Mother May I Part 3

Dear Diary,

My relationship with Victor has taken an interesting turn. Since he moved back into the house with me our relationship had been all but perfect, we spend time together often and have formal dates out. We have been a happy couple with an amazing sex life and have experimented with a lot of new things, but what happened tonight is something I had never expected.

Earlier this week my daughter Lexi came home from college for a visit, she had gone off to college in Europe at 17 with a scholarship, I was a very proud mother. We kept in touch but I hadn’t seen her in person for over a year. When she came home I barely recognized her, she reminded me of myself at that age. Her long brunette hair curled around her pink cheeks, she had started wearing tight denim shorts that hugged her firm, round ass, her perky young breasts peaking out of a sheer top. She was gorgeous and so grown up, the three of us spent the week together as a normal family, we didn’t tell Lexi about our relationship but we had a feeling she knew something was going on.

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Mother May I Part 3

Dear Diary,

My relationship with Victor has taken an interesting turn. Since he moved back into the house with me our relationship had been all but perfect, we spend time together often and have formal dates out. We have been a happy couple with an amazing sex life and have experimented with a lot of new things, but what happened tonight is something I had never expected.

Earlier this week my daughter Lexi came home from college for a visit, she had gone off to college in Europe at 17 with a scholarship, I was a very proud mother. We kept in touch but I hadn’t seen her in person for over a year. When she came home I barely recognized her, she reminded me of myself at that age. Her long brunette hair curled around her pink cheeks, she had started wearing tight denim shorts that hugged her firm, round ass, her perky young breasts peaking out of a sheer top. She was gorgeous and so grown up, the three of us spent the week together as a normal family, we didn’t tell Lexi about our relationship but we had a feeling she knew something was going on.

[MF] My true story of turning my maid into a blowjob machine.

*I originally posted this 6 months ago on r/freeuse but was recently convinced to post here as well. Enjoy*

This is a true story…

So, before I begin I should mention that I am unable to walk or stand. Therefore I use a wheelchair to get around. Even though I am in a wheelchair my penis is still fully functional and I can feel everything. In fact sex is one of my favorite things in life. Haha …. anyways, I live alone and live a fairly independent life. However there are still a lot of things that I can’t do on my own around the apartment. So on the weekends I hire this girl to help me clean, cook, and do some laundry.

Lets call this girl Jennifer. Shes in her late 20s, has shoulder length blond hair and the biggest tits I have ever seen. Shes a little chubby, but still very cute in the face and chest. A lot of times she will wear a tight fitting tank top when shes cleaning, for easy movement, but I get to watch her tits jiggle around as she cleans. Its great!

[M]y [F]riend’s Dad: Age Differences

So I originally made a post in /r/sluttyconfessions about being at a wedding in a church where I’d either had some kind of sex with or been seen naked by 13 out of 18 men in the room, including both the bride’s and groom’s dads. I get messaged a lot like most women on Reddit haha but it’s the thing I get asked most and I wanted to write about at least one of them. If you haven’t read my post “A Whore in Church” you can read it now I’ll wait haha.

Dee and I grew up together but kinda drifted apart when we hit teenage years as she was more into school and honor society stuff and I was more into boys (or boys were into me haha!) We grew up a few streets apart and when we were younger we spent lots of time playing mostly at my house since my parents loved her. Her mom died when we were 14 and my parents helped her and her dad take care of things, still kinda acting like she was their daughter since she’d spent so much time at our house. Dee kept in touch with them mostly by emails and the occasional phone call while I was kinda doing my own thing by then and not really involved with her. Don’t get me wrong we were still friends but we just didn’t see each other outside school.

