NSFW story — Page 9279 of 11466 — collection of stories you shouldn't read at work

Further descent into cuckoldry [MF]

I have been asked to tell how the first real cuckold session after me playing voyeur to my wife Sasha and our friend Chaz was. I hadn’t been cheated on since we were in an open relationship. But after having cuckold fantasies and finally seeing them fuck by pure coincidence, I came clean to Sasha.

It took us a while to figure things out and we got advice from other swingers we knew, who had dabbled with cuckoldry. Even more awkward was finding a bull. As it is essentially bringing a third person into your relationship. And the chemistry between all has to be right. Sasha and I both agreed we wanted someone we knew and could trust ideally. Finally we settled on asking Chaz. He fullfilled all the classical hallmarks of a bull, bachelor/ womanizer, powerful muscular build and good equipped in the right spots.

The initial talks were awkward. And we found all the talking Sasha and I had done, had to be done again with Chaz. We defined some rules and boundaries, though the goalposts of those have moved over time and will probably keep moving as time goes on. Chaz was officially the designated bull. And I say designated, because the first time was pretty disappointing for all of us. Read more »

Dating a younger woman [MF][Open]

My girlfriend Ivy travels a lot for work and I have unpredictable hours at my job, so we often can’t see each other for long periods of time. After some sexual experimentation with threesome’s we decided to try an open relationship, while she is on work trips. I already hooked up with Cassie, a younger girl, who works in the same building as me.

Cassie looks like your typical, pretty front desk employee. However she turned out to be heavily tattooed (normally hidden under buttoned up business clothes), a hard party-goer and for some reason interested in me. (She also likes it a little rough in bed.) It is pretty hard to pick someone up, especially with my often odd hours. I am not particularly proud of taking advantage of Cassie’s daddy issues or whatever it is, that makes her interested in me, but I am also only human.

Ivy is out of town and had her first hook-up too. I knew she was going out with someone, she finds attractive. I know it is hypocritical, but I am not enjoying the prospect of Ivy sleeping around. I was pissed off and jealous. So I decided to invite Cassie out to keep me company and distract me from the thought of Ivy and another guy. Read more »

A Long weekend Part 2 [fmf]

After the snuggle cuddle in the California king sized bed, I got up and made Old Fashions for all of us. I walked through the house naked with an erection growing back as I heard Natalia and Emma talk in bed. What I heard was mostly a debrief from the scene. Natalia is interested in domination and this is a side that she seldom can switch to as the sexual dyad that I share with her has me taking the lead most of the time. She has played the submissive role and has greatly enjoyed it but the idea of showing off in front of her lover’s other lover seemed like a good idea. The experience mostly matched her expectations. Emma is a natural submissive and she was turned on at just being an observer and a useful object. I finished making the drinks and came back to bed, handing each of my lovers their bourbon. Read more »

Moving Day [MF] [First Person] [Long]

I pull up in the rented moving van. You wave from your window, barely visible from the fortress of cardboard you’ve built yourself into. I smile and shake my head, making my way inside.

As I step through the front hall, I can see you’ve made plenty of progress since I was last here. Nearly everything has been stashed in a cardboard box, which now line nearly every wall and are scattered across the floor.

“You’ve been busy I see.” I shout to you as I work my way between the towers of stored household supplies to get to you.

“I managed to convince Kate to come over and help me last night. Now I’m nearly done.” You explain as you tape up another box, writing “Movies” on it in thick, black marker.

“At least I’m not the only friend of yours getting dragged into this mess.” I say, gesturing to the boxes surrounding us.

“Dragged? You happily volunteered to help me move!”

“Yeah yeah. I can’t say no to you and you know it. You took advantage of me.” Read more »

Patience pays off [FM]. The Second cumming

“I’m really proud of you. You’re such a good girl. You can have two orgasms without permission, but they can’t be in the same day and they can’t be at home”

Knowing that I’ve already used one of my allowed orgasms, I wanted to be sure I made the most of this next one. It’s not often that I have free reign over my orgasm without explicit consent so I wanted it to be amazing. I had to travel for a meeting so it was the perfect opportunity and I told him as much when he questioned why I hadn’t yet cum again.

