How I Didn't Meet Your Mother

Ep37 - Sleeping Habits, Snoring, & Morning Sex ft: Sarah

There will come a day in all our lives, (or at least most), where we find ourselves sleeping next to someone regularly. This romantic ballard of two souls intertwined by each others unconscious routines isn't always as fun as it seems. Twitching, snoring, sleep walking, and rising internal body temperature can all have a heralding effect on those sleeping next to us. This week we are joined by Sarah to discuss these sleeping habits and rituals. Included in this episode are stories such as: a...

Ep36 - Same Sex Marriages, Jealousy and Scissoring ft: GC & K

This week we were PROUD to be joined by GC & K, a same sex couple who are happily married and thriving. Dating revolves around trust, and that's something that can be hard to earn when some of your closest friends are considered by others, as a threat. The two love birds discuss their personal experience with jealous partners, while also revealing why their relationship continues to be so successful. Adrian gets introduced to the U-Haul concept, it's a "lesbian thing", and Kelli asks for Mr ...

Ep35 - Kelli Taught My FWB How to Suck D*ck

Time for a good old Origin Story. This week your hosts reminisce over the circumstances in which they first met, which if you didn't guess, involve Adrian sleeping with Kelli's roommate. Then the two talk FWB - Friends With Benefits, (if you didn't know, goddamn...). Kelli tells us all about OG Texas and her affection for younger men, with a potential rekindling in the making. Adrian is no longer watching porn, while enduring the longest active dry spell of his sexual career. Plus, a convers...

Ep34 - Don't Call it a Comeback

The last time you heard from our hosts, the year was 2021, Adrian was reluctantly single, and Luke was in a successful relationship. Well... a lot has changed since then and as they say - shit happens. Welcome back to another episode of the How I Didn't Meet Your Mother podcast! Consider this the beginning of a new era, and with it, some changes to the podcast. Tune in to find out who will stay, and who will go. Plus, a life update from our hosts including trips to Montana and Texas, as well ...

The Art of Feminine Seduction ft: Alana Mckenzie

Why is dating harder for women, and what steps can be made to make it fun again? Intimacy and dating coach Alana Mckenzie joins the podcast to discuss all things femininity. Things kick off with a surprising dive into Bumble, (the app we all thought was trash). Alana talks about her strategies while using the app, how to make your profile more appealing, and what a conversation should include in order for you to stand out from the crowd. Then the conversation switches gears as Alana breaks d...

Dating Update and Cunnilingus ft: Delisha

We welcome back Luke to the podcast this week as the boys are joined by recurring guest Delisha to get a dating life update. How is the current dating scene? Who are you fucking? They ask the important questions as Delisha shares her current situation and social media dm slides. Then the three dive face first into the topic of cunnilingus. What are some of the more commonly used techniques? How can you maximize her pleasure using both your tongue and fingers? Plus, some stories including a f...

Eric‘s Birthday Special

This week's episode is a special one as we celebrate recurring guest Eric's birthday by talking all things birthday sex, as well as all the other fun loving holidays. Eric quickly recaps his latest birthday extravaganza, before explaining why his past experiences have led to a low percentage of sexual satisfaction during his special day of the year. The boys then continue with the theme of holiday magic by sharing some stories to do with: New Years, Valentine's Day, and Christmas. Finally, i...

‘Men‘-tal Masculinity ft: Colton Menzel

We were absolutely thrilled to be joined by Colton Manzel this week, host of the Macho Mecca Podcast, to discuss all things mental health and masculinity. Colton is an advocate for improving the lives of men through education and knowledge. The boys discussed what happens physiologically and psychologically after a break up or moment of trauma (19:00). Colton also gives his introduction into the "Red Pill" concept and how you can better exercise mental fortitude when dealing with relationshi...

The Hall Pass ft: Gregory Capra

Our hosts return in fine form from yet another hiatus. The boys share a quick life update to open the episode, before being joined by their guest (11:30) to discuss the subject of - The Hall Pass. Gregory from The Weather's Crazy Podcast shares his ideology behind this practice which garnered enough attention to have a movie made about it (starring Paul Rudd and it's actually pretty good). Following some further discussion into whether or not The Hall Pass is a viable option in any relations...

