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You're now chatting with a random stranger. Say hi! Official messages from Omegle will not be sent with the label 'Stranger:'. Strangers claiming to represent Omegle are lying. You: Man looking for boy or girl (8-16 years old) to role play. I can be your daddy, your teacher, your coach, whatever you like. Interested? Stranger: hey You: hi Stranger: how old? Stranger: im 13 f You: me? i'm 48 but i can be any age you like. and your age? You: oh You: 13 perfect! would you like to play with me? Stranger: sure! You: awesome! You: what role shall I...

Ch.1 10’o clock and I stare out the window wondering what day it is. My sister knocks on the door and opens it quietly. “Well that sure defeats the purpose of being quiet if you’re gonna knock on the door,” I said with a hint of amusement. “Well at least I’m willing to come and wake you up!” she yelled throwing my pillow at me. She ran down the stairs leaving me to do my routine. “Hey honey, how are you? Your friend called!” “Thanks mom,” I replied “You doing anything today Sarah?” “NO! And why should you care?” “Sheesh, calm...

I was watching You Tube videos with my Cousin Jordan, we were 14. I was slim and kinda tall. I had a 6 inch cock when hard. Hey looked at what just popped up It was a video of a girl touching her boobs while a guy sucked her pussy. i'm gonna jack off he said The thought of him, masturbating next to me turned me on. But I played the innocent. What!? I said Here? Next to me? Ha! You wish. What is your dick too small He laughed Please, I bet mine is two times yours he said There...

I'm a lawyer, and I know right from wrong, but this year has been really hard on me. Being 34 years old, standing at 62 and weighing in at 170 lbs. Dark reddish blondish brownish, Low Cesar haircut. I'm a mixed man, mothers Italian, fathers Puerto Rican and Indonesian. I don't know my parents, they were killed in a high jacking in a airplane coming from Italy visiting my grandparents on my mom's side. All I know is at five I was living with my grandfather on my dads side, In Puerto Rico, and things changed from the start. I went...

When I was 18 I had a close buddy that I hung out with all the time. His name was David. Although we both were interested in girls and had steady girl friends at the time, we spent a lot of time together and managed to end up with some sexual experimentation with each other. The first time we did anything we had been joking around about cock size and he kept insisting his was bigger than mine. We had seen each other’s cocks and his looked to be the same as mine. But he claimed his got much, much bigger...

There were two qualities about my high school friend, Kmart Cowboy, that I genuinely were two qualities about my high school friend, Kmart Cowboy, that I genuinely appreciated. First and foremost, he had vehicle. At a time in my life when riding bicycles became increasingly uncool, having a friend with a truck was more important than wearing clean underwear. Secondly, Kmart Cowboy had game. Out of all my associates at the time, Kmart Cowboy had more girlfriends, sexual partners, and concubines than I could possibly keep track of. These two qualities provided enough incentive for me to spend a considerable amount...

I came home from shopping. We girls love to shop and I had been gone for 3 hours. I walked into my bedroom and I smelled two things. Cum and my sons aftershave. Two things I actually enjoy. I had to investigate. I carefully went around sniffing everything. I found the strong cum smell on my pillow. I found two small spots at the edge. I stuck my nose right down to them. Cum. No mistaking that aroma. I kept going around the room. On my dresser was a picture of me when I was 18 at my Senior Prom. I...

My Sister's Boyfriend by Larry Malone Even when I was very young, I loved to play with my asshole. I was always, what I later found out, was called “anal erotic” I loved having something in my little ass hole. It started when my Mom stuck a Vaseline lubed finger in my hole to ease in an enema nozzle when I was really little. It felt so good I always tried to duplicate that feeling with my finger, the enema nozzle, carrots, smooth sticks and as I grew older, the head of my G.I. Joe action figure. When I was about...