I checked into my beachfront hotel around 4pm that day. It was still warm and the ocean breeze felt amazing. I had valet take my jeep and I went up to the 10th floor to drop my bags and relax before dinner. The entire hotel was built so every room had a view of the ocean. Hundreds of tiny little decks extended over the boardwalk below affording guests a peaceful space to relax away from the tourists and vendors. I dropped my bag on the extra queen bed and pulled the floor to ceiling drapes open, exposing my own tiny little deck. Pulling open the sliding glass door, I was met with the sound of seagulls and waves crashing, the air smelled of salt and felt heavy. It was still quite humid, even in October. I paused, turning my face towards the low hanging sun breathing deeply for a few moments before retreating back into the room to unpack. Read more »

I[F] needed him [M] to fuck me hard

We had been seeing each other for a couple of weeks but we had never had sex. He seemed like a really sexual person but I am shy, at least at first. He is tall, a lil chubby, dark hair, light eyes. I am short, brunette, wavy hair to my shoulders, dark eyes, curvy. Read more »

Having the life sucked out of me [MF]

I’ve had quite a few requests asking for pictures. I’m not quite there with her yet, but [this is as close as you’ll get](https://www.reddit.com/r/straponlesbians/comments/9lvm8k/solar_flare/?st=JN6DUQMW&sh=8f19bd57). Brittany is a spitting image of the woman on the left as the gif starts

I was in the gym and my phone vibrated a few times back to back. I checked thinking it was some kind of emergency since Brittany is now moving in with me. I though something was going on with her (sorta) ex. Quite the opposite. I opened to surprisingly good news.

hey where are you? I just pulled up.

I used the key you gave me. Me and Allie are bringing my clothes and bathroom stuff in.

What do you wanna eat tonight? I’ll order pizza or we can do sushi, whatever you want.

Ok, cars empty. My stuff is in, there’s clothes drying and dishes are clean. Taking a bath waiting for you. I have to go pick up Dahlia before 8. K see you soon! Read more »

