The Hall Pass Girl Part 2 – Meet the Wife [fmf] [28m 26f 19f][gonemild?]

This is an update from my previous post which you can find here: https://www.reddit.com/r/gonewildstories/comments/4v0643/my_first_hall_pass_unexpected_tinder_with_a/

So, following some soul searching and just general good sense I politely turned down Maddy’s advances to meet with me again. It wouldn’t be fair to my wife. It was hard. There were pictures periodically. I had never been with anyone quite like her. I was a straitlaced boring sort of person most of my life so the raw sexual power of my one night with her caused things like the barbells through her nipples or the way she had blonde pubic hair despite the purple hair on her head were things that I ended up fetishizing.

But after a few weeks she grew bored with me and stopped trying to tempt me and truth be told I sort of just stopped thinking about what had happened. My wife had sort of incorporated some of the soft bondage from our previous encounter in our sex lives and we were even talking about her getting a barbell piercing of her own.

I’m too young for sex :( pt. 18 [fM][first]

By Wednesday I knew something was up. Our private prep school thrives on scandal. The beach bust had fed the gossip mills for the last couple of weeks, but since Mark had taken Bethany and I home the three of us had been largely ignored.

Joe’s involvement and parental house arrest was discussed as much as Camden’s sudden departure to an all-girls boarding school. There was actually a betting pool on who the next *what’s her name* would be when his grounding was up in two weeks.

When Bethany’s name showed up on a copy of the pool I found in the girls’ locker room, I figured it was someone’s idea of a joke. Then I noticed groups of girls whispering together would stop when I walked by. I finally figured out what happened when I was on my way into the lunch room. My brother grabbed my arm and pulled me into a side hallway.

“What the fuck, Steph? Who did you tell?” he hissed.

At first I was confused, then it was like a light went on and I saw what had happened. The word must be out that Joe was hooking up with Bethany.

First time with a transgender woman from tinder (Cis M/Trans W)

Sorry if writing is bad. Doing it from my phone.

So little about me, I’m 25 and straight my whole life. Never even thought about being with a guy or Transgender. Got out of a shitty relationship and was swiping on tinder one night. There was this sexy 45 year old woman who looked like a sexy soccer mom with a boob job. She was about 5’9″, red hair, nice big round ass, and big breasts. We matched and began chatting with her. We exchanged numbers and texted for the next week. I was going out of town that week so we made plans to grab dinner when I got back.

We finally got out to dinner and she was super nice and funny. We were clicking, and as we go out to leave, we begin to make out in the parking lot. She propositions I come back to her place, and I quickly agree. When we get to her place she pours us a drink and puts on a movie. She then goes back into her room for a while to change. When she finally comes back she’s wearing just a sexy black bra and black panties, but to my surprise there was a 7″ thick Cock in her panties. She saw I was quite surprised by it, but she strolled confidently to the couch and began to unzip my pants. I was so turned on at this point I knew there was no going back.

[F]elations and [M]oans with my girlfriend *verylong*

To say this from the very beginning, when this story happened both me and my girldriend were 17, that’s last christmas. I’ve been lurking this subreddit for a while and decided to share one of the many stories I have. Sadly, we’re both still virgins(2+yr old relationship) since we never actually managed to do it .

So it’s 23 December, and my girlfriend is at her godmother’s place (they’re REALLY close since she is also her aunt I believe), and it’s only her in her house. I was at home playing on my PC when she tells me to come over and help her for christmas decorations at her grandmother’s house (thats the reason she was there in the first place). I hesitate at first, but I finally agree and in one hour I’m there. I walk in, we kiss for a short time and then we finally start with the decorations. We both lay on the ground and try to get the tree out of the box(its one of these artificial trees), and each part of the tree is labeled by size, so there is the base of the tree which has the biggest branches and it just decreases in size until the top of the tree. What we were trying to do was arrange these branches ascending. Fast-forward 20 minutes , I get bored and turn around to her, push her on her back, on the floor, and get on top of her, kissing her passionately(as a description, she is a short girl, white, brown-black hair, big beautiful brown eyes and the cutest smile I’ve seen), and we kiss for a bit, while rubbing our genitals and occasionally moaning in-between kisses while trying to catch a breath.

