Early experiences that paved the way...?

[Bryce 69]

Years ago Hannah and I joined a group of swingers , nervous and not sure what to do.
During our first play date looking at Hannah getting fucked on all fours looking at me while my cock was being sucked we looked at each other and we’re addicted
Suddenly it was ok and seemed natural for us

[steve_x]

I always knew something was going on with enjoying stories, etc., from girls I hung out with, but it wasn't until my high school sweetheart sucked off her ex while we were dating that I realized my reaction was what it was. I was angry with her and it ruined our relationship, but we also talked about doing it again and had sex talking about it.

I learned a lot in the years after.

As I've mentioned here before, I encouraged my SO to try it and she didn't believe me. We took a break a few years ago and she admitted to fucking a guy during that time, then realized I really was open to it.

[Southerncuckboy]

For me an early experience was at 15, there was a girl at church (Sherry) I had a huge crush on. We had known each other for years. So I asked her out, she turned me down said her dad didn't let her date (he was pretty strict). That was fine and we stayed friends. She was sweet and big in the church and we talked alot and she was my best friend pretty much.

Then one day I was with my golf team, hanging out after practice and Ryan (our captain ) was laughing and showed us some nudes he'd got from a fuck buddy of his, it didn't have her face but I just had a feeling in my stomach. When the other guys weren't around I asked some more questions, without trying to give away I wanted to know who it was.
He told me he met her a concert (one I knew Sherry went to), told me she was a freak and all the things they'd done. Then yeah showed me a pic with her face.

My heart was broken, but I was crazy horny.
Went home and jerked off. I never said anything to her, Ryan showed us more pics and it was always weird feeling her shared with others and learning about how sexual she was, when we both went to a big Purity Culture church.

I was full of guilt at time, still am sorta, but now I see how it connects to my cuck fantasies and play.

[rogerg]

I dated in high school but was still a virgin when I graduated. In college I dated a girl that was already sexually experienced and we fucked on our first date. She was the most confident and sexual person I have ever known. She was happy to be my girlfriend but made it clear from the beginning that she wanted multiple sex partners. I was quite confused by my feelings, being both embarrassed and turned on by her behavior. She eventually dropped out of school and we lost touch. I dated other girls but couldn’t get her out of my mind. When I met my wife she had that same self confidence and was very open about her sexuality. It still took me a couple years to realize what I really wanted but it has been great ever since.

[StockingHubby]

For me an early experience was at 15, there was a girl at church (Sherry) I had a huge crush on. We had known each other for years. So I asked her out, she turned me down said her dad didn't let her date (he was pretty strict). That was fine and we stayed friends. She was sweet and big in the church and we talked alot and she was my best friend pretty much.

Then one day I was with my golf team, hanging out after practice and Ryan (our captain ) was laughing and showed us some nudes he'd got from a fuck buddy of his, it didn't have her face but I just had a feeling in my stomach. When the other guys weren't around I asked some more questions, without trying to give away I wanted to know who it was.
He told me he met her a concert (one I knew Sherry went to), told me she was a freak and all the things they'd done. Then yeah showed me a pic with her face.

My heart was broken, but I was crazy horny.
Went home and jerked off. I never said anything to her, Ryan showed us more pics and it was always weird feeling her shared with others and learning about how sexual she was, when we both went to a big Purity Culture church.

I was full of guilt at time, still am sorta, but now I see how it connects to my cuck fantasies and play.

I think the key element to all this is it's so fascinating to imagine, and then at some point like your experience shows, actually get confirmation of a woman's true inner desires/needs/wants. She clearly was showing one face to the world (and you), and then having this secret side that is more true to what she actually desired. That's about as hot as it can get - the fact that you sort of were a voyeur into this aspect of her life, even if unwittingly, probably ratcheted up the excitement even more! Thanks for sharing - so damn hot!

[Southerncuckboy]

For me an early experience was at 15, there was a girl at church (Sherry) I had a huge crush on. We had known each other for years. So I asked her out, she turned me down said her dad didn't let her date (he was pretty strict). That was fine and we stayed friends. She was sweet and big in the church and we talked alot and she was my best friend pretty much.

