Dirty Little Secret

I was a dirty little secret with a younger woman while I was in my early 30's. She was the oldest daughter of a religious family and still living in the family home. We met at work and started discreetly dating. Our relationship soon became sexual and secretive. 🔥

We would meet after work at my apartment several times each week to pursue our romance and satisfy our sexual needs. ♥️

This continued for about two months until we fell asleep together one evening and didn't wake up until daybreak the next morning. She rushed home and was confronted by her worried and angry parents. She confessed the dirty little secret to them which resulted in the end of our relationship. 💔
 
many times. When I was younger, I could not help myself. "Thou shall not covet thy neighbor's wife, unless she is irresistible." Hugh Hefner Somehow, several horny wives picked me over the years and it was ON. I had no consciousness about it back then. I am still friends with many of those couples and the husband still does not know. One does, he figured it out and it cucked him. I still have a relationship with his wife. We are all friends, but we do not talk about me fucking his wife.
 
I never hooked up with her, but I had a friend in college wait until she was married and living in another state tell me that she was fantasizing about me. My big hands and feet led to her making assumptions elsewhere.
 
I was one final fling for a few months for someone before she got married. Fantastic cocksucker, no wonder he married her. Wonder if he ever tasted my deposits? That said, we only went raw while he was working away so I doubt it but knowing you might be getting someone else's fiancee pregnant is both a turn on and a bit dangerous at the same time.

Cute enough and an absolute pervert. Comes across all demure at work until she takes you into one of the training rooms, tells you there are no cameras in there and starts to kiss you.
 
One of my subs was a divorced mother of two, and a very prim and proper conservative woman. Our dalliance and the fact that she was being used and dominated by an Indian guy (considered second class in that part of the world) was her dirty little secret.

I knew race and the difference in our social class added to the the forbidden thrill of what she experienced with me, and it added an extra little spice to our little affair.
 
When I was 18 I was a front desk attendant at a tennis club the summer before I went to college. I hooked up with a 35yo MILF who was in a bad marriage but didn’t have any options at that point. We fucked all summer til I left for school. Never saw her again.
 
Only one that I know of. She told me years later she would fantasize about me in the shower.
 
I've been in the "dirty little secret" situation a couple of times. Hooked up with a friend's ex once and was lucky it didn't become general knowledge. Also hooked up with a good friend of a serious ex a few times, the sex was great since tension had built up for a couple of years but it would have been a disaster if anyone had found out.
 
My current lady friend (Diane) recently confessed a secret fantasy of hers. We had gone to a Caribbean island resort for a week of sun and relaxation last month. We spent time everyday by the large resort pool taking in the warm sun. Typically, there were usually other couples of various ages and some families that also enjoyed the pool area as well. We noticed one single gentleman who would take in some sun on a daily basis and was always alone. He was about 5’8” with a stocky build, tan skin and a round belly. He had a clean shaven bald head and wore a short trimmed goatee. Everyday he would show up wearing a pair of dark sunglasses, flip flops and a black euro style swimsuit. He’d just lay silent on a chase lounge taking in the warm Caribbean sun rays while keeping to himself.

The first time he showed up poolside Diane remarked that you don’t see that kind of bathing suit every day. I reminded her where we were and that he was most likely European where that style of bathing suit is pretty common. I didn’t give it much more thought after that. I learned later on that Diane had given it a lot more thought that I did.

It was the last day of our vacation before we were scheduled to fly back home. We were in our beachfront hotel room getting ready for dinner. Warm tropical breezes were coming in through the open balcony slider. I was laying on the king sized bed trying to confirm flight information on my phone for the next day when Diane came out of the shower. She was wearing a white cotton hotel bath robe and sat on the end of the bed. She began to towel dry her shoulder length blonde hair when she casually asked…

Diane: Who do you think he is?

Still focused on finding flight information on my phone I dismiss-idly responded…

Me: Who?

Diane: You know… the guy at the pool.

Again, more focused on confirming our flight info I responded…

Me: Honey, there were a lot of guys at the pool. I don’t know who you mean.

