[FM] First time anal with my partner brings out a praise kink

I’m no stranger to anal. A former fling was obsessed with it, and I’ve tried it many times since then. And I generally fucking hate it. I know it’s not “cool” for women to hate anal, but I usually cannot stand full on anal sex. Butt plugs? 10/10. Pegging someone else? 11/10. But taking a full dick up the ass? Nah, I’m good. That being said, it’s something I’ll occasionally indulge for the sake of a partner’s pleasure. It’s a trade-off and a kindness, like when someone will rewatch *Scandal* with me even if they hate it and know I’ll talk the whole time.

My then-boyfriend/now-husband Henry and I talked extensively about anal probably in our first month of dating. I laid out my reasons for disliking it (long prep time, lack of personal enjoyment, feels weird to sit down for hours afterwards, etc.), and he laid out his reasons for liking it (pretty much just novelty). After I described my trade-off mentality, it became the yard stick for how much one of us did or didn’t want to do something.

Him: “Want to go to [insert sports match here] this weekend?”

Me: “I’d rather get fucked up the ass.”

[MF] My (32) fiancé’s hot sister (29) I got to see her naked and it wasn’t the last time. (Part 5)

The final part to my story, I haven’t seen Beth since this day so I’m not sure what will happen next…

So after an eventful night with Jess it was Saturday.. we all wake up grab our morning coffees and are talking about my birthday and what we need to do before everyone arrives. Jess reminds us she needed to go get her hair and make up done In the afternoon, not sure if I was reading Beth the wrong way but as Jess told us, we both looked at each other, Beth giving me a smile she had tried to hide, I don’t know why but I got the feeling she was planning something, but just shrugged it off to wishful thinking. I go up stairs to get changed into some old clothes as I wanted to have a quick clean up of the garden, the last job that needed to be done.

Jess says her good bye’s and heads out the house, I head to the garden to get started, Beth heads upstairs to get dressed, we had a lazy morning and Beth was still in her night gown.

The time I [M] fucked a Tinder girl in public within 5 minutes of meeting her

Long time lurker, first time poster. So here goes!

So this happened a little over a year ago when I was 25, a few months into our first COVID lockdown, which had made me (and I guess at least one other person lol) quite sexually frustrated.

I met Sara on Tinder, and we hit it off. The conversation quickly turned sexual and then progressed to sending pictures back and forth which is all we thought we could do considering the circumstances.

A few days into our chatting, we threw up the idea of meeting up in a local park, as that was the only place we could meet in person at the time. It was only 20 minutes down the road, so worked perfectly for me.

It was mid-Autumn (Fall for you Yanks), and while still warm, the evening air had begun to have a chill to it. We met just after the sun had gone down, and I was pleasantly surprised to see how petite Sara was. We hugged and chatted for a bit, before it was suggested we climb up a lookout to look out over the surrounding suburbs.

[MF] posted about 18-19 big dicks bc I fucked one recently….

This will be short but I picked up my good girlfriends younger brother who is 18 and just about to graduate.

I’ve known him for a couple years, and it was obvious how he felt about me by the way I always caught him staring at my tits.

Anyway, I was masterbating trying to finish before I went to pick him up but couldn’t. So I sucked it up, put the Dildo away and drove to him.

Once I picked him up I just noticed how horny I was. He’s always been super hot but I resisted that thought because of the nature of the situation.

Anyway he said he was going to go to the skatepark to meet his friends and this one “hot blonde” according to him.

He flashed a photo of her and she was pretty. I asked if he had experienced anything physical with her yet. He replied just like a honey teenage and said “she gave me head at a party and I was ballin”

I laughed and asked if he’d ever fucked a real women before. He said no “but he’s down whenev” lol.

[F]Looking for someone to tease and keep me wet all day

when I chat with other men…we both love knowing that while I’m doing things around the house, I’m sneaking away to send dirty picks to a stranger…that the reason I’m flushed at the dinner table is because I’m so aroused by the man I’m secretly talking to.>>KIK : annialix

I slept with my dad’s friend [MM]

So I am a 27 year old guy and I one day found my dad’s friend who is around 61 on tinder. I let it slide. Didn’t right swipe on him.

Three months later, I go to his place to help him with some work at home. I see that the dude is fit AF. I make a move, but he ignores it out of respect for my dad.

A few weeks later I go again to his place and this time around I make my intentions obvious with him. He responds by dropping his pants and showing me his cock. I drop down on my knees to give him head and it was probably the sloppiest head I must have ever given. He refused to fuck me though that day.