Then one day I was with my golf team, hanging out after practice and Ryan (our captain ) was laughing and showed us some nudes he'd got from a fuck buddy of his, it didn't have her face but I just had a feeling in my stomach. When the other guys weren't around I asked some more questions, without trying to give away I wanted to know who it was.
He told me he met her a concert (one I knew Sherry went to), told me she was a freak and all the things they'd done. Then yeah showed me a pic with her face.

My heart was broken, but I was crazy horny.
Went home and jerked off. I never said anything to her, Ryan showed us more pics and it was always weird feeling her shared with others and learning about how sexual she was, when we both went to a big Purity Culture church.

I was full of guilt at time, still am sorta, but now I see how it connects to my cuck fantasies and play.

I think the key element to all this is it's so fascinating to imagine, and then at some point like your experience shows, actually get confirmation of a woman's true inner desires/needs/wants. She clearly was showing one face to the world (and you), and then having this secret side that is more true to what she actually desired. That's about as hot as it can get - the fact that you sort of were a voyeur into this aspect of her life, even if unwittingly, probably ratcheted up the excitement even more! Thanks for sharing - so damn hot!

I think that is what made me so excited and kind of sick about it, was that I was spying on her through a guy she didnt know I knew. That and how dismissive/degrading he talked about her. Looking back I don't know that I believe everything he said, but it was hot to imagine and shocking to hear someone talk about a girl like that (I was super sheltered and even now struggle to dirty talk with my wife).

[NewtonBlade]

My course was set by my HS senior year girlfriend, Conni, in the very early 80s. At one of our seemingly weekly early fall field parties featuring underage beer, a friend of mine and I were dispatched on a beer run to the next town over where my fake ID was readily accepted. Conni was chatting with a few of the girls, so I kissed her goodbye and said I'd be back in a half hour.

While I was gone she developed a chill and the need for a ladies room. One of my circle of friends, Kevin, lived nearby and offered to take her to his parent's place and grab her a sweatshirt. My friend and I arrived back from our mission, but there's no Conni in sight. My fellow partiers, maybe 6 girls and 10 guys, explained that she and Kevin had just left and why. Made sense to me so I stuck around and soaked up the adulation that comes with bringing four cases of beer to a bunch of 16 and 17 year olds.

About a half hour later and still no Conni, I talked a different friend into going with me over to Kevin's place to see if anything was wrong. Knocked on his door (he had a separate entrance right into his bedroom that we used often) and after some hesitation he said to come in. There we found he and Conni in bed together wearing sweatshirts but under blankets from the waist down. Seems stupid now, but for a while I completely bought their story that she was freezing and wanted to warm up before going back to the party. Eventually I noticed her boots and socks, jeans and pink panties peeking out from the foot of his bed.

My buddy later said he'd noticed her clothes before me, so he just kinda smirked when I looked at him. Kevin must've sensed what was happening because he got out of bed after pretty obviously reaching under the blankets to pull up his jeans, leaving my buddy, me, and Conni in his room. Seemed like forever but I pretty quickly worked up the nerve to ask her if she was naked under the blankets and if she'd just fucked Kevin. She just said "yeah " , and "yes, I'm so sorry ".

She started to work up some tears but I kissed the top of her head, said goodbye, and my buddy and I walked out. I took him back to the party and went home. Couldn't believe how hard I was when I tried falling asleep and wound up jerking off a half dozen times that night, wondering what was happening to me. There's more, but I've gone on long enough.

[sherulestherooster]

1. When we were engaged, this friend-of-a-friend flirted with my then fiancé right in front of me. Sure I “protested” but it made me feel funny, slightly humiliated but also turned on that another man saw her as attractive, he was flirting with her but she was going home with me. As an aside, she got along a lot better with men compared to women. And I didn’t feel jealousy.

2. When we were were going through the post college wedding circuit, she’d hug EVERY male friend. In front of their partners. It turned me on thinking that they were feeling her chest during the embrace. A big part of it for me is that it was in front of everyone. I am very much a voyeur.