[M]y first time at a sex party (Fx15, Mx6) [M/F] (Part 2)

Part Two

I wrote the first part of this story a long time ago, you can [find it here.](https://www.reddit.com/r/gonewildstories/comments/42snkp/my_first_time_at_a_sex_party_fx15_mx6_mf_part_1/)

It’s been over seven months since the party (sorry, busy life, plus I write for a living which makes it harder to justify doing it with no expectation of a return), and a lot has happened since then: several other sex parties with the same crowd, including one where we rented out a mansion, a few trips to sex clubs, more hotwife encounters and a number of sexy nights besides. I got a lot of messages over this one and still get the odd question about when I’ll finish it off, so I figured I’d do this first. Pictures of myself in my post history for reference, with a very strong male nudity warning.

Quick recap: my friend Megan hosts these sex parties for bisexual women every few months. Anywhere from 12-35 women, and 5-10 guys—this one was the smallest I’d been to, each one grew even bigger from there. Not a full-out orgy, but a play party with a bunch of attractive, level-headed people who are considerate of the rules surrounding consent. When I say attractive, I mean the women at these parties could (and many do) model and do photoshoots. I’d say most of the guys are of approaching or similar attractiveness to myself (again, reference post history with firm male nudity warning).

Unexpected shower guest (mfmf) Part 2. Not long, not sorry this time.

Link to part one
https://m.reddit.com/r/gonewildstories/comments/506mq7/unexpected_shower_guests_mfmf_long_sorry/

There is a moment of clarity right after you orgasm that, depending on the situation, you feel comfortable or you don’t. This moment was a bit surreal as I’m here with my wife naked, toweling off with another naked couple. I would be remiss if I don’t admit that there was a part of me thinking this was a mistake. But hormones are a funny thing because that notion was fleeting. All I could think about was more. I went from mildly thinking about group sex to wanting to watch Kara on full display. There was a sense of anticipation for “wait until they see/hear this”. Kara loves giving and receiving oral and she cums with ease with both of them. However, penetration is another animal. She loses her mind and it’s such a turn on to see. And look, I’m not saying she has sex better than anyone, it’s just it’s totally unexpected. It’s a Rolls Royce that goes as fast as a Corvette (full disclosure, she will read this and I’m kissing ass. But it’s true). The surprise I believe is what will get them. I’m sure you all know someone who is very attractive but they seem too straight laced to be incredible in the sack. Think of that person right now. Now, what if they were a freak? Kinda hot huh. So I have that going for me..

[M / F / F] My blonde gf and my Japanese colleague: part 2

As promised, here is a follow up to my previous story.

**Intro and context:**

Following our experience with Kanako, Lucy and I had a lot to discuss. We’ve always been relatively “open” in terms of kinks, and a couple of times even had experiences with a third person, but they were light, limited to foreplay etc. This time was different.

Firstly, I want to reassure her that obviously I loved what happened, but to me Kanako is just a toy. It’s also a friend and I would keep emailing her etc once we leave, but during our threesome, she was a toy. The truth is, that the biggest turn on for me was indeed Kanako; however, there are no emotional feelings (I’m not falling in love with her or anything) so what I said to my girlfriend is close enough.

She also confessed that she liked what happened, and that despite being straight, she enjoyed having a girl there. According to what Lucy told me, a few things turned her on: firstly, seeing another girl trying to get my attention during sex. Secondly, seeing me actually making out / having sex with another girl, in front of her. She also told me that she enjoyed being “in control” of Kanako, and more generally the idea of dominating an Asian girl.

My First Tinder Experience [m/f]

I’m not sure how I learned about Tinder, but eventually I heard about this new app used for hooking up. Tinder would like us to believe it’s a dating app, hell some of the women on Tinder want to believe it’s a dating app, but we all know Tinder is used for hooking up.

