Sitting behind the wheel Dorothy immediately slid over next to me, dress riding high, from my advantage point on the side, glimpsed bare breast. Making it very difficult to concentrating on driving, when my eyes strayed too long on her tits, she'd say watch the road. At times she'd emphasize the words by biting my shoulder, which didn't help any; just another distraction to contend with.

Arriving at our destination thankfully without incident, parking was minimal curbside almost a block away. Walking to the house she snuggled in close; arm around her shoulder was surprised when allowed to fondle her breast. Right there on the street, under the lights, my dick once again throbbing for what seemed like the hundredth time.

We made it to the front landing, telling her I needed a moment. Her look was predatory, now fully understanding the term "Cougar" Reaching down stroking me, told me that's the point. Without thinking my hands went down her back, cupped one side of her ass, and lifted her leg, and then our world became crowded.

The door swung open, without hesitation Dorothy said to the lady "No telling what you would have seen in a few minutes" Being a man I know how much trash we talk about girls, but never in my life been blatantly talked about within my hearing. The woman said "Dam girl, when you started robbing the cradle?" After a while just started ignoring the comments, coming from women 30 and 40 yrs. older than me, thinking maybe they couldn't help it.

Before I go further need to try to convey the sights witnessed of the guest at first glance. You have to realize never really believed this lifestyle existed or was real. Most the women were between the ages of 35, and met one woman claiming to be 72. Funny thing was you could almost put an age on a woman by her attire. 35 to about 48 most wore reviling dresses, the acceptable style without bras or panties. I did see one woman, early 30s modestly dressed and looking vaguely uncomfortable, but as the wine and evening progressed, modesty fled along with her bra.
Second stage was around 50 to 60 the preferred dress was transparent, unbelievable sheer and tiny panties. Most kept tightly trimmed bushes, rarely did you actually see a bald one.

Lastly what I refer to as the Social-security babes, I use that term with great affection. These ladies are over sexed; refusing to be put out to pasture their desire is just to be fxxked one more time. They had no shame, many wearing black see-though nothing underneath, most sporting thick greying bushes.

The men for the most part were early 20s to mid-30s, classifying them in one of 2 groups. Like me many were there for the sheer joy of being in the company of Milfs, as we find them breathtakingly erotic. The others had the attitude, what's in it for them gifts, money or whatever. The last bunch that that comprised the party, both fascinated, and puzzled me.

Those were the married couples, most the woman being in late 40s, the husbands late 50s. The wives are very flirtatious, always flashing tits, or pussy; husbands mostly stand off and watch in groups. The people there were highly educated professionals, Dorothy being a lawyer. The baulk of the group needed a discrete place to fulfill their fetishes, and fantasies, and the party provides the outlet. The majority of women would enter wearing coats, hiding their provocative wear in public. Other much like Dorothy, proud of the fact she was a Cougar, discretion fleeing once in a new city. They get off flaunting their sexuality in public, thrilled by the commotion it causes being with a much younger man.

They were a close net social-club, holding parties once a month, hosted for the most part by the Social-security babes. Many of the members had blocked profiles for privacy, a couple or woman applied for membership, 3 S-S babes voted in each new applicant, and also exiled an existing member. Single men couldn't apply, but needed an invite, or accompany a member to a party. Membership was $100 a month, used for the soul purpose of securing a block of cabins on a cruise ship getaway once a year. Dorothy explained this all to me Sunday morning, and found myself concerned; $29.99 for the site, there's no way can afford $100 on top of that. Told Dorothy wasn't sure if wanted to join at this time, kissing me she said "Our new little cubs are waved of fees"

Dorothy was amazing, if across the room chatting with friends she'd see me looking; out of the blue she might pop out a tit blowing me a kiss. At other times she'd be so dam frustrating, her actions so unpredictable. I was sitting on the couch, with like three people, watching this married woman moving in my way.

She plops her ass down shimmy it in, forcing the others to move. She starts informing me of the nasty things she'd enjoy doing to me. Her husband comes up, my 1st thought is "O shit" but he just hands me a drink saying "Do you think she'd be a great piece of ass?" How do you respond to that, again I've read about situations like this, but it doesn't fully prepare you? I see Dorothy heading our way, again the unexpected.

