Tag: Anal

Am I A Real Slut Now, Daddy? [FM]

I used to be really afraid of anal. The few times I’ve done it over the years have been with selfish men who didn’t care about my experience or comfort. So it hurt. A lot.

And then Daddy came along.

He had been wanting to take me in the ass for some time, but wanted to make sure I was properly trained and ready. So he had instructed me to practice with some plugs I have. I never used the small one, the medium one, where I started, is maybe about one and a half inches in diameter at the widest part, the big one though…. almost 2 inches.

I had been told to practice with both throughout the week so that when Daddy came over I’d be ready. On that day he told me to be waiting for him with the big one in my ass. It took a fair amount of coaxing and a whole lot of patience that day, but I was ready as instructed. The feeling of being that full was overwhelming and I couldn’t imagine what it’d be like to have daddy’s cock inside me. The thought was exciting and breathtaking, I wasn’t sure if my body would be able to take it but I trusted that daddy knew what he was doing. Read more »

Anal [M]asturbation in hospital (22 years old)

So, I have been in this hospital for a week now and I got super horny. I am sleeping in the same room with two old guys so masturbating is definitely not an option. I go to sleep until a huge urge to masturbate comes. I can’t do that because we were having drugs injected in few minutes (They wake us up). So I decided not to jack off but insted stick a finger up my butt. (I am kind of experienced in butt stuff).

(I have a self lubricating ass so I have no problems with lube because I just don’t need it) So I have my finger fiddling around inside while others are snoring. It felt super good. I felt like if I touched my cock, i’d immediatelly cum, but as I said, I couldn’t jack off because nurse can come any second. So 30 minutes pass by, I am playing inside and finally nurses come to inject the drugs. After 20 minutes of waiting for the dudes to fall asleep, I can finally jack off, but I decided not to and instead stuck a few more fingers inside. I was almost fisting myself but then, one of the dudes went to the toilet. I quickly stopped and pulled my hand out. Read more »

[FM] Kat vs Sk8rboi. Round 2. Fight!

Well…rounds 2 and 3.

After what happened in my last story (see my profile for the link), I didn’t hear from him for a while. I assumed that was that, but I didn’t forget him too easily. Eventually he messaged me, apologized for ghosting me, and explained about his anxiety disorder. We agreed to spend time together again.

There’s not much to tell about our second meeting. It went pretty much the same as the first time. He went down on me until I couldn’t take it anymore. We switched places, and I began kissing him all over. I worked my way down his neck, chest, belly, and out of the corner of my eye, I could see white fluid beginning to spill from his cock. I immediately moved to wrap my lips around him and finished him in my mouth. He left not long after that.

It was a long time before I heard from him again. We chatted much more than we had before before meeting again. He told me about the things he had never done but wanted to try. Facesitting and anal. Anal is a no-go for me, but facesitting sounded fun. Read more »

Anal at my parents house! [MF]

*This is the second part of my previous post.*

After all the tease and banging in the waterfall, we make home right on time to celebrate my b’day. 

It was a traditional family dinner, with my strict catholic family. We share a great time and my better half has to catch a plane next day, so we were exhausted. 

It was the first time in my life that someone sleeps with me in my bed.  I was extremely exited to fuck him in my room, but instead he was concerned about being disrespectful with my parents. 

Night came and he even went to sleep with his clothes on (he always sleep naked)… 

I can’t believe that I have the love of my life beside me, in my bed and just few meters away my parents on their own bedroom,,, to make it worst: on the next door my sister and her husband were sleeping too.  It was a full house and all I can think about was his hard cock in my pussy. 

I new he was horny as well, but he kept saying we should respect my parents house (I was morally conflicted) Read more »

[FM] Car Head

“You down to bang in 20 minutes?”

“I’m on my period, is head ok?”

“Be there in 5”

His car comes dashing around the corner minutes later. We talk for a little bit before he settles on a quiet park nearby. He cuts the engine and we hop to the back seat.

As we make out his hands are sliding down my pants, but I slap them away. I wanted tonight to be about him. He seems to want tonight to be about my ass. Normally I would cave in and let him go anal, but tonight I was determined for him to finish on head.

I pulled away from him, pulling his hands off me. He sat on the farthest seat to the left and I laid across the other seat with my face above his exposed half hard dick.

