I’ve been posting on r/truebigdickstories and it was suggested I post here.
Long story short, I’m 47, a widower, and fighting cancer these days, and I’m recalling my previous experiences, focusing on the big dick centric stuff b/c of that sub. But I was kind of a slut in my younger years, having slept with 100-ish women, and being endowed (9 inches or so) played a role in some of that. Most of it had nothing to do with that, but whatever. Anyway if you want to see more, see my post history.
And I know I’m wordy — I’ve tried to go out of my way to make it short. It’s still long though — I tried.
Before I get to it, I need to explain how my wife and I got together.
When I was younger (high school and mainly college), I slept with way too many women. Over 30 or so… I can’t really keep track. I had lots of girlfriends (call me a romantic, but most of the girls I slept with were girlfriends). I tried not to sleep with random girls who weren’t girlfriends though it did happen 10 or 15 times, sometimes on accident and sometimes for sport. But I did go through girlfriends like water, I’ll admit.
Anyway, in college, I was semi-well known on campus (I wrote for the school newspaper and had a unique look that attracted attention), and I liked to party, go to concerts, and was a pretty good looking guy in late 80s metal guy terms. I had a look similar to Sebastian Bach (the lead singer of Skid Row), but I was also intelligent and studious, so the combination was female Viagra to some of these girls. Since I am/was an asshole, I knew that and gamed it to my advantage when necessary. I met a girl (my wife Lara) my final year in school. I wasn’t really attracted to her at first – she was overweight and though she was really pretty, I never quite got past it at first. When you’ve slept with mostly slim/average sized girls, an overweight woman doesn’t really register. It’s fucked up and cruel, but to some of us, it’s true.
So she and I met in a graduate level English class we were taking as undergrads. It was the study of the Lost Generation (Ernest Hemingway, F. Scott Fitzgerald, etc.) and there was only seven of us in class so we all got pretty close. Long story short, we started studying together, eventually started talking about sex, found out we were both sluts and we traded stories of our experiences, which turned us both the fuck on, and one thing led to another. We both fell in lust and love HARD, hard enough to blow off our other romantic interests, and a year later, I’d proposed. The year after, we got married, and my son arrived a year after that. Quite the change considering our previous lifestyles.
So we’d been married for six years at this point and she was a counselor, working with ex-cons, drug offenders, etc etc. I had been a sports journalist (I’d cut my hair and looked normal by this time) for about four or five years. Our sex life kind of died after my son was born. She was on bed rest with her pregnancy, we had to abstain from vaginal sex for a year, and we hadn’t really recovered. Sex didn’t come natural anymore and looking back, we were both pretty blah about everything in life, very focused on our son, jobs, and all that.
Lara is remarkably gorgeous, but she had begun to work out at that time, and she was way smaller than she was in college, losing about 75 pounds. She always had giant boobs so she was still a 38H and, with her looks (she was 5’6”, medium length brown hair, big brown eyes and a smile to die for), she commanded attention. Since I was so down on myself (I just kept gaining weight after college and didn’t work out with her when she first started), I was jealous. I saw the way guys looked at her, and it made me fume. She’d flirt with the guys in her office, she seemed to ignore me, and… yeah.
I didn’t plan on cheating on her.
As a high school sports reporter, I’d go to games, watch and take stats, interview coaches and athletes, and depart to write my story. I also had name recognition in town. But I’d never blatantly been hit on until one day at a high school softball game.
I’d been covering a successful team on and off all season, and earlier in the season I’d written a feature article about the team’s star third baseman who had overcome surgeries to be one of the best players around. I’d went to the girl’s house, sitting with her family for interviews, and that’s how I met Miriam.
Miriam was a crazy gorgeous half-Latina woman, gorgeous enough that I felt kind of nervous around her, which is saying something. She looked like an ex-cheerleader type, very short, fit and petite, tanned with dirty blonde hair, a pearly white smile and a naturally flirtatious manner that didn’t suggest “mom” at all. She was way older than me at the time, early 40s I’d say, and was married. So I had my guard down around her.
I’m sitting in the stands when Miriam sees me, sits next to me and begins chatting me up before the game even starts. At first we’re talking shop, about her daughter’s chances to play in college, the team’s chances at state, etc. She was naturally handsy, touching my back as she asks me if I wanted something from concession, grazing my knee and thigh as she takes a glance at my scorebook, etc. She was laughing at nearly everything I said as well, which I remembered from my whorish days was a clear sign that there was interest. But, I didn’t let myself fully acknowledge that.
It was a hot day that day, and I was wearing long black basketball shorts. As a grower (and those of you that are growers know this), on a hot day, you practically have a semi all day long. When I’m flaccid, I’m maybe three inches tops. I get closer to 5 or 6 when I’m sweating like crazy.
