I went out of town to visit some college friends and I got to see the guy I got dickmatized by my senior year. Like when I tell you this man wrecked my life after we had sex the first time. I started acting crazy and shit and I couldn’t come back to my senses until after I went home for a bit. It was funny because he almost got mad at me because I came over so late that he thought I wasn’t coming.
Tag: Anal
Double Double Tentacle Trouble (F21/other, Non-human, Tentacles, Oral, Anal, DP)
A raven cawed in the night as Amy dropped the last ingredient into the pot. Being a witch in college meant making do with limited space. Who said a cauldron couldn’t be a pot on a hot plate? Being a senior with her own dorm room meant at least she didn’t have to try and hide her spells from a roommate.
Her long pink and purple hair was tied back in a ponytail and instead of robes she wore a white lab coat, left hanging open over her naked body. Beakers and tubes that once held ingredients lined her limited counter space, being a chemistry student had its perks. The only part of the spell casting that was traditional was the heavy leather spell book propped open on a stand. Amy lazily stirred the pot as she checked over the page open in front of her.
“Brew a lover for one night.” She chuckled at the title, but boy did she need it. Balancing studying academics and witchcraft left her schedule lacking in time for going out. Still, she was young and had needs. As the smoke changed from a pale green to a soft lilac, she stopped stirring and turned off the heat. “Perfect, as usual.” She thought to herself, “Now we wait.”
Masturbation Club.
Part 01
I was feeling out of sorts. Moving to this new city had been good for my husband’s career, but for me, it left all of my friends behind. I did not make friends easily, being something of an introvert, so it was a lonely life I was leading.
I was just about to go shopping when the was a knock on the door. I opened it, and a woman, who looked to be in her early 40s, was standing on the stoop, smiling.
“Hi, I’m Beth Fowler, my husband and I just moved in next door, and I thought it would be nice to meet our neighbors.”
“Nice to meet you, I’m Susan Watson,” I replied.
I invited her in, I guess shopping could wait. At the kitchen table, I poured out some coffee, and we got to know each other. Beth was 40, the same age as me, with no kids, her husband had to work long hours at the company he owned, and being that they were well off, Beth didn’t need to work.
[MF] After 10 years I finally made my GF love anal
I’ve been suggesting and teasing anal every once in a while for 10+ years as it’s my biggest kink. She’s always been willing to give it a try but got uncomfortable even with me gently pushing a finger in her beautiful tiny asshole.
Well, a while ago something clicked. She was really turned on while doing doggystyle so I asked again to gently finger her ass at the same time. This time she immediately started screaming like an animal (not from pain!) and wanted me to keep going. Her hole really surrendered as I pushed my thumb all the way in without any resistance. To this day she finds it the biggest orgasms she has ever had. After that my thumb has been in her ass every time we have sex.
Yesterday she was really turned on, so I just took my thumb out and said I’ll properly fuck your ass now. I really struggled to get the tip in but as I finally made it she instantly started moaning like an animal once again. The feeling was unreal. I started to push in and asked if it’s hurting, but she wanted me to go deeper. Turns out there was no problem going balls deep in her ass which surprised me as I was sure my 20cm would take some time getting used to.
I [F] surprised my bf [M] on a naughty night out
My bf has always been into anal and mild s&m, he loves massaging my arse and teasing me with buttplugs and vibrations, he’s always wanted me to go outside with one, with only him knowing.
We were going for a night away, so I took my opportunity. It was payday, I ordered myself a chastity belt with a buttplug in it, nipple and labia clamp chain, a peephole bra, and crotchless thong, and hid them all in my suitcase with my favourite dildo.
We got to the hotel and I was already dripping wet, but wondering how he was going to react.
He showered, then I did, and he wanted to watch me dress, so I pulled out my bra, and told him to put it on for me. He undid the clasp behind me, and told me to put my arms through, then fastened it, I turned around and showed him the style, he was instantly rock hard. He asked me what else I had bough, so I pulled out the thong. He asked me if I was going to wear those outside, ‘only if you want me to’ he did.
