[M] A weekend with [M]ark

Previous story [here.](https://www.reddit.com/r/gonewildstories/comments/ifo69b/m26_my_first_time_with_another_m/)

I’ve been chatting and meeting up with Mark for the past few weeks, and having a great time exploring my sexuality with him. Earlier this week, he invited me to stay over the weekend at his place, which I gladly accepted.

I showed up Friday night, and Mark was having a few friends over. I was nervous, because I’m not open about this side of myself yet, but his friends were really nice and welcoming. Mark had floated the idea of a threesome by me before, so I thought that maybe this was a set-up of sorts. I was honestly excited about it, but after an hour or two his friends left. I had the feeling that this was sort of a pre-meet orchestrated by Mark to see how we’d all get along. They were both nice, handsome guys, and very funny. We were laughing the whole time. After they’d left I asked Mark what that was about, and he played innocent saying they were just his friends and they do this every weekend. I could see the way they were all looking at me though, so I decided to get a little slutty and I told Mark that I was game if they were up for it. That brought out a little smile, but we haven’t discussed it much further. I’ll be sure to share if that ever happens!

A guy filmed me [M] twice fucking his lady [F], then he ate my creampie

Some years back I replied to an ad on Craigslist from a couple looking for a guy for a threesome. They invited me over, asking only that I bring some lotions along and give the lady a massage before banging her. I have limited experience with massage but of course I agreed and stopped at a store to pick up some lotions on my way out. They lived way out by the lake, in a house on stilts right by the water. The guy had the word ‘pirate’ in his email handle, and a thick beard with little braids in it. The woman was short and busty.

So I rubbed some lotion on her back and shoulders for a while, doing the best I could, and then she was ready to fuck. I told the guy I was fine with being filmed as long as he did not film my face. He was cool with that. It seems he films all their many encounters with other men, and enjoys viewing them again and again. She is not into that. She lay on her back while I fucked her for maybe 8 minutes before I launched a thick stream of cum inside her. Then he fell to his knees in front of her and ate my creampie, right there in front of me. He and I hung out for a few minutes drinking beer before I headed home.

I [M] Tease, Tie Up and Fuck MILF Katie [F] for the Last Time

Just before Halloween of 2009, my three-year affair with MILF Katie came to an end end. It was the time of the Great Recession, and my employer had laid off all of its Texas staff except me. The unpleasant task of clearing out the giant office fell on my shoulders. I had to get rid of file folders and filing cabinets, desks, staplers. chairs, tables, rolls of tape, paper clips, trash cans, scissors, everything you might imagine that an office would have. For this I used craigslist, the same vehicle I used to find sexual encounters, mostly one-time things but others blossoming into full-blown affairs. My affair with Katie was one of these.

There was so much to her that kept me wanting more: her poetry, her generosity, her kisses, her joyful breasts, her powerful thighs and hips, her oh so wonderful pussy that shook with delight when I ate it and emptied myself into it, even the pitch of her voice and its East Coast accent. I knew she fucked other men but she kept bringing her bounty back to me, me, over and over. If she weren’t fucking so many others, I’d even say she was loyal to me, and I guess in her own way she was. I still can’t explain this and neither could she; once she wrote me, I don’t quite know where to put you in my head or my heart.

I had also come to understand that there was much darkness in Katie. Some of it came from the harsh reality that her oldest son was autistic. She wrote poems about the shocked and cutting glances they’d receive when she’d take him shopping, poems of how other mothers would want to get together with their children for play dates but backed out once they saw or heard him. One poem began, It starts when they tell you your son is broken … and goes on, It starts when they tell you you are broken … it being I suppose both her battle with depression and her desire to lose herself in pure raw sex. It stemmed too from her first sexual experience of having been raped, and from the unwarranted feeling of guilt that came from that. It stemmed from her rebellion against the way girls are raised in our society, dressed up as toys for men to desire and pursue but shamed as sluts if they enjoy being caught, and especially if they do the catching. No wonder Katie took money from men in suits, men in positions of prestige and power, for hand jobs and blow jobs where she’d decide how and when and where they would cum.

But this still does not come close to capturing Katie. She loved sex, wanted to experience its full glory and sordidness. She was omnivorous and wanted to taste it all. Everyone needs a hobby, she wrote on a poetry forum; why won’t they let my hobby be fucking strangers?

Towards the end of October, I invited her to meet me at a bookstore up her way. We met in the store, cafe, then we each perused different sections of the store, rendezvousing by the registers with our choices. She was picking up Christmas presents for family and I selected two volumes of Rilke’s poetry and gave one of them — Love Letters to God — to her. I would have taken her back to my office and fucked her but her schedule did not allow, so she sucked me off in her van as a little thank-you and well, because she enjoyed it.

