All Chapters of The Wet Diãry : Chapter 141 - Chapter 150

Dear Diary,A few months into my school life here and it’s been brilliant. I’ve been laid by two of the steamiest guys High Hill has to offer, with none of the drawbacks. Lessons just seem pointless now I’m just chasing to see who’s best!We’re still in the depths of a miserable November as I’m writing now, so it’s been tricky trying to find guys who just want to keep warm. Everyone’s after a boring relationship now, can’t people just have fun nowadays? My Chemistry lesson (or should I say “Hour Eyeing up the Hunk next To Me”) was interrupted when a notice came for me to see the House Leader at lunch. This certainly perked up my lesson. What could he want me for? I haven’t done anything wrong...much. OK, so maybe blowing off 2 other guys could class as something wrong but no-one else knew about that right? Right?!12 o’clock came and went and I was forced to drag myself from hopeless flirting to the House Captain’s office. This guy basically runs the whole house thing. No-one had ever

It all started when I was about 12 years old. I was an average boy, meaning I was not well endowed, nor was I into sports or school. When I was 1 year old, our family moved to a remote mountain town. The nearest neighbor was literally over am mile away. Tall pine trees littered the landscape that made for a great playground for a young man to grow up in.We hardly had any visitors to this remote homestead, but when we did, it was memorable for me. My mind floods with my early visions and memories of growing up and experimenting with sex. I was your typical boy, curious, exploratorive and horny as hell. I remember I would masturbate to playboy magazines that my fathers mining partner kept in his trailor that he had parked on our 5 acres of land. I remember looking at those beautiful women as they exposed their breasts as if to welcome my cock between them and for me to cum all over their faces. I imagined so many scenes with these women that I still get hard remembering those early fan

Yesterday was my 36 birthday and up until yesterday, my butthole was a virgin. That changed however last night when a very horny man spent all night, off and on, fucking my asshole. This was the first time I have ever done anything with a man but I have to admit, I enjoyed it. I met the man at a hole in the wall saloon downtown. Besides the bartender, him and I and one other guy were the only ones in the joint.He was a tall muscular Latino man in his late 30's I would guess with several tattoo's that were visible on his arms, and there I was, a 5'8, 155 pound white guy. He came over and introduced himself as "Rubin". I told him I was "Tom" and that it was by birthday and we began chatting. Somewhere in the conversation the topic of sex came up and that is when he started talking about anal sex.He said, "I love assholes! Especially really tight virgin ones. I love the sounds people make when I split open their assholes for the first time with my big dick. It

I couldn’t believe what she had just told me! Diary, This was so HOT! How lucky could a guy get! At least that was kind of my thinking as the petite bikini clad brunette just ahead of me led me through the dunes of swaying beach grass. The trail was now passing through a thicket of tangled and stunted evergreens and was now so narrow we had to go single file. This I didn’t mind at all since I loved just watching the motion of the girl’s poorly concealed butt cheeks as she walked. And soon I’d have the opportunity to do far more with that lovely bottom than look at it! We met in the afternoon when Deb had asked me to help her spread some sunscreen on her back which of course I accepted. The feel of her soft young skin was amazing and we had started chatting. She was very easy to talk with and our conversation rambled all over the place. I don’t how it got there but somehow we got on the topic of sex. For me it was literally a “stimulating” discussion and my efforts at hiding the

He must have grown bold because while he was saying this he stood up and came over to me to push me on my back. I wasn’t reluctant as I was still horny as hell and getting hornier every second. He pushed my shirt up my tits and he groped my tits. I let out a moan which encourage him to be even harsher to his big sister. His cock was fully erect again and it throbbed and twitched with anticipation. Blocking his way he removed my panties with one swift move and parted my legs with his legs. All this time I was getting hornier and so my pussy was soaking wet with my juices. «Someone really needs to be pounded hard» he said while pushing one finger inside my pussy. I was still sure that he was a virgin but he sure was very good at his first fingering. He made me loose control of my legs as they were pushing my ass up and making his finger go deeper inside of my folds. He pushed me back down and took his finger out. But before I could protest to him leaving my pussy he turned me aroun