I 22[F] finally got my first dildo

My boyfriend doesn’t like anal. I’ve always loved the idea, I fantasize about getting fucked hard in my ass all the time.

I’ve tried a smaller buttplug before, I loved it, but my tight asshole craved for more, and I obliged.
Today I got my first dildo, and had anal for the first time!
After a few minutes of trying to push it inside and get used to it, I could take it deep, and I fucked my tight ass with my dildo. I had my first squirting orgasm today.

It felt so fucking good, and I feel constantly horny now.

[M/F] The Wager [Part 5] [Chastity] [BDSM] [18]

When I returned to the living room, Mistress had me stand in front of her.
Taking my body in her hands, she pulled my balls through the ring of my chastity cage, followed by sliding the cage onto my penis, and locking it in place.

“OK little man, I have a task for you.
Tomorrow at eleven am, you are to got to this address, and ask for Mr Green.
We are going to a party on Saturday evening, and you are going to be fitted for a proper tuxedo.
You are not to worry about the cost, it is all paid for.
Do not be late, Mr Green will report back to me on how the fitting went, along with your demeanor.
I want you to understand, your behavior is a reflection on me, do not disappoint me.
Now you need to get dressed, and head home, I will call you tomorrow afternoon, with details for the party.”

The next morning I stood in front of the shop I was asked to visit.
It was a nondescript shop front, the only indication of what type of business was conducted inside was a sign that read “Costumier”, below that a smaller sign read “Seville Rd England”.
Upon entering, a small brass bell above the door tinkled as the door hit it as I opened the door.

The End of Apartment 303 – Chapter 1: Maybe We Should Devise a Game [FFFM]

*Author’s Note: This novella is a sequel to my first novella ‘Apartment 303’. You can read ‘Apartment 303’ on my page,* r/KellyBoomErotica *or on Literotica. Chapters for this novella will be released here sporadically, but are released daily on my page. Please join* r/KellyBoomErotica *to never miss a chapter and catch up on my other stories. A summary of ‘Apartment 303’ is in the comments. Enjoy!*

**- Chapter 1: Tracy -**

“Life moves pretty fast. If you don’t stop and look around once in a while, you could miss it.” I had seen the movie a million times before but Ferris Bueller’s words hit me like a ton of bricks.

The past eight months, ever since Kelly moved into Apartment 303, had been, for lack of a word more encapsulating, heavenly. We ladies lived with, were in a relationship with, and madly in love with a man named Kelly. The first few tumultuous weeks in the apartment, when us ladies fucked with Kelly’s head and heart, were anything but smooth sailing. Thrilling, yes. Erotic, hell yes! The months after our game was revealed, I floated through my day-to-day life, head in the clouds, blissfully content. When we admitted our game to Kelly and he confessed his hesitation of being in a four-way relationship, we explained that sometimes two of us ladies would go on a date, like any regular couple. But, up until spring break that never happened, us four roommates were always together. No one ever asked just one of the roommates on a date. We all constantly fucked each other silly.

Hotels always make for the best sex [MF]

If you have read my last story you will know about Emily, if you haven’t please go check it out for our first encounter.

Emily was about 5”4 b cup but nice round tits a cute tight ass and shoulder length long black hair and has a fairly innocent looking face. Same age as me at the time 23.

If anyone cares about me I’m about 95KG 6ft, white very average looking, very average dick but I get told it’s a nice one. Pic on my profile of me. Anyway onto the story!

After our first night things got hot and heavy with her very quick, we started sexting constantly on SC, sending pictures and videos to tease each other it was a great time but sadly she had moved back home for the summer and she was about 100 miles away from me now.

Luckily I can drive so we quickly arranged to meet up but thought a hotel would suit our needs better than her room with her parents in the same house. We where talking about ways to spice it up, she mentioned she has a small selection of toys she would bring with her.

[FM] Weekend retreat

FYI I’m 45, 5’6”, athletic, 36-D bust (not natural) with black pixie cut hair, brown eyes, tanned skin.

I booked a couple of days in a fancy spa hotel with my husband, Spencer, months ago. He agreed to it at first, but as the time crept closer I got the sense he wasn’t as excited as I was about it, and I got suspicious that he’d try and get out of it.

Sure enough, shit hit the fan on some project or other at his company and he suddenly had to work through the weekend (up close and personal with his pretty new PA, I’m sure). He told me to bring one of our Daughters or one of my girlfriends, but none of them could get time off from work or find childcare or get out of whatever they had planned at such short notice, so instead of trying to reschedule for a time when Spencer was free, I took the hint and went on my own.

