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:
Tag: High School
I took incels virginity [FM]
My best friend [F,21] and I [F,21] used to be interpretable in high school but since I enrolled in college in another town we couldn’t hang out in real life as often as we wanted to. We decided to meet up for the good ol’ days sake and she offered for me to sleep over at her place over the weekend (she still lives with her family as she doesn’t see a need to spend money on her own apartment just yet). I only packed stuff I really needed as we are the same size and never minded borrowing clothes to each other. I hopped on the train only to realize almost half way there that I forgot to take my phone off the charger which didn’t end up being a big deal as when I arrived my friend ended up telling me that I could just borrow her brothers [M,24] old laptop if I needed to.
Secret Slut (FMMM, Multiple Partners, Gangbang)
This story is my secret. It all happened a couple of years ago. It was my first year out of high school, my first year at college. I was poor, like work study poor, going to classes six or seven hours a day, then working in the administration offices, then back to the little apartment I shared with three other roommates.
The house situation wasn’t perfect. My dad had been against it when I had told him what I had planned. It was far from home, my family was super conservative, religious and their little girl was wandering halfway across the country on her own for the first time.
“Sophie, really? A house with 3 guys, all strangers? What are you thinking?” He and mom had both called me multiple times. They had done everything just short of begging me not to sign the lease.
But the house was fine. It had been built in 1920’s a monster with four big bedrooms, three and half baths. The place had beautiful woodwork, wood floors, and plenty of windows. We all had our own room, every door had a lock, and the place was quiet and clean.
Amazing Sex with [M]y [F]irst Kiss More than a Decade Later
So this just happened about two months ago and was awesome in every way. I was traveling for work to NYC (from the Midwest city where I work in advertising) and decided to contact Tina, a girl I was close friends with in high school but had not really kept in touch with outside of following each on Instagram. We’re now both 27 and living typical young professional lives, pretty committed to our jobs and making decent money. Tina was actually the first girl I kissed when I was 14. It was a peck but at the time, obviously, felt unreal. Two years later we made out at a party, but other than that, we were just friends, fairly close, but nothing remarkable.
Tina had been living and working in New York since college, for one of the big accounting firms. She was always very bright and driven, though with a noted wild side. She’s a petite red head, though she doesn’t have any freckles. She’s got a great, tight body which she keeps pretty toned from a lot of Crossfit and spin classes, and really pretty blue eyes. Her boobs are pretty big for her frame, and are noticeably firm. She loves posting a good bikini picture on Instagram, and if there’s one word to describe her, it’s “tight”.
A [MFM] from my GF’s past
So my gf has every dirty picture that has ever been sent to her saved on her computer.
She knows I get off on knowing about her past so we occasionally go though her collection of nudes and she tells me some stories about the guys. (she’s been with a lot of HUGE, like monster cocks).
Yesterday she told me the story of Ryan, the only boy she ever dated that had a small dick. Ryan was nice but couldn’t ever get her off or make her happy sexually. After weeks of trying she convinced Ryan to have a MFM threesome with her to “spice things up.” The only condition was the other guy had to be from a different school (they were high school seniors AND 18 YEARS OLD at the time). My GF knew about a guy named Jake with a massive dick from the next town over from a friend who had dated him (and openly bragged about Jake’s dick).
My GF had hung out with Jake as part of a friend group several times. They were friendly and she knew he would be down, no questions asked.
Stupid young mistake [MF] impreg
Ana was Brazilian and she had an exotic look to her that even teenage me knew didn’t come around all the time. She was 18 and slightly older than me by a few months so back then that meant she was the wise experience one.
I had no experience at all with women up to this point in my life, but I had turned a corner and was finally having some game. Not much though. Ana was the lead on just about everything we did.
She was average height, average weight and had long brown hair down half her back with dark eyes. Her legs and ass were tight with a modest set of breasts that she tried to show off whenever she could. She had a free way about her that just said, “I love sex”.
She was a band geek when we were in high school and decided I may be fun to play with. She took my virginity only a week after we became official. (That is not an exciting story to share.)
A couple weeks had gone by since then and it was hard to find alone time. Finally I had the house to myself and invited her over.
S.M.O.M.S: Ingrid, Ch 6. [Fm, reluctant, oral, anal, slow, mast, mdom]
S.M.O.M. (Ingrid) by DiscipleN
Chapter 6
I remained with mother for another week, helping to put her affairs in place before living with us.
Lila Aggis visited. We talked in the living room.
Mother was not entirely forgiving. “Lila, it’s been too long. I tried to see you, a few times, but your son told me you weren’t receiving guests.”
I asserted. “Eric is having a difficult time, Mother. I’m not sure he would have told her of your visits.”
“No.” Lila agreed. “I’ve had trouble escaping the house. I’m sorry I wasn’t there for you this last week.”
“Oh.” Mother stepped back from one confrontation to spark another. “Send Eric to live with me for a month, and I’ll set him to rights.” It wasn’t a suggestion.
“Maybe when you come home again, in a month or two.” I told Mom.
“He called me a hag, once.” Mother fumed.
“I’m so sorry!” Lila lept up, but there was nothing she could do. “I didn’t know!”
Mother got up too. “Excuse me.” She turned and headed out of the room. “Those damn pills constipate a body. I may be a while.” She sequestered herself in the bathroom.
Should I feel bad for getting with my best-friends boyfriend?[MF]
So I created a reddit to get somethings off my chest.
Pile Of Leaves [MF] [Exh]
“I hate raking leaves,” muttered a sweaty and sore Darren Cole
“That’s that eighth time you’ve said that today. Keep it up and you’ll get a free burger,” teased Allison Drake, his fiancé and long-time lover.
“I’ll gladly exchange all the free food for the rest of my life to never rake leaves again.”
“I’d make that trade in a heartbeat if I could, but it’s October and we can’t afford a landscaping crew. This is just part of the life we have…and the one we’re trying to build.”
Darren groaned again, but stopped short of adding to the drudgery. He just gripped the rake a little harder, sweeping the last round of leaves into the sizable pile that he and Allison had made over the past four hours. It was hard, frustrating work, but his fiancé made an important point. Raking leaves was one part of an emerging life they had been forging together.
It had been five months since he’d proposed to Allison, but they had been acting like a married couple for years. Friends and family members used to joke that they were the youngest old couple they had ever seen. They’d grown up together in the same neighborhood. They’d endured puberty, high school, and multiple failed jobs. Along the way, falling in love with her just felt like a natural part of the process.
[FM] I slept with men for money in order to afford my Double-Ds
***Pics in my post history, for the curious.***
**The Problem** I’ve never doubted my attractiveness. I’ve always gotten a lot of male attention. I’ve got tattoos. I dye my hair platinum blond. I like revealing clothing. But the problem was I didn’t have the figure to for the outfits I liked. I was flat. I had a curvy ass but nothing up top. I looked like an hour glass that was only half full. And so I decided at 20 that I wanted implants. I did lots of research, but cash flow was a problem. I had a job that covered rent, bills, and fun. But saving up 10K seemed impossible. I’d never bought anything near that expensive. Not even my car.
**The Solution** My family doesn’t have a lot of money. I wasn’t going to borrow from a friend. I’d been proposition by men since I was a teenager. The first time I was still in high school and hanging out at the mall in a short leather skirt I’d borrowed from a friend. At 18 I had a fake ID and spent most nights in dive bars with my friends. Older men who are drinking can be bold. I’d hooked up with a few just for the hell of it. So when a guy offered me money I thought “what the hell?”