This is my 1st real date with Dorothy, so don't have a good feel for her nature; whether she's prone to jealousy, or anger. She hikes her dress up a little and straddles me, her knee forcing the woman to slide over making some poor bastard on the end get up for lack of room. She places an arm around my neck, her boobs fall out, then grinds her pussy against my dick trapped in jeans. Without missing a beat, her free hand extracts the drink from my fingers, saying "My baby boy's old enough to fxxk, but not to drink" handing it back to the man. Dorothy nibbled on my neck, laughing she got up saying, "Hope I didn't stain your jeans much?" They all looked; the lady asked "Really how old are you?" My response, "Not old enough to drink" I excused myself to find a bathroom.

By my dick has been in a state of hardness for the last 5 hrs. We've been here a couple, and everywhere you look see tit, and pussy leaving me with a perpetual erection, and discomfort. Don't get me wrong I've seen plenty, only this is all older, and so much giving me a sensory overload. Trying to urinate with a hard-on is by no means a simple task. So here I am swollen dick in hand, when one of the Social-Security babes walks in. She actually asked if I needed a hand. After she leaves, finished the task at hand, no pun intended. Returning to the party, the first thing I see is Dorothy, the S-S babe talking and giggling.

I'd be very amiss if I didn't include this. The house was huge, in the sitting room we occupied; the back wall was comprised of all glass in a circular shape leading to the deck, and back yard though an enormous glass French door. I'm looking out seeing someone bent over a table skirt hiked up being pounded from behind. Next thing I know Dorothy's has her arms wrapped around me, asking if found something interesting. My focus was so intense I failed to realize others had joined me to watch. Dorothy told me "Cougar in training" I wasn't sure what she meant, so asked; her explanation was a woman like a man needs coaching sometimes. She's been on the site for a while asking questions, not sure how to approach young men. The hostess invited her, sent her profile to a few, and then invited a confidant young man to hit on her.

Still watch the couple outside told her "So you manipulated her" her explanation made sense telling me I was a "Cub in training" I bristled a little at that statement, but like a lawyer she built her defense. Asking me questions like "How many Cougars did I contact?" (0) "How many profiles did I look at?" (Estimated around 200) She told me some people need it to attain their goal, like her, or me, so I realized she was right.

My 1st sight of this woman was sitting on the couch in a modest wrap dress legs crossed hands on knees, later in a corner making out with a man; then being bent over a table. Once finished, Dorothy pulled me away from the window telling me to watch and learn. The woman stood starting to rearrange her clothing; the man hugged her tight, taking her bra, and panties tossing them into the darkness of the yard. What really impressive, was when he convinced her to leave her dress untied, giving flashes of tit. With an air of satisfaction "See she wanted to be manipulated, now your turn"

Taking me by the hand lead me to the bathroom, unzipped my jean getting ahold of my dick stroking it, asking "If I wanted to go back to the hotel and fxxk?" Whispering all the nasty things she wanted to do, then just stopped and told me to put my dick away. She once again got that predatory look, instructing me to find our hostess apologize for leaving early saying "My Cougar wants to fuck" then turned leaving.

In the other room, Dorothy's chatting with some people nods the ladies direction, and then wiggling her hands in the gesture to go on. I'm standing discretely by the group of guest while they talk, mentally hoping they'd leave, and then she gives me that predator look saying "Boy what's on your mind?" I ask her if could have a moment of her time her response "We're all friends here right?" This lady has a loud booming voice, embarrassed I mumble, the lady says "What?" then to make matters worse, she raises her hands shouting for quiet saying "Our new little cub has an announcement he wishes to make."

I could have almost strangled her, and then Dorothy came up asking "So what's my cute cubs' announcement?" I now comprehended the true nature of their manipulation, though the course of the evening watched my language, always spoken respectful to each person regardless of how I was approached. So I swallowed my embarrassment saying "My Cougar wants to go fuck" I felt my ears burn, everyone laughed but at the discomfort it took saying that, not directed at me.

The hostess then addressed Dorothy saying "Since your cub has failed to post his dick in the profile, we're wondering if you'd be able to entice him to?" That was too much, and I think Dorothy understood that, so to help me out said "Better yet, I'll post a picture of me holding it later in the week"

At that point couldn't leave fast enough, Dorothy took her time kissing cheeks in farewell, ladies gave me goodbye hugs pressing all sizes and shape of breast to my chest. Some even expresses lewd comments of what Dorothy was going to do, or what I should do. Never did I expect the sound of a door closing to be such sweet music to my ears.

