Category: gonewildstories

Risking [M]y Second Craigslist Encounter [F] (Pt 4) (The end)

(Sorry for the delay, family came in early for the Memorial Day weekend.)

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So, in our last episode, I was kneeling over her on the couch, and had finished ejaculating in her mouth. But she wouldn’t let go of my cock, even as it started to shrink. I felt her tongue playing with the knob, her lips pulling on the shaft, not wanting to let it slip out of her mouth.

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All the meanwhile, there was a little voice in my head telling me that there was something off, something was missing, but I couldn’t figure out what it was.

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Finally she let go of me, and I stood up. She smiled at me, her lips closed, and then, meeting my eyes, she opened her mouth, and showed me her mouth full of my cum. Completely covering her tongue, a thick white puddle extended as far back in her mouth as I could see.

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Her eyes glinted, wickedly, as she slowly curled her tongue and made an exaggerated swallowing motion, noisly showing off her delight in enjoying my semen.

​ Read more »

[F] Lost my virginity to a stranger on RaoB.

I got a lot of messages yesterday but one stood out to me. He was a bit older but said he had experience in some things I’m into. We made small talk when I arrived, and when we got into his apartment, I took off my dress and we started making out (also my first time doing that). He teased me, rubbing my pussy and grabbing my tits. At that point I was very wet and he pushed my down on his bed. He told me to take off my panties and stuffed them in my mouth. He toyed with my pussy relentlessly, fingering it and licking it. He went slow at first, then suddenly went fast, then would slow down again. I was absolutely drenched. He would growl and kiss me roughly and call me a good girl and a slut etc. He didn’t let me cum until I begged for it. He was also really sweet, he would check in periodically, asking if it hurt or if I was doing ok. Read more »

Fucking my ex wife and regretting it [MF], rough

I would read part 1 here:

[fucking the ex wife](https://www.reddit.com/r/gonewildstories/comments/brawpo/angry_sex_with_the_exwife_mf_rough/?utm_source=share&utm_medium=ios_app&utm_name=ios_share_flow_optimization&utm_term=control_2)

Caught up? Good. So you know what my ex looks like and how she normally was awful in bed.

If you have read my stories you know I cheated a lot on her. A real lot. She never confronted me if she did know about them (I think she had a clue on one of them). She was miserable in our marriage but super pissed when I left her.

We stayed friends and up until Part 1 of this story we hadn’t fucked or anything since we had divorced.

I’ll assume though you are caught up on the events so far by reading part 1. On to the story…

The next week comes and I go to her place again. Dinner. Drinks. Movie I believe. Nothing fancy. I was curious what would happen but she gave no clue. It was if last week never happened.

Now you are probably thinking, “just ask her, this person who you have known half your life”

Oh silly. If we had any form of communication skills we wouldn’t be divorced or at least maybe we would have been divorced after year one. Read more »

Clean Up Man [MFM]

They sent me a note indicating they would be staying downtown and able to host in their hotel room. She had always wanted to have a man eat her creampie and he was willing to fill her for me to enjoy.

I met them in the hotel bar. As I walked in, I spotted a couple I thought was them. She was wearing a skirt, tan legs, with a nice blue sweater while he had on slacks and a button down. She caught my eye and smiled, confirming they were the couple I planned to meet.

I ordered us a round of drinks as I joined them at their booth. She had a lovely smile and a sharp wit. I love an intelligent woman and she was definitely the more social of the two. He smiled and talked some while she and I flirted, conversed, and enjoyed the lead up.

I felt her hand on my thigh. She looked at me, into my eyes, and asked, “Are you ready for your treat?”.

“Yes, absolutely” I replied.

With that they led me off to their room. I entered and sat in the chair by the bed as they began enjoying one another. Read more »

Sunday [FF]unday, First date, Hours of Teasing

The date was to be a lightweight Sunday-Fun-Day with plenty of flirting. The both of us had mad butterflys when I picked her up at her place, and all we could do is was say high and make out a little bit. As we drove the the eatery she put her hand on my lap, caressing and massaging it. It felt wonderful, too wonderful. I had to grab her hand because I was having trouble driving. I just told her that we will be doing a lot more of that later and that it was to much for me right then.

At the restaurant we were horribly behaved. Our hands were everywhere. Our legs were intermingled. We were all googly eyed. We would whisper sweet nothings into each others ears then nibble it a little. I know nearly everyone who noticed either nodded in approval or more likely roll their eyes at us. We didn’t fucking care. You only have first dates once, and besides we were in a very ‘friendly’ town. Brunch was amazing, and we did all of the stupid things. We fed each other, ate off of each others plates… We sat at the bar and the tender was cool and got a kick out of us, It helps that I know her. She was good enough to chime in with “ok you two” when she saw us get too close to the line, like when I was cleaning some egg yolk off one of her fingertips. I dropped an extra twenty in her gratuity for her hospitality. Read more »

She had the best ass I had ever seen and I took her anal virginity. [MF] (WARNING: Drug use).