No matter, she came down to my office the following Friday. She knew we were shutting down and I asked her, Hey do you want any of these office supplies? Well of course she did. She has a weakness for office supplies, she wrote back, like the good PTA mom that she was. By the time she arrived I had everything neatly sorted in piles on a long table, in a room in the back with no windows: scissors here, rolls of tape there, paper cutters next to these, staplers and staples and paper clips, brown pink and blue clipboards, rulers and a couple of yard sticks, folders and round and rectangular stickers for color-coding them, even a ball of string and packets of star stickers. It was a dream come true for a mother of three boys who lavished cookies, time and gifts on their teachers. She grew excited as she began filling up the bags she had brought along.

Hey wait a minute, I told her. Not so fast! You are going to have to earn those items, oh yes you are! You are going to have to do me a favor or two. This excited her too. I told her to strip off all of her clothes and lie down on the floor on her back. She complied. I then directed her to stretch her arms above her head, towards a chair I had positioned there. She did. I cut off a length of string and tied one end around her wrist and the other around one of the chair legs; then did the same with her other arm. I picked up one of the rulers. Have you been a good girl? I asked. Oh yes, she said, and for that I kissed her lips and put a star sticker on her cheek. Good girl, good! But why are you here? She said she’d come down to get office supplies — and to fuck me. Naughty naughty, I said, and swatted her nipples, first one then the other, with the ruler. She winced in painful joy.

I reached for a cup of ice I had picked up from a nearby restaurant before she arrived and held a piece to her nipples, chilling them before sucking them with my warm mouth; then did the same with her clits. Oh she liked this, she did! When she admitted she loved the naughty things we were doing, I swatted her pussy five times with this face of my open hand. Oh, she said! Oh! No one has ever spanked my pussy before, thank you! For that she earned another star. And so it went, as I covered her cheeks with star stickers and her body with licks and kisses when she was good, but swatted her again and again with that ruler when she was naughty, here there and yes even there. Of course she could have easily freed herself, but of course she didn’t. Of course I ate her, long and hungrily and roughly, and of course I then fucked her, teasingly at first just barely slipping my dick inside her, moving it in and out at the opening of her sex, then deep and hard, pushing my cock to her very bottom and holding it there as she came. Again and again and again we did this, and finally I licked her clit with the very tip of my tongue, barely touching her at all, as lightly as I could. This brought her to a delicate and intense orgasm.

We sat there blissfully for a time, listening to the French songs I had cued up on my laptop. I had never seen her so pleased and satisfied, and I was floating too. This was to be our final time together, the last time we shared intimacy.

A day or two later she emailed me to say that she had concluded that she was a sex addict and needed to put herself in therapy, for her own sake and for the sake of her family. Sex was consuming her and she had to stop all of it, stop meeting any and all men, me included. Of course I respected her decision.

We continued to write each other into the new year, and as a poetry reading approached that I felt certain she would attend, I went as well and there she was. I sat some distance away as she chatted with a friend across the cafe, but soon she came to me and I bought her a beer. When it was time for me to go, she followed me outside and reached out to hold my hand. I know I could have taken her to my car and had my way with her, and I know that is what she wanted in that moment. But I was not going to enable what I now understood would be self-destructive behavior. No, not any more. I quoted her the lyrics of Townes van Zandt’s song Rake — this was a poetry reading, after all — said goodbye and walked away.

Not long after this I received an email from her explaining that her therapist had counseled her to cut off all contact with me. That is just how it would have to be. The last three words in that email were these: I love you. I never heard from her again.

My first ever experience with a MILF [MF]

This story happened around 5 years ago and I still think about it a lot and that’s why I want to share this to you guys.

My friend had his graduation from High School (I live in the Netherlands so I’m not sure how it works in other countries). He gave this big party with something like 20 to 25 guys and girls. We all had some drinks and the party didn’t end until late in the night. His Dad was a pilot and he was there at the beginning but he had to leave late in the evening because he had a flight to catch. His Mom was also at home but she was just at her room upstairs and she came down once in a while to get a drink or just check on us.

How the Spontaneous Friend-cation Turned into the Fuck I Never Expected [FM]

How a spontaneous friend-cation turned into the fuck I never expected.

This sex-venture took place about three years ago. I recently traveled (not ideal during a pandemic, I know) to the same general location it happened. It provided some welcomed memories for a lonely night lol

I’m a wordy motherfucker, so skip to the *** if ya know… you need to get things going quick.

It’s also very long and potentially includes some typos. Bear with me.

So, about three years ago I was roped into one of those impulsive friend-cations. One of my best friends from high school and I remained good friends through college and still are quite close. For our purposes, we’ll call him “Joe.” After high school our friend group evolved to include Joe’s older sister. She had only been a year ahead of us and they are quite close as siblings. It also helped she had very attractive friends. One of which, let’s call her “Jenn”, Joe was down right infatuated with.

