Servicing Daddy after a long time (18F) (35M) [FM] – Part 2

[Part 1](https://www.reddit.com/r/gonewildstories/comments/hkm09u/i_18f_serviced_daddy_35m_after_a_long_time_fm/?utm_source=share&utm_medium=ios_app&utm_name=iossmf)

After we had showered we cuddled on the couch watching random stuff on Netflix in our robes having random conversations.

Before COVID we would’ve been getting ready for a night out at some fancy restaurant for blind tasting menus. Daddy treats me to grown up things, which is what I wanted out of this relationship. He got himself a young cum bucket to abuse and I got the maturity that I craved. It works for both of us.

With nothing else to do but each other I decided I was ready for Daddy’s dick again. And this time I wanted to swallow, which he had so cruelly denied to me earlier.

I parted his robe and started to rub him through his boxers. He began to get hard and I could hear him breathing harder and moaning softly. I put my hands inside his boxers and started to jerk him off and started to kiss his neck.

“Are you sure you want to do this again?” I took that to mean he wanted to play rough again. I didn’t respond and kept doing what I was doing.

A ski trip with friends [MF] gets sexual in the sauna the first night.

It was a gloomy, rainy morning in Concrete, Washington as my best friend accompanied by our two girlfriends drove a meandering road up to my family’s cabin deep in the north cascade wilderness. The cabin was near a ski resort. Just a mere 5 miles up a steep road from the cabin leads to open lifts and powder snow. We planned a 3 day weekend get away after seeing the exceptional snow forecast. 3’ of new snow in just a couple days. Sign us up.

My best friend, Max, is a tall, slender and very much balding fella. 27 years old. We’ve know each other for nearly our entire lives. Back when we were both single we had shared some wild times together with the ladies (if you catch my drift) but that is in our past now – both of us currently in long term multi year relationships.

[M], [F] Milf Season Round 2

Thanks for the kind words on my last post. This story is from the second time that Anne and I hooked up.

After the last time she came in and we acted like nothing happened it was a few weeks until I saw her in the store again. I did not have her number to reach out to her either. Those weeks were brutal. I would jerk off thinking about licking her ass and while she played with her clit and shooting loads right into her mature pussy. In between Thanksgiving and Christmas she came in looking amazing. We live in a colder climate so she had on those fuck me thigh high boots with a sweater that made her tits look amazing. She pulled me aside and asked if we could talk. My first thought was oh shit she is pregnant. Luckily that wasn’t the case. She apologized for not coming into the past few weeks, she told me she was traveling a bunch for work and her baby sitter was doing the food shopping. Anytime she would come home from her trips she would be with the kids and crash. I told her no need to explain anything to me as it was just a hookup and it’s o.k. She told me she wanted to make it up to me, and of course I said yes. She asked if I was working Sunday night and I wasn’t. She told me she would pick me up in front of the store around 4. Told me to dress up a bit. Not a suit but no jeans.

[FM] My [25F] first fight and role play makeup sex with Henry [26M]

One of my [previous series](https://www.reddit.com/r/gonewildstories/comments/gxk4m9/fm_i_24f_let_my_cousins_hot_teacher_26m_finger_me/) described my first date with my partner, Henry. The short version: he was my cousin Shoshana’s long-term substitute teacher (known to her as Mr. Yang), and she and her friends obsessed over setting us up. We hit it off at Shosh’s Bat Mitzvah, but we didn’t tell her because (1) we weren’t serious yet and (2) she had no chill and would be a distraction in class. Her parents, my second-cousin Miriam and her husband Aaron, knew, but Miri didn’t approve out of a mistaken belief that Henry was a heartbreaker. In reality, I was the commitmentphobe.

In April, a month and change into us dating, I was actively avoiding all conversations attempting to define our relationship. Henry was bemused but didn’t push it. I was convinced my interest in him would disappear the second we slapped a label on it, and I worried our chemistry would fizzle if we became too domestic and lost the magic of sneaking around. It was obviously nonsense, since I loved every second I spent with him, but logic didn’t play a heavy role in my fears.

Not your typical gone wild story [MF]

This probably isn’t like the typical gone wild story posted on here but I think about this situation from time to time…and cringe.