Meatloaf ft: Tyler Foley

The boys welcome in Canadian Thanksgiving by bringing on local and fellow Calgarian Tyler Foley (5:40) to talk all things SEX. Tyler details such accounts as: losing his virginity, attending the School of Arts, living with eight women, moving to Vancouver, and filming a porno. Not to mention conversations about foreskin, man-scaping, making calls while on the toilet, and performing public "acts of service". Plus, a CHALLENGE for our listeners as Tyler searches for the missing VHS. The surfac...

Peace, Love & Great Sex ft: Abigail Thomas

A follow up episode to Rubs, Tugs, and Escorts as the boys are joined by Abigail - the host of the Manic Pixie Weirdo podcast and former sex worker. She details her introduction into stripping and transition into escorting while listing off some of the WEIRDEST requests she has had along the way. She also dives into her boundaries, her recommendations for anyone looking to get into the sex industry or anyone wanting to hire an escort, as well as a few complimentary stories along the way.  S...

Calgary Stampede #pedestories

As summer winds down, what better way to reminisce over past adventures than highlighting some of the best stories from our hosts' time at the Calgary Stampede. A yearly tradition, of drunken debauchery enveloping the entire city. Included in these stories are a mobile blowjob, the remaking of The Grudge, a dirt nap in a hotel lobby, and a further explanation as to why one of the hosts' is easy pickings at the end of the night! 

Campfire Stories ft: Ronda & Breezy G

WE ARE BACK. After a long hiatus and some much needed time in the sun, the boys have returned with an all new episode featuring plenty of great tales! Campfire stories, exactly as they seem, are all about telling whore-ror stories of sex past. Tales such as: Accidental Anal, Death by Strap On, Warming Gel gone wrong, The Quiet Fucker, and My Dog Pissed the Bed headline a STACKED return to the podcast world. Also featuring two hitch hikers and recorded completely in-person, creating the fires...

Sex Toys w/Kelli

The boys return after a week long hiatus to discuss all things sex toys with recurring guest Kelli. They start off with a story from each about a time they found themselves involved with various accessories. Then, Luke and Kelli take part in another game of Fucked or Fiction - Sex Toy addition. Finally, the three take a deeper dive into some of the specific and more popular toys, before sharing a few more stories.  Support Kelli and shop Zyia Active @ https://www.mycanadazyia.com/C2620/shop...

Sex Positions ft: Eric & Niki

Quick question - is the Vale-dick-torian a real sex postion? How about, the Tom Cruise? You'll have to tune in to this week's fun filled episode as the boys were joined by Eric and Niki to discuss all things sex positions. Niki explains which positions feel the best for her, while the boys describe their favourite discoveries whilst playing Twister - without the actual game. One host flexes in the mirror while fucking, as the other finds himself in upwards battle for sexual domination.There ...

What's Your Number? ft: El Stache

It was inevitable. At some point, someone was bound to ask the question - what's your number? This week the boys bring on special guest El Stache to discuss their kill count and what they feel comfortable sharing with a partner. When it comes to a higher number, does it become a matter of quantity over quality? El Stache shares his greatest hookup story, as well as his worst. He's been around long enough to even share his perspective into the evolution of the bush. Tales of Vegas bring back ...

The Sexual Deviant ft: Demitri

We've given you the lesbian perspective, now it's time for another perspective. The boys are joined this week by Demitri, to discuss his #hookuphorrorstories. From popping his cherry (literally), to being robbed not once, but twice, from a Gogo dancer. Get an inside look at how dating differs, or remains the same in the gay community. Plus a grade 6 science class volcano project worthy eruption... of poop. Catch it all on this week's episode of How I Didn't Meet Your Mother! Intro song - Hi...

Rubs, Tugs, and Escorts ft: Heidi

Ever wonder how someone gets their start into the sex industry? This week the boys are joined by Heidi - host of the Retired from Sex podcast - as she discusses her experience in the industry. Starting from rub & tugs, and eventually leading into escorting. We find out that men are cheap, unhygienic, and in need of a good punishing. What's the biggest dick she has seen? Plus, a man's request to have his penis stomped on... repeatedly. All that and more on the latest episode of How I Didn't M...