This happened around the end of 2017/ beginning of 2018. I have always been an ass man and I think other ass obsessed perverts will appreciate it.

I met this girl in inpatient drug rehabilitation. I was 30 and in there for alcoholism, she was 27 and in there for meth. After we left treatment we started dating but relapsed after a couple of months.

Her face was really cute. Unique but still very pretty. Cute angular upturned nose, somewhat prominent but still very feminine chin, almond hazel eyes.

She had a very cute smile with a little gap between her front teeth. Full lips. Shoulder length light brown hair parted down the middle. There was an innocence to her despite her extensive drug use. You would never guess she had been a meth user for 6 years.

She was classy cute and always dressed well. She described herself as a spoiled rich kid. She started out doing rave drugs but meth grabbed ahold of her and consumed her. Despite being somewhat modest and averse to sex talk, she always wore leggings that hugged her perfect ass. Read more »

[M] In sauna lockerroom with mature lady

Just to get this out of the way… i didnt go to the sauna to be a creep or anything, this just happened by accident.

Last week after soccer training a friend and i (m20) went to the sauna to relax. After about 2 hours he had to leave so i decided to stay on my own, since i was enjoying it a lot.
Not much was going on there… maybe like two other old guys and a lady. The guys were in the steambath and the lady in the resting area i think. After a while i had enough and went to change.
Where i am from sauna are only nude with towel, so i got up and put the towel around my waist, showered off and went to the locker.
It was mixed since there was only one and one of the guys just finished changing as i entered.
Not thinking much i took off my towel and started rubbing my hair. After a few minutes the locker door opens and the lady comes in. Im guessing she was mid 40s.
Her locker was a few feet next to mine so she was standing kinda close.
I already have a thing for milfs and voyeurism so you can guess how i felt.
She took off her towel and started drying off aswell. I could feel my dick instantly growing, while taking a peak over. She had an average body for a 40 yo with bigger titts but it still was frickin hot. I was embarrassed but also wanted to make it last so i took my time drying off.
Im pretty hung (almost 8 inches) so by the time i was full on hard i knew she had looked over a few times.
(Writing this alone make me hard all over again)
It felt like we were both taking our time, while i conveniently turned my hips in her direction a few times.
Before any precum could drip out i but on my boxers got dressed and left.
We never spoke or made eye contact but it was still one of my hottest experiences somehow.
I kind of wish it would happen again.
Anyone of you ever had something like this happen?

The Joys Of Being A Slut [FM]

Just a warning, this is pretty long.

I’d only known him two days, but because I’m an insatiable little slut I couldn’t even wait 24 hours before seeing my new master again. Before I met I went to have my pussy waxed, and the whole time I was worried the beautician would notice how wet I was because I was practically dripping with excitement. The wax hurt as it always does but I knew, or at least I was hoping, it would be nothing in comparison to how much my ass was going to hurt later.

When I arrived at his he got in the shower, and told me to have a look through the box of sex toys that he had. There was some stuff I’d never seen before but I could work out what everything was, which was a relief, but that didn’t stop me from feeling overwhelmed. When he had finished in the shower he asked me what I wanted to try but I couldn’t answer him – I just had no idea where to begin. Even when he pulled my hair and demanded an answer, I just couldn’t give him one. I’m terrible at making decisions and also terrible at knowing what I want, which is probably one of the reasons I’m so submissive – not having to make decisions, and getting pleasure by pleasuring someone else, is almost a therapeutic exercise. Read more »

My first Lesbian experience [FF]

Be warned, this is long and extremely detailed. I have creeped on other people’s stories here for so long, that I figured it was time to start adding some of my own. Based on the shocking infrequency of girl on girl action on this sub, I thought my first lesbian experience was a good place to start. I have kept a detailed journal of all my hookups so that I can re-live the good ones over and over again, and I will transpose those details here so you all can enjoy the moment too. For some background, I have only recently began identifying as bisexual. I have been into porn since I was 12, but hetero porn never appealed to me. It was always the lesbian shit that got me off. I am now in a lovely and healthy relationship with a man, which became open about a year and a half ago. I knew I wanted my very first conquest to be a woman. It was time to find out what fifteen years of watching lesbian porn on a daily basis had taught me. Read more »