[FM] First Unprotected Creampie (impregnation fantasy)

Today’s story is from my year of bad dates, and bad decisions, the year I was 26. At some point, I think I’ll need to make a timeline for all my stories. This one takes place after Keith, the Bumble date with the rendezvous in the parking lot. This date was an absolute low.

I met Devaughn on Bumble. Really cute Black guy, tall fit, dark skin and deep voice. But also, kind of uninspired. Had a kid but wasnt involved in their life, drove a bus and lived in it up until a few months before we met. He was 39, a lot older than any guy I had ever dated. Just kind of not the type of guy I saw myself wanting a long term relationship with.

Nonetheless, I met up with him. I was just experimenting at this point, and if I got fucked after a date, I considered it a win. I had just lost enough weight to consider myself cute, with enough of an ass to make me an asset to any ass man. Light caramel skin (Rihanna style), curly hair down to my waist. Brown eyes that could “read your soul” (not my words).

Made him cum in 10 seconds after a whole night of teasing [FM]

I (26F) had recently gone to meet Cole (26M), whom I had [wrote about previously](https://www.reddit.com/r/gonewildstories/comments/fj0zil/the_quiet_ones_surprise_you_the_most_fm/?utm_medium=android_app&utm_source=share). We had the whole place to ourselves, as his flatmates were away, so I was looking forward to an evening of loud fun. 

In his room, Cole put on some beats, turned the lights down low, and suggested we play Spin the Bottle to get us started. When the bottle landed on us, we could either strip or drink. Since it was just the two of us, it wasn’t long until Cole was stripped completely naked, I was down to my bra and underwear, and we were both pretty buzzed. 

When the bottle landed on Cole again, he groaned. “I don’t wanna drink anymore, why don’t you dare me to do something?” 

I was pretty damn horny at that point, and annoyed that we’ve not made any skin contact at all, “I dare you to make me scream,” I said, smirking a little. 

Cole’s eyes widened. “How loud do you want to scream?” He asked, a smile playing on his lips. 

“It’s your dare,” I challenged. 

[MM] First time for everything… (The time I let things get carried away after work)

Some background, I’m mid 30’s, run a small photo studio. I would generally consider myself heterosexual but not completely rigid (heh)

This happened yesterday after work, we just wrapped a long week of shooting a pain in the ass campaign and to celebrate, as per usual with a big (well paid) campaign we celebrate as a staff. Brought in some catering and drinks for the staff and client, just a small gathering of 8 of us who work there and 2 clients. The clients left early at about 6. And slowly the staff started trickling out.

By 9 it was just myself, one of the male stylists we’ll call Isaiah for the story and a make up artist “Angela” are finishing up cleaning up the mess and having a couple more drinks. 930 or so and Angela leaves so it’s just Isaiah and I.

He’s late 20’s, Hispanic, attractive but also, not really my type since I’m not gay. But after a long night of hanging out with my usually pretty flirtatious team, and a system full of liquor I’m feeling pretty worked up.

It started out with an innocent question from him “so what are you doing after this?”

Another blast [f]rom [m]y past…Carrie’s unexpected visits

So we first met Carrie the night we first got together on a work trip…the open robe, the ruby red bush and those amazing tits.

We dated for a while after that trip, but never did anything crazy…well, there was one time, but that will the next installment. The sex was great, but the relationship kinda fizzled and we broke up. She started seeing someone who lived not far from me and she drove past my place to get to his apparently…because she dropped by late one afternoon and asked if she could talk to me. My housemate was in the living room, so we headed to my bedroom.

She closed the door behind her as we entered and stood next to the bed where I was sitting. She said she wanted to talk to me about something she was wondering it I would be willing to continue doing because her new guy was sooooo bad at it and she really missed me doing it. I must have had a look on my face because she giggled and said ‘no, it’s nothing like that. His massages SUCK. He has no clue what he’s doing….and you’re SO good at it. Would you mind if I stop by from time to time for one?’

Wi[f]e reinforcing her status

My (35M) wife (39F) and I have a fairly vanilla marriage, with a little bit of FLM thrown in. The other night, I got angry with her while out with friends, and embarrassed her. Later that evening, she (rightfully) berated me about my treatment of her.

I left before her (we drove separately), and once I was home, she texted me, telling me how disappointed she was. She told me I should take an Adderall (I am prescribed them). She knows this has the side effect of preventing erections, while making me incredibly horny.

Once she got home, she made me strip naked, and straddled me in her short sexy dress. She proceeded to tell me how much I embarrassed and disappointed her, all while grinding on me.

She was incredibly horny, and knew I could not “get it up.” She used this to humiliate and degrade me. It is important to know that humiliation and degradation are my 2 biggest fetishes, and she knows this.

Over the next 30 minutes she chided me on how useless I was, and how my “pathetic little dick” can’t even get hard to give her what she wants. I was in heaven. She preceded to get me off by squeezing and slapping my “pathetic balls,” while making me jump her leg.