[MFM] Recently shared my wife with my best friend I can’t believe it

100% real first-hand account. A bit of background to kind of set the stage. Obviously have to change the names for privacy sake. My wife Ashley and I have been together since college and have been married for 10 years and have kids. We live in an upper middle-class community, I’m a white collar professional and she’s a stay at home mom, pretty normal lives. Our sexual relationship has been strong but like most has its ebbs and flows and we have only been with one another since we’ve been married. A little about Ashley (she’s 5’3, very light complexion, medium length brown hair, 130ish lbs with natural c-cups and a nice full ass. She is a bit conservative when it comes to sex and for years have been trying to coax her out of her shell. I poke and prod her when we have sex to let loose a bit in terms of talking dirty, trying new things, etc. We are pretty open however, based on our close and strong relationship about our sexual pasts. One of her past experiences has always stayed with me. She has explained to me that one of her earliest boyfriends had a rather large cock. She describes it as twice and large and twice as thick as mine and that she would cum constantly from traditional sex. Now, I’m not slouch but I would say I’m average in length and thickness, so if I did the math, this guy must’ve been over 10 inches long. Nevertheless, she has shared stories of her being fucked by him (which she tells me was over 1k times over the course of their relationship). So, aside from sharing some stories, allowing me to take sexy pictures of her, she is pretty modest from a sex perspective. She has never once complained about our sex life and when we do have sex, she definitely looks and sounds like she’s enjoying herself. That said, I haven’t made her cum from penetration, I make her orgasm by rubbing her clit and pussy, which she does enjoy. But, I always think about her telling me about how her early boyfriend would make her cum by fucking her. It truly doesn’t bother me so much as it turns me on for whatever reason. I really don’t identify as a “cuckold” in terms of the humiliation aspect most people identify with that. I simply fantasize sometimes about her fucking her previous boyfriend, no rhyme or reason… So many months back, as we were enjoying some foreplay and I was rubbing her clit, I asked her if she missed her boyfriend’s big cock and whether she wished she could fuck him again. THIS made her cum almost immediately as she said yes over and over again. When we were done she looked at me with this kind of embarrassed face and said “sorry”. I was like Ashley, what do you mean “sorry, what do you have to be sorry about”. She said she was sorry because she thought I would be upset that she came so fast after bringing that up. I confided in her that it actually turned me on seeing her cum so fast and hard while she thought about her old boyfriend fucking her. We both accepted this and kind of moved on… about a week later we were having sex again and during foreplay she asked me to use one of the dildos we have to fuck her a bit. I grabbed it and starting moving it in and out slowly (it’s a decent size, say 8 inches long and 1.5 inches wide). On about the 50th stroke and her really starting to feel it I asked her what she was thinking about as I fucked her with the dildo, she just came flat out with her eyes closed and biting her lip, “Ryan”. Ryan was the name of the previous boyfriend in question. I asked her if she could fuck him right now, would she. Ashley said “YES, please fuck me harder, RYAN, fuck me harder!” She was literally imagining this dude Ryan fucking her while I’m using this dildo. I was very turned on, got back my focus, and fucked her with the dildo until she came. Afterwards, instead of us both being embarrassed, I simply asked her if she wanted to try a new cock, someone maybe bigger, that reminded her of Ryan and would she be open to me watching her get fucked. She was very reluctant at first saying no 100 times. It wasn’t until she truly understood that this wasn’t about me trying to fuck another girl or anything like that, that it was about me truly finding pleasure in HER pleasure. Once she understood and believed that (which again is true) she agreed that she would be into this. From there we talked about who, how, etc. This was kind of nerve racking for the both of us in that we didn’t really know where to start. Do I go online, reddit, craigslist doesn’t exist anymore, what if someone has an std, what if someone finds out, all these thoughts, fears going through our minds. It finally occurred to me that she once referenced my best friend as being “good looking”. I couldn’t remember the context but that didn’t really matter. My best friend Dan and I have known each other for over 20 years and in our high school/college days had had a couple of threesome mfm experiences together, but obviously nothing since then. Like most guy to guy friendships I imagine, we share our sexual exploits, tell stories, and occasionally share dirty pictures of our significant others. But the thought of him fucking my wife has honestly never occurred to me until I remember Ashley’s comment from what must’ve been years ago. So, a few weeks back Dan and I got together at a bar to watch a football game and I took out my phone after having maybe a few too many drinks, showed him some recent pictures of Ashley bent over, her breasts, etc. He made the comment, “Man, you’re a lucky guy, I’m going to jerk off later thinking about that”. He opened the door and I just walked through… I said “you don’t have to jerk off to her, why don’t you just fuck her?”, half ingest… Dan said, “are you sure, we haven’t done anything like that in 15-20 years and your married, she’s your wife”.. I told him it was all good and that Ashley and I were considering this but struggling to find the right person. Dan said he had to think about it and didn’t want to jeopardize our friendship, which also made me second guess bring this up to him. Fast forward to the next weekend we got together to watch another game, we both talked through it and agreed it was all good and that nothing was going to get in the way of our friendship, being as strong as it is. If anything, I felt more comfortable with someone I trust and know than some random guy, so this was a relief. I went home that night and told Ashley that I thought Dan would be a great guy to do this with, I laid out the reasons why and after a while of going back and forth she agreed. She also agreed that she preferred someone that she knew and trusted. A little bit about Dan by the way, he’s about my height 6′”0, about 195lbs and has a pretty large cock. I know this from our escapades in our younger years. He is probably a solid 3.5 inches longer and a bit thicker erect than I am, i remember the couple of girls we fucked together go wild with him. So, acting as kind of an intermediary we all planned how this would go down. With that background, the following is what transpired: Read more »