The Party
Sitting behind the wheel Dorothy immediately slid over next to me, dress riding high, from my advantage point on the side, glimpsed bare breast. Making it very difficult to concentrating on driving, when my eyes strayed too long on her tits, she'd say watch the road. At times she'd emphasize the words by biting my shoulder, which didn't help any; just another distraction to contend with.

Arriving at our destination thankfully without incident, parking was minimal curbside almost a block away. Walking to the house she snuggled in close; arm around her shoulder was surprised when allowed to fondle her breast. Right there on the street, under the lights, my dick once again throbbing for what seemed like the hundredth time.

We made it to the front landing, telling her I needed a moment. Her look was predatory, now fully understanding the term "Cougar" Reaching down stroking me, told me that's the point. Without thinking my hands went down her back, cupped one side of her ass, and lifted her leg, and then our world became crowded.

The door swung open, without hesitation Dorothy said to the lady "No telling what you would have seen in a few minutes" Being a man I know how much trash we talk about girls, but never in my life been blatantly talked about within my hearing. The woman said "Dam girl, when you started robbing the cradle?" After a while just started ignoring the comments, coming from women 30 and 40 yrs. older than me, thinking maybe they couldn't help it.

Before I go further need to try to convey the sights witnessed of the guest at first glance. You have to realize never really believed this lifestyle existed or was real. Most the women were between the ages of 35, and met one woman claiming to be 72. Funny thing was you could almost put an age on a woman by her attire. 35 to about 48 most wore reviling dresses, the acceptable style without bras or panties. I did see one woman, early 30s modestly dressed and looking vaguely uncomfortable, but as the wine and evening progressed, modesty fled along with her bra.
Second stage was around 50 to 60 the preferred dress was transparent, unbelievable sheer and tiny panties. Most kept tightly trimmed bushes, rarely did you actually see a bald one.

Lastly what I refer to as the Social-security babes, I use that term with great affection. These ladies are over sexed; refusing to be put out to pasture their desire is just to be fxxked one more time. They had no shame, many wearing black see-though nothing underneath, most sporting thick greying bushes.

The men for the most part were early 20s to mid-30s, classifying them in one of 2 groups. Like me many were there for the sheer joy of being in the company of Milfs, as we find them breathtakingly erotic. The others had the attitude, what's in it for them gifts, money or whatever. The last bunch that that comprised the party, both fascinated, and puzzled me.

Those were the married couples, most the woman being in late 40s, the husbands late 50s. The wives are very flirtatious, always flashing tits, or pussy; husbands mostly stand off and watch in groups. The people there were highly educated professionals, Dorothy being a lawyer. The baulk of the group needed a discrete place to fulfill their fetishes, and fantasies, and the party provides the outlet. The majority of women would enter wearing coats, hiding their provocative wear in public. Other much like Dorothy, proud of the fact she was a Cougar, discretion fleeing once in a new city. They get off flaunting their sexuality in public, thrilled by the commotion it causes being with a much younger man.

They were a close net social-club, holding parties once a month, hosted for the most part by the Social-security babes. Many of the members had blocked profiles for privacy, a couple or woman applied for membership, 3 S-S babes voted in each new applicant, and also exiled an existing member. Single men couldn't apply, but needed an invite, or accompany a member to a party. Membership was $100 a month, used for the soul purpose of securing a block of cabins on a cruise ship getaway once a year. Dorothy explained this all to me Sunday morning, and found myself concerned; $29.99 for the site, there's no way can afford $100 on top of that. Told Dorothy wasn't sure if wanted to join at this time, kissing me she said "Our new little cubs are waved of fees"

Dorothy was amazing, if across the room chatting with friends she'd see me looking; out of the blue she might pop out a tit blowing me a kiss. At other times she'd be so dam frustrating, her actions so unpredictable. I was sitting on the couch, with like three people, watching this married woman moving in my way.

She plops her ass down shimmy it in, forcing the others to move. She starts informing me of the nasty things she'd enjoy doing to me. Her husband comes up, my 1st thought is "O shit" but he just hands me a drink saying "Do you think she'd be a great piece of ass?" How do you respond to that, again I've read about situations like this, but it doesn't fully prepare you? I see Dorothy heading our way, again the unexpected.

