Watch out for the quiet ones: My Tryst With a Married MILF [MF]

“Sorry, your reddit content is a little bit too much for me:)”

I had invited someone who had posted on my local r4r page to check my Reddit content out and judge if I fit her criteria to meet up and have good ol’ fashioned sex. Alas, ’twasn’t to be. To cheer myself up, I was reminded of “*Some days you’re the pigeon, some days the statue*”. Today, I was decidedly a statue.

A few days later, however, I see an orange envelope. A message from her!! She said she tried and liked the coffee shop I had alluded to in my earlier message as a meet-up spot.

“*Her post is wildly popular, why did she choose to write back again to me? Must investigate!*” ran my internal monologue. Not wasting any time, I offered to buy her my favorite drink from said shop. She didn’t say no.

Leading up to our meeting, I sussed out that she

– is one hot MILF who is breastfeeding

-would love to be deep-throated

-loves the idea of sex in a public place

“*This is too good to be true. If she turns out to be an organ harvester, it would still have been worth it*”

[Group] Gay Burn Fun

Three years ago, I had the luck to be able to go to a Burn (burning man, but smaller and more local). These things operate on a gift economy: nothing is bought or sold, but is gifted freely. Suffice it to say, I partook in quite a bit of drinking.

At this particular burn was a sex tent. I had watched a few nights, but hadn’t really done much else, as I was there with friends.

Now we get to the second to last night. I am staggeringly drunk, have already gotten fondled once, and was wearing only my hoodie. Time to party.

I weaved my way to the tent, lying down on a mattress and cheerfully jerking off in front of a constantly shifting crowd. After about five minutes, one guy came forward.

He was a few years older than me, with buzzed hair. He asked if he could join. I specified only hand stuff, and he was okay with that, as he was rolling and couldn’t cum. He quickly cuddled up to me, and our hands found each other’s cocks.

Squirting [F] in the back of his car [M]

I love to be called a slut, and Aaron, my boyfriend of five years, knows it. We live a couple hours apart, which means we find ourselves in cars fooling around more often than I’d like. Luckily, that lends itself to sluttiness ;)

I’m a 22 year old, 5’3” olive skinned chick with a tight ass and a full C cup. He’s 21M, got broad sexy shoulders and a 6” cock that I can’t keep my mouth off of.

We were in the front seat of his car, talking, my head on his shoulder, and I let my hand rub down his chest, grazing his crotch as I stroke his thigh. “Should we find somewhere a little darker? Maybe cuddle up in the back seat?” I asked.

He almost immediately started the car, and drove around to the back of a department store, breathing heavily as I kept moving my hand up and down his thigh, teasing his cock.

We got in the backseat. “Are you going to suck my dick for me Leah?” he whispered, unzipping his fly and letting his hard length spring through his boxers.

[FM] A bad bet (part 1)

Last year I went the Formula One race at Silverstone with my friend. I’m a Lewis fan (yes, that’s shameful, he’s british and he won in McLaren so I like him). My friend is a huge Ferrari fan. On saturday, Lewis got pole position. And we ended up talking all night about it. We had a few drinks and he bet me that Vettel would win. I said no chance as Lewis was on pole. He then said he would bet anything that Vettel would, so I said sure, and said if Vettel wins, he has to sleep outside his tent before we headed home on Monday. There was no chance I was going to sleep outside. So I told him, if Vettel wins, I’ll give you a strip/lapdance and suck you off.

Well, the race started. And Kimi Raikkonnen punted lewis off at t3. And a certain red car driving German won. Fuck…

Does anyone want to hear part 2?

Lesson One

“We are going to go slow”, he said, in that unmistakably masculine voice that just made her catch her breath every time he spoke. “I don’t want to break you on our first night together.” *NO! BREAK ME!* She heard his words, even understood them, but she knew what she could take. And what she wanted. And what she wanted was to be his. Completely. Totally. She wanted to be every fantasy, dream, lustful idea, and dirty thought he had ever had. She was more than prepared to take him to his limits, and maybe even push beyond.

“The first rule I have is that you will wear, or not wear, anything I tell you by the time play begins.” He said. He was seated on his sofa, fully dressed from his day in the office. She had just brought him his preferred bourbon on the rocks, and was now kneeling at his feet, back straight, paying rapt attention to every word he was saying. “The second rule I have is that when you have earned your collar, you must wear it at all times, when at home. If you are very good, I will get you a collar to wear out.” He sipped his bourbon, and watched her. She was slowly trying to grind against the floor, and he could tell she was beginning to get antsy for more IMMEDIATE attention.

My (21m) hookup (37f) made me taste my own [MF] [reluc] [Msub]

This was some time ago. I (21M at the time) found her on tinder after sending out a few messages over a couple of days. I was still in college, had only gone as far as giving and getting oral, and never really spoke to anyone like her before. She was cool and easy going. The stories she shared with me were pretty amazing and freeing in a way.