My hair was loose, falling over my face. As I start to tease his dick, I know he likes to watch. His hands try to pull my hair back but he has no idea how. I pull my hair into a messy bun while still playing around with his dick. Read more »

[MF] OKCupid mild date turns GoneWild

Inspired by one of the recent stories, I can definitely relate to the repressed religious girls out there. My own experience is with Stephanie, whom I met a few years back on OKCupid. She was a single Mom, fresh out of a horrible relationship and recently moved to the neighboring city I was in. Standing about 5’4”, her frame was fairly curvy with perky small tits but a thick ass that rode all the way up. She had brown straight hair the length of her mid-back. Kept in a business bun most of the time, but a high pony when she came to visit. Dimples when she smiled and a mild New York accent to boot. Her smile was contagious but it was her ass that was my favorite feature on her. I myself, was eager to get back into the dating game but not exactly ready for a full relationship at that time. I say all of this because we started out dull and about as anti-gonewild as one could get. It took a while for things to heat up but eventually they turned into some of the hottest sex I’ve ever had. A bit of backstory first. We went on a few dates early on but didn’t fully connect for reasons too complicated to explain. She thought I was funny and entertaining while I saw her as cute but too reserved for my tastes. During the early days, we swapped stories to pass the time and to be honest, I have no idea why I stuck around. I wanted to get laid and she had no interest in it every time the topic shifted to sex. It took a while for her to come around but eventually, rough sex where the guy took control got her interests going. Read more »

A lot of Firsts [Group]

Just this past Saturday night, my wife and I had a great evening of swinging at a local hotel and I’d like to share some of the highlights. We’ve been in the lifestyle for about 2 years or so and as we’ve gained more experience we’ve steadily pushed our boundaries bit by bit. We’ve had gang bangs, solo play and what we would consider small orgies but this we upped our game.

By day my wife is a professional with a full time senior research position but in the bedroom she has become sluttier and sluttier. We’ve been having lots of sex in anticipation of meeting up with this couple and only last weekend we attended a local swinger party where she played with three different guys (and I played with another woman). As far as parties go, it was a decent evening and we got to know and chat with a few other couples. Neither of us are very outgoing people but it’s always fun to hear stories from other people in the lifestyle. Read more »

Fucked by surprise in the waterfall with a lot of people around [Mf]

Boyfriend surprised me for my b day with a weekend trip to my home country. He love nature, so it was a “must” go to somewhere green and savage as our Rainforest can get.

We have fucked like savages the last 48 hours, so I thought this would be a nice and relaxing bath with him….  We were enjoying nature and having a nice chat with a 3 part family that shows up in the creek…

We were hugging and kissing, just like an innocent couple in the shallow water pond… He was carrying me under the water when I felt his fingers exploring my ass cheeks and slowly spreading them and getting into my asshole.  

 That was bold. 6 meters away the visitor family were taking pictures and he was suddenly massaging my tiny asshole and turning me on like fire.

It was totally unexpected, but I could feel how my nipples were getting hard and sensitive with his touch. 

Then, he started massaging my clit. Which was already swollen and hard. That was when we spotted two more guys coming into the waterfall.   Read more »

My friend’s dad showed me how to pleasure myself [FM]

I was raised in a Muslim family with strict parents so I was still pretty sexually inexperienced at 19. I went to an all-girls high school and I wasn’t allowed to date or even talk to boys. I was also taught that masturbation is a sin. I would sometimes grind on my pillow at night but I hadn’t touched myself.

In my first year of college in another city away from home, I experimented with wearing more revealing, sluttier clothes. I even kissed someone at a party. I made friends with my roommate who took me home with her over the winter break and introduced me to her super good looking dad who I had an instant crush on. He was 6’3″ with broad shoulders, big hands and a deep voice which made me tingle everytime he talked! He was a Marine in Iraq so he even spoke some Arabic which I thought was pretty cool.

Even though nothing happened, there was an obvious attraction between us and we kept in touch on social media. I don’t know how, but the conversation slowly turned sexual. We would message back and forth and I would continue to grind on my pillow. A few months later, he was in town and we arranged to meet up secretly in his hotel room. Read more »

[F] Lost my anal virginity 20 minutes ago

Will answer any questions tomorrow morning, need to recover

Went home with a guy, I’m not usually into being controlled but he was so good. I couldn’t help but be obedient, texted an old hookup a pic of him inside me at my date’s request. The way he made me feel was incredible, I was begging for more. He would slide into me a few strokes then make me suck him off. I came so hard every time he re-entered me.

Finally after a while I asked him to put it in my ass. I have never done anal before. He teased my asshole a bit then pressed into me. It hurt like a motherfucker and I started crying, but still told him to keep going. I rubbed my clit as he held his dick inside me. Then he started fucking me and I felt like I blacked out from the mixture of pain and pleasure. He fucked me in front of my mirror so I could watch myself take it up my ass. Finally he came inside me, which made me cum too.

He’s passed out on my bed while I’m cleaning his cum out of my ass