How I Lost My Virginity

Losing your virginity - a tale as old as time. At some point, every one of us will lose their virginity, unless you're a nun, or a monk, or just really bad at dating. On this week's episode, the boys detail the time that they lost their virginity. Who had the better experience? I guess that's for you to decide.  Support Kelli and shop Zyia Active @ https://www.mycanadazyia.com/C2620/shop/CATALOG.aspx Want to be a guest? Have a story to tell? Email us @ [email protected] 

Dating What The F*ck ft: Lori Hardacker

This week the boys are joined by author and dating aficionado Lori Hardacker to discuss her new book - Dating What The F*ck? Lori discusses the flaws of modern day online dating, while revealing her favourite dating platform. Shitty date stories are shared, including the time that she became a "poop-chauffeur". Plus they dive into her top 3 dating tips, before asking the question - why do people suck at dating. Make sure to listen to the end, as one final story is shared from a time one of o...

Crossing the Orgasm-Chasm ft: Susan Bratton

The orgasm. The pinnacle of sex we all pursue when reverting back to our animal instincts. Susan Bratton is an established author, tv presence and intimacy wellness expert. She joins the boys this week to talk all things ORGASM. First off, the trio dive into the differences between Tantric Sex and Kama Sutra (9:24). Susan then breaks down the penetration orgasm before giving Adrian a full, (and much needed), anatomy lesson (14:40). Communication in the bedroom arises as a pivotal issue once ...

The $1300 Mistake + Two Pump Chump

No interview, no problem. This week the boys take a chance to ask each other some questions, none of which are rated PG. Plus, a deeper look into the most costly night of Adrian's life. What happened? Give you a hint: it involves GHB, a blacked out rampage, and one apartment door. Later, one host gets a blowjob, while the other gets crowned Two Pump Chump.  Catch it all this week on How I Didn't Meet Your Mother! Support Kelli and shop Zyia Active @ https://www.mycanadazyia.com/C2620/shop/C...

The Lifestyle ft: Ace Ventura the Pussy Detective

Our most educational and informative episode yet. Ace Ventura joins the boys this week to discuss "The Lifestyle" and all it has to offer. Ace begins to answer all our questions around swinging, and the ethical non-monogamous relationship (4:35). He also sheds light on the events which take place within The Lifestyle community (24:20). Luke shares a quick story about Adrian's annoying ex (37:20), and Ace explains why he prefers anal over oral (39:00). A couple's relationship falls apart due ...

Bachelor Party and Wedding w/Bird Pt 2 - ft: Kenny

We are welcomed back to the How I Didn't Meet Your Mother podcast as the boys are joined by recurring guest Kenny to detail the events which took place during his bachelor party and wedding. Prepare yourself for another locker room style conversation as the boys get OFF the rails, while also featuring a sing along with one of the hosts. Strippers, hand jobs, blacked out wedding speeches, Taylor Swift remixes, near fights and early morning blow jobs are just some of the topics covered in this...

Small Dicks, Oral Sex and Sex Parties ft: Kelli

Welcome back to another week of shenanigans with your hosts Adrian and Luke. This week the boys were joined by Kelli as they covered a wide range of topics. It turns out that yes, small dicks do exist. Girls, get your men wet and sloppy down there. Boys, stimulate that clit and stick a finger in. Uncut hygiene is a thing, and should NOT be ignored. Plus, can we get Adrian into a sex party? Tune in for all the juicy details! Want to be a guest? Have a great story to tell but too shy to come ...

The Dryden Week

BIG ANNOUNCEMENT today on the podcast. Meanwhile, Luke and Adrian catch up before reminiscing over the now called "Dryden Week". Including: a bachelor party, dick pic story (23:20), and fooling around with the Maid of Honour (33:11). Once again this episode is a little all over the place, so fasten up your seatbelt and enjoy the ride! Intro song - Lit by Elijah Make sure to check out our friends over @ My Friend's Erotic Stories If you would like to be a GUEST on the show, email us @ hid...

Episode 12 - Les-Be-Honest ft: Delisha

On this week's episode of How I Didn't Meet Your Mother we were joined by the creator and host of the Nawty by Nature podcast - Delisha. Make sure to go check it out and give her a follow! Delisha is currently involved in a relationship with another woman, which gave us a chance to ask some burning questions. Is the "who wears the pants?" question actually valid? Do they like to use toys/accessories or stick to all natural play. Would Delisha ever consider using a two-sided dildo? Plus, topi...

