Cubs Win! And so did I! [MF] [oral]

Hello friends. It is a good day for anyone born north of the Mason-Dixon line of Chicago baseball fandom. Even though I wouldn’t consider myself a die-hard fan, it was pretty awesome watching the Cubs win the World Series last night. But that wasn’t the only enjoyable thing that happened last night!

DC is the most transient town in America, so it’s easy to find a ton of other folks from your hometown. And since this town is tight as hell when it comes to socializing (politician, lobbyist, government worker or journalist, we all love booze, food and sex in some order). So when I decided to host a get together for Game 7 with other Cubs loyalists, it didn’t take long to fill my small apartment. Most of the people were guys and gals I’d met working here, but there was one old friend I reached out to.

[f] [many men] [sluttyness] – 30 guys in 30 days challenge

This summer I came up with the idea to do a 30 guys in 30 days experiment. I’m not sure what I set out to prove, other than collect interesting information, and force me to break out of my shell of regulars and see what else is out there. The rules were pretty simple: Fuck a new guy every day, for 30 days, and record the results. Had to be somebody I had never fucked before, and will never go back and fuck again. Here’s how it went:

9/21/16 – Met a guy on Tinder, black hair, black beard, and chubby. We fucked in the back of his car parked in a quiet parking lot. He wore a condom, and finished in my mouth. I did not cum.

9/22/16 – Another guy from Tinder, also black hair and chubby, but surprisingly handsome and had a lot of tattoos. Fucked on my bed while my roommate did the dishes. He lasted a long time and we did a lot of positions, he came twice, both times into condoms inside my pussy. I came a bunch of times.

And she was made to watch, suffer and be used – [MFF] – BDSM – Female Cuckolding – Humiliation

It was the week of my birthday and Leslie called to invite me over for a birthday dinner.

Now, Leslie and I have a complex history. We started off dating with a bit of BDSM with her as the sub, involved other women, experimentation and eventually, she discovered that she was a power-dominant and a lesbian. Fortunately, our relationship had always been more of a FWB thing and as she drifted from me as a dating partner, we stayed great friends and occasional lovers. We shared women on occasion when we were both single and Leslie had a real fetish for humiliating her submissives by bringing me into the bedroom. A lesbian cuckoldress.

Why me? Am I an incredible lover or some god of sex? (Well I like to think so) but no, its really just came down to three things. The first was that Leslie trusted me deep as I did her. The second was that she knew my tastes and that I could be a lot of fun in the bedroom. Finally, as a lesbian, she didn’t want to have to say that the number of men she had fucked was rising. She said I didn’t count, which I chose to take as a compliment.

Orgasm in front of girlfriend’s unknowing dad[MF]

Some people asked me to tell about the relationship I had with a married woman, and I’m sure I will at some point, but I do still have some guilt over being an adulterer (we just decided to try to chill out two months ago). Plus, to be perfectly honest, it’s a very, very long story for me to describe correctly. Hope you don’t mind me instead describing a quickie I had with a girl my age (I do sleep with “age appropriate” girls, too!).

If you do want to read about my first time with an older woman though, you can check it out [here (pt 1)](https://www.reddit.com/r/gonewildstories/comments/598ol8/late_40s_f_and_the_college_boy_m_a_first_for_both/](https://www.reddit.com/r/gonewildstories/comments/59xwkg/late_40s_f_and_the_college_boy_m_a_first_for_both/):

To just start with a little background, I was a tall, gawky kid growing up, with glasses and an overbite. Then I wrestled throughout high school, got contacts, and dental work fixed my alignment to where I’m actually a pretty good looking guy (I’m told I look like the senior in Sixteen Candles), but I still have the perception of myself as a gawky kid with glasses and can still be somewhat shy until engaged and alternate between overconfidence and no confidence.

Fun with Wife [MF][Pegging]

Posted this over in r/straightpegging
But thought I’d see how it did over here.

Photos…..If Interested

Bit of Pegging

My wife and I are cuddling in the bed with the fan pointed on us…I love to feel her smooth legs, especially when she’s scantily dressed. You can caress them from top to bottom. We’re both dead tired, and sweating….but we can’t sleep. So we just talk for probably 30-40 mins. Nothing of consequence.

