Anal Archives — Page 89 of 957 — NSFW story

Window Cleaners Did Me Dirty [18yo girl, humiliation, cucumber]

I was brutally tired after the party and went straight back to sleep. Dylan was following me the entire evening wanting to get me to to sleep with him. But I am no whore so I just provoked him the whole time asking him what he likes about me. He said he likes my dirty blond hair, my athletic figure and when he was more drunk, he said that I have unusually large and well formed tits for an 18 year old. That was when I quietly disappeared and went home to sleep.

I always sleep naked in the summer and tonight was no different. What I totally forgot about was the crew of windows cleaners who were supposed to be working on our building since the next morning.

When I opened my eyes I saw 2 guys standing behind my bedroom window in the 15th floor on a cleaning platform, looking at me and salivating! One of them was holding a smartphone presumably taking pictures!

I screamed stupidly and covered myself up with a blanket. They were both dressed in blue workers clothes. One was short with pronounced beer belly in his 40s and the other slightly younger, tall and thin but hideously strong looking. Read more »

The Day I Lost My Anal Virginity [23F] [F/M]

Before I begin this story, I must admit that throughout my adolescent years, I was certain that I had no desire to ever let a cock to come close to my asshole, regardless of the situation. I have heard unsavory tales from pals who said that they only did it under duress from their boyfriends and that it hurts and is in no way pleasurable. When my pussy was just next to my asshole, I never understood why I would want my asshole penetrated. I was also terrified of it and convinced myself that I would never be interested in attempting it.

Imagine that I’m 18 years old, have a boyfriend, and a bedside table filled of sex toys. By that time, I had been exposed to various anal plays; I like having my asshole massaged, having a finger inserted during doggy, and even having a little plug that I enjoyed wearing while being fucked. It took a lot of trust and patience to get to that point, but it was well worth it, and I really enjoyed it anytime my asshole was involved. I never felt compelled to do it, so I could always enjoy it on my own terms and have all of my wishes honored. By that point, I had not yet changed my opinion towards anal sex; it was never truly discussed; and I was content with the present situation, which, in my opinion, could continue. Until I gradually began to have all kinds of fantasies… Read more »

I Want to Ruin You [F/M][20s-30s][Oral][Anal][Talks of Orgasm][Ramblings]

I want to ruin you.

Just completely wreck you for any other woman. I want to be the best whore you’ve ever had and will ever had. I want you to only ever think of my tight cunt regardless of who you are fucking. To constantly be comparing fucking me to everyone else. I want you to find that no one else will ever compare. That my pussy was the best and will always be the best at milking your cock, at bringing you to orgasm.

I want it to be the only thing you ever think of. For you to constantly wake up hard, maybe even dream about cumming deep inside of me, only to realize nothing else will ever compare to the real thing. That the person sleeping beside you will never compare. I want you to wake up painfully erect and realize that the person sleeping next to you will only give you a semblance of an orgasm compared to what I have given you.

I want you to think about me when you fuck anyone else’s ass, to remember how I begged you to fuck mine. How much I want you, no, need you to cum in my ass. To use it when and how you please. Read more »

How I Turned Myself Into A Perfect Sissy Part II [MF] [Anal]

*I really advice you to read the first part first.* [*It is over there*](https://www.reddit.com/r/dirty_boy96/comments/xuwfq0/how_i_turned_myself_into_a_perfect_sissy/?utm_source=share&utm_medium=web2x&context=3)*. Enjoy your read.*

After being locked up for about a week, horny was in full swing. I was desperate for some relief. I wanted to jerk my rock hard dick, I wanted to fuck some hole. Any hole. But both

of it was just a no go. So I got creative. I asked the Internet. I researched other ways to cure horny.
The first thing that popped up was exercising. Exercising and even more exercising. So I go myself the first gym membership of my life. And I bought myself some nice running shoes and some nice, tight fitting sports clothes.

When I hit the gym, I trained mostly my ass, to turn my body more female. To get a nice big and round booty. And it worked out. But I wasn’t a skinny dip back then. I had some pounds on me. That was where the running came in. I went on runs nearly every day. To cure horny, to loose weight. Read more »

Hey friends! I’d love it if you read my story and let me know what you think.

You are dominant but gentle as you push my legs apart and adjust my ass to the right level. As you massage lube into my tight hole, I wait with nervous excitement to see if your thick cock feels as big in my ass as it did in my mouth. It felt so juicy and warm against my tongue. The little plug I’ve been wearing around the house in preparation for this should have been bigger I think to myself.

When we got to your house, you hurried me into the shower after ordering me to strip. Even with the drinks i’d drank to calm my nerve I still blushed as my clothes hit the floor. You directed me into the water and watched as I lathered myself head to toe and rinsed off. You dried my off, careful to graze your fingertips over my nipples and briefly, the head of my cock. Read more »

The Beauty and the Pervy Sage

Hello all,

My 1st attempt into writing apologies as English is not my 1st language but i will do my best to write something fun and juicy. Thanks again for reading my post if you ever come across it.

“One man broke me and one man heal me tonight” Beauty

As she left that night with big smile in her face. Sage looked up into sky as he light his cigarettes and said to himself her smile was priceless. this is the reason i do what i do.

Enter the Pervy Sage: Read more »

Winter break fun with my ex gf, Josie [MFF 21] part 18 [public nudity, anal]

Josie, Amy and I finished Christmas
Shopping at the mall. Josie was still totally naked under her big winter coat. As we were leaving the mall, Josie said, “I need to stop in the ladies room on the way out.”

Amy said, “No, let’s go.”

Josie said, “But I really have to pee.”

Amy said, “I’ll tell you when you can pee.”

We got in the car and Josie asked me to drive her big ass station wagon. Josie said, “I have to pee too bad, I can’t drive.” She sat in the middle of the big couch like front seat, with Amy in the passenger side. Josie’s leg was bouncing up and down rapidly as she held in her pee.

Amy unbuttoned Josie’s coat and helped her take it off, so Josie was sitting there naked between us as we drove on some back country roads. Josie said, “The cold air is really not helping.”

Finally, we came to a large, empty field and Amy said, “Come on,” and she opened the car door and got out. So Josie was completely naked, except boots, jogging behind Amy, as Amy walked quickly across the snowy field. Read more »

28[F4M] NV Daddy’s Little Whore💜. [Married to Crime.]

Hello there 18+ or 20+ please. Read everything. Long term.

(Read all please.) (Preferred age for the Top 30-40.)

(Looking for someone can match my writing style or close enough for this rp. Please DM with kinks and limits. Your Character (prefer height 6′ or over and a opening or your own reply to the starter.)(interracial couple included.)(Come with your best starter or detail of your character.)

“You don’t know what you did, did to me. Your body lightweight speaks to me. I don’t know what you did, did to me. I found it hard to find someone like you, I’ve been goin’ through some things. I don’t wanna give you the wrong impression
I need love and affection
And I hope I’m not sounding too desperate. I need love and affection.”
_______________

“Emmy. My sweet Em… How many times have I told you to behave? Huh? You can’t keep acting out when it involves Daddy’s money. You scared off a valuable customer. He literally thought you where going to cut his hand off. I told you so many times… I won’t let them touch you but, I need you to behave…” Grabbing my chin you tilted my head up to you. My eyes half focused and half glossed over. My body lay on our big king sized bed we shared. Read more »