So it was a few weeks before I was to move to North Philly to start my Freshman year of college. Now if you know anything about North Philly, it’s not the safest of places. Think like, I would fall asleep listening to gunshots. So for peace of mind, my parents bought me a little thing of pepper spray to take along with me. I put it on my keychain with my car keys as soon as they gave it to me.

So I was dating/talking to/fucking this guy – to this day I’m not even sure how to label our relationship. FWB is probably the most accurate. We would meet up and fuck in the woods because it was the easiest and safest place to not get caught.

Fucked [M]y hot trainer thanks to covid hours

Since the gym was closing early and short staffed earlier this week, the hot married trainer (mid 30s looks 25 with a tiny waist and insane ass) was closing up while I was picking my stuff up. Mind you I’ve flirted in passing but never had a 1 on 1 situation.

So as I’m finishing she makes a comment about my grey sweat pants and says “you may want to hide that thing” and on the spot since I had that post workout confidence rush responded by making the outline more visible. At this point she tells me that hiding it in her would be the safest place for it since she’s never seen something quite like it and it was fucking on.

We went back to the girls locker room and after a good warm up and slow start (she wasn’t used to this kind of thickness or length) we had the hottest steamy sex all over that room for close to two hours when her husband called to see where she was…

Adventures with Amy Part 5 – Halloween: The Sequel [cuckold] [MFF]

(this directly continues from part 4)

I woke up the next morning when I heard Amy moving quietly, trying her best not to disturb me. The sun had already risen, but I decided to keep my eyes closed and pretend to be asleep. It had been a long night, and it was the weekend.

I felt Amy moving on the bed next to me, then felt my blanket being lifted from my legs up, stopping below my chest. I resisted the urge to peek, unsure if I was calling Amy’s bluff or if she genuinely thought I was sleeping. Then suddenly I felt a wet warmth enveloping my cock, which was already hard with morning wood. A moan escaped from my mouth.

“Aha!” Amy got up from where she was kneeling and loomed over me. “I knew you weren’t sleeping!”

“Ughhh. Can’t you let me sleep in, babe?” I groaned back.

“But it’s 2!” Amy replied, hitting me lightly.

Jesus Christ. It was 2?! I’d thought it was 10, 11 at latest. But I stayed still and quiet, trying to fall back asleep, until I felt Amy’s mouth on my cock again.

[M] I jerked off watching my [F] ex/co worker fuck in the parking lot

I’ll call her D. We both work for a large pet supply store. We were best friends for a couple years and then friends with benefit for a while after that. We had a pretty bad break up. I always tried to remain civil with her but she didn’t really wanna talk to me. It was hard seeing her at work and being attracted to her. Anyways she started dating this new guy we hired. We will call him J. And one of my other friends from the store had already hooked up with him and said that he had a cock the size of her arm.
They must have closed together until 10 and they probably didn’t know that I was doing the overnight. I was in management at that point but our overnight person had called out and my car wasn’t in the parking lot because I had to be dropped off. Theres this little room behind my office that looks out into the parking lot and I looked out and I can see him and her in his truck. They were making out pretty heavy.
At first it made me kind of jealous. You have to understand that when me and D were hooking up she was a virgin. She was 29 years old but she had never even kissed a guy. So I was her first kiss, her first finger bang, her first hand job, for first blowjob, her first fuck. So to see her hooking up with someone else at first made me feel weird. Then I noticed that my dick is getting hard.
About five minutes in to me watching them I noticed her looking into his lap. Then I started making out again and I saw her arm pumping up and down. So she had unzipped his pants and taken his dick out and now was jerking him off. I could see him feeling of her little tits. He leaned his head back and she sat there and I could tell that she was using both hands. Now my dick is decent sized, it’s almost 7 inches and it’s pretty thick. But J apparently has about a 10 1/2 inch cock and it’s as thick as a Red Bull can. Knowing that she had to use both hands on it got me rockhard. I knew they couldn’t see me so I unzipped my pants and took my dick out and started stroking.
Pretty soon he sat up and they kissed for a little bit and then she leaned back against the passenger side door. I could see his arm pumping now and her head leaned back. He was fingering her tiny shaved pussy. God i remember how tight it was when I first put my cock in it. Before I knew what was going on his head had disappeared and she was looking down as he licked her. Are used to love licking her pussy. Before we were fucking it was so tight. She hated it but I would steal little licks at her asshole too. I wonder if he was licking her asshole. I wonder if he was licking her clit and finger banging her like she liked.He came up and sat down and her head disappeared. I could see it bobbing up and down in his lap as he had one hand on the back of her head. His dick must’ve been pretty fucking big because I had a good view of her head and shoulders bobbing. My hand was pumping up and down on my cock so fast that I thought I was gonna blow at any minute.
I could remember the time in my bedroom when she first sucked my dick. She didn’t know what to do and I had to tell her how to hold it, and how to suck it and stroke it at the same time. She would never let me cum in her mouth either. After she throated his cock for a few minutes and I edged myself closer to cumming she sat up turned around and sat on top of him. Now the D are used to know only liked it missionary or with her riding it on top. She never would’ve went reverse cowgirl. She got on top of this guy, grabbed onto the dash and fucking bounced on him like I have never seen her go before. I could tell by her face that it hurt her but that she was loving having a dick that big inside of her. I was still jealous but it was such a turn on. I had a full view from the front of her face. I was pumping my dick every time she went down on his. After maybe five minutes she put her head down and her hands up against the windshield and was grinding on him so slow. Thinking about what it must look like from his view with her tight perfect ass and tight pussy sliding down on his huge white cock so slow like that, like she couldn’t take it anymore. It was at that point that I blasted my load all over the floor in front of me. I stood there for another few minutes. She climbed off of him and got on her back and I saw him get between her legs and start pumping away into her tight little cunt. But I had already came so I was losing interest. I close the door and went back inside and did my job.
About 15 minutes later I went back and looked out to see if they were still there but the car was gone. I left my cum on the floor. I didn’t bother cleaning it up. In the morning when my shift was over and I was outside waiting for Uber to pick me up I walked over to the parking space they were in and there was a used condom on the ground. It was fucking huge. I didn’t even know they made them that big. I could feel my dick getting hard just knowing that something that large had been inside D. From looking at the condom his dick must’ve been about twice the size of mine. I actually took a picture of it next to my foot just to show how big it was. I can’t stop thinking about her laying on her back with her legs spread open and him just stretching her with that big dick of his. She waited till she was almost 30 to lose her virginity and I guess it was worth it.
And the best part is that I work with both of them. So when I see them in a couple days together and we’re trying to act like nothings happening I’m just gonna picture of her on top of him grinding away and him with his head back try not to blast his love inside of her. How many picture that condom the size of my arm and how she’s probably taking it in all different positions in her mouth asshole.

Exploring BDSM part 1: Bondage and Discipline [FM] kinky

Alfie and I love to explore all kinds of new things together, we’re both very open about any kinks and desires and we’re extremely compatible. Recently we’ve been talking about BDSM a little and just testing the waters really to see if it’s something we’re interested in. We’re both very new so before this took place, we’d only discussed and planned a bondage scenario.

We were texting that evening whilst he was on his way back from work and I was really horny. I’d had sex on my mind all day waiting for him to come home and had been thinking about the dirty things he was going to do to me. I couldn’t resist bringing it up.

“I can’t wait for tonight, I want you.” I messaged him, desperately hoping he was in the same mood as I was.

“I can guarantee I want you more. ;)” He wrote back teasingly.

Taking my [FF]riends girl-on-girl virginity

So I have this friend, Zoe. She’s gorgeous and she knows it, very confident girl. She’s about 5’6, Bcup, tiny waist and long blonde hair. In comparison, I’m taller, bigger boobs and fatter ass. We had a big night out planned, and we prepped like fuck for it.

So the night rolls around, we are dancing and drinking all night, there’s around 10 of us altogether, 7 girls, 3 guys. Zoe makes out with one of the guys in the group, who then knocks her back cause he’s into someone else. It’s all very dramatic when you’re as drunk as we were.

I had got chatting to a gorgeous man at the bar, a bit older and looking a lot like my next bedfellow. However, Zoe gets in the way of that plan and needs dragged home for causing a scene with the guy who didn’t want her. My man at the bar had got me all hot and bothered and we swapped numbers, a bit gutted that I wasn’t getting a go at him that night.