4 MILFs, 12 holes (Part. 1) [Str8, mF, anal, oral]

"This is going to be fun", I thought to myself while looking around the check-in area at the hotel. The door to the lobby swung open and four very shapely women walked in with suitcases. I recognized all of them except one.

  • Mrs. Blondy: an extremely busty, blonde, round tight assed, in her early thirties, 5'7'' stay at home mom with her kids already in college. She was wearing an elegant tight white dress that hugged every crevice of her body with heels.

  • Mrs. Done: a MILF in her early thirties, standing 5'3'' with watermelon sized breasts, an ass the size of two medicine balls, black hair that went down to her shoulders, and a very thick Chinese accent. She was wearing a tight green dress and heels. Her panty outline made it look like her dress was a plastic bag vacuumed around two basketballs with half of an hourglass in the middle.

[m/f] On the road to a random act of muff diving success

This is a story about a Randomactsofmuffdive meeting, that is soon to take place:

Greetings fellow muff divers and divee's. I'm writing this story by the request of my connection. Although we haven't yet met, we've verified each other over Skype, and had some fun. We are planning to meet as soon as our schedules allow it.

About a week ago, while browsing RAOMD, I found a post from a 26F asking for someone who can make her cum through oral sex. She never has, and really wants to. I have a close friend [F] who I text RAOMD and RAOBJ posts with while we're at work. We both find it very interesting. This girl knows me very well and replied with, "you should message her, this one is perfect for you". I had never messaged anyone on this sub before, and the idea excited me. I had no idea that I was going to get a response, so when I saw that little red envelope, I was very excited!

[m/f/f] Wife surprised me in Vegas with a threesome!

A few weeks back I had to go to Las Vegas for a work function. I’m not a terribly huge fan of Vegas, and this conference wasn’t exciting me much. I arrived Sunday night, and had meetings and crap until my flight home on Friday. Wednesday Amy, my wife, emails me and tells me that she and our friend Carrie are flying out Friday and we’re all staying through the weekend. I’m not thrilled by this, but reluctantly shift my flight to Sunday.

Friday arrives, I check out of the hotel I was at for the conference and kill some time until Amy calls me and tells me they’ve landed, I give her the room number (she booked us into the Venetian) and head upstairs to wait. Eventually, I hear a knock on the door and it’s Amy and Carrie.

Carrie says hello, and immediately dashes for the bathroom. Wife pulls me aside and quietly tells me that Carrie and Tony split up last weekend, and that Carrie stayed at our house the entire week. My wife thought it would be good to bring Carrie to Vegas to blow off some steam.

Caribbean Resort Vacation [mmf] [bi] [oral] [anal] [cuckold]

Hotel beach on a Caribbean island. I'm there with missus Rebecca. Black guy comes over and starts chatting up my wife. Ignoring me completely. She's loving it. Giggling and laughing with him. Everyone on the beach can see what's happening. Eventually they go off together to our hotel room. About an hour later they come back. She's walking a bit gingerly and looks quite red in the face. They have a deep kiss and then part. Again everyone on the beach can see what's going on. She lies down seemingly exhausted. Says nothing. I say nothing. I am a bit stunned as

This goes on for the rest of the holiday. Sometimes the same guy sometimes different. Once word gets around there is no shortage of lovers.

The holiday carries on as before – wifey getting chatted up during the day by the studs on the beach and going off for quick sex sessions and coming back.

One time it happens my curiosity gets the better of me and I go and peek in through the slatted windows. She's being taken from behind very hard. Much harder than I can manage without coming immediately. She's making noises I've never heard from her before. I slink away but can clearly hear her coming loudly as I walk back to the beach.

[MF HJ/oral] Shawna: Roma Revenge – Part VI – Wingmen and Wantonness

We took a cab to the pub a half hour early. I asked Kat about being “fashionably late,” but she explained that it was only a good idea to do that if you don’t like the guy very much. And I had to admit, I liked Chris. He was a good person, and might be my ticket back to my own life if his “contacts” panned out.
“Quit messing with your dress,” Kat warned me as we walked down the steps to the entrance.
“I can’t help it, it feels like it’s gonna ride up every step I take.”
“Jesus, you’d think you never wore a tight skirt before! Your ass will hold it down. Look, there’s Diana. Let’s go.”
I had to admit, the way my dress clung to my hips made it seem unlikely that it would hike up too far. It was a backless number in an almost-burgundy red color, with just enough of a gap in the front to show off some cleavage. It was somewhere between “classy” and “slutty”, and I could feel people staring.
Katlyn wasn’t much better, clad in a strapless blue dress. Her skirt was a little longer than mine, because according to her “The main attraction gets to show more leg”. She’d even switched to flats after it had become obvious I would never be able to walk in heels. To be honest, Kat was already the best wingman I’d ever had, and my date wasn’t even there yet.
Diana had claimed a corner booth for us through some sort of Amazonian magic, possibly owing to the fact that her biceps were nicer than the bouncer’s. Cindy joined us soon after, all smiles and excitement, and Katlyn made the necessary introductions.
“Now listen,” she said, staring at us seriously. “Shawna is new to hetero dating. Our goal tonight is to evaluate the Viking and determine whether he deserves to be her first boyfriend. It’s a sacred duty. He’s bringing friends, and if we ladies have to jump on an uggo grenade to get the job done, I expect each of you to step up. I ask nothing of you that I would not do myself.”
Diana smirked, nodding toward the door. “I don’t expect that to be much of a problem,” she said.
Chris had just walked in, flanked by three other men. As much as I hated to give in to my new body’s ideals, I had to admit: they were gorgeous. Clean-shaved, chiseled chins, nice hair, and varying degrees of buff. Shawn Milner would have fit in nicely with this crowd. Maybe after this was all over I’d have to look these guys up.
Chris scanned the room, squinting while his eyes adjusted to the darkened room. His gaze finally fell on me, and a smile spread across his whole face.
I waved hello and he led his friends over. “Shawna,” he said, still smiling. “Ladies. This is Adam, Jake, and Ben.”
Katlyn took over and made the necessary introductions, scooting Diana and Cindy to the edge of the booth. It was a half-circle, and her move had placed me in the center, with Chris on my left. Adding his friends to the bench left us just enough room to maybe slide a menu between our thighs if we’d wanted to.
I found I didn’t particularly want to. One waitress and drink order later, and we were chatting amiably, although mostly about Chris and his life, thanks to Katlyn’s rather pointed questions.
We learned a lot in a very short time. Chris was about the same age I was, and he worked in communications at a large downtown business. He had a degree, no pets, and liked to unwind by running long distances or playing team-based video games. He had no allergies, and felt that the question of whether he wanted a family was one he should discuss with his partner before answering.
“Kat,” I said, cutting her off before she could get too personal, “maybe someone else should say something, too. Like you, for instance. What do you do, anyway?”
Kat grinned. “Journalism, if you can believe it.”
I rolled my eyes. “Yeah. That’s pretty believable.”