Things very slowly progress to some kissing….then passionate making out. We work our way to full on sex….her on top, facing me. We’re both about 3 seconds away from cumming, when she stops.
She says she doesn’t wanna cum yet. So……I suggest ” wanna go take a cool shower…” she agrees, breathless, almost desperate……She comes close, and exhales in my ear saying ” will you eat me ass?” again….desperate…..( eating her ass, being basically giving her oral sex to everything down there, including the hole itself…..its fine when things are clean haha )
We jump up, and head to the shower….but she wants to leave the lights off. Gotta find everything by feel. Im down with that.

Fucking my Gf and her younger sister [MFF]

A little context before the story, this took place about a year ago and me and the older sister are no longer dating but still are decent acquaintances. So the story happened like this, we were at my girlfriends house alone watching this crime drama about a cereal rapist, now we’re both asian but she was this petite 5’6 fair girl with an amazing ass(she had a flat chest though about a couple B’s) while I was about 6 ft 165 lb and kinda muscular(went to the gym 5 times a week). She was always really prude about sex and we only ever did it twice within our second year of dating so it was kinda sparing. But for some reason the cereal rapist show turned her on and I noticed that so I took the opportune moment to kinda play with her and tease her a bit.

DP’d my wife with my hand while she sucked me off… [MF], [married]

Yes, I made an account to write this, not fictional or anything.
We have a pretty vanilla sex life. My wife (31, 5’8 brunette with a soft body and D/DD tits) has a pretty low sex drive and while she often does the birthday blowjob, and sex often involves both missionary AND doggy style, generally speaking she is not sex-adventurous. I’d say 75% of attempts for sex by me get turned down.

I am about 5’11, 29, bearded, not in shape but not obese, with a hair shy of 6″ dick. I like a little more sexual deviance but nothing too crazy. Mostly I get ideas from and am satisfied by this /sub and a few others. I will admit to being too quick on the draw though which I’m sure makes her less excited sometimes.

One thing we generally don’t do is sex when drunk. She’s never been into that since college and I’ve pretty much always respected that and not even tried. But for whatever reason, a few weeks ago, after a party at a neighbor’s house, I decided I was just a little too horny and uninhibited and while she was in the bathroom, I pulled up an online sex toy shop. When she climbed in to bed I simultaneously showed her the phone, reached around her and started kissing her neck. She was a little confused at first but with some suggestions and teasing got into it some.

[MF] True story, a tough nut to crack, a shy conservative asian girlfriend with a banging body who has potential.

We don’t “sit down and talk” about it. That’s not how it works between us.

That’s why, by “encouraging her”, I mean, going for the intricate mating dance, where the partners read each other’s body language and pick up on subtle hints to deliver the ultimate experience.

When it works out, it’s amazing. So, “just ask her” and “tell her what you want” isn’t gonna work between us. Every couple communicates in their own ways. And this is how we communicate. Innuendos. That’s what makes our relationship hot, exciting, special and always new. And I believe that’s how nearly all women communicate, from my experience. In certain situations, you can’t just tell women what you want in a blatant way and expect her to do it. One of the things women hate is ‘men asking shit’. Like, can I grab your boobs? Can I kiss you? In their mind it’s going “Gross. I’m gonna feel guilty and if I say yes. Why the fuck are you even asking? Just fucking kiss already.” These are the reasons why Rape Fantasy is very common among women. Guilt free. No need to take accountability for what happened.

Birthday Blowjob at Her Work [MF] [public]

I’ve been seeing this girl for a few weeks. Well, seeing isn’t really that accurate; we’ve been texting a lot and hooked up one good time. I’m married and she knows that, so we can’t get together often. We spend a lot of time talking about all the sexy things we want to do together and then she’ll tell me about hookups she has while I jack off.
She works at a storage unit place near my office. In some of our sexting, we’ve talked about hooking up in one of the units but after we’d cum it wouldn’t get brought up again for the risk involved. Just a hot fantasy. My birthday rolls around and I’ve been wanting to get together with her very badly for several days. We’re texting that morning, trying to work out a time to get together. My wife is taking me out to dinner, so the evening is out.
She texts me that her boss is going out for lunch and we can tease in one of the units really quickly if I’m there. I drop what I’m doing, of course, and shoot out there! I park, go inside. She has to play professional so she gives me the basic pitch before we hop on one of the carts and ride around to some units in the back.
We go inside, close the door. She takes me cock out and strokes a few times before leaning over to suck me into her throat. This girl has an absolutely amazing mouth and tongue! I’ve never had anyone else deep throat me as effectively as she does but she takes my whole cock straight down to the base on every stroke. My balls are aching and I know it won’t take me long.
She stops suddenly, stands up and unbuttons her pants. She turns around, leans forward against the wall, and spreads her cheeks. I drop to my knees and start licking her ass while gripping her hips. I hear her let out a soft moan as quietly as she can so I really start eating her ass. I reach around and start stroking her clit. Soon, she turns around and leans back, spreading her lips this time. She doesn’t even look down at me, she just says “lick.” I dive in and begin lapping at her wet pussy, teasing around her stiff clit. Her breathing quickens. She’s a very slow O, so we both know she won’t be able to cum in our brief meeting.
She stops me when she’s had enough of a tease. I stand and look pleadingly at her while stroking my cock hard. She almost whines “nooo! this is just for a tease!” I can hear in her voice how much she wants things to go further but can’t because of concern for time and getting caught. “Please,” I beg, almost trembling. “I won’t take long at all; I’m already close. I need to cum so bad!”
“What if it gets on my shirt?”
“Just catch it all in your mouth!”
She makes me show her my licence to prove that it really is my birthday. Satisfied, she agrees to let me finish in her mouth for my present. She gets on her knees and deep sucks me a few time, just to remind me how good she is. She then has me stroke myself so I’ll get done quicker. This cute girl is kneeling in front of me in her work clothes, mouth open with her lips and tongue gently pressed against the tip of my cock while I jack off. The sight alone is enough to set me off quickly. I get close and tell her to finish me. She seals her lips around my head, sucking me in. In a moment, her nose is pressed against my zipper and she moves the head of my cock in and out of her throat, her tongue gliding beneath the tip and all over my shaft. I feel the tension build in my balls and have just enough time to tell her I’m cumming. She pulls my hips forward, burying my cock as far down her throat as it will go. I start pouring cum into her, trying my best to not make too much noise or to let me knees buckle. My whole body shakes from the intensity of my orgasm. After a few spurts, she pulls me back into her mouth. I shoot even more cum across her tongue while she keeps licking me. Her mouth fills and she pulls off. My cock is still twitching in the last throes of orgasm. I stroke out the last few waves and watch her take a big gulp to swallow the load in her mouth. She looks back to me to see more cum dribbling out so she takes me back into her mouth for a few more deep strokes to finish draining me and clean me off.
She stands and we straighten each other back up, looking for any clues as to what we were doing. Satisfied, we exit the unit and ride back to the office and my car. We don’t even hug to keep from drawing suspicion. This was hands down my best birthday present ever!

[MFF] threesome with 2 barely legal redditors

earlier this year, as i was getting ready to celebrate my 40th birthday, with an attractive, but strictly vanilla school teacher girlfriend, and knowing i was going to receive yet another basic, half-assed, blowjob plus strictly vaniila, missionary sex, something inside me snapped and that was when i decided this was going to end. i was still going to enjoy the brazillian steak house and vanilla sex that night, but it had to end soon.

me: straight, hung, mixed latino, dark curly hair, full beard, smiling eyes and plenty of stamina.

so that was that… approx 4 weeks later, i had ended that relationship and started answering posts from female redditors requesting sexual contact. i realize that many guys on here never receive a reply, but knowing how to engage women IRL helps alot. suffice it to say that my 3rd successful reddit hookup was exactly 10 weeks after the previously described birthday dinner. the woman i met that night was a female who had turned 18 just a few weeks earlier. she is called pink in this story. after verifying her age for me, it was on, but i have posted a RAOMD success story about her already so i will move on and simply say that we had a great hookup which lasted 14+ hours, with countless orgasms for her and 5 full effort fuck sessions from me. i was hooked!