1590 - Mark Slept with His Former High School Teacher, Her Friend, His Friends’ Moms & More?!
Strictly Anonymous ConfessionsShow Notes
Mark slept with his former high school teacher, her friend, his friends’ moms and more and he called in to talk all about it. Tune in to hear all the details including the crush he had on his teacher during his senior year, what he accidentally walked in on that made his crush even stronger, how they wound up bumping into each other after he graduated, how he asked her out for a drink and how she reacted, the first time they hooked up and exactly what went down, how and where they continued hooking up for years while keeping their fling a secret, the feelings he developed for her and why he never acted on them, how he started sleeping with one of her friends, how the three of them wound up having a threesome and exactly what went down, how he got passed around to tons of other MILFs including married women he slept with while their husbands watched, how he hooked up with two of his friends’ moms and what went down, how and why his fling with his former teacher eventually ended, who he is married to now and why nobody in his life knows about his wild MILF filled past plus a whole lot more.
GET A COPY OF THE STRICTLY ANONYMOUS BOOK! Strictly Anonymous Confessions: Secret Sex Lives of Total Strangers. A bunch of short, super sexy, TRUE stories. GET YOUR COPY HERE: https://amzn.to/4i7hBCd
To see HOT pics of VANESSA plus my other female guests + hear anonymous confessions + get all the episodes early and AD FREE, join my Patreon! It's only $7 a month and you can cancel at any time. You can sign up here: https://www.patreon.com/StrictlyAnonymousPodcast and when you join, I'll throw in a complimentary link to my private Discord!
To join SDC and get a FREE Trial! click here: https://www.sdc.com/?ref=37712 or go to SDC.com and use my code 37712
Want to be on the show? Email me at [email protected] or go to http://www.strictlyanonymouspodcast.com and click on "Be on the Show." Want to confess while remaining anonymous? Call the CONFESSIONS hotline at 347-420-3579. All voices are changed.
Sponsors:
https://beduc.at/pd2634-anonymous Click here to take the quiz and get your personalized SUMMER roadmap to sexual happiness
https://TakeLean.com - 20% off + FREE rush shipping on Lean weighloss
https://VB.HEALTH- To get 10% off DRIVE BOOST by VB Health, use code: STRICTLY
https://inda.shop/STRICTLY If you’re 21 or older, get 30% OFF your first order @IndaCloud with code STRICTLY #indacloud
https://bluechew.com — Buy 2 months of Bluechew GOLD and get the third month FREE! Use code: STRICTLYANON
Follow me!
Instagram https://www.instagram.com/strictanonymous/
X
More from Strictly Anonymous Confessions
Bambi is a swinger who had a threesome with her husband and the guy she is cheating on him with and she called in to talk all about it. Tune in to hear all the details including when she started having threesomes with both men and women early on and what went down, when she met her husband and what prompted them to open up their marriage, their first full swap and what went down, their first few threesomes with men and women and what went down during them, how and why they preferred going to swinger parties over swinger clubs, how and when she met the guy she’s cheating on her husband with, how the affair started and what went down the first time they hooked up, how she felt about cheating on her husband afterwards, how and why they continued to meet up and where they’d secretly have sex, how cheating on her husband effected their intimate life, the sex with her husband vs. the sex she has with her side guy, how and why she eventually set up a threesome with her husband and her side guy and exactly what went down, how her side guy felt afterwards, why she didn’t continue to allow her husband to hook up with them after that first time, the times she has felt guilty about what she’s doing and what she does about it, how she found out her side guy had lied when she first met him and how and how he might be cheating too, how and why she’s ready to stop cheating but can’t plus a whole lot more. REPEAT EPISODE, originally aired 3/2025
Samantha left her unhappy, sexless marriage and started hooking up with guys, having threesomes and selling her used panties online, and she called in to talk all about it. Tune in to hear all the details including how and why she was so unhappy in her marriage and how she proposed a temporary separation, how she went on Tinder and started hooking up with guys, the first guy she met and exactly what went down between them, the threesome she had with him and another guy and what went down, how and why she hated her job and wound up on leave after getting injured at work, how and why she decided to start selling her used panties online, the kinds of requests she got from guys, the first pair she sold and exactly what went down with the guy who bought them including the naughty show she gave him, how she felt afterward and why she took his lack of contact personally, the 20-year-old guy who wanted to buy her panties and the bizarre exchange that took place between them, why she believes she's on the precipice of something great and why in Kathy’s 0pinion, that might not be the case, how she wants to get into ASMR and other adult content moving forward, why threesomes might not be the best idea for her right now, what else she has planned for her future, plus a whole lot more.
Matt and his wife are into swinging, hotwifing, couple swaps, solo play and a whole lot more, and he called in to talk all about it. Tune in to hear all the details including how and when he started asking his wife about her past sexual experiences with other guys, how he initially felt jealous and how that jealousy eventually turned into a huge turn-on, how they wound up at their first swinger club and exactly what went down, what happened the second time they went and the couple they swapped with, how and why they didn't really have any rules or boundaries going in, the couple they met online and what the wife did that completely turned them off, the couple they hooked up with where Matt wound up just watching his wife with the other guy and how that led to him realizing he was into hotwifing, the next guy his wife hooked up with and exactly what went down during their threesome, the swinger party they attended and the woman Matt hooked up with and did DVP with, how watching him inspired his wife to try DVP too and exactly what went down, how his wife discovered she had a cum fetish and why Matt loves being the cleanup guy, the time he got a blowjob from another guy and how he felt about it, how his wife decided to hook up solo with an ex from her past and why that turned out to be one of the hottest experiences Matt ever had, plus a whole lot more.
Skyler and her husband opened up their marriage but things went very wrong, and she called in to talk all about it. Tune in to hear all the details including how and when her husband told her he wanted to see her with another guy and how that led to them visiting a sex dungeon, the guy she met online and why she started a "relationship" with him, the first couple they swapped with and exactly what went down, how and why she started meeting up with another guy solo and what went down, the unicorn she passed along to her husband and why she didn't participate, why her husband joined Ashley Madison and how he started getting close to another woman, how and why she wound up hooking up with a guy she met on Ashley Madison, how she found out her husband was in love with the other woman and how the woman reacted when confronted, how they managed to get past it and continued playing with others, the new rules they put in place, the next couple swap they had and what went down, the couple swap with a cop and what happened, the next couple they hooked up with in separate rooms and why it bothered her, the cuckold couple they met and how they cucked the husband, the sex dungeon they built in their house, how and why she's now a 32G, plus a whole lot more. Her Fetlife: DickandMoans
Billy Procida from The Manwhore Podcast is back for a fun Sunday Q&A answering Kathy's questions about sex, hookups, porn stars and more! Tune in to hear all the details including what he thinks about deep throating and ball touching, his blow job tips, how big his dick is, how he can tell when a woman is faking an orgasm, his recent glory hole experience as well as his past experiences, why and when he's faked orgasms himself, how he gets women to squirt, what he considers a swinger haircut, the people he hooked up with at a recent naked comedy show including the couple who are considering having him fuck the wife, a game of fuck, marry, kill featuring female podcasters, sex experts and porn stars including Nina Hartley and his make out session with her, Susan Bratton, Molly Roden Winter, Caitlin V, Venus Cuckoldress and more, the BJ gangbang he participated in with porn star Siri Doll and exactly what went down, plus a whole lot more. You can find his comedy shows at NakedComedy.show