Night Shift [M35/F35] [Trans] [Hand Job] [Anal]
I am clerk at a local gas station. I have that job fore about a decade. I drag my thirty five year old body to work on five, sometimes six days a week. But I always go to work when it is dark outside. I work graveyard, I work the night shift only, because it is my thing to do. I love to work when it is dark outside. I love the silence of the night, and yes, I like the people that show up too.
And no, I haven’t said goodbye to sunlight: After my shift I often go out, into the sun, some hiking, some chilling, enjoying the quiet of the morning, while everyone else drags their sleep drunken bodies into work. I love my ultra night owl lifestyle, but finding a partner that shares it with you, is a very tough thing to do.
My shift starts at about nine thirty in the evening, and it ends around six thirty in the morning. When I arrive at work, I make a round around the compound, to check out if everything is alright. Then I take over the cash register from a coworker, then I end my coworkers tend to have some chit chat, then they leave. They leave and leave me alone in the dark.
[M]44 – Suddenly I became a sugar daddy
I made a post some time ago about our first encounter but, in the meantime, we managed to meet again a few times so this is the updated story. For a little background, one thing that I didn’t find necessary to mention in my post, is that we reside in different countries (although only a 90 minutes flight).
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Some time back, talking to an acquaintance about the fact that I will go abroad for two days, she told me that she never traveled to another country. Probably out of boredom, I asked, “Wanna come?” and the answer was obviously positive. A few days later we checked into a centrally located hotel where I got a very nice penthouse corner suite with a king-size bed and a couch “just in case”, but probably the large terrace was the big bonus because we’re both smokers. Soon after, I let her know that I have to leave for a few hours but suggested a shopping street, mostly because she was dressed like hell. She’s very poor, no judgment here, and I’m also no fashion critic so take it with a grain of salt. Anyway, in the rush of the moment, I gave her 500 EUR and went to solve some stuff after leaving her in that specific shopping area.
At the Farm – Part 4 [F18/F18/M50/F35] [Mdom, D/S, spanking, slave training, lesdom, anal, BDSM]
The door closed behind Sara as she walked towards her mission. Maja turned to her husband.
“What are your plans for the girls? If she manages to get the other maid here, that is.”
Sigvard stroked his wife’s hips with the tip of his fingers, pulling her towards him. She felt the warmth of his breath as she met his lips with her own.
“Many years ago, when I first met David’s mother, I lived somewhat of a different life. I traveled a lot, visited many places and got to know people with a slightly… alternative attitude to life. They considered themselves a hidden society, with members all over the world. Their great belief was that in order to find true meaning in life, one must give in to their inner desires. To not hold yourself back by the boundaries of expectations and norms.”
“Okay…?”
“They taught me a lot. That true pleasure is a process. It is something you train yourself towards. And the greatest pleasure, according to those in the society, is that between a master and his slave.”
His hands slid down and grabbed her buttocks. It made her giggle.
Anal adventures with my man and a 19yr old guy [FMM]
Five or six weeks after the experience we had with a cute redhead, my man (39) and I (36) were out of town when we met this 19yr old college kid at a swingers party. He was a muscular blonde white guy, very handsome, so I asked my man if we could play with him that night, he said yes and took him with us to our hotel room. We got naked and, after the guys kissed and licked almost every inch of my body, I got down on my knees and started to suck their cocks.
I was really horny and loved the way the guys were getting more excited with my blowjobs. The kid grabbed my head and made me swallow his cock all the way to his balls, and his moans turned me on even more. I have to say something in this part of the story, he wasn’t my first young guy, he was actually my third, but he made me experience some new things for the first time.
How I Turned Myself Into A Perfect Sissy Part III [M23/F26] [Anal]
*I really advice you to read the previous parts first,* [*they are 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.*
A few weeks later my transformation was in full swing. I was training my holes, I was wearing panties only, I regularly shaved my body – my roommate was so nice and helped me with the hard to reach parts. My useless dick, my clitty was locked away all the time. I already had lost some weight, regular workouts helped with getting skinny and developing some damn hot curves. And my hair was growing out and I all felt nothing but great.
Also my, or better said our online platforms, because my roommate was a huge part of it too, did great. More and more supporters showed up. More and more men enjoyed watching our content. Or sent me encouraging messages, and yes some money too. It was enough money to think about permanent hair removal, because shaving my whole body nearly every day, was just a very tiresome thing to do.