Weekend Vacation – Part 2 [MF][MFF][Group][CUCKOLDING][Long]

I hope you can forgive bad formulations and mistakes, English is not my native language.

How I was cucked by my buddy Karl for the first time after losing a bet to him you can read [here](https://old.reddit.com/r/cuckoldstories/comments/9b97nw/wager_with_an_old_army_buddy_mffcuckoldinglong/).

And how my wife arranged for me to be cucked a second time on our wedding anniversary, I posted [here](https://old.reddit.com/r/gonewildstories/comments/9bvyiw/anniversary_surprise_mfcuckoldinglong/).

Part 1 of this weekend can be found [here]
(https://old.reddit.com/r/cuckoldstories/comments/9ecv2w/weekend_vacation_part_1_mmfcuckoldinglong/?)

So after the events of Friday the four of us, my buddy Karl, his girl Christine, my wife Clarissa and me, still had Saturday and part of Sunday in the city before driving home. We filled the days with some more sightseeing, doing some fine dining and other vacation stuff in the city. Nothing out of the ordinary. Saturday night however was more memorable. The plan was for us to go to a casino.

And that is what we did. We dressed up, went to dinner and did some gambling. What I did not know at the time was, that the others had planned a setup to continue the cuckolding that had started mildly the night before.

[FM] Finally fucking him after weeks of sexual tension

It feels like we’ve been trapped inside his parents’ house for days, even though it’s been only a few hours. He had graduated and traveled home a few weeks ago. We hadn’t seen each other since then; I hadn’t felt his arms wrap around my waist or his lips brush my neck since then. A few steamy text messages and one particularly hot video chat had held us over through the weeks apart, but now we’re together and I’m dying to get him alone and feel his smooth, hard body underneath me. He had picked me up from the airport, surprising me by meeting me inside with flowers in hand. I had hardly recognized him. He had cut his hair short since I’d last seen him, and weeks in the summer sun had turned his brown hair almost blonde and his skin a luxurious gold. In the weeks we’d spent apart I’d forgotten the sheer size of him. He seemed to tower over me, and he picked me up with ease as I hugged him. We exchanged excited but subdued kisses in baggage claim, both of us nervous about making a scene in front of the other airport-goers. In the privacy of the car I was more bold, leaning over to bite playfully at his ear and kiss his neck. I ran my hand from his throat to his chest, tugging lightly at his shirt to pull him deeper into my kisses. I then placed my hand in his lap, stroking the inside of his thigh first, then travelling up to feel him harden as I licked his neck. He made me stop because he couldn’t focus on the road and I pretended to pout, but that didn’t stop him from reaching over and massaging between my legs as we continued toward his house.

[M]y first time with trying [F]ree use with a sub.

*Disclaimer: If I do not explicitly ask for consent or make sure my sub in this story is okay with what is going on it’s because I don’t want to break the emersion of the story. We both had safe words and we both fully understood the extent on the fantasy and what was going to take place. We both had great chemistry with each other and we trusted each other.*

For a long time I had a fantasy and kink of having a sub be completely free use. A fantasy where I can do whatever I wanted with no ifs or buts. I’ve had subs in the past who voiced their thoughts and mentioned that they were interested in a rape fantasy but something so extreme requires a lot of trust. I never found that trust with any of my past hook ups.

Finished paying off my student loans by having sex with 5 guys in a private sex club – Long [Group]

A few months ago I wrote about my experience being auctioned off for sex in a private sex club in Las Vegas ([https://www.reddit.com/r/gonewildstories/comments/8bingx/getting_auctioned_off_for_sex_long_fmm/](https://www.reddit.com/r/gonewildstories/comments/8bingx/getting_auctioned_off_for_sex_long_fmm/)). It was a really intense and crazy sexual experience and helped me pay off a large part of my student loans from college. After that experience, I did not really think much about going back to do it again. I enjoyed it, but just felt like it was a once in a lifetime crazy experience that I would not be repeating.

Well, several weeks ago, my contact from the club got in touch with me. Apparently they had someone drop out of a show somewhat last minute and they were looking for someone to take her place. They were looking for repeat performers since they did not have enough time to vet a new girl from the start. Since it was somewhat last minute, they were going to pay more than the usual for it. As I mentioned in my last post, there are several different types of shows that are done at the club. Most are on a main stage in front of an audience of about 150-200 people. The show I did before was a private show for a single customer (who bid on me in an auction), involving me and 2 men having sex in front of him pretty much anyway he wanted. This time, the show they were looking to fill was on the main stage. It would involve me with 5 guys, being submissive to them, doing what they (and sometimes the audience) wanted me to do.

