia M4M Spanking Party email invite ever found me but I got one. I was a horny 19 single skinny white boy who enjoyed living off campus in his small one bedroom apartment off campus. I kept mostly to myself unless I was meeting people I hardly knew to have sex. When I wasn't on campus or working at the video store, I was naked in my apartment jerking off to porn, having private chat about sex, trying to meet people for sex and letting strangers gaze upon me naked sticking things into my ass or even my penis on my computer cam. I wasn't in… Read more

I returned to my apartment the next afternoon. My whole body ached, especially my ass which made the drive home a challenge. I found changing ass cheeks the best way to mitigate the pain. My hole ached from the absence of meaty cock in it. The drive home was a blur of pain and thoughts about what I had done. I had began questioning my relationship with my girlfriend, Lorraine, who I still cared about but was unsure she'd understand my desire for being used sexually by men..... especially ones I didn't know that well. I knew that there was a slim chance of meeting up with anyone from the night… Read more

Halloween time, for myself, was a time to dress up and be anyone I wanted to be. I liked the makeup, the costumes, getting into character, and being naughty! This time was different. First, I was going out of town on my own to meet up with my friend Darnell. Second, I had turned 18 just a few weeks prior and was living in a rundown one bedroom duplex on the east side of town with my girlfriend. She had to work that night but she helped me get ready. That afternoon around 3:30pm, my girlfriend was helping me with my makeup and laying out my costume. She was very skilled with altering it to fit… Read more

I still remember the first time a friend of a friend showed me his cock during a game of strip poker after school. I remember my first time, during a sleepover, that I sucked my friend's cock and he sucked mine. I remember the first time trying anal, as a bottom, how painfully awkward it was and how I wanted more.....even after I cried to stop after penetration and just a few strokes inside me. I remember going bareback for the first time with a guy I only knew for about three hours.....and it turning into an on/off again relationship for the next six years. It's funny how you replay those mem… Read more

I like big girls! Why you ask? Because there is more of everything to enjoy. They are usually more fun, nicer, better in bed, more sexually adventurous, typically are more fun to talk to, and there is just more to love. My first girlfriend in highschool was to times my size! How is this possible, well when you are 5'10" with long blonde hair, blue eyes, have a short extra thick cut cock....6.5", pasty white skin, and only 115 lbs. I was still working at my first job since graduating college doing small business loans. I did my internship with the same bank while a student. In fact, I was stil… Read more

During her final act of dominance, Mistress was plugging her dildo up into my weary hole. My ass was a fiery mess of sensations. It was throbbing uncontrollable pain....yet I was fully erect. My cock was bouncing up and down, my legs were up and my ankles were over Mistress' shoulders. Her small breasts were jiggling, she was breathing hard, her body was covered in sweat. Mistress was getting tired and my hole was thankful for the end was in sight. Mistress was bending over me and my flexibility was being tested with my knees now touching the bed up around my head. She did once last thrust as… Read more

I met Mistress Elaina, aka Elaine, shortly after getting hired to work at her family's pizza restaurant. I was hired by her mom after a short interview process. It was my first paycheck job! I started out bussing tables, washing dishes and taking out the trash. It was a small restaurant in our tiny town but was always busy. Her mom was strict and there was always something to do. Her dad was the cook, he was nice but very quiet compared to his wife. Elaine was a waitress. She was in her early thirties tall and slender with dirty blonde curly hair and red rimmed glasses. She was married but now… Read more

I was showering in the man's basement. I was mainly cleaning my ass and mouth out. The man joined me but he wasn't interested in playing around he was all business as he washed himself. We toweled off and went upstairs. I had gotten my sweatshirt and shorts back on and the man slipped his robe back on. For a thick stock guys, he looked hot with his robe open and his uncut cock hanging out. Even soft, his cock looked huge. I walked gingerly out the front door. The man told me to stop a second. He left me for a minute and returned with something in his hand. Then he asked me to do something I wa… Read more

The final weeks leading up to my Fall term beginning were fairly routine. I woke early to go workout, come back to my apartment to eat something and shower just before Camilla arrive. Her husband has grown suspicious of Camilla and was now returning to the apartment just below mine for the lunch hour. Things has grown more contentious between Camilla and her husband. As for the mysterious envelopes, no contact was made during this time. I attempted to meet this person one Saturday afternoon by going into the apartment building just across from mine .......only to discover the apartment had bee… Read more