I got there Friday afternoon, checked in and went down to the spa. I hit the gym, spent an hour working out, then I changed into a bikini to go for a quick swim and relax in the sauna/steam room/jacuzzi.

[FM] My Mom’s Best Friend

My mom and her best friend were friends since forever. They grew up next to each other. The spent most of their free time together when they were children. And no, they were not in the same class at school. My mom’s best friends is around two years younger than her. Despite that gigantic age difference, it actually is one when you are young, the two always got along more then just well.

Even better, their relationship stood the test of time. The had their fights, they had their struggles. They were fighting with each other because of some men, or better said boys, but the always got back together and worked out their difficulties.

So my mom’s best friend knew me since the day I was born. And I knew her my whole life long. She often was my babysitter when I was toddler, she also watched after me and my sister when we were older and mom and dad needed some alone time. And nope, nothing sexual was going on. She was the aunt from down the road for my sister and me.

My (30) moaning older neighbor (42) and the power of sound [MF]

I’m Swedish so don’t jump me if the English isn’t perfect. This is a true story from last year.

Just for backstory, I’m Vincent, your average 30 year old, 5’10 normal built body with a rather thick 8 inch dick. Earlier this year I moved into a new apartment building in a more upper-class part of the city without it being showboaty in any way. It’s a friendly building, everyone helps eachother in a neighborly fashion, greet eachother in the lobby and elevator. Mainly young couples and families, and me – a 30 year old living alone.

Anyway, needless to say I’m a rather active sexual person who is single and not uncommon to have multiple partners in my bed on a weekly basis. The neighbors have hinted on the volume and moans coming from my bedroom at more than one occasion. The walls are not thin, but it’s an apartment building so noise make its way through them.

I, 28 [M], fucked my pregnant sister in law

This dates back to one year ago. My sister in law was very attractive and I have always had a thing for her.

One day we were at her place, chilling and so on. At the time she was pregnant with her first baby.After dinner everybody fell asleep, and I noticed thar her phone was standing there all alone, so I decided to check it out to see if there were any interesting pictures which I could use for jerking off.

While I was scrolling (still had not found anything interesting btw) I was excited by the thought and the bulge in my pants was already visible. In this situation, I started teasing my cock just a bit to keep it hard, and did not notice that my sister in law was awake and staring at me.

Since I did not notice that, I just got up from the couch and started walking through the stairs in order to go to the ground floor and have more freedom to jerk off, since I was starting to get all worked up.

Fucking a Teenage Slut With a Tail-plug In a Stairwell [MF] [Public] [Exhibition] [Kink]

It’s plenty common to see thot-slutty-thirst trap profiles on tinder; what *isn’t* common is when they don’t include some sort of social media handle. [Jane](https://i.imgur.com/4fkzbqe.jpg) was 18, Brazilian, and the right balance of slutty, cute and zoomer nerdy to be real.

Super like.

Imagine my delight when a day later she matched! I wasted no time at all getting to the point and she was impressively responsive for someone 16 years my junior. A brat, but with an air of obedience, she was looking for someone who could out-wit her. We quickly jumped off tinder and started exchanging nudes and videos because, as luck would have it, she was in Brazil and wouldn’t be back to Chicago for a week.

If there’s one thing I’ve learned fucking all (legal) ages and types of women: sexuality doesn’t seem to be determined by any one single factor; girls Jane’s age could have more sexual experience and drive than girls twice her age! Jane was someone who I had been looking a long time for, someone as sexually focused and desiring as me. This only fueled my desire, getting more and more excited at how we would fuck. To curb the intense desire we swapped dirty texts, fucked ourselves over FaceTime, and had as much eFun as people could.

I (19) [F] drove for 5 hours naked

I was visiting some family in a different state, and on the ride home I thought it might be fun to go naked. Im leaving early morning at like 4 so it’s still dark out as im leaving but will get light quick.

Also just some information, I sit kinda low in my car so if anyone is in a car my size they would only see my shoulders, but anyone in a bigger car would definitely be able to see my boobs and maybe my pussy, so this is risky.

So I got in my car, drove to a little secluded parking lot, and I stripped off everything except my shoes. I normally would like to have absolutely everything off but driving without shoes makes me feel like I have less control, and im not going to get into an accident naked. I like to make it so I don’t have a quick escape so I get out of the car and pack my clothes in my bag in the trunk. I do keep a blanket in the passenger seat in case of an emergency but except for that I won’t have any real cover until I get to another secluded spot back home to open the trunk and get my clothes out. I hope back in the driver seat and start driving.