Cuckold Archives — Page 52 of 200 — NSFW story

I banged Janet’s BBW MILF BFF Connie after a cookout Part 2 [Str8] [MF] [kissing] [groping] [oral] [sex]

This is a true story. I changed the names of all and some details to disguise the identities of those in this story. The dialogues are to the best of my memory. It has been more than 45 years since this happened so I hope you will cut me some slack.

[Background: In 1978 I was involved in a hot wife/cuckold/bull relationship. Janet was the hot wife; Derek, my boss, was her cuckold husband. Our HW/C/B relationship had been on and off for more than two years. If you want to read about my experiences with Janet and Derek they are on my profile page.

This is the second of two stories focused on my initial times with Janet’s BBW MILF BFF. Part 1 told how Connie and I initially got together in her home as her husband slept off his drunk. That epistle is also on my profile page. Part1 ends with Connie not being ready to have sex with me and her sending me back to Janet with blue balls.]

**Connie and I, our second time together** Read more »

Becoming a Slut [MF][BDSM]

As you take one last look into the mirror before your blind date you know you look good in your very short black dress, black heels, black lace bra that makes your tits look great and no panties because it makes you feel slutty. You grab a black choker right before you leave. You aren’t sure why you like to wear it you just know you love the feeling if it being constricted around your neck.

You arrive at the restaurant a few minutes early because you were taught good girls arrive early. You told your date what you would be wearing and he told you he would be in a black suite with a white shirt and a red rose in the front jacket pocket.

You see him walk in and he instantly takes control of the room. He stands about 6’ tall, broad shoulders, clean hair cut and just enough facial hair. You two make eye contact and he instantly gained control of your pussy. It begins to drip. Read more »

Hot Loving Cuck Adventure

(This is Part 1 of the story)

Your lips melted against mine as we held each other in the park, the grass gently swaying with the breeze, the warm sun overhead us glazing against our skin. Our energy reverberated through each other’s bodies, a warm, calming affirmation of our deep connection.

“Baby..” you whispered in my ear as you rolled on top of me. Our kiss locked passionately before you lifted your head and chest up for a moment. Looking up to you and behind, I noticed your friend Dana and the tall, muscular guy she was talking to in the distance. They were watching us.

“Can I ask you something babe?” you said in between kisses. I nodded, enjoying your weight atop me, the warmth of your soft body in our cozy embrace. “You fully trust me right? You know how much I love you?”

“Of course babe, what’s up?” I asked, confused as to why you’d ask this obvious question. You hugged me tight and sighed. I looked up to you and behind again. Your friend and the guy she was with seemed a bit closer. I thought they might be slowly walking towards us. Read more »

The Trip: An Innocent Car Ride Turns Filthy. [M/F] [hotwife] [Cuckold]

“How long until you’re ready?” Mark called out.

Jan had just returned inside after packing her suitcase into the car. It wasn’t a long drive, but they were going to be camping for over a week, she needed a lot of things.

“I’m packed, just waiting on you, slowpoke.” She said, slapping his ass firmly. “Car is getting full though, I had to put my suitcase and sleeping bag on the back seat.”

Mark turned around and looked at them with confusion, shaking his head gently.

“You know we are giving Ken a ride too?” He asked.

“We are? He’s never going to fit.”

“Don’t worry, we will work it out.” Mark said, confidently.

As if on cue, the doorbell rang, and the three of them walked to the car to inspect how much space remained.

“Yeah, I don’t think this is going to work.” Ken said shaking his head. “The suitcase takes up almost all of the back seat.”

“What if it was standing up in the passenger seat?” Mark offered.

“Well, that would work, but it still only leaves one seat.” Ken said, “There’s still two people to fit in.” Read more »

how I became a CUCKBOY 😞

So when I was 16 I had a girlfriend…her name was Meaghan and we were together for a little bit …but I was her first ….so she didn’t really know the difference….at first I guess …well almost a year down the road I call her around 10pm one night …she answered the phone while she was fucking some other dude …moaning and all that shit … Well I was confused at first but after a few seconds of that she caught her breath and said into the phone ” colten you need to grow I bigger dick .. we’re done…Quincy has a huge black cock in me rite now ” …then she hung up on me . And while I should have been mad or upset …I wasn’t…I actually had a boner thinking and my girl getting her pussy filled and stretched by a big black cock ( or white ) but I don’t know why …it just happened . So I’ve been into SPH and CUCKOLD shit since .

Obedient Ch. 5 (MFF)(Femdom)(Mind Control)(Humiliation)(Cuckold)

“Matt?”

I was staring at the spot where Sophie had just been like I was in a trance. Hannah was still on her knees right where Sophie had left her. She was waiting for me to tell her what to do. Sophie had left her cute, curvy friend for me and made her obey everything I said. Something about the way she was looking up at me from the floor made me want to try it out.

“Shit, Hannah. I’m so sorry. Please sit down.”

She plopped down on the floor right where she had been kneeling.

I went over to help her up. “I’m so sorry. You can sit down on the couch or wherever you want.”

Hannah moved to sit on the couch, even with my very light suggestion. “Or not! It’s totally fine either way.”

She froze halfway between sitting and standing. “Which should I…” She started to ask.

“It’s fine, Hannah. Just have a seat.” She obeyed without hesitation. My cock started to stir, but I was trying to ignore it. I sat down next to her, “I have no idea how to do this. Sophie makes it look so easy.” Read more »

I tried to bang Janet’s BFF Connie after a cookout Part 1 [Str8] [MF] [kissing] [groping] [oral]

This is a true story. I changed the names of all and some details to disguise the identities of those in this story. The dialogues are to the best of my memory. It has been more than 45 years since this happened so I hope you will cut me some slack.

[Background: In 1978 I was involved in a hot wife/cuckold/bull relationship. Janet was the hot wife; Derek, my boss, was her cuckold husband. Our HW/C/B relationship had been on and off for more than two years. If you want to read about my experiences with Janet and Derek they are on my profile page.

This is the first of two stories focused on my initial times with Connie, Janet’s BBW MILF BFF. There will be no PIV sex action in this story. That will be in Part 2.]

**Connie and I, our first time together**

Each year, May through September, Derek and Janet hosted a monthly cookout at their huge house (actually it was Janet’s house). Derek always invited his team members and their families; Janet always invited some of her family and some of her long time friends and their families. Read more »

The Affair…[MM/FF][Cuck][Affair][Revenge Affair]

She gets home at 1:30 am and jumps in the shower. I immediately follow her in there, and ask her if I can join her. She locked the door to the bathroom, I wiggle the door and say honey I would like to join you. She says no, not another word. I have felt our relationship was off. She has been distant, and our sex life, fell off a cliff. She never initiates anymore, and it is me just left with the feeling something has changed.

I look at her phone and a text had come in from her coworker. Asking if she enjoyed the evening as much as he did, with an emoji kiss and an eggplant. I set it back down, went to bed, and just laid there. She got in bed, got on her phone texted him back and I could see the glow of the light and I turned over and she quickly, got off her phone. So, I intentionally held her, and she ended up falling asleep in my arms. I struggled a bit, as I wanted to breakdown while holding her, and I also wanted to shut my eyes and pretend this was not happening. Read more »

[MF] Sleeping with my best friend’s tiny blonde bombshell of a girlfriend, with his approval… (Part 2 of 2)

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

Part 2

Fast forward two years, after me and Tori had cuddled for the first time; important conversations about feelings and relationships had been had, things had been expressed and, now Tori was about to visit me. By herself. Without her boyfriend. Needless to say, I was excited.

In those fast-forwarded two years, me and Tori had hung out in person only for a few weeks, in very busy circumstances. It was still great, and our trio had a great time and some more (approximately) platonic cuddles. But Tori had never felt comfortable going further than that, even with my best friends’ complete support, and so things had stayed the same.

But now, just Tori was coming to visit. Her boyfriend was back in Europe, taking some tests, and Tori was still in America, looking for something to do. I had basically never hung out with just her, so I was curious what it would be like. It turned out to be wonderful; pretty much since I picked her up from the airport, it felt like hanging out with an old, close friend. Tasty food was made, music was danced to, and we had great conversations. The first day wound down, and sleeping was considered. My roommates weren’t fully aware of what was all (consensually) happening in these relationships, so I set up an air mattress in my room, with Tori’s agreement, so that it looked like she had a place to sleep. However, she didn’t use that air mattress bed once; after all, I and the associated cuddles were in my bed. Read more »