3. Her celebrity crush was Brad Pitt. She told me once, if I had the chance to have sex with him, she would do it, and ask forgiveness later. Although that was a remote chance, I liked her attitude of giving in to her sexual desires and being unapologetic about it.

4. Porn preference - I had an early predilection for MFM or gangbang scenes. Never liked lesbian and most MFF involve lesbian stuff. I intuitively knew that there is no way I could satisfy two women, but two men enjoying and tag teaming is SO HOT.

[StockingHubby]

So glad I started this thread!

Love all this little stories!

[SheLikesWhenIWatch]

1. As a child of about 6 or 7 (I don’t remember, exactly), my folks threw me into the back seat of a 1972 VW Beetle for a many-hour road trip to El Paso, TX. Once we arrived, we got a hotel room, and I was given strict instructions to “stay in the room” at all times as they were going out for the evening. In hindsight, I realize that my parents were probably swinging in some way, and that I was a bit of an inconvenience. I say this because my mother had a small stack of Penthouse Variations and Penthouse Forums at her feet in the front of the VW. I had no idea what these “books” were, at the time, but they would come back into my life about six years later. She read voraciously the entire roadtrip…as if she was reading with purpose, not for leisure. Of course, I’m speculating about the swinging, but I have no idea why my dad would so suddenly come home from work one afternoon, hurriedly load me and Mom into a VW Beetle, and announce that we were driving some 12 to 16 hours to a city I had otherwise never heard of. Swinger’s club? I dunno. Arranged swinging with other couples? I dunno. And in my adult years, I remember my mom reading voraciously the ENTIRE time we were crammed into that tiny car, a small pile of “books” at her feet. And then there was the strict “stay in the room” speech while the two of them went out for the night without me. I fell asleep watching TV. We left for home the next morning.

2. I was a late-bloomer. I hit puberty as a 13-/14-year-old, discovering the joys of masturbation later than most of my friends. (They would talk about it as 12-/13-year-olds, I remember, and I was miffed about what they were talking about.) This was well before the advent of the internet. Puberty was a word-of-mouth thing. Shortly after hitting puberty, I discovered the short pile of “books” my mom was reading at the bottom of the back of her closet. I very vividly remember some of the covers from the roadtrip 6 years prior, but there were a lot of new and current issues in the closet pile. I knew I needed to tread softly so as not to alarm my mother to my discovery. I snuck two or three of the older editions away to my bedroom (ones from our two-night roadtrip) to examine more closely. I figured she wouldn’t miss the older editions as much. WOW! What a fantastic discovery for a 13-year-old boy who just learned that jerking on his young penis could make himself feel so fantastic, even if it was a little messy! The stories that my mom dog-eared were ones of swinging, swapping, threesomes, and wife-sharing. That’s when I started to figure out that my folks might be into some seriously freaky shit, probably swinging, at least. Still, I read EVERY word of EVERY edition I snuck away. I LOVED cumming to thoughts of group sex….being naked with other people, not just a girlfriend. I especially loved the idea of fucking two women simultaneously. (This was, after all, the ideal scenario for a young man in the 80s. It was in all the movies.) Two twats, preferably one just inches above the other available for my no-condom fucking desires.

3. A high school experience in which a friend fucked our mutual friend while lying next to me. She was delirious with his cock. When he finished, he grabbed my hand and shoved it at her newly filled pussy. I recoiled because I didn’t want to get his jizz on my hand, but I felt the top of her pussy, where he pubic hairs began. It felt so good to touch her there. I had dreamed about touching her. It was an incredibly erotic moment, and she leaned over and kissed me on my neck and, with her hand, pushed my fingers into her cum-filled cunt. I was grossed out. Men don’t touch other men, I thought. I wiped my fingers all over her blouse and bra. I had a hard time reconciling that I’d just had my friend’s jizz all over my hand and fingers. (I now realize how foolish I was as a teenager…all caught up in “conventional” paradigms about what was acceptable and what was not. I should have been less inhibited. I should have fingered her the way she wanted me to. I should have hopped on for sloppy seconds.)

