The things that I [18 M] dream about doing to my step mom [47 F] [FM]

Go to my post history and read my previous post before you read this one.

My step mom is a sex Goddess. Not only is she insane beautiful and has a gorgeous body. She also knows how to please a cock. I can tell this from the way my dad looks at her with a combination of love and lust, touches her body when he thinks no one else is looking and from the moans and screams I’ve heard from their bedroom.

I’ve also seen them steal kisses around the house , my dad grabbing her ass etc. I’m happy for my dad but I also wish it was me who was grabbing her curves , kissing her lips , fucking her holes.

My step mom has always been so kind to me. She has no kids of her own (she never wanted any) but still showers me with maternal affection. What she doesn’t know is just how torturous that is for me.

When she kisses my forehead I wish she was kissing my mouth. When she hugs me it takes every bit of will power not to press my chest against her plump tits. When she smiles at me I wish I could just tear her clothes off and spend hours worshipping that divine body.

This Feeling (part two) [Seduction] [Fingering] [Age Gap] [Male Boss/Female Employee] [Power Dynamic] [Vaginal sex] [multiple orgasms] [Overstimulation] [Neediness] [Shower Sex] [Seduction]

I woke up in the middle of the night to the pressure of her climbing over me. I half expected to find my dick in her, but she didn’t do that. She was just lying on top of me with her ear against my chest. My hands moved over to her lower back and she sat up with a start.

“I’m sorry,” she said, “I just…”

I turned her head and pressed her ear back to my chest, holding her to me and stopping her from climbing off of me, “It’s okay,” I said sleepily.

She breathed in tune to my heart and I embraced the warmth of her over me, “I don’t understand…,” I started as she lifted her head and looked me in the eyes.

“Do you not want me?” She asked, her lips were pouty as she rubbed her hands along my chest and up over my shoulders.

“I do. I just don’t understand why you want me,” I said.

Petite [F]uck machine reveals new kinks for [M]e

After almost getting hit in a parking lot I posted to whisper because why the hell not. I got a reply, female and close by which was even weirder. She was chatty and flirtatious and I responded in kind. We hit it off and chatted for a couple days and swapped SFW pics and moved to texts. We found out we had a lot in common: we were married, we were going through a divorce, and we were both fucking horny out of our skulls. She was more petite than I usually attract, ginger with a plump small butt and curvy B cups. I was taller and stockier and normally trended towards thicker gals. But the dick and pussy attract what they attract.

The problem and issues with us hooking up was that we were both military (american). While the rules have changed recently at that time even if you were separated you couldn’t even have the sense of impropriety with another person (people can be petty and start rumors). Her situation was more public than mine and she had burned a couple of bridges at her unit and really couldn’t be seen with anyone else. So cue us having our first meeting in a discrete parking lot in a hidden place.

Working for Halloween (TV, public, oral, romantic, dressed at work)

**Working for Halloween**

By: Shawna Summers

[shawnavinylltv@gmail.com](mailto:shawnavinylltv@gmail.com)

I stepped off the bus and walked the short distance to the ‘Costumes and More!’ shop. I couldn’t believe I had agreed to do this, but if I was ever going to buy a car, I needed to get the money. You’ve probably seen them, this particular costume shop always has someone in costume out in front holding a sign and waving to the cars driving by. They seemed to like to vary the costumes, I guess to show off their selection.

So, when Brad, who was the manager, called me about doing it, I wasn’t too sure. Sure I needed the money, but who wants to dress up like Spider-Man and stand waving at traffic for two hours? After I was hesitant, Brad upped the ante and was willing to pay me a little extra. He said it was since he knew me.

I walked up and pushed the door open. A small bell rang with a chime like a church bell. I guess it was supposed to be spooky, but it was really just cheesy. Of course, the whole place was. I guess that was part of the fun really. The girl behind the counter looked up as I came in. She came over towards me.

I fucked my MILF neighbour! [MF]

This happened a weeks ago and I can’t stop thinking about it! There’s a really hot neighbour, let’s call her Alyssa. I’m 24 and she’s 39.

She and I bump into each other often when we are on runs or buying everyday groceries. To give you a visual – she’s about 5 feet 3, black curly hair, C cup breaks and a tight ass. A proper MILF.

She’s been divorced for about 8 years and I’ve had a thing for her ever since I met her 2 years ago. It’s one of those MILF fantasies of mine.

Anyway, fast forward to last week, we were both exercising together, running through the garden near our houses. She looked extremely hot in tight pants and I was obviously checking her out. I never thought she’d be realistically interested me and we didn’t really talk much, but just bumped into each other now and then. This was the first time we were running together. It went okay and as we were heading back, I decided fuck it, what could happen. I told her that she looked beautiful and all her efforts were clearly showing. I don’t know if she was expecting it or amused by it, but she smiled and asked what I meant.

My first fling while dating my bf [F]

I would call William an old flame since I had feelings for him but we never actually dated. I guess a fling or fwb is a better word for what we became. William told me that he’d totally date me but I was taken at the time. Anyways I think it was a week or a few days before I met William & saw him walk into my bf’s apartment that I had watched the movie St Elmo’s Fire for the first time on Netflix. When I saw William walk into our apartment the first thought that came into my mind was “holy shit it’s Rob Lowe!” He looked like Rob Lowe in St Elmo’s Fire to me. I instantly thought William was hot af! (?lol) Anyways I tried my best to not stare at him while he was in the living room with us. I continued playing mtg with my roommates on the floor (there was 5 of us living in this 2 bedroom apt) After William & Matthew got settled in, we all started drinking & got drunk af. I don’t remember much of that night after we started drinking and the fact that this happened in late November of 2014. After that night William & Matthew started coming over all the time & spending the night a few times a week. One morning after a night of us all drinking I go downstairs while my bf is at work, and William being the only one awake, notices me trying to find a place to sit in the living room & he got up (he was originally laying down on the couch) sits up normally & offered the couch cushion next to him since Matthew was asleep on the other couch and Kevin sleeping on the floor. William and I started talking and we ended up hitting it off really well. He & I talked a variety of topics that morning. I think after a few days of talking, we somehow started cuddling & making out. I think he made the first move but I don’t remember when or how it got brought up. My best guess is I told him he’s really cute and told him how he looks like Rob Lowe in St Elmo’s Fire. Anyways William & I make out & cuddle right there in the living room where everyone could see us but they were all sleeping luckily. My bf was at work in the mornings & so William & I always talked on messenger and I would go downstairs to hangout with him on the couch while everyone else was passed out drunk.
A bit about why I decided to do stuff with William: my bf never wanted to do sexy stuff with me & told me that jerking off while I was gone was more convenient to him. He said preferred doing that instead of doing sexy stuff with me because in his words it’s “more efficient and convenient” for him, he said that is why he was never in the mood to do stuff with me. After a few months of me asking him to quit jerking off & wait to do stuff with me instead, he’d laugh at me, he then told me no, I decided if I can’t get any action from my bf, why not get with the hot guy that comes over that’s interested in me. So William & I for a few months would cuddle, make out, hold hands, talk in the living room in the mornings. For night time when he was over and we all weren’t drinking, he’d hangout with Kevin and Matthew & he would be texting me on fb messenger while I was upstairs in the bedroom watching Netflix. One morning William was downstairs awake while everyone else still sleeping, he & I did our usual start of making out & but then he did something new & he got very frisky! He picked me up while still making out with me, then carries me to the wall, pins me up against the wall & tried to fuck me right there in the living room but I didn’t want to do it right there where everyone could see us so we just went behind the couch on the floor & I gave him a bj instead but outta nowhere my bf & our roommate come home from work early so I run to the front door & somehow William is already outside (he moved quickly like the flash ⚡️) my bf comes inside, gives me a kiss even though I tried really hard to avoid it, he says something about work & how he & our roommate need to grab something & return to work, and that they’ll be coming home a few hours late due to something going on at their work. My bf asked me what I was doing & I told him I was getting breakfast and I was also trying to wake William up so that he’d get up & leave, he’s like “oh it’s ok that he’s here” cause he had recently gotten mad at William one night (can’t remember why) & he didn’t want William at the apartment. He then goes outside to where William is, talks to him since William is sitting on the patio steps smoking a cigarette, I’m in the kitchen randomly cooking a hot pocket to make it look like I’m getting ready to eat and then my bf leaves back to work. While I’m watching my bf drive away from the kitchen window, William comes up to me & is touching me everywhere right where everyone can see us and even my bf outside, I told William to quit & we decided to just go upstairs instead & finish up in the bedroom so no one sees us. We continue the Bj up there, after a few minutes into it, William outta nowhere asks me if my bf has any hidden cameras in the room, I then stopped what I was doing, paused for a very long time cause that is just a mood killer question, thought for a minute, and then I got very paranoid thinking about it so he chickens out & decides to go back downstairs to play video games until everyone wakes up.