So I joined Tinder and started my profile. I was living in North Jersey at the time about 15 miles from New York City so I had tons of profiles to swipe right on. This was a couple years ago so there was no daily limit on the number of likes you had, and I spent the better part of three days swiping right. I had a number of matches and began chatting with them and feeling them out.

One girl in particular was from Rockaway, New York. She did shift work at a hospital, which was perfect for me. I had never been to New York at this time and really had no idea where it was. I pulled it up on a map and it was only 18 miles or so, the drive seemed doable to me. The conversation turned sexual eventually and we chatted about what kind of things we were both into and our likes. She lived at home and her parents were out of town for the week so we made plans to meet up after she got off of work one day.

It’s been so long. Talk later, love now. [FM][quick oral][Romance] [kissing]

We’ve been apart for so long. Late nights on web chat have kept us going. Me, staring as you do stripteases. You, trying not to laugh as I try to find the “right angle” but really I’m just trying to find a way for my manhood took look bigger on camera. What can I say, we’ve all got our insecurities.

But finally, it’s time to be together again. My flight lands at 3.

You pick me up from the airport and we hug and kiss and get honked at to move along. Your lips are the greatest I’ve ever come in contact with. I don’t know if you do anything behind the scenes to make them so perfectly soft, but they’re like heaven.

We try to make conversation but we’re just too giddy about being together again.

We’re like that all through lunch. And then you drop me off at my place. I creep inside to check, but my roommate is home. And we want space. So you go home and we wait just a little longer. I shower the plane off of me and you tell me your place is deserted.

My past as a sissy comes back to haunt me and this time it involves my wife. MMF Bi Sissy

I arrived home from the gym, i heard voices coming from the kitchen. I walked in and to my terror i saw Pete, a guy from my past, my very distant past, sat talking to my wife. Pete and I have a lot of history, i hadn’t seen him for over 10 years. He was the first person that i had ever fucked, well fucked me should i say. Long before i had ever been with a girl. You could say he was like my master when i was a teenager. He was 5 years older than me, he lived next door and one day he caught me crossdressing in my garden. For six months or so after that i was his slut and he had me do all kinds of sexual things to keep my sissy secret. Some very dirty indeed.
To see Pete sat talking to my wife in my own house was a fear i never thought i would experience. I grabbed his arm and tried pulling him to the door to leave, i didn’t want him in my house or anywhere near my wife. He was a lot bigger than me and as i grabbed him he gave me a backhand across the face sending me to the floor leaving me a little dazed. My wife ran over shouting at him to get out and he gave u a hard slap. He grabbed her around the throat and pushed her onto the chair and tied her hands to it with cable ties. He came back over to me and pulled me up by the hair, again using cable ties, tied my hands behind my back and feet together and pushed me to back onto the floor.
He then spoke to a friend of his on the phone, he called him Darren a few times, he told Darren he had a slut he needed his help with, and gave him our address telling him to come over. My wife was looking at me, tears in her eyes. I told her not to worry, give them what they want and it’ll all be ok. I had no idea what was going to happen and was trying to calm her. I was also wondering if Pete had let out anything about our past,which was also scaring me. I didn’t want my wife to know about that side of me… Not long after the phone conversation the door went and Pete went to answer it. He walked back in with Darren, both of them were big men, tall, muscular. They dwarfed over me.
Pete came over to me, he had a knife in his hand, i was terrified. What was he going to do i thought to myself. He put the knife against the top of my t-shirt and used to to rip it off my, he then did the same to my shorts, leaving me stood there in just a pair of my wife’s panties (Yes i secretly like to wear panties while at the gym, one of my kinks). Pete laughed and told Darren that i used to love wearing panties when i was younger and that i was always a secret sissy slut. My wife was gobsmacked, she was staring right at me. She asked me what he meant. I tried to lie and tell her he was making it up and it was the first time i had ever done it. Pete proceeded to tell her everything, how i regularly used to dress as a girl for him and give him regular blowjobs.To my horror he also told her that he fucked me on my birthday while i was dressed in a slutty outfit, he went into all the details about how i deepthroated him, licked and sucked on his ass, took him straight in my mouth after he had been deep in my ass. He painted quite the picture. My wife was in complete shock and started shouting and calling me a liar and said she was disgusted. I just wanted the ground to open up and swallow me. She continued to scream at me until Darren slapped her hard across the face, telling her to shut up. I didn’t think things could get any worse but how wrong i was. Pete walked over to my wife. She was tied to the chair, arms tied to the back with her legs facing it and her ass on the edge. Pete started to caress her ass and pulled her skirt up exposing her thong covered ass. He told Darren to come and check her out and said they are going to have a lot of fun with her. I shouted for them to stop but again i was slapped. Pete grabbed my wife’s thong and ripped it off her with one hand. He knelt down behind my wife and started to lick her pussy and ass, my wife pleaded with him to stop but her pleas were to no avail. Darren he me gripped around the throat and by the hair making me watch. Pete picked my wife’s panties up from the floor beside him and started to push them against her ass, pushing the right inside her. After pulling them out of her ass he walked over to me and put them straight into my mouth, telling me to taste my wife’s ass juices. Darren then tapped my mouth with tape leaving her panties inside.
Pete walked over to the fridge and found a can of squirty cream, he laughed and said to my wife that it was funny us having this is the fridge as it was what he used as lube when he took my anal cherry all those years ago. He then did the same to my wife as he had done to me, he pushed the nozzle in my wife’s ass and squirted a decent amount inside of her, then stripped off and started to fuck my wife in the ass right in front of me, it didn’t take him long to be balls deep inside him, the look on her face was both fear but no matter how much she was scared she was enjoying the feeling a little too. I know exactly what Pete felt like and it was amazing. He pulled out of her, her ass gaping and making farting noises, cream spilling out of her. He walked around to the front of her and told her to suck the mixture of cream and her own ass juice off his cock, she closed her mouth, refusing to which was a bad idea as Pete gave her a slap across the face telling her things go a lot easier for her if she went along with everything he said. She did as she was told, i couldn’t believe i was watching my wife deepthroat another mans cock straight in front of me, especially one that had just been balls deep in her ass. She never did ass to mouth for me. Never. She was amazing at blowjobs though and it didn’t take long for her to make Pete cum, she was made to swallow every drop.
I thought this would be the end of it all now Pete had come, but i was very premature, Darren said it was now his turn. He went over to my wife and took his turn slamming his cock into her wet, gaping ass. He was bigger than Pete too. Darren positioned the chair so i could see him pounding my wife but also the look on her face too. Pete came over to me and pulled my panties off, i was hard, he laughed and said to my wife that i was obviously enjoying this and told Darren to be even rougher with her. He didn’t need to be asked twice. Pete was reaching between my legs and starting to play with my ass and cock, telling my wife that i was just as smooth back then as i am now. This was so humiliating, been touched up while watching another man plowing my wife ass. Darren said he was about to cum, Pete ripped the tape off my mouth and pulled me over to my wife and position me between Darren’s legs directly under my wife’s ass. Darren let out a huge moan and cum while still deep in her ass, as he pulled out a mixture of cum, cream and juices spluttered out of my wife’s ass all over my face and in my mouth. I was made to clean her up and also suck Darren’s cock clean, while i was on my hands and knees which Darren’s cock all the way down my throat to the balls,my wife was watching everything. It was the most humiliating experience i could ever have imagined.
Darren asked my wife if she was untied would she be good and co-operative, she promised she would and was untied from the chair. Her and Pete then dissapeared for a while leaving me with Darren who had again gagged me and this time i was blindfolded too. It felt like they were gone forever, once they returned the blindfold was took off me and my wife stood in front of me dressed in some of her sexiest lingerie including stockings and very high heels. She told me that Darren and herself had been having a very intimate chat and that they both had agreed that i should be punished for not trying to protect my wife better. How could i let men do that to her without putting up more of a fight. Plus the fact i was getting physically aroused by it too was so wrong. My wife had agreed that it should now be my turn to be fucked by both Pete and Darren while she watched. Also she wanted to know more about my crossdressing and that Pete had told her how hot and convincing i looked dressed like a girl. I didn’t know what to come next was actually heaven or hell.