3. Joined the military out of high school. I happened to be stationed in a place where I shared a room (essentially a college dormitory room) with a fellow whose family was local. He was hardly ever in the barracks. I happened to get back to my room late one evening, and my roommate was fucking his girl in our room. I walked in not knowing she was there, but it was obvious he was there, his shit strewn about the room. It was dark. I stripped to my underwear and climbed into bed thinking about the next day’s tasks. Then, I heard her. I heard them. I was blown away. This was very much against protocol, and we could both get into a lot of trouble for having her there. How he even managed to sneak her in without being seen was a complete mystery. She moaned slightly and I realized she was with him. His bed gave way to squeaking that indicated he was fucking her even though I was just a few feet away. Did he even care that I was right there…just a few feet away? He didn’t let my presence bother him and he clearly proceeded to arouse her. She moaned in delight. I worried that we were about to get caught. She was moaning just a little too loud. I couldn’t see much, but I could see him on top of her spread open legs, thrusting at him while he thrusted at her. It was a thrill to watch my buddy fucking his girl just a few feet away…that they weren’t bothered by my presence. She eventually left for the night. (He snuck her out.) The next morning, my roommate looked like the cat that swallowed the canary…..asked if I was bothered by their shenanigans. I admitted that I was worried about getting caught, but that the whole scene was super hot and that I was trying to hide that I was jerking off. He said there would have been no reason to hide it, and that they both would have been turned on to watch me jerking while he fucked her. That’s when I began to imagine how erotic a MFM scenario could actually be hotter than a FMF scenario. The thought of my roommate and his girlfriend watching me masturbate while he fucked her was a real turn on. I realized then that I actually wanted to be seen masturbating for them, especially since she would be giving her pussy to him while watching me jerk. I wanted her to see what I looked like jerking off. I wanted her to see how she affected me. And I was hoping to see him fuck her in the process. I wanted them to show me her pussy getting fucked while I jerked off for them. (It was less about the fucking, and more about showing her the power she had over me.) Sadly, it never came to pass.

4. About 4 or 5 years later, that same buddy visited me and my wife in Colorado with his new bride. I’ve written extensively about this visit in other posts. Long story short: There was no swapping, but we did fuck our wives side-by-side on the living room couch. We made plans to swap that next night, but it never happened. His bride’s father had a medical emergency, and they bugged out within hours. But this was an incredible inflection point for me. In those moments of fucking our women in tandem, I couldn’t help but wonder how glorious my wife would look moaning and cumming on my buddy’s raging cock. I would have given anything to see it. I eventually confided in my wife that I would have loved to watch her mount my friend’s cock in front of me and his wife. I would have gladly masturbated for her while he filled her pussy….while she came on his cock. She did not have the same sense of adventure that I did, but she was willing to entertain the idea as a fantasy.

5. Ten years of fantasy and pillow talk.

These are the moments that led me to where I am now.

My wife finally decided to take the plunge after ten years of fantasizing.

She is VERY happy she did.

So am I.

[shadowtantra]

Really enjoyed your post and sharing your story. Thanks!

[KevKevKev]

I have an interesting question: does it count if it's girl/girl stuff? If so I have a lot of stuff from that category. My ex, who I started dating when I was 20, spent the summer as a camp counselor. She confessed to me that she had a same sex experience with another counselor and she felt bad for cheating like that. I was happy with the whole thing and kept trying to get her to set up something else girl/girl with the hopes I could join in. Alas, we never did set anything up in that way, but we used to go to the strip club all the time and more than a few strippers would finger her, let her eat them out, or quickly eat her out. It was a lot of fun and I enjoyed it immensely.

I do have the guy version of how this kink got started, but I never really considered that the whole bisexual girlfriend thing could have started it since I associate this kink with guys and not girls.

[pompatous]

1. …In hindsight, I realize that my parents were probably swinging in some way…

2. …I discovered the short pile of “books” …

In the late 70’s early 80’s my uncle’s & aunt’s business started to really take off and they moved to a huge house in a fancy suburb. The house had all sorts of amenities,
but the basement rec room was the favorite spot for me and my cousins to hang out when I visited. There was a big TV with a state-of-the art (for the era) video game console. There was a pool table. There was a corner where the orange shag carpet ended with a small tiled dance floor complete with sound system and disco ball. There was a wet bar (liquor was kept locked).
Down the hall one of the basement rooms had been converted into a large Finnish sauna with benches that could accommodate about a dozen people. The door
to the room adjacent to the sauna was always locked.
One day, my cousin and were poking around and found the door open and discovered a room with mattresses on the floor wall-to-wall. To out pre-adolescent brains the purpose was obvious. We started jumping on the matresses and throwing each other around Wrestlemainia style. My aunt heard the ruckus, came downstairs and scolded us severely and banned us from the basement for the rest of the week.

Years later, when I was in college, my aunt and uncle divorced and my uncle ended up moving in with another man. It was never stated openly, but there were whispers that my uncle’s journey to coming out as gay had taken a roundabout route and he had “made” my aunt “do
things”.


2 - As many adolescents do, I discovered and “borrowed”
from my parents’ porn stash. Most of it was fairly vanilla Playboy and Penthouse- single female, “lesbian”,
and occasionally FMF content, although some of the letters were about on wifesharing. There were a couple of paperbacks in the collection that featured a lot of
MFM and group sex. Those stories always got me
extra worked up.

3 - In college I got a girlfriend. She was more sexually experienced than I was (not a high bar) and did nit conceal the fact that she had been enjoying a few FWB relationships. Her openess and freedom was part of what drew me to her. When we agreed to become serious,
she said, “I’ll tell Joe and Mike I won’t be seeing them any more”. My head spun and my stomach did flips and I heard myself saying almost unwillingly “Well…you don’t _HAVE_ to…”. I had never felt such powerful emotion and arousal. Unfortunately I was too reserved and lacked the self-confidence to explore that possibility any further (though in retrospect I think she would have been open to it).

[rogerbaulk]

In 2014, my wife went to our guest bedroom and made out with her ex-boyfriend from college. They didn't fuck, but her pillow talk went really strong. I would make up stories for her about fucking him. I told her to imagine him cumming all over her face and she said "Oh yeah!" She would masturbate and cum really hard fantasizing about him.

[Angela Plays]

I read all the experiences you guys have had and I compare it to my very conservative life as a teen and young adult. It often makes me wonder what life would have been like had I explored more during my youth.

[Restarting]

I read all the experiences you guys have had and I compare it to my very conservative life as a teen and young adult. It often makes me wonder what life would have been like had I explored more during my youth.

It makes me question the approach I used raising our children. We brought them up the same way we were raised. What if we had been less strict?

Thankfully, no signs of them being completely screwed up. yet. (they're actually great women/mothers, now in good marriages.)

[truesub]

I developed early and started noticing female attention from around 12. Nothing serious obviously, but some women (adult ones) were already looking at me with a certain look that I learned to recognize much later. At 14, I was seduced (literally) by our neighbour girl. She was a college student, 23 or 24, can't quite remember now, maybe 25. The event itself didn’t make much of an impression on me, and I don’t even remember bragging about it to any of my friends. But what happened a week later did impressed me: I saw this neighbour in a wedding dress getting into a wedding carriage, she was getting married to some lad. Later I found out that they had been dating for several years.

I grew up in a good conservative family, and the very idea that you can be in a serious relationship with someone and still have your eye on the boy next door was a shock to me. Of course since then, I haven't come to suspect all women of something like this, but my understanding of relationships has never been quite the same. I often mentally tried this scenario on my own relationships. This situation was probably the main source of my 'infection'.

[Long Lurker 34]

I developed early and started noticing female attention from around 12. Nothing serious obviously, but some women (adult ones) were already looking at me with a certain look that I learned to recognize much later. At 14, I was seduced (literally) by our neighbour girl. She was a college student, 23 or 24, can't quite remember now, maybe 25. The event itself didn’t make much of an impression on me, and I don’t even remember bragging about it to any of my friends. But what happened a week later did impressed me: I saw this neighbour in a wedding dress getting into a wedding carriage, she was getting married to some lad. Later I found out that they had been dating for several years.

I grew up in a good conservative family, and the very idea that you can be in a serious relationship with someone and still have your eye on the boy next door was a shock to me. Of course since then, I haven't come to suspect all women of something like this, but my understanding of relationships has never been quite the same. I often mentally tried this scenario on my own relationships. This situation was probably the main source of my 'infection'.

TS
- On her way to becoming Mrs. Robinson.

[truesub]

- On her way to becoming Mrs. Robinson.

You comment actually got me thinking, and no, in retrospect, I believe she just wanted to experience this final spark of freedom before tying the knot. Not sure if this is a rational justification for her actions, however.

[Dream Weaver]

I can date my penchant for enjoying all things hotwife/cuckold/cheating to the first week in June 1969. My first girlfriend and I were on the cusp of having sex for the first time. I was some ten months shy of the UK age of consent, she was four months my junior. She started crying. I thought it was because she was changing her mind, far from it, she was ashamed she wasn't a virgin for me, it still mattered to some people in the sixties.

I put my dick away and she pulled her panties back up. We sat and talked. She told me that two guys had been inside her the year before. Both happened to be lads driving icecream vans. I asked for details which she reluctantly gave. It was enough to make me cum in my pants. It was a day or two before we tried again and when we did I slid into her, started losing my load, pulled out and coated her ginger pubes with my goo.

Our next attempt was far more successful, though had to pull out for fear of impregnating her. While we rested I asked her again for details of what she did with the other guys. I remember one was call David. I got hard again of course and pretty soon I was back inside her pussy.

Stories, fiction of course, became part of lovemaking. Of course I wanted her to fuck other guys after a year or so of stories but that is for another time...

I know a guy who bought a house in the 60's in what is now a very desirable area of California. His job? Drove an Ice Cream van. Your girlfriend? Fucked two Ice Cream men.

Nowadays Ice Cream Van guys couldn't get a dog to lick their cock even if they put the ice cream all over it, and they have to rent the van because they can't afford the truck. How times change.

[Long Lurker 34]

I can date my penchant for enjoying all things hotwife/cuckold/cheating to the first week in June 1969. My first girlfriend and I were on the cusp of having sex for the first time. I was some ten months shy of the UK age of consent, she was four months my junior. She started crying. I thought it was because she was changing her mind, far from it, she was ashamed she wasn't a virgin for me, it still mattered to some people in the sixties.

I put my dick away and she pulled her panties back up. We sat and talked. She told me that two guys had been inside her the year before. Both happened to be lads driving icecream vans. I asked for details which she reluctantly gave. It was enough to make me cum in my pants. It was a day or two before we tried again and when we did I slid into her, started losing my load, pulled out and coated her ginger pubes with my goo.

Our next attempt was far more successful, though had to pull out for fear of impregnating her. While we rested I asked her again for details of what she did with the other guys. I remember one was call David. I got hard again of course and pretty soon I was back inside her pussy.

Stories, fiction of course, became part of lovemaking. Of course I wanted her to fuck other guys after a year or so of stories but that is for another time...

I know a guy who bought a house in the 60's in what is now a very desirable area of California. His job? Drove an Ice Cream van. Your girlfriend? Fucked two Ice Cream men.

Nowadays Ice Cream Van guys couldn't get a dog to lick their cock even if they put the ice cream all over it, and they have to rent the van because they can't afford the truck. How times change.

DW
- Not to mention a high probability of getting labelled as a 'perv'.

[DaddyMikeD]

As a very young boy my mother was a serial cheater. I remember once at a New Years party. Seeing my mom and a man leave the party and go into the garage, My friend who was 2 years older than me Saw this and snuck outside and watched them through the window. Mom and the Stranger were making out then She was sucking his dick Then he bent mom over the cars hood and fuck her. My friend was commenting how my mom was a slut, and was a hot fuck.

As a teen I was Dating a girl who was a year younger, I was on vacation and found out from her that she had gone to a party, got drunk and high, and she said 5 of my friends lined up and fucked her, by the time I came home she still had Hickie's on her. She asked for forgiveness. I told her I understood and loved her.

Another of my High school sweethearts, I watched her at a party being groped and making out with an older man, I was so jealous, they did it right in front of me. She sat on his lap and faced him as she was grinding on his cock as he sucked on her little tits, felt her ass and made out with her.