Another night comes around and William, Kevin, my cousin Sierra, & I were downstairs watching a movie while the boys were at work overnight. William & I ended up cuddling in front of Kevin and my cousin since they both knew about us. I ended up falling asleep on William and he ended up falling asleep on the couch too. A few hours after the movie my cousin & my roommate Kevin wake William & I up to have us move so that my bf doesn’t see us when he gets home from work. Ok onto another night! it’s a big night of drinking (we were all attending Christmas parties) (we used to drink all the time when we lived at this apt btw if you can’t tell lol) I ended up getting blacked out drunk, got kicked out of my bf’s apt, and then having my bf break up with me. The next morning when I woke up, I immediately messaged William on fb to ask him what happened since he was one of the many people there that night. He told me what happened, and I ended up walking 4 miles to his house because I didn’t want to be at my parents house, I ended up hanging out with him for a few hours. Later my other cousin picked me up for dinner, she dropped me back at his house and he and I were making out when I got inside, and a few minutes later my bf started calling me like crazy, over and over again so I finally pick up. And he says he wants to get back together with me & he wanted to talk about the night before, so I agreed to talk to him and ended up running down to the other street to my sisters house since she lived nearby . My bf’s apt was literally 5 mines down the road from William and my sisters house. My bf picks me up from there, drove to a nature spot to talk to me. Looking back on that day I regret getting back together with him, I totally could’ve taken that chance to leave my bf and be with William. Anyways after that day William started to slow down on coming over for a few weeks. Then one night I see William & Matthew getting all cleaned up in the downstairs bathroom getting ready for a night out to hang out with some girls. I later find out from Matthew that William got all “spruced up” to try to hookup with a cute girl he knew would be at the party. Then William started showing up even less but Matthew would still be over all the time. A few weeks later Matthew says William tried to get with one girl & then another at a party, then William gets with this girl Michaela that’s been at my bf’s apt hanging out with James our other roommate. (I know it’s a bit confusing, there’s a handful of us living at this apt) Michaela had also hooked up with William’s best friend John recently. A few days later she hooks up with James again. I had started hooking up with James since William quit showing up for a bit. We all later find out John has herpes & I ended up freaking the fuck out after I heard William had hooked up with Michaela. It made me worried that I possibly could have an std since William & I still cuddled, make out etc with his rare visits. I decided to stop doing things with William & James after hearing about the herpes incident and the hooking up history. I was scared I would have an std since William was trying to be with all these girls and James had also been with Michaela recently. Idk why but I was angry & I ended up telling John I had secretly been seeing William that year, I told him I was worried William might have an std. After I told John that, William quit talking to me, and then John immediately blocked me on everything online. And that’s how I fucked up my fling with William. Crazy thing is William is still fb friends with me to this day. The one bummer though is William just reads and ignores my messages on fb messenger (Makes me wonder why William never deleted me on fb, like is it possible he might have an interest in me?!? ?). After I told Matthew everything, I wanted to tell William I’m sorry for what I did and tried everything to contact William to tell him what happened but he just avoided me. He won’t even talk to Matthew about me when Matthew tries to ask William about me . Matthew even tried to tell him I wanted to tell him sorry and that I really wanted to talk things out with him but no luck there. 6 years later, I still really want to fly back up to my hometown & try to talk to William in person so that I can explain to him why I had freaked out, why I made the dumb mistake of telling his best friend the shit we did & the reason why I would cuddle etc with him all the time back then. But there’s a problem! William is now dating Michaela & they have a 3 year old kid together & they have another baby on the way that is due this upcoming Spring! I don’t want to write him on messenger because I don’t want to deal with the read and ignore bs so I’d rather talk to him in person. Anyways I am still with the bf I was with 6 years ago when William first met me. Want to hear some crazy news??! My bf & I ended up joining the baby bandwagon & we now have a baby together who is a few months old! Interesting how things ended up. Anyone think that if I see William in person when I’m in town next, that he’d be open to talking to me now that a lot of time has passed and we both are on different roads in life?

[MF] Deepthroat, a Love story

I had one experience when I was 26. I had a girl over i had just met on Tinder. We met for some drinks, and we hit it off. She was very demure and shy at first, but really opened up over the course of the night. She had thick black hair,, and rich almost reddish clay colored skin tone. She was strikingly beautiful and i was a complete nervous wreck.. I don’t even remember what I was saying, but it was making her giggle, and then start full on laughing, so hey! I knew I was in!

I invited her over to my place to watch a movie (so coy, I know) We both sat frozen on my couch with the TV on, each of us breathing heavier and heavier, both of us waiting for myself to make a move. My heartbeat was deafening it seemed like, but when I glanced over at her, seeing her lips slightly parted, her chest breathing in heavily, my hornyness quickly overtook my nervousness, and I pounced! I think I barely even shifted over to her when she was suddenly on me, her legs straddling my lap, rubbing on my crotch, our faces locked in to each other, exchanging saliva (though soon to be more).

[MF] Our Vacation Part 3 (End)

Looking at her on all fours begging me to enter her ass was about as hot as it could get. I couldn’t help but admire her for a second. She turned back to look me and said,”What happened baby? Hurry up and fuck me” and so I slowly started circling her asshole with my cock which was rock hard at this point. I wanted to fuck her so bad. While I teased her she moaned and got closer and closer and eventually just turned back to take me into her hands. “You’re such a tease. I can’t wait anymore…” she moaned as she slid my cock inside her ass. It was very tight at first but I felt her relax as I entered deeper into her. I pushed myself inside her till my whole cock was inside. She let out a little moan as she took me deeper. I grabbed onto her perfectly shaped ass and started thrusting slowly. Going in fully and coming back out. Her moans got more intense each moment. Her ass felt so good around my cock. Never I would’ve imagined for it to feel so good. I gripped her ass tighter and started to increase my speed and force. I wanted to fuck her rough. I didn’t want to be gentle and neither did she. As I kept going faster and faster I couldn’t help but let little grunts and moans escape my lips. The sound of our sweaty bodies colliding with each other created a lust filled symphony that filled the room. I could see her tilt her head back and get lost into the pleasure as I trusted harder and deeper with every stroke. We didn’t need any lube as my cock was so wet already. It slid in and out with barely any friction at all.

SixSex, Part [F]ive and Six [m]

[Link to Part 1](https://www.reddit.com/r/gonewildstories/comments/intig1/sixsex_a_six_part_series_on_successful_seduction/) | [Link to Part 2](https://www.reddit.com/r/gonewildstories/comments/iobesg/sixsex_part_2_can_we_cuddle_mf/) | [Link to Part 3](https://www.reddit.com/r/gonewildstories/comments/iobkqq/sixsex_part_3_business_birthday_and_about_to/) | [Link to Part 4](https://www.reddit.com/r/gonewildstories/comments/ip6w7h/sixsex_part_four_climax/)

**Part 5: Aftershocks**

We had broken the seal, and there was no going back. The next morning, we woke up naked and next to each other. Ryan had another raging boner, hard as a metal rod, and I was dripping with self-lubricant, ready for him to slip in. This time, I put the condom on, and with his cock in my hand and him sitting up against the bed’s headboard, I steadily lowered myself on top, grabbing the back of his neck for support. I started riding him, slow at first. All I needed to do was gently rock my hips back and forth, and I already felt tingly and stimulated in a way that was so intense it surprised me. I used my feet to prop my body up a little, stopping right at the point before his cock would pop out of me. Then I dropped myself back down, slapping myself into him in a way that made his balls bounce. I did this a few times, alternating between semi-aggressive thrusting and deep, intense grinding against him, the latter sometimes consisting of the slightest micro-movements that sent strong ripples of pleasure throughout my body. As I continued humping him with passionate thrusts, Ryan leaned forward and started flicking my nipples with the tip of his tongue. The sensation was so overwhelming that I couldn’t think about anything else. His warm, wet tongue swirling over my breasts, paired with his super hard cock pushing inside of me over and over again, was enough to send me over the edge and make me cum again. It was too good.

“The Hitchhiker’s Gratitude (Part 2).” (M/F, Oral Sex)

This is the second installment of “The Hitchhiker’s Gratitude”; a story inspired by, and originally submitted as a response to, [this prompt](https://www.reddit.com/r/DirtyWritingPrompts/comments/f4ft7z/wp_turns_out_the_hitchhiker_you_picked_up_is_more/?utm_source=share&utm_medium=ios_app) by u/RedFredHunter.

***

The bell above the door chimed again as the wooden frame swung outwards. The wind still blew across the open desert staring down the small lobby from the other side of the long, bleak highway, but had died down in the few minutes that had passed since the previous chime.

Heavy, black steel-toed boots crunched in the gravel lot as a heavy-set, tall and sturdy man trudged his way across it, parallel the road. Stuffing a wadded paper receipt into a pocket with one hand, he absently toyed a room key with the other, its coiled ring swinging like a hula-hoop around his outstretched finger. The man’s eyes were dead set on the line of rooms – free-standing from the lobby – a few yards away.

Open-toed, dusty sandals flip-flopped in a slow but concentrated trot behind him, occasionally pausing, shaking furiously, to dislodge a piece of kicked-up gravel from between their topsides and the bottom of the feet of the petite blonde wearing them. Her hands swayed as her side as she walked, only rising, occasionally, to brush wayward strands of gold from out of her face. A warm smile spread across her face as she finally caught up with her companion.