She shared with me that she grew up in a traditional household with abusive parents, but broke free as she got older and matured into a beautiful independent woman with a great career (in HR) and living on her own in a really nice condo. She prefers casual sex to relationships and was honest about having multiple friends she hooks up with. She gets a lot of attention from her (mostly male) friends and she’s the life of the office where she works at.

After a few days of chatting back and forth, she said she had a problem with her ipad and asked me if i could come over and help her figure it out. I decided, sure why not. I drove down to her place and walked up to her door. I rang the bell. She opened the door, wearing a tight shirt and short shorts that showed half of her ass cheeks.

Crushing on the mom up the street [cheating] [milf]

She’s about my age. Her looks are pretty average. Just another mom on the block. Short, curly brown hair. Glasses. Nice body. Fit, but doesn’t look like she spends any time at the gym. Boobs are on the smaller side. Butt has a nice shape. She wouldn’t stand out in a crowd. But there’s something about her. I saw it when they first moved in. I was working in the yard and she walked by with her dog and stopped to chat. I couldn’t help but fantasize:

​

I’m home alone, digging in the yard, feeling pretty good. Sweating and aching with exertion shoveling dirt around. She stops asks what I’m up to. We chat a bit. I turn to show her something and catch her looking me over as I turn back. We catch eyes. Her lips flash a tiny, embarrassed smile. She tries to laugh it off. I hold her gaze and smile back. The moment feels like forever as we each try to decide what comes next.

Finally she brakes the silence. Her face softens and looking me dead in the eyes she says, “looks like you’re pretty good with your hands.” My heart jumps. I gather myself as best I can and tell her she should see the workshop I built in the backyard. “I’ll show you.” “Okay.”

I hope your 4/20 was as nice as mine. A night with my perfect stoner FWB [MF]

Mel is the perfect stoner side piece. We spent most of our afternoons together smoking, watching TV, and fucking. On our first date she told me that the stereotypes about Jewish girls with oral fixations (I hadn’t heard this before), is true. We have an agreement; we fuck each other raw and use condoms with everyone else. I hadn’t seen her in two weeks, so I invited her over for 4/20.

Mel is about 5’2, has slightly longer than shoulder length reddish brown hair, b cup boobs, and a flat stomach which separated out into hips that I die for. I’m just an average 5’10 dude with a slightly bigger dick than average, but you can see pics of me in my post history.

She finally texted me around 10pm telling me that she was too full to come over. I played it cool, told her I’d catch her next time but as she told me when she got here “Women are weird, blow me off and I’m all over you.” After a few texts back in forth she decided she’d come over but warned me she was a bit full. All good.

Walked in on the professor [MF]

“God dammit!” I thought when I received my physiology exam back. “I swear, I know how the body works, just this professor gets me every time” I said to no one.

Dr. Fowler was a fair professor, brilliant in fact. I learned a whole lot, but you would never know based on how I did in his class.

“Now class, we have one exam left and most did well last week so congrats. The others who are not so lucky, stop by this week. Okay?”

Sophie walked in last, as usual. Her hair always in a messy bun, looking as if she woke up 5 mins ago. But, she’s a friend and I give her the benefit of the doubt.

After a thrilling lecture on the endocrine system, I get some lunch. “Eh, I may as well bite the bullet and stop by.”

I walk across campus to Dr. Fowler’s office waiting to hear about how I’m not doing so hot. Normally his door is closed despite him always being in the office, but today is was partially open.

[MF] Let my wife fuck my virgin friend raw (pic)

**Pic:** What my wife was wearing about twenty minutes before she let my friend cum inside her https://i.imgur.com/Uu3x5uV.jpg

Virgin isn’t right, since Jake isn’t a virgin, but he hasn’t had sex without a condom before–until now, anyway.

My best friend Jake got dumped recently after a long term relationship. The details don’t matter, except to say that this put him in a pretty deep depression for a while. It boiled down to him wanting kids, and she didn’t. She couldn’t use hormonal birth control, and wouldn’t get an IUD for some reason. This left them with only having sex with condoms, and since she’d been my friend’s first, he confessed after she broke up with him that he’d never had unprotected sex.

“Not once?” I asked, taking a sip of beer. We were drinking Sam Adams in my living room about a month after the breakup.

“Nope.”

“You guys were together for nearly four years.”

“Tell me about it,” he said, finishing his bottle and setting it down on the end table.
Katy, my wife, was sitting at the computer watching a show, and she wasn’t shy about wearing something skimpy. I snapped a picture of it actually, here: https://i.imgur.com/Uu3x5uV.jpg