Once again, the pictures in the envelope contained pictures of me on top of Camilla with her legs over my shoulders, Camilla on all fours with me taking her from behind, Camilla riding on top of me while I was rubbing her breasts, and one of me by myself jerking off standing in front of my window looking out. I found the pictures extremely stimulating. I kept the pictures in my file cabinet with the others. While the pictures were erotic and arousing, I found the note equally....if not more so. The note had one question 'Are you a TOP, versatile, or a bottom? The other line was a statement, 'W… Read more

I found myself masturbating to the pictures that I found in the envelope and imagined what it would be like to have sex with this faceless nude man's picture. I blew out bigger loads just jerking off and mildly fingering my ass. I admit, I had this great thing with Camilla (a super slender sexy married woman with unbelievable tan skin that could hardly speak any English) and yet I began fantasizing about what this guy could do to me (I knew he was watching me ......and I liked it!). I found myself pondering the situation with Camilla and the secret admirer in the shower, at the gym while worki… Read more

I was obsessed with Camilla. She was the sexiest woman I'd ever had sex with. Her perfectly tan slender body, her small perky firm tits, her amazing tiny ass, and the feeling of how good she felt when I had my cock inside her. I couldn't believe my luck that she wanted me to cum inside her everytime. I could see her eyes shine big at me when I lost control of myself and injected ounces of my personal fluids deep up inside her body. She enjoyed wrapping her legs around me, holding me in several minutes after the shockwaves had subsided. We had a strong physical connection and that was perfect f… Read more

My junior year in college, I moved into a two bedroom apartment just two miles north of campus. The name of the apartment complex was Melrose Park, it was a series of four buildings with four units. Two of the units were partially underground with two units just above them. The windows on the lower units were just above ground level. I was fortunate to move into one of the upper units during one of the hottest days in early July. I didn't have much to move into the two bedroom apartment...just a few boxes of dishes, silverware, pots and pans, a couple of suitcases filled with my clothes, a sma… Read more

All it took was a pic after everything that he had typed to me over the last hour and an half. Once I saw his perfectly veiny nine slender inches of his mushroom tipped cock and I knew his cock was going to be stuffed into my throat and then my tight tiny white ass. Three hours later and I had his warm salty cum in my stomach and oozing out of my ass. I was laying on my side, my body aches and my ass hole was throbbing. I was in loads of pain but I couldn't get enough.....I wanted more. If I wanted it I'd have to earn a second visit. I was a 19 year old sophomore living in a cheap one bedroom… Read more

I'll be the first to admit that I make mistakes and some times I'm a little too quick to judge especially when I was younger and dating. I had only had two dates with Beth with no sex just a small kiss and hug and less than six hours after meeting her friend Katie to put my tiny thick cock inside her body multiple times and ways. I was extremely physically attracted to Katie! She had a beautiful body, a dirty mind, and enjoyed sex.....with me. Katie had a voluptuous frame, I like her saggy large tits and how they swung when I took her from behind and when she was riding on top of me, I liked g… Read more

Have you ever gone a few dates and knew that it wasn't going to go anywhere? Well, that was me after just after my second date with this girl Beth. She was average looking at best, she was nice but too quiet for me. I liked girls that enjoyed talking at that time. Beth was this short 5'5" kind of pudgy, small titties, with really nice long brunette hair curly, and sweet brown eyes. My problem was that she would just stare at me even when we we watching a movie in my apartment on our second date. I knew that if we had sex or even kissed .....she would be obsessed with me. She was too timid to g… Read more

Even at 13 years old, I quickly discovered having something in my ass was the ultimate experience for me. It felt foreign and my tiny hole still pushed and resisted as much as it could when things were pushed in rather than pushed out. Becky had planted this idea or her boyfriend Jeff, who was 15, fucking me and it excited me greatly. For several days and nights it was all I could think about and get images danced in my head while I masturbated time and time again. Even when I had sex with my girlfriend Tina, the only way I could cum was thinking about Jeff's cock in my ass while sucking on Ti… Read more

Growing up in a small town with not a care in the world was my mindset at age 13. I was this skinny pale freckle faced shaggy white blonde blue eyed k**. I was short for my age with no real body hair. I liked girls, especially thin tan ones, but they didn't even give me a thought. The only girls that liked me were bigger than me in both height and weight. Since beggars couldn't be choosers, I started dating Tina. She was a little taller than me. She was stocky, thick, and was one of the first girls to "develop" an impressive chest. We had no idea what we were doing back then. After school we w… Read more