This is my 1st real date with Dorothy, so don't have a good feel for her nature; whether she's prone to jealousy, or anger. She hikes her dress up a little and straddles me, her knee forcing the woman to slide over making some poor bastard on the end get up for lack of room. She places an arm around my neck, her boobs fall out, then grinds her pussy against my dick trapped in jeans. Without missing a beat, her free hand extracts the drink from my fingers, saying "My baby boy's old enough to fxxk, but not to drink" handing it back to the man. Dorothy nibbled on my neck, laughing she got up saying, "Hope I didn't stain your jeans much?" They all looked; the lady asked "Really how old are you?" My response, "Not old enough to drink" I excused myself to find a bathroom.

By my dick has been in a state of hardness for the last 5 hrs. We've been here a couple, and everywhere you look see tit, and pussy leaving me with a perpetual erection, and discomfort. Don't get me wrong I've seen plenty, only this is all older, and so much giving me a sensory overload. Trying to urinate with a hard-on is by no means a simple task. So here I am swollen dick in hand, when one of the Social-Security babes walks in. She actually asked if I needed a hand. After she leaves, finished the task at hand, no pun intended. Returning to the party, the first thing I see is Dorothy, the S-S babe talking and giggling.

I'd be very amiss if I didn't include this. The house was huge, in the sitting room we occupied; the back wall was comprised of all glass in a circular shape leading to the deck, and back yard though an enormous glass French door. I'm looking out seeing someone bent over a table skirt hiked up being pounded from behind. Next thing I know Dorothy's has her arms wrapped around me, asking if found something interesting. My focus was so intense I failed to realize others had joined me to watch. Dorothy told me "Cougar in training" I wasn't sure what she meant, so asked; her explanation was a woman like a man needs coaching sometimes. She's been on the site for a while asking questions, not sure how to approach young men. The hostess invited her, sent her profile to a few, and then invited a confidant young man to hit on her.

Still watch the couple outside told her "So you manipulated her" her explanation made sense telling me I was a "Cub in training" I bristled a little at that statement, but like a lawyer she built her defense. Asking me questions like "How many Cougars did I contact?" (0) "How many profiles did I look at?" (Estimated around 200) She told me some people need it to attain their goal, like her, or me, so I realized she was right.

My 1st sight of this woman was sitting on the couch in a modest wrap dress legs crossed hands on knees, later in a corner making out with a man; then being bent over a table. Once finished, Dorothy pulled me away from the window telling me to watch and learn. The woman stood starting to rearrange her clothing; the man hugged her tight, taking her bra, and panties tossing them into the darkness of the yard. What really impressive, was when he convinced her to leave her dress untied, giving flashes of tit. With an air of satisfaction "See she wanted to be manipulated, now your turn"

Taking me by the hand lead me to the bathroom, unzipped my jean getting ahold of my dick stroking it, asking "If I wanted to go back to the hotel and fxxk?" Whispering all the nasty things she wanted to do, then just stopped and told me to put my dick away. She once again got that predatory look, instructing me to find our hostess apologize for leaving early saying "My Cougar wants to fuck" then turned leaving.

In the other room, Dorothy's chatting with some people nods the ladies direction, and then wiggling her hands in the gesture to go on. I'm standing discretely by the group of guest while they talk, mentally hoping they'd leave, and then she gives me that predator look saying "Boy what's on your mind?" I ask her if could have a moment of her time her response "We're all friends here right?" This lady has a loud booming voice, embarrassed I mumble, the lady says "What?" then to make matters worse, she raises her hands shouting for quiet saying "Our new little cub has an announcement he wishes to make."

I could have almost strangled her, and then Dorothy came up asking "So what's my cute cubs' announcement?" I now comprehended the true nature of their manipulation, though the course of the evening watched my language, always spoken respectful to each person regardless of how I was approached. So I swallowed my embarrassment saying "My Cougar wants to go fuck" I felt my ears burn, everyone laughed but at the discomfort it took saying that, not directed at me.

The hostess then addressed Dorothy saying "Since your cub has failed to post his dick in the profile, we're wondering if you'd be able to entice him to?" That was too much, and I think Dorothy understood that, so to help me out said "Better yet, I'll post a picture of me holding it later in the week"

At that point couldn't leave fast enough, Dorothy took her time kissing cheeks in farewell, ladