My first time sleeping with another man besides my husband was November 2024. I share that to give perspective because Matt first brought up the hotwife fantasy 3 years prior. (We talk about that 3 year journey in this sub also.)

I had been chatting with L off and on for a few months and a couple weeks prior to setting up our first playdate, Matt and I met him at a swingers club. He and I danced and made out, but nothing more. But that night confirmed for me and Matt that we were turned on by this dynamic and wanted to explore it further.

L made it known that he was definitely interested in seeing me/us again, but we didn’t confirm anything on the spot. I wanted time to check in with Matt and talk things through before taking this big step.

After that initial meet at the club, Matt and I were both buzzing. We were so turned on and felt so connected having had this sexy experience together. My stomach was flipping when I texted L and asked if he would want to meet for a playdate at a hotel in the city.

The week leading up to the playdate, I was a wreck. I kept questioning if this was the right thing for me in our relationship. Kept wondering if I would feel immensely guilty afterwards. I thought about canceling dozens of times. But, Matt and I talked through it. We talked through our feelings together and realized that if it wasn’t an experience that we both enjoyed, it could just be a one time thing. That helped me a lot — realizing that this didn’t have to define me. It could just be a fun, crazy sexy thing we did once.

The day-of felt surreal. We packed our bags to go to the hotel, like we’ve done dozens of times for overnights together. But this time was different…we were meeting someone else there.

Every time I thought about why we were going into the city, butterflies raged through me. It was a mix of anticipation, anxiety and “oh my God are we really doing this??!!” coursing through my body.

Once we got to the hotel and started unpacking and getting ready, my nerves calmed a bit. I settled into “this is really happening” and leaned into the comfort that we were doing this together.

We got the text from L. He was in the lobby. Matt went down to get him and I checked myself one final time in front of the mirror.

When I got to the room, we settled into comfortable and friendly conversation. He was experienced in the lifestyle which definitely helped. At this point I think Matt was more nervous than me!

At L‘s prompting, I stood to let him take in my slip of dress barely covering my lingerie, and he pulled me close, holding my ass firm in his grip. We started kissing, and all three of us moved towards the bed.

L and I undressed and began fooling around on the bed as Matt eagerly capture pictures and videos of the first moments of our encounter. After some foreplay I realized a big threshold moment was coming up. I was going to have sex with another man besides my husband for the first time ever. Caught up in the moment, I didn’t overthink it, and L positioned himself and slowly pushed inside. And what struck me most about this moment was that it felt natural. Not crazy, not weird, not “guilty”.

It felt natural to go with the rhythm of my body, to have fun and be playful and experience something new. It felt natural to fuck and kiss and not overthink it. (I have a tendency to do that lol)

With Matt holding my hand and another man inside me, I officially became a hotwife.

That first playdate was a major shift for both Matt and myself. We realized that by experiencing something so “counterculture” together, it brought us infinitely closer.

I'll call her Mandy for the story. She's a little white girl, thin, small tits, pretty tan, black hair, and surprisingly thick for her size. Similar look to AJ Lee for all my fellow WWE fans. We met during a social with my coworkers, and ngl she was so small I think I almost stepped on her when I initially didn't see her at first lol. A little later I found myself alone with Mandy in the kitchen, and she outed herself as a bulge watcher. We were talking and she said something like "being my height, I can see many interesting things", and I saw her eyes were locked onto my bulge. I just kinda apologized and said this is just how it is, and that really got her radar going lol. We exchanged info, and I was at her place a couple days later.

I knocked on her door, she was already naked when she let me in. I asked her if she was a size queen, she very enthusiastically said yes. Then I asked how that size even fits in her, and she responded "I think my organs are in the wrong places" with a little giggle. Anyways, she gasped when she pulled my shorts down, and said "this might be the biggest cock I've ever seen". Her mouth was so tiny, she could literally only fit the head into her mouth, and her little hands definitely couldn't wrap around my girth, but she made up for it by getting as much saliva and lube on it as she could, and she liked to be noisy. I asked her if she liked being picked up, and she said "I'm 80 pounds, I'm used to it".

Then, I was at first going to eat Mandy's pussy to get it ready but she stopped me and just said "put that big fucker in me now". She was already pretty wet but I was still a little hesitant just going in as is. However, I was pleasantly surprised when my dick just slid right in, and met very little resistance until I was nearly all the way inside her. I feel like I need to preface that I am not small, by dick is quite big and fat, and yet I was stunned, because it felt like if I put my dick all the way in her, it might reach her throat she was so tiny. She told me to look in her eyes and all she said was "fuck me". That was all I needed to snap out of it, and I was pounding away at that pussy like there was no tomorrow. I couldn't believe how well she could take me, I had no idea where all that dick was going, but it felt too good for me to think about it.

I could pick her up easily and hold her in the air and continue slamming her ass into my hips. She literally felt like a living, breathing fleshlight that I could have no regard for hurting or doing anything wrong to, because she could handle it all. Her screams and sounds of orgasm echoed through her apartment for what felt like hours, but it was less than an hour overall that I was plowing her brains out. She watched me as I fully sheathed myself inside her in missionary, she heard her cheeks slam into my hips in doggy, she could ride me balls deep in cowgirl, she even did Amazon with me on my back and my legs in the air, and her just sitting that little dumpy on my dick over and over. She had told me she was on BC, so every time that I finished (3x total), of course it had to be balls deep in that magical pussy of hers.

I met my BF on a dating app. I'll preface this with the fact that I used to be incredibly promiscuous and am a very sexual person, and a sizequeen of course. When I saw him I thought he was very cute, but also the opposite of the fuckboy types I used to go for. As a slut trying to reform herself, I figured he'd be my best bet to branch out. He's tall, incredibly handsome, with very long brown hair and a thin yet toned body. I was honestly surprised I was as attracted to him as I was, as he simply did not fit the type that many previous boyfriends did.

He didn't scream big dick energy and was very reserved and aloof during our first two dates, though he did ask me for a kiss and didn't push for sex as most other men I was talking to at the time did. He was very polite and sweet. After maybe 3 or 4 dates with no outward indication that he wanted to fuck me, I tried a test. I was in an incredibly horny mood one night and sent him a nude. Nothing too explicit, just enough to hopefully get his blood pumping. I jumped through a quick shower and came back to a pic of his own. I definitely got his blood pumping. It was him, shirtless, wearing these thin pajama pants that allowed the outline of his entire cock to show through. He was much more muscular than I thought, but what really drew my attention was just the sheer size of the bulge in his pants... I would later learn that he was only half erect.

Needless to say, at this point I was dead set on dating this man. From that pic alone I knew he was up there with the biggest dicks I've had. I broke off my other dates for the week, and focused all my attention on him. I needed to see his cock so I spent the better part of the night chatting and sexting with him. Yet he held out and wormed his way out of sending a pic. I went to bed horny and frustrated, yet determined to fuck this man. I promised myself I was dating to marry and wouldn't fall back into my old ways, but I needed him.

We go on another few dates, he undoubtedly noticed me staring at his crotch. I certainly noticed him staring at my tits now that I broke out my more revealing tops. One night he finally invites me over to his place, and we cuddle together on his bed while watching a show. He was wearing some slutty grey sweatpants that got my imagination running riot. While spooning, I finally feel his bulge nestled against my ass. It doesn't take much grinding before I feel him get harder... and harder... and harder. I could barely believe what I was feeling. The length and thickness was nothing I'd felt before, and I could feel the heat coming off of it.

He reaches around and grabs a handful of one of my tits, as I continue to rub my ass on his cock. My heart was racing and my former desire to be an utter slut was returning. I roll over and finally put my hands on him through his pants. I've handled more than my fair share of monster dick and yet I still gasped feeling it's thickness. We'd spoken earlier about our sexual histories and he'd mentioned he'd only been with 2 women before me, so I knew there was a massive gap between our sexual histories. I decided to take charge and told him I was going to suck him dry.

I kneel at the side of the bed and he pulls his pants, letting his magnificent cock flop free. I was in awe seeing him tower above me. His cock genuinely intimidated me as it hung over my face. I'm a small girl so it was larger than my forearm. I put both hands around the base, and realised I would've needed another two to completely cover the shaft and probably still have enough of his tip to suck. I was near drooling at this point and quickly wrapped my lips around his tip. I put my tongue to work as I listened to him moan, licking the underside of his head. I pushed my head forward, taking more of him into my mouth and quickly realised, for the first time, my throat was not able to handle a dick this big. For whatever reason, this drove me over the edge. I stood up, pulled my pants and panties off, which were thoroughly soaked at this point, straddled him, and gently lowered myself onto his glorious cock.

I cum pretty easily, but I wasn't expecting to nearly cum just from having my pussy resized on the first thrust. Maybe it was because it had been ages since my last big dick, and this was definitely the biggest I've ever had. I genuinely could not take every inch before he bottomed out. I could feel his cock pulsating and throbbing as I sat for a moment and let myself get used to his size, before I slowly started bobbing up and down. Just a small amount at first, before gradually increasing, bringing myself up high enough that I could nearly feel his tip pop out and then gently back down until I could feel his tip kiss my cervix (drives me crazy btw). I continued for a minute, feeling my orgasm build and build before cumming hard on him. I clenched so hard that I think I pulled a muscle or something, my pussy was sore for daaays. I hopped off of him and bent over on the bed, ready for him to fuck me doggystyle. I lay down, ass in the air and my back arched as I let him pound away, I think I came another two or three times before I could hear his moans change, he was close to cumming. I usually always ask men to wear a condom or at least pull out, but I'd decided that I wasn't gonna bother with any other men, so I begged him to cum inside me. I barely got the words out before I felt him erupt deep inside me with a groan.

Preferably websites that dont involve making an account, joining some message group or paying money. Redgifs.com is my favorite rn

My parents are divorced and when i was younger i lived with my mom and dad had me on weekends, and on a lot of our weekends we went camping. Im in my 1st year of college and still go home for some weekends and holidays, but my dad really missed our weekends, so in October I came home for his birthday weekend and he wanted to go on a trip. Just us. We hiked to one of our favourite secluded spots and set up camp.

Weve always used one tent, but this time my dad made a mistake and forgot his sleeping bag. We decided to share mine since thats what we always did when we forget one. It was definitely big enough and we didnt mind the closeness, since we almost always cuddled anyways. We didnt bring any pjs since we both planned to sleep in our t shirts and underwear. But it got so hot with both of us sharing a bag so dad took off his tshirt and was just in loose boxers with a flap thing in the front. i had a t shirt and my underwear, and in retrospect i shouldve packed a less revealing pair for a trip with my father, cus i definitely saw him looking at them, lol. We ended up falling asleep with him spooning me with both arms hugging my waist from behind.

We're both pretty deep sleepers, but i woke up to something long and hard grinding against my pussy making a slick, wet noise every time it moved. I could tell from my dads breathing he was asleep but was breathing a little hard. I tried to move but my dad was gripping me pretty tight, and pulled me tighter when he felt me moving. I felt the base of the object in between my thighs and realised it was my dads cock.. one of my arms was trapped in his hug but i could reach back and feel his underwear was still on but his cock had come out of the slot. He had been rutting against me in his sleep and started fucking my thighs. The rubbing of his cock and one of his hands coming off my stomach to rub my clit through my panties made me wet enough he could fuck my thighs easily. And at that point i was sopping, he must have been at it for a while before i woke up.

His hand stops rubbing me to pull my panties aside, just enough. He starts fucking my thighs again, dangerously close to going into me, he caught at the entrance to my pussy a few times and almost went in, and it drove me crazy. I was actually thinking between his cock rubbing against me and the clit massage im going to cum, and then i accidentally let out a loud moan. I froze afraid hed woken uo but he just grabbed me harder and did a big shift. And before i could focus enough to reposition myself, his cock went right into me, im embarrassed at how easily.

Someting in his dream connects and he starts fucking into me hard, going balls deep immediately and taking no mercy. I bite my t shirt to keep quiet but i cant help moaning and im terrified of waking my dad and him realising hes not dreaming but is, in fact, pistoning his cock (feels even bigger than it looked when i caught previous glances) into his daughters sopping cunt. I try to think of a plan but im too distracted trying to not moan or even scream at that point, cumming on my dads cock repeatedly.

After what felt like hours he grabbed and held me close tightly and shoved himself as deep as he could and shot his load inside me. Id been fucked stupid and didnt really think about it then. He fell back into a deep sleep after cumming, obviously ending his sex dream. And he went soft still inside me. His grip loosened and i pulled myself off him gently. I pulled my panties back on immediately to stop his cum dripping out and making a stain i cant explain when he wakes up. I also managed to get his cock back into his boxers without waking him.

The tent smelled like sex so i opened the flap for a while and just thought about what happened, and how i felt for enjoying it. And how much i enjoyed the feeling of his cum dripping into my soaking wet panties. He woke up a few hours later and acted completely normal, and i was sure he had actually been asleep the whole time. I couldnt look at him the same though. He used to be my dad who i thought was kind of hot but now he was daddy with the magic fingers and big cock i want in me everytime he looks at me.

If i thought for a second he remembered it and wanted to do it again i would, even just once to get it out of my system cus its been all i can think about since. We havent gone camping since cus its been cold but ive been home for Christmas and new years and we had a few moments where i thought he remembered or was flirting with me, and now im really hot and bothered again.