And that day, I was sweating like crazy.
On one of the occasions that she grazed my thigh, I had the expected involuntary reaction. When you’re big, though, you don’t make a big deal out of it when you begin growing. Sometimes, without thinking about it, you adjust your semi and go on with life. When I did that, though, physically picking my dick up and placing it down the leg of my shorts for a second, Miriam internally lost her shit, she’d later tell me. She said that she thought I was cute and all that, but when she spied that I had a big dick, it was over.
She changed the topics to our spouses and personal lives (she spotted my wedding ring too). She began asking about how my wife deals with my crazy nights/weekends hours. (She said “I’d be jealous if I was married to a guy as handsome as you, out at all hours of the night getting into trouble”). She talked about her husband (“These days, he’s not up for the challenge of dealing with me, if you get my drift”). I was too open with her, and I mentioned Lara’s flirtatious relationship with her co-workers. She waited, during the game’s final three outs, to say “Maybe she needs a lesson about appreciating what she has at home.”
It was time to do interviews, and I had to walk away from Miriam. I hadn’t had a woman come onto me that strongly in years. I even had a bit of a chub while trying to interview high school girls – I had to place my book bag in front of it to hide the damn thing.
Nothing came of it until the state tournament a few weeks later. I was out of town, put up in a hotel, the whole bit. Again, at the game, Miriam sat next to me. Again, she flirted more, and I flirted back. I touched. I tickled her as we laughed. It was a fucking scary rush. I felt like a virgin again. She asked what hotel I was staying in, and she told me she was in the same one (it was a small town with only two hotels). She saw me having a drink in the hotel bar and we had a few together. She mentions that sports writers are usually old fat guys, not “a young piece of ass” like me (she was in full cougar mode that night if it wasn’t obvious). She finally mentioned the bulge she saw at that first game, how she saw me “pick my hard dick up and hide it behind my thigh” while I was talking to her. She was flushed as fuck when she said that. But I looked at her confused, and I told her that I didn’t have a hard-on at the game. I said casually that I “just” had a semi.
Within 15 minutes, we were back in my room. I was too buzzed, too thrilled by the attention, that I let it happen, getting too caught up in the moment.
As we sat on the bed, she unzipped my slacks, pulled my cock out and did this cute girlish whimper that she did when she looked at it. “Fuck, I knew you were big, but Jesus Christ!” she said before wasting no time blowing me. She wasn’t the best cock sucker in the world, able to get about three inches or so in, but she loved cock and her excitement was the hottest part. That, and she had a small hand. I’m a sucker for small-handed girls grabbing my cock. ;-)
We didn’t fuck at first, since we rationalized that that would be cheating, but third base wouldn’t count (Shit, I just realized that her daughter played third base, and all we did at first was third base, sucking cock and eating pussy. That’s funny shit!). So for a few weeks, we’d meet up and she’d blow me in my car, I’d eat her out while her husband was at work, etc. I should add that I really didn’t know how to eat pussy until I married Lara. I thought girls only squirted from being stuffed with cock and getting fucked real deep. I never knew that, 1) some girls can squirt and some can’t, and 2) it happens way more fucking often when the girl is relaxed, and when you manage to stimulate her g-spot and clit at the same time. That’s what I’ve found, anyway. So, Miriam was the first woman I was with after I had gotten married, and holy shit, I was shocked at how much this woman came and how much she soaked the sheets, mostly from getting her pussy eaten. My sheets were soaked and I had to sleep in that puddle that night, which was cold as shit. But that’s what happens when you learn how to do stuff properly!
So one day, Miriam was blowing me in a far corner of a Safeway parking lot. We didn’t think anybody would catch us. But that corner was near a back road that even me myself had taken from time to time to get to the Safeway. Lara’s friend, Margo recognized my car, recognized me, and recognized that there wasn’t a brunette head bouncing in my lap.
I was toast. Margo, that cunt, was the dramatic sort, and she told Lara when the three of us were playing cards at home one night. She just out and told Lara without so much as a work up to it. My son was playing on the floor at the time! It was just random. But I couldn’t hide my facial expression that I was busted. I couldn’t deny it. It was obvious that Margo was telling the truth that I was with “some blonde slut”, and Lara ran out of the room, distraught while Margo grinned like the spiteful bitch she was.
Anyway, I ran after her, and I began crying. I knew my life was over. She’d divorce me, take my son, the whole bit. But she was crying for a different reason.
She chose that moment to confess that she’d been fooling around with a guy in her office, too. The conversation was one of the darkest moments of my life. We were both crying the whole time. Her confession took the heat off of me, but it made it more evident that our marriage was over.