I fucked a famous pornstar with my SO [MFF]

I travel to Las Vegas often, mainly for tournaments. Last week I was in town, and my SO and I decided to try something new. Now, we’ve “whored” as we call it several times before, but mainly just with high-end call girls. This time, I was set on meeting a star. I spent the prior weeks setting up verifications with agencies, paying deposits, providing them all my intimate details that they surely require so they can blackmail you if you try to pull anything, etc. Lots of pre-work. However, the day rolled around and it was time. My SO and I are somewhat young and decently successful. We’re fit, full of energy, and obviously very open to trying new things to paint a little more backstory.
Obviously, I can’t say who it was, but she is indeed young, famous, and petite. If you’re into anal porn, you’ll know the name. Anyway, $2,000 down and we’re beginning our one hour of fun. 90% of the high end girls we’ve met previously wouldn’t go down on my SO, and most won’t even do blowjob without a condom. They’re much less expensive and provide great service, but the lack of attention to my SO always irked me. This was not the case here. Immediately after exchanging pleasantries she fired her tongue right into my SO’s pussy. Bareback blowjob while my SO ate my ass, sucked her toes, she sucked my SO’s toes, and lots and lots of groping. Great stuff. Then came the main course, and what I ended up paying an additional $500 for, anal.
Now, my SO loves anal, but there is a size concern when we do it that takes lots of lead-up and preparation. I’m not going to humblebrag about being a giant-cocked mandingo here, but i’m not average. I’m all about taking my time with SO, but I was quite excited to simply “go to town” without hesitation or regard on this one. After a bit of PIV, I lubed up and went in. I, out of habit, started slowly but then our girl moaned out to “ram me”. I’ll tell you gents, it was an experience i’m still thinking about. Never in my life has a woman taken the entirety of my manhood in any hole. This was unknown territory. I went for it and bottomed out in her, full-on hole2hilt balls deep and held it there firmly, pulsing my cock while inside. Her reaction? Moans and thrusts back into my cock as if she wanted more. I began the slow-roll long-dick rough pounding method I learned in the Shaolin temple to really test her limits, and she seemed like she could take double. If you’ve seen her videos, she actually does take 2 cocks regularly. After considering all these things, the small amount of cocaine, Stoli, and cialis formed me into beast mode and I began to drill like it was the last ass i’d ever fuck. She moaned out all the dirty shit I told her I liked to hear beforehand, even switching positions a copule times to suck her own toes and then my SO’s.
After doing my best to completely destroy her asshole for about 45 minutes, our time was drawing up and it was time to pop. I decided rather than a swallow (extremely rare, almost regret not doing it) I decided i’d love to feel what it was like cumming balls deep inside this asshole. Again, having never been able to go so deeply I wanted to fulfill my primal urge and explode deep. I turned her over, spread her legs a bit, and had her spread her cheeks so I could really go as deep as humanly possible. I pounded deep, hard, and unrelenting. Suddenly, I felt my SO’s hands on my ass, spreading my cheeks. I knew what was coming. The anticipation began the final countdown, and as I slammed mercilessly, SO’s warm wet tongue went as deep into my ass as it had ever been. With every ounce of strength left in me, I thrusted deep one last time, clenching every muscle I had to get to the bottomless pit that was her ass. My SO’s tongue buried deep, her even remarking that when I came my asshole was pinching her tongue.
We cleaned up a bit, took pictures (awesome) and she was on her way. I fully expected her to walk funny or not be able to walk at all, but she really made zero remarks, motions, or indications that she had just had an anal ramming. Still amazed.
People who visit escorts will often say pornstars are awful, not worth the money, are rude because they’re famous, etc. In my experience this was incredible. Being able to “window-shop” I think made all the difference. If anyone wants to flame me for paying into the sex trade or whatever, spare it. This girl is independent, polished, sober, and quite simply doing it the right way. She’s with an agency that ultra-screens clients and is pulling serious cash. We’re all consenting adults here.
I drank a quart of listerine afterward and ate a $250 Kobe steak at the Wynn that night. The next day we had an equally hot 5’3 100lb blonde, but thats another story for another time. Since i’ve been pent up not being able to tell anyone about this, so maybe internet strangers will relish in my experience. Thanks for taking the time to read.

[FMM] [cheating] origin!

Hopefully the first of many stories! It may not be quite as crazy as some others but it’s real and that’s what I often look for when reading them, so that’s what I’m writing. :) Anyhow, it’s an origin story of sorts.

I was in high school and I was dating my first “real” boyfriend, Jason. He was the first guy I ever had sex with or gave a blowjob to. Either one of which might be a nice story for another time. He was horny all the time, even for a high school guy. We did a little bit of everything, but he was especially into getting head. He had a nice if average cock and I was horny too and happy to oblige. I sucked him off pretty much everywhere. Every room in my house and his, his car, semi-public places, wherever. Sometimes even in front of our friends.