[M]y mature sexy [M]ilf pt2

This past weekend Liz sent me a text,letting me know her husband would be gone will Tuesday. If I had time to come over for some football and food. I love both so I told her I’ll be over Sunday. She sends back a text of her fresh pedicure sporting Tennessee vols orange. Which said come early so we can hit the pool. I’m not a huge feet guy but when a woman has sexy feet it’s sexy.
I park down the street at the local park and Liz comes and picks me up. She has mosey neighbors that would tell her husband. We pull into the garage and instantly start to make out. I start to feel on her big heavy breast. She quickly removes my hand and says down boy not so fast. We grabbed a beer and headed out to the pool. To my surprise Liz takes off her cover up to expose a sexy malibu strings sheer bikini I was in awe. I complimented her at least 10 times. She tells me I’m sweet and she never receives compliments from her husband. After about 30 minutes of talking and tanning by the pool Liz comes over to me and says time to lose those trunks and slowly pulls them down exposing my semi hard cock. She started licking my profound big head before getting a a good rhythm of sucking my theobbing cock. I was getting close so I pulled her up and quickly made out with her tasting my cock on her lips. I pull her into the pool and she hops up on the float I begin licking her pussy like there was no tomorrow. After awhile she hops down and guides my cock into her pussy while in the pool. Her moans were getting loud as I told her the neighbors may hear. Her exact words were I don’t care your cock feels so fucking good. While still inside her I bring her over to the steps place her one leg up and start to really pound her pussy. My other hand grabbing onto her hips pushing her deep on my cock. She came atleast 3 times in that position . I just needed to taste it so I pull out and start to eat her ass and pussy from the back slapping my tongue all over her asshole. We get out the pool I lay down on the chair and she begins to ride me reverse cowgirl till I unleash what felt like the biggest load ever. She falls back into me I hold her tight and kiss and caress her. I tell her how she’s ana amazon woman that deserves so much better. I ended up staying the night and we fucked 3 more times. Her husband is such a loser to not fuck her. She’s a real woman.

G[F]s [M]ardi Gras Serendipity. A true tale of a deliciously slutty night.

Belle is my lady and this is a story that she shared with me from just before we got together and has allowed me to post. If it gets a good reaction, she said she would allow me to share others.
Belle is a 5’8″ soft curvy Milf who is a PAWG with nice firm C cup breasts, an amazing smile and a delicious love of sex.

Working the floats at Mardi Gras is filled with long hours, commitment and pageantry. Friendships are built and alcohol flows, which often leads to flirting. Belle was no exception and Marty was her chosen counter. They shared a float and had lots in common. Over the course of the weekend, hours of seemingly benign flirting had her mind racing and by sunday nght it was palpable. While they shared time during working hours, freetime was spent apart with their regular friends.

[FM] Really Real Estate

Let me start this off by giving you folks some background on me. I’m doing this for a couple of reasons, one – because I think you need to know this stuff in order to understand the magnitude of why this was such an atypical situation to happen to a guy like me, two – because I’ve been an active Redditor for over eight years and I have a strong belief in giving *something* back to the community, and three – you can decide in the next minute or so if you feel like wasting your time reading this wall of text. Oh yeah, four – If you did read this, I’d like your input and opinions on things, after all, that’s what we are here for.

How I came to own a park. [MF] Long

So a number of months ago I was seeing this girl. One night she came over to my house and we got to making out. Eventually we started talking about how we wanted to have sex that particular night. Somehow the idea of fucking outside got said, it is one of my kinks after all. Well we couldn’t do it at my place. Where was a good spot then, you ask? Why the local park of course.

It was pretty late in the evening, the Sun had already kissed the sky goodnight as my girl and I were walking along, touching each other occasionally on our way to the park. We decided to bring a blanket with us so we didn’t have to lay on the ground and a towel so that we didn’t leave a mess. We get to the park, walk around for a bit to see if we can find a private spot. There wasn’t much of one but the sky was growing dark and there weren’t any lamps nearby. We get to a spot, lay the blanket down and we follow suit.

Neglected Husband Craigslist Lotto Winner Part II [FM] (yes there’s a few pics calm the fuck down no more pms please)

This is part two of how I became the one in a million guy searching on Craigslist to find the nearly perfect dream. Part one is right [here.](https://www.reddit.com/r/gonewildstories/comments/9egwra/neglected_husband_cruises_craigslist_and_hit_the/?st=JLW0PNO0&sh=c250a323)

Also please don’t send me PMs that just tell me she’s hot or asking for pics. Digging up these pics is a lot of work and I’ll share what I can. I am also sad to say that too much of what I have has my dick in it. Don’t nobody wanna see my dick.

On with the story.

Over the next 3 days we texted almost nonstop. A lot of it was sexual in nature but most of it was not. I spilled my guts to a senior in high school as pathetic as that sounds and she spilled her guts to me. Mary had a very successful mom who worked 60 hours a week and an equally successful stepdad for the last 5 years who she said was super creepy. Her real dad could take the cake for one of the worst possible pieces of dog shit to ever resemble human form. He left when she was 5 and she had occasional contact with him over the years. During this 3 day time frame she told me her bio dad was coming to her high school graduation which was in 2 weeks. I asked her when his flight landed and she said he had not bought the ticket yet. I knew then this piece of shit wasn’t coming.

[MF] Satisfying the Ultimate Fantasy – New Years Day With My Friends Mum

**Prologue**

I wrote this story as it was requested on [another one of my posts](https://www.reddit.com/r/gonewildstories/comments/9eac7e/mf_hayleys_18th_birthday_sex_and_cheating/). It leads on from an event in that story. This story is actually much longer than I intended but the build up for this was years in the making. I’ve tried to capture the authenticity of the build up to the main event and share the intensity that I felt when all my lucky stars came in at once. What follows is an experience I don’t think will ever be matched for me.

**Introduction**

My mate Baz’s mum Rachel was a family friend of ours. She knew my aunt and my mother from back in school and through that connection, Baz and I became friends. Rachel reminded me of a mature Britney Spears without all the popstar glamour. Mid forties, blonde hair, pretty face. You could probably knock 10 years off her if you didn’t know her real age.