Distraught and angry, I fucked Miriam the next day. She had asked three separate times for a “test drive” of my cock, and I always turned her down for moral reasons. This time, I just pounced. We were at her house, her husband was gone, after she sucked my cock to near completion, I pushed her down, tore her clothes off, and fucked her way harder than I should have. About a minute after I got in there, she had one of the cutest orgasms I’ve ever seen, as she whimpered like a little girl (that was her signature sound), but she let her eyes roll back in her head as her body shook, her eyes slightly open as all I saw were the whites of her eyes as she came, a big shimmering smile on her face.
Goddamn, she was such a fucking cutie… We fucked two more times after that, one when she squirted fucking everywhere when I fucked her after eating her out nice and proper.
Anyway, Lara and I tried saving it, so we went to couples therapy. We talked about our lives before we got together, how we were with so many people, how we both kind of defined ourselves by our sexual exploits. I mean, the woman was one of only two women who could deep throat all nine inches (She knew what the fuck she was doing!) But that part of our relationship, a basis of how and why we got together, hadn’t been there since we got together.
We both came up with the idea of going to a swingers club, to safely re-explore that part of ourselves. We found this secret place in the hills that was literally like an old 1970s key party, but highly organized. You put your keys in the bowl, you have a fancy dinner party with scotch and shit, and at the end, the women draw a key. When the girl draws a key, she gets the random guy, and her husband gets the key-man’s wife. It was scary, but me and Lara were so fucking turned on, tightly squeezing each other’s hands the whole night, since we put a lot of meaning on this trip. I think we were both literally shivering in anticipation. I know I was.
We found this poor young couple that were newlyweds, probably 21 or 22, and it was their first time there too. It was obviously the guy’s idea, because the girl was so uncomfortable. They had 10 rooms at the place, and you got to take your person in there to have an evening alone. Lara and I wanted to have all four of us in the same room, and the couple agreed.
Lara and I are, to be blunt and/or obvious, quite adept at sex. We had lots of experience before we met, and when we first got together, the shit we showed each other created this tsunami. It also helps that her tits scrambles men’s brains and my cock does the same thing to some women. That’s why it was such a shame when we started fucking so much less as a married couple.
This couple, though, were practically virgins. They’d only been married a year and had dated for four years. So, it was easy for Lara and I to take control and turn both of them to mush. The poor guy boasted about how long he could last, and he popped within two minutes after Lara went down on him. The girl was so nervous, but when I ate her out, she calmed down so exponentially much.
But the strange thing that happened was Lara and I weren’t very focused on the people we were with, at least emotionally.
Those of you that are married know that those moments you have when you first date, those moments where your spine shivers in amazement and attraction, usually only happen during the honeymoon phase. It doesn’t happen as much after you’re married.
But while Lara and I were fucking that couple, let’s just call them Tyler and Tina since I can’t remember their fucking names, Lara looked at me while she was riding Tyler and I was railing Tina doggy. And Lara’s gaze sent chills up my spine. Seeing her fucking destroying Tyler while I stuffed as much of my cock as I could into little quivering Tina, I was never more turned on both emotionally and sexually in my life. She felt the same thing. She loved to see me dominate some poor girl. We eye-fucked each other the rest of the night and it changed EVERYTHING. We had discovered a new connection that we would never let go of.
We created ground rules after that. At first, we had to be in the same room when we fucked other people. Then, we had to ask permission when the opportunity was there. We always had to have condoms, obviously, and the only thing we got was a minor case of herpes, which is somewhat of a victory to be honest. But after a while, the rules changed to “If you can’t tell me about it, you can’t do it.” We liked telling each other about our trysts, and liked re-enacting them with each other, so yes, there wasn’t much we couldn’t tell each other. We did this open marriage stuff pretty much until she died, for like 12 years or so.
Now, don’t think this works for everybody, people. This sexual part of ourselves was a base part of our relationship and courtship when we were younger. It makes all the sense in the world. Please don’t use this as an example of an open marriage being able to work, because everybody is different (End disclaimer).
But, it’s funny to recount this story because, chances are, I wouldn’t have stayed married if a MILF at a softball game hadn’t decided she wanted to suck my cock! Life is goofy sometimes. :-)
Source: reddit.com/r/gonewildstories/comments/57ww00/how_a_milf_at_a_softball_game_wanting_cock_saved
Sorry for your loss dude. Hope you pull through everything.
You know, im not really into that swinger shit, and stories that involve cheating on here kinda depress me, but i am really happy you got to turn it around with lara. It must have been the biggest fucking reality check when you guys learned you were both fooling around, but damn, it sounds like you two grew so much closer after, and because of it.
I think you might have destroyed the young couples marriage… but they would have eventually done it on their own anyway
So with that couple did the wife really open up taking your big cock? Or was she still shy but loving it?