He really loved when I would take him out of my mouth and tell him how much I enjoyed sucking him. At first he’d say, “I love how much you love sucking my cock” and things like that. I did, and I said as much. Pretty soon he started saying things more like, “I love how much you love sucking cock.” Subtle difference? I still did and I still said so.

[MF] A [rough] Tinder hookup.

I met Nick on Tinder. He was a gorgeous blonde with piercing blue eyes. He told me that he liked redheads, and I shot back that I was a sucker for guys with glasses.

“I just got LASIK. There goes my chance for getting a blowjob.”

I told him I’d still blow him. I’m not one to turn the chance to get a gorgeous guy’s dick in my mouth. We quickly arranged the details — we were to meet at a dive bar, enjoy a cocktail, and then go back to his place nearby. I got there before he did. It was unseasonably hot and humid outside so I was wearing as little clothing as possible, just a black tank top and a flouncy striped miniskirt with some black high heels. My eyes took a moment to adjust from the bright sunshine to the dark bar atmosphere. I picked a booth in the back with a view of the front door and slid across the faded red vinyl seating.

The server came by and I put in my order. It was two-for-one Tuesday during happy hour, so she brought me two plastic glasses of the local favorite pale ale.

“Again?” [MF]

A tale of a thing that happened last weekend.

My girlfriend and I (check the second and third paragraphs [here](https://www.reddit.com/r/gonewildstories/comments/5pksk3/mf_oral_the_shave/) if you want physical descriptions – and be happy for me that the frequency of head has increased since I wrote that! :D) hadn’t had sex for a little longer than usual owing to various work and child stresses. Finally, a clear weekend. I had no work, and the kids were babysat. Just us. There was only one way this Saturday night was going to go….

She showered first, and sat watching TV in her towel as I went for mine. When I emerged, her towel was already hung up, and whatever garbage had previously been on the screen was replaced by porn. Sometimes, she was as subtle as a brick through a window.

As I passed she pulled at my towel – it fell to the floor and I landed on the bed, and she was on me. There was no gentle passion in the kisses as our lips met over and over before she insistently shoved her tongue into my mouth, looking for mine – it was quickly found. Hands roamed up and down both bodies as we explored what, after all this time, was familiar but still exciting territory. She squeezed my fast hardening cock, I pawed at her tits and rolled her nipples between my fingers. Moans escaped into each other’s mouths.

[M]y [F]irst Fuck

Second post. Thanks for the feedback and messages regarding the first one, it’s been fun. This time it is the story of how I lost my virginity.

I was 18 and still a virgin in my final year of high school. At the time, it felt like I was really old to have not had sex but, in hindsight, it isn’t really that old at all. There’s a lot of bravado and bullshitting at school but when you look back, at least half of it was made-up. But at that point in my life I had come to conclusion that I was ready to get fucked and just wanted to get the first time over and done with.

It happened at the house party of one of my best friends, Jessica. I always found that high school parties were nothing like the stereotypical ones you see in American coming of age movies. They were much more like the portrayal in The Inbetweeners (UK version not US, obviously). I always assume everyone in the online world is American so for those who won’t have seen it, the general hypothesis is that high school parties consist of teenagers standing around awkwardly not really doing anything, just talking to the people they came with and then going home.

My bragging story. Three girls, three countries, 24 hours. [MF] Part 3

Part 3 [part 1 and 2 here](https://www.reddit.com/r/gonewildstories/comments/6lxqei/my_bragging_story_three_girls_three_countries_24/)

I got a text from Isabella just about when I was boarding the plane to Stockholm. It had directions on what train and metro to take to get to her. She even wrote the departure times. She would meet me on the platform near her dorm and escort me to her place. The plane, train and metro took about 2 hours. I arrived at the platform at precisely 18:22 as the itinerary said I would, and almost ran Bella down when I jumped out of the metro. She is a petite little thing. 167cm, around 50 kg with small B boobs. Dark hair and dark eyes. Such a pretty face. We hugged and exchanged pleasantries. We talked to much on the way to her dorm that I did not notice the surrounding area or how to get to the metro from her place. I would be in trouble if things went sideways.