Diane stopped drying her hair, turned towards me and stated…

Diane: You know the mystery guy with the sexy black speedo.

Now she had my full and undivided attention.

Me: I don’t know. Probably just some guy who’s here on vacation. He’s probably here with his wife who probably doesn’t like sitting out in the sun. Which would explain why he’s always alone. Why?

Diane: I don’t know. Just wondering that’s all.

Me: So wait, you think he’s mysterious and his speedo is sexy?

Diane: Mmmm, yeah kind of.

Me: Yeah, kind of or yeah he’s sexy in a mysterious kind of way?

Diane: No, I mean he’s kind of sexy and kind of mysterious too.

Me: Really? Tell me more. What makes him so sexy and so mysterious?

Diane: It’s really nothing just forget it.

Me: Oh, no,no,no. You brought it up so let’s hear it. What’s so sexy and mysterious about this guy?

Diane: Honestly?

Me: Yeah, honestly. Tell what’s going through your pretty little head.

Diane continues to slowly towel dry her hair while starting to divulge a secret little fantasy she had been harboring for the past week.

Diane: Well, I’ve been checking him out a little bit for the past few days. I mean he just lays out there for everyone to see the big bulge in his tight speedo. I mean come on, its obvious that he has a big dick and he’s knows he does.

Me: Well ok, go on…

Diane: I mean come on all the women at the pool were checking him out too. It wasn’t just me.

Me: Ok, but I’m a little bit confused. He’s an older guy. I mean he’s bald, with a big gut and he’s doesn’t even speak to anyone. That’s sexy?

Diane: No, the not speaking part isn’t sexy, it’s mysterious. The big dick in the speedo that’s what’s sexy. It’s just the whole thing of him just laying out there in the warm sun practically naked surrounded by other women who are checking him out. And they’re obviously checking him out right in front of their husbands and boyfriends. And I know they’re all thinking about the same thing. His big dick. And the guy knows it too. He knows all the women are checking him out and wondering. That’s not only sexy… it’s fucking hot.

Me: Really. Fucking hot, huh? Like fucking him hot?

Diane: No. No fucking. He doesn’t get to fuck me.

Tossing my phone aside I move up behind her as she sat at the foot of the bed. Placing my hands on her shoulders I leaned forward and whispered into her ear.

Me: So, if he can’t fuck you what can he do?

Diane: Only what I let him. And only what I tell him I want him to do.

Me: And what exactly do you want him to do?

Diane shyly looks down towards the floor and quietly says…

Diane: I want him to eat my pussy.

Me: Mmmm, that sounds nice. Just eat your pussy, that’s all?

Diane: No. I want other things too.

Gently pushing her hair off to the side I begin to softly kiss her neck…

Me: What other things do you want? Tell me.

Diane: I want to play with his cock. I want to get it big and hard.

Me: Do you want to take his big hard cock in your mouth?

Diane: No. I just want to tease him while he lays there by the pool. I want all the other women there to watch me stroke his cock through is bathing suit so they can see it get really big and hard.

Me: That’s hot. Keep going. Then what?

Diane: After teasing him for a while I pull his cock out of his speedo and start to jerk him off slowly. He has a really thick cock with a big head on it and big soft balls. I stroke it slow and deliberate so everyone can see it. Then I pull my bathing suit off to the side and straddle his face. I sit down slowly and make him lick my pussy.

Me: That’s really hot. What are the other women doing while you play with his cock and he eats your pussy?

Diane: They are all just watching.

Me: That’s all, just watching?

Diane: Some are playing with their pussies. They are just staring at his thick cock and playing with themselves.

Me: What are the husbands and boyfriends doing?

Diane: They’re stroking their cocks.

Me: What am I doing while you’re playing with the mystery man?

Diane: You’re stroking your cock too.

Me: That’s nice. I like that. I love watching you control the mystery man. And I love knowing all the guys are stroking their cocks watching my baby control the mystery man with the really big dick.

Diane: Me too. It’s kind of hot.

Me: No, baby it’s really fucking hot. How long have you been wanting to play with him?

Diane: All week. I mean like everyday we’re at the pool.

Me: Have you played with your pussy thinking about him?

Diane: Maybe. Maybe just once.

Me: Just once? Are you sure?

Diane: I think so.

Me: You think so? Maybe more than once?

Diane: Yes, maybe. I mean yes more than once, Honestly, I actually just came a few minutes ago thinking about him again while I was in the shower.

Me: Really? Is it always the same fantasy of you stroking him while he eats you?

Diane: Sometimes.

Me: Sometimes?

Diane: Yes, sometimes. Sometimes the other guys at the pool play with me too.

Me: That’s nice. How do they play with you?

Diane: They take my bathing suit off and touch me all over my body while they jerk off for me.

Me: Do you play with them too?

Diane: Yes. Some of them.

Me: How? How do you play with them?

Diane: I stroke their cocks.

Me: Do you suck their cocks too?

Diane: Only one.

Me: Only one?

Diane: Yes, one of the husbands. He’s younger like 20’s or something. He’s really cute and his wife is really pretty and she’s younger too. I suck his cock. But only him no one else.

Me: Does the mystery man keep eating your pussy while you suck the cute husband’s cock?

Diane: Yes, he’s eating me while I jerk him off and suck the husband.

Me: Does he eat your pussy good?

Diane: Yes. Because I tell him how I want it. His goatee feels nice on my pussy too. It tickles and pricks me a little but I like it. And I make him suck on my clit too.

Me: What I’m doing now while you’re playing with the boys?

Diane: You’re there. You’re standing close by watching us. You’re jerking off too.

Me: That’s so hot. Then what happens?

Diane: We all cum at the same time. The cute guy cums in my mouth and I swallow all of him. Then I cum in the mystery man’s mouth as I’m I jerking him off. I cum a lot in his mouth. He cums a lot too. He shoots a big load of hot white cum all over his big tan belly.

Me: Do I cum too?

Diane: No. I take you back here to our room. I sit on the big chair over there in the corner and spread my legs. I make you lick my wet pussy while I tell you how much I liked having sex with all of those men. Then I get on my knees and make you fuck me really hard and fast like a dirty little whore. I make you fuck me until you cum deep inside my naughty pussy.

That was the extent of Diane’s secret little fantasy. Needless to say, we ended up ordering room service that evening. We fucked for hours and fell asleep listening to the sound of the ocean waves. That trip was just a little over a month ago and I lost count of how many times we fucked over that fantasy since returning home. Diane is a pretty, mature blonde woman. Overall, she’s very classy and reserved. That is until she gets poolside on vacation. Then all bets are off.
 
My current lady friend (Diane) recently confessed a secret fantasy of hers. We had gone to a Caribbean island resort for a week of sun and relaxation last month. We spent time everyday by the large resort pool taking in the warm sun. Typically, there were usually other couples of various ages and some families that also enjoyed the pool area as well. We noticed one single gentleman who would take in some sun on a daily basis and was always alone. He was about 5’8” with a stocky build, tan skin and a round belly. He had a clean shaven bald head and wore a short trimmed goatee. Everyday he would show up wearing a pair of dark sunglasses, flip flops and a black euro style swimsuit. He’d just lay silent on a chase lounge taking in the warm Caribbean sun rays while keeping to himself.

The first time he showed up poolside Diane remarked that you don’t see that kind of bathing suit every day. I reminded her where we were and that he was most likely European where that style of bathing suit is pretty common. I didn’t give it much more thought after that. I learned later on that Diane had given it a lot more thought that I did.

It was the last day of our vacation before we were scheduled to fly back home. We were in our beachfront hotel room getting ready for dinner. Warm tropical breezes were coming in through the open balcony slider. I was laying on the king sized bed trying to confirm flight information on my phone for the next day when Diane came out of the shower. She was wearing a white cotton hotel bath robe and sat on the end of the bed. She began to towel dry her shoulder length blonde hair when she casually asked…

Diane: Who do you think he is?

Still focused on finding flight information on my phone I dismiss-idly responded…

Me: Who?

Diane: You know… the guy at the pool.

Again, more focused on confirming our flight info I responded…

Me: Honey, there were a lot of guys at the pool. I don’t know who you mean.

Diane stopped drying her hair, turned towards me and stated…

Diane: You know the mystery guy with the sexy black speedo.

Now she had my full and undivided attention.

Me: I don’t know. Probably just some guy who’s here on vacation. He’s probably here with his wife who probably doesn’t like sitting out in the sun. Which would explain why he’s always alone. Why?

Diane: I don’t know. Just wondering that’s all.

Me: So wait, you think he’s mysterious and his speedo is sexy?

Diane: Mmmm, yeah kind of.

Me: Yeah, kind of or yeah he’s sexy in a mysterious kind of way?

Diane: No, I mean he’s kind of sexy and kind of mysterious too.

Me: Really? Tell me more. What makes him so sexy and so mysterious?

Diane: It’s really nothing just forget it.

Me: Oh, no,no,no. You brought it up so let’s hear it. What’s so sexy and mysterious about this guy?

Diane: Honestly?

Me: Yeah, honestly. Tell what’s going through your pretty little head.

Diane continues to slowly towel dry her hair while starting to divulge a secret little fantasy she had been harboring for the past week.

Diane: Well, I’ve been checking him out a little bit for the past few days. I mean he just lays out there for everyone to see the big bulge in his tight speedo. I mean come on, its obvious that he has a big dick and he’s knows he does.

Me: Well ok, go on…

Diane: I mean come on all the women at the pool were checking him out too. It wasn’t just me.

Me: Ok, but I’m a little bit confused. He’s an older guy. I mean he’s bald, with a big gut and he’s doesn’t even speak to anyone. That’s sexy?

Diane: No, the not speaking part isn’t sexy, it’s mysterious. The big dick in the speedo that’s what’s sexy. It’s just the whole thing of him just laying out there in the warm sun practically naked surrounded by other women who are checking him out. And they’re obviously checking him out right in front of their husbands and boyfriends. And I know they’re all thinking about the same thing. His big dick. And the guy knows it too. He knows all the women are checking him out and wondering. That’s not only sexy… it’s fucking hot.

Me: Really. Fucking hot, huh? Like fucking him hot?

Diane: No. No fucking. He doesn’t get to fuck me.

Tossing my phone aside I move up behind her as she sat at the foot of the bed. Placing my hands on her shoulders I leaned forward and whispered into her ear.

Me: So, if he can’t fuck you what can he do?

Diane: Only what I let him. And only what I tell him I want him to do.

Me: And what exactly do you want him to do?

Diane shyly looks down towards the floor and quietly says…

Diane: I want him to eat my pussy.

Me: Mmmm, that sounds nice. Just eat your pussy, that’s all?

Diane: No. I want other things too.

Gently pushing her hair off to the side I begin to softly kiss her neck…

Me: What other things do you want? Tell me.

Diane: I want to play with his cock. I want to get it big and hard.

Me: Do you want to take his big hard cock in your mouth?

Diane: No. I just want to tease him while he lays there by the pool. I want all the other women there to watch me stroke his cock through is bathing suit so they can see it get really big and hard.

Me: That’s hot. Keep going. Then what?

Diane: After teasing him for a while I pull his cock out of his speedo and start to jerk him off slowly. He has a really thick cock with a big head on it and big soft balls. I stroke it slow and deliberate so everyone can see it. Then I pull my bathing suit off to the side and straddle his face. I sit down slowly and make him lick my pussy.

Me: That’s really hot. What are the other women doing while you play with his cock and he eats your pussy?

Diane: They are all just watching.

Me: That’s all, just watching?

Diane: Some are playing with their pussies. They are just staring at his thick cock and playing with themselves.

Me: What are the husbands and boyfriends doing?

Diane: They’re stroking their cocks.

Me: What am I doing while you’re playing with the mystery man?

Diane: You’re stroking your cock too.

Me: That’s nice. I like that. I love watching you control the mystery man. And I love knowing all the guys are stroking their cocks watching my baby control the mystery man with the really big dick.

Diane: Me too. It’s kind of hot.

Me: No, baby it’s really fucking hot. How long have you been wanting to play with him?

Diane: All week. I mean like everyday we’re at the pool.

Me: Have you played with your pussy thinking about him?

Diane: Maybe. Maybe just once.

Me: Just once? Are you sure?

Diane: I think so.

Me: You think so? Maybe more than once?

Diane: Yes, maybe. I mean yes more than once, Honestly, I actually just came a few minutes ago thinking about him again while I was in the shower.

Me: Really? Is it always the same fantasy of you stroking him while he eats you?

Diane: Sometimes.

Me: Sometimes?

Diane: Yes, sometimes. Sometimes the other guys at the pool play with me too.

Me: That’s nice. How do they play with you?

Diane: They take my bathing suit off and touch me all over my body while they jerk off for me.

Me: Do you play with them too?

Diane: Yes. Some of them.

Me: How? How do you play with them?

Diane: I stroke their cocks.

Me: Do you suck their cocks too?

Diane: Only one.

Me: Only one?

Diane: Yes, one of the husbands. He’s younger like 20’s or something. He’s really cute and his wife is really pretty and she’s younger too. I suck his cock. But only him no one else.

Me: Does the mystery man keep eating your pussy while you suck the cute husband’s cock?

Diane: Yes, he’s eating me while I jerk him off and suck the husband.

Me: Does he eat your pussy good?

Diane: Yes. Because I tell him how I want it. His goatee feels nice on my pussy too. It tickles and pricks me a little but I like it. And I make him suck on my clit too.

Me: What I’m doing now while you’re playing with the boys?

Diane: You’re there. You’re standing close by watching us. You’re jerking off too.

Me: That’s so hot. Then what happens?

Diane: We all cum at the same time. The cute guy cums in my mouth and I swallow all of him. Then I cum in the mystery man’s mouth as I’m I jerking him off. I cum a lot in his mouth. He cums a lot too. He shoots a big load of hot white cum all over his big tan belly.

Me: Do I cum too?

Diane: No. I take you back here to our room. I sit on the big chair over there in the corner and spread my legs. I make you lick my wet pussy while I tell you how much I liked having sex with all of those men. Then I get on my knees and make you fuck me really hard and fast like a dirty little whore. I make you fuck me until you cum deep inside my naughty pussy.

That was the extent of Diane’s secret little fantasy. Needless to say, we ended up ordering room service that evening. We fucked for hours and fell asleep listening to the sound of the ocean waves. That trip was just a little over a month ago and I lost count of how many times we fucked over that fantasy since returning home. Diane is a pretty, mature blonde woman. Overall, she’s very classy and reserved. That is until she gets poolside on vacation. Then all bets are off.
Damn, that was a hot read!!!
 
I’m a secret ongoing…my bf has no idea ie been with his aunt. He’s married but exceptional body. It started innocent, a few compliments but no it’s a full blown affair.
You should get him to join in with you two
 
I have been the "dirty little secret" of two older women when I was younger. Now I have my own dirty little secret :)
 
I had my first lesbian experience with a girl in nursing school, a lot of very hot, very discreet sex. She didn't wanna be seen with an ugly little cracker though so we never went anywhere but her car or the stock room at the hospital. She eventually got scared and dumped me, but I'll keep her secret forever.
 
I had my first lesbian experience with a girl in nursing school, a lot of very hot, very discreet sex. She didn't wanna be seen with an ugly little cracker though so we never went anywhere but her car or the stock room at the hospital. She eventually got scared and dumped me, but I'll keep her secret forever.
That is actually a very touching story. I'm sure that your friend still harbours very warm and affectionate memories of your times together.
 
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