Episode 11 -Muskoka Daze ft Marshall

Welcome back to another episode of How I Didn't Meet Your Mother! This week Adrian and Luke are joined by Marshall, who shares some of his party stories from back in the Muskoka days. As well, he shares the time he lost his virginity, at the same time as his friend, in the same room, while sharing a high five mid-coitus. Hear all the details and more in this week's episode!

Episode 10 - Ronnie

On this week's episode the boys are joined by Ronnie, a former coworker and friend of our host Adrian. He details his WILD experience along the bow river pathway, and explains why he ate the ass of a random stranger. Who were they? The boys debate as Ronnie reveals that he was unable to find a vagina. The mystery unfolds here on How I Didn't Meet Your Mother.

Episode 9 - Connor Holden

This week on How I Didn't Meet Your Mother the boys are joined by actor/model Connor Holden. The Rhode Island native details his experiences dealing with: first kiss/first girlfriend, losing his virginity, and his adventures with one suction cup dildo. And yes, a dildo really can fix the dent in your car.

Quick Update

Episode 8 - Stories from the Vault ft Joe & Kenny

This week's episode includes a little bit of everything as Adrian is rejoined by former guest Joe as well as first time guest Kenny. More stories are told from the infamous Sauble Beach Weekend. The legend of "Bird" is born at the annual Christmas Party. Plus, the boys delve into their recollection of a sloppy buck and doe.  Music intro: xJWill - Freedie's House

Episode 7 - The Fuck Buddy ft: BigT

So you want to get down with it, but you don't want to date. You want the physical benefits of a relationship, without the relationship. But can it work? This week our host Adrian dives into his personal experience while bringing on the show's very first female guest, and former fuck buddy. Oh yeah, it's about to get REAL interesting.   

Episode 6 - Porn Ft: Eric

BIG NEWS this week on the podcast. Re-occurring guest Luke returns to act as interim co-host, as he and Adrian are joined by Eric to discuss all things pornography. What's your favourite website? The boys talk about their preferred categories, while taking a trip down memory lane. Plus a dive into close call experiences, making of a porno, and meeting a porn star. 

Episode 5 - Sauble Beach Weekend

This week Adrian is joined by a special guest to discuss the debauchery and tomfoolery which occurred during the summer weekends of the Sauble Beach camping trips. Eskimo bros are born, virginities are taken, and someone manages to fall asleep in a porta-potty. It all happens this week, on How I Didn't Meet Your Mother! 

Episode 4 - Anal

Butt play is risky business, especially when there is no preparation. This week, the boys "dive in" to all things anal. Is achieving the brown belt worth it, or should you stick to vaginal sex? One host is courted by a woman on her period, while the other, well... this girl just simply likes it. It appears these two fellas don't know when to quit in this week's episode of How I Didn't Meet Your Mother.

Episode 3 - The Threesome

The threesome. An opportunity few manage to stumble upon, let alone achieve. This week the guys are joined by their very first guest, who comes on to tell his story of a modern day menage a trois. Meanwhile, Dan strikes a deal with two girls on the roster, but can he pull through in the end? Plus, the Conductor of the Pussy Orchestra is born. It all happens this week, on How I Didn't Meet Your Mother.

Episode 2 - Whiskey Dick

Join us this week as we talk about the elephant in the room... whiskey dick. Is it a matter of consuming too much alcohol, or a certain type? A classic college tale is shared, Dan describes his run in with Chewbacca, and the Limpfish makes its first appearance. 

Episode 1 - Catfishing

How I Didn't Meet Your Mother debuts as Adrian and Dan talk catfishing. Why do people do it? Including a trip to Bristol City, and a thank you text. Do we have a possible reverse-catfish scenario? Tune in to find out!

Episode 3 - The Threesome Ft: Special Guest

The threesome. An opportunity few manage to stumble upon, let alone achieve. This week the guys are joined by their very first guest, who comes on to tell his story of a modern day menage a trois. Meanwhile, Dan strikes a deal with two girls on the roster, but can he pull through in the end? Plus, the Conductor of the Pussy Orchestra is born. It all happens this week, on How I Didn't Meet Your Mother.