I continued giving him head for 2-3 weeks more daily. One fine day he decides i am ready to be fucked and he does do it.

We have been having sex every weekend now and I sneak in the occasional head when he comes over to my place to have a drink with my dad.

Kinda losing my virginity at 26 [MF]

So, here goes, the slightly embarassing story of how I kinda lost my viriginity.

Naturally, names and places have been changed to protect the innocent (actually, mainly just me). And this still is to the best of my recollection, it did happen many moons ago before iPhones were a thing.

Actually, it might’ve been a year or so before the first iPhone. I was 26, living in a big city, working for a big(-ish) IT company. I’d been working there since I graduated as a consulting/programming type of person.

After a few years out at client sites, I was back in one of the main offices in center of town.

I’m normally pretty punctual, but the previous night was a big one (I forget why), and I had to make a crazy rush to get out the door.

On the train ride in I realized I put forgotten to put a belt on with my jeans. No problem, I’ll just make sure my button up shirt is untucked, and I’ll be fine.

[M]y 58 yr old[F] MIL wants to fuck..

So a little back story about 12 years ago I was living with my now wife then GF at her mothers house. We were young and trying to get on our feet. Well gf was at work and I’m laying in the bed and now MIL walks in a tshirt bra less and loose shorts to get something off the dresser, if I remember correctly it was hairspray. Anyways she says it’s just me and you here and you know I’m a cougar right, with me being in shock and just now waking up my response was is that right and she started to walk out of the room and said I haven’t been touched in going on 5 years. About 5 minutes passed and I finally got the nerve up to get up and walk around in my briefs but she was already on the phone. Anyways over the years she has made comments about being a cougar jokingly. Probably once per year or so. Well 2 days ago I was leaving work and had to stop by her house to pick something up. Well she walks up to me and says coming in here looking all good is turning up my cougar senses and my response was is that so and she hands me the stuff and says you smell so good. She then runs her hand down my arm and then off my elbow to my side and says your making me Um and then stops talking. I started to get hard so I said Im in a hurry and she responds with you know I still haven’t been touched or had anything in me since last time I told you this. As I was walking out the door she said I have to go change my panties but next time you better be ready because I’m going to swallow that dick and have you knock the dust off this pussy and started laughing.

[F] the time I fell in love sucking dick

So let’s start by saying that I have an insanely high sex drive and am rarely ever satisfied, luckily I met my match and this is a story about how I fell in love with having his dick in my esophagus.

It was a normal, rainy fall day in Chicago, I’m binging Netflix and my FB Messenger dings it’s this guy I went to high school with who I really didn’t think much of but hey I was bored and he was close by. So I went to his house to chill. I walk in say Hi and I instantly knew from the smell of his freshly showered cologne misted body, premium grade weed and Hennessy on his breath that things were going to go down and fast. We’d never done anything before but he had a slight rep in high school(in high school girls didn’t know what to do with him). I sit next to him and slaps my ass as I sit down. Asks me what I want to watch at this time Narcos was popular so I say Narcos and the lights go out. 15 minutes in he starts to caress my nipples and by this point I’m already aroused from smoking. He turns the lights back on and tells me to get naked and face him while I play with my clit, I’m a little shy at the fact that my pussy’s already dripping and I have a wet spot in my underwear. He smirks and as my clit is standing up he gently kisses it and rubs his nose in it.

The middle of a long night with an 18-year old college nympho [FM]. Part 2

[Part 1](https://www.reddit.com/r/gonewildstories/comments/qstp0s/the_start_of_a_long_night_with_an_18year_old/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

I was in ecstasy as Kate worked my cock like a god damn porn star. Cars passed us by and their headlights illuminated her blonde hair as I felt her tongue trace along the length of my shaft.

I let out a groan as she craned her neck up and playfully remarked about how I couldn’t handle an 18 year old. I responded by gripping the back of her head and burying myself deep into her throat.

Kate gasped, “someone doesn’t like to be teased”

“On the contrary, it just has an effect.”

“Mmm, good daddy.”

Kate gave an innocent wink as she stroked my cock and lapped up my balls between her full lips. My god that girl could work a cock. But just as I felt an orgasm starting to build Kate reared up,

“I think that’s enough for now. Take me to our room daddy.”

She wiped her lips and languished back in her seat. But this time she spread her legs and looked me dead in the eyes.

“But daddy, if I make myself cum before we get to the hotel. You need to take me home without fucking me.”