The One Who Got Away, Pt. 1.5 [mf]

Sorry to split the stories in half, but together, it exceeded the character limitation. Thanks for reading!

Dan now alone lived in small apartment in a big city. He had graduated and moved out of the tranquil of New England and into a more bustling environment. He had a good job, he had met some new friends and kept up with old friends. He was relatively happy, in the way that most recent grads are. It wasn’t the same happiness that he had in college, where the most pressing decision is whether to play the latest video game or read the Odyssey, and where the reality of how America works in the twenty-first century only crept sinisterly in the background of booze-fueled partying and a series of inconsequential misadventures. The fact that a college degree was less relevant to having a good life made little dent in the bubble of sex and alcohol and drugs. No, the happiness was rather a realization that the best times were in the past, but good times still remained.

Daddy’s Little Princess Grows Up – Part 2 [Mf, inc, oral]

As soon as I told my daddy that I was sure about what we were about to do, he pulled me down and started to kiss me again. It didn’t even take a little warm up, our kiss started off just as hot as our last one left off. I was straddling his waist, my young, wet pussy pressed up against his cock; I couldn’t help but move on him. He was so hard and felt amazing rubbing up and down my bikini clad folds. His hands were rubbing up and down my back, before I knew what was happening; he pulled the string that tied my top together. It loosened instantly, only hanging from my neck. His hands moved to the front of my body and gently became full of my plump breasts. My nipples instantly beaded up under his hands as they gently squeezed and massaged my perky globes.

Coaxed? Coerced? Compelled. [M/F, BDSM, forced orgasm]

Today hasn't been simple.

Walking down the third floor hall your heels click the hardwood floors.

Three? Really? Who demands three like that! He didn't even ask nicely! Pssssssh! Orgasms were supposed to be fun. And the first one certainly was. And the second was a delicious struggle. But the third. Chills roll through you. That was metaphysically out of you screaming. Literally, screaming. It felt great and terrible at the same time.

"Don't forget, we have some shopping to do in an hour." You hear that now familiar radio-esk voice call from the second floor.

Sven. That’s all you really knew him as besides Sir. And you almost exclusively used Sir at this point. 6’1 and around 190lbs his sandy blonde hair and crisp blue eyes made it hard to determine his age. But the best part? He was well endowed. Eight inches and so thick there was that heavy thuwmp you felt when he smacked himself against your face. Shaking your head you try to focus.

Asian MILF: The Cookout [Str8, mFFF, cuck, oral]

"How the fuck am I going to do this", I thought to myself as walked around the perimeter of the fence.

Mrs. Done texted me to come to a business cookout that she was forced to attend with her husband. I looked over the backyard fence to see a lot of people there for the barbecue and Mrs. Done standing near the grill. She was wearing blue skinny jeans and a tight grey shirt. Her bra and panty line were also clear as day underneath her clothes. How no other man was pitching a tent, was beyond my comprehension. Mrs. Done spotted me and signaled for me to come over the a secluded area in the backyard. I walked around the back and bent down to see through a hole in the fence.

"I'm glad that you made it", Mrs. Done told me.

"Yeah, I'm here, but how are we going to do this", I asked her.

"I don't know. Let's just leave this to timing", Mrs. Done whispered through the hole.

Mrs. Done left to grab a plate of food and walked back to the hole.

"I could really go for something on this hot dog", Mrs. Done slyly said.

Hotel fun with an Italian Milf- [41f/34m]

For those that didn't read the first part "Car fun with an Italian Milf":

Her- Italian 41 years old 5'5 38c cup thick athletic body with curves in the right places

Me- Black mix 34 years old 5'11 in decent shape with a 8 inch cock

A week went by after our lunch/car encounter. We had texted back and forth a little and eventual set up a date to meet again. I arrived at the hotel at 11am as planned and got us a room. No sooner then I unlocked the room door I hear my phone go off, she texted me that she just parked. I sent her the room number and she was knocking on the door within a few minutes. My cock twitched with excitement. She was wearing a wrap dress with high heels on. I'm a sucker for a sexy pair of legs in high heels. We hugged and kissed briefly before she pulled away and excused her self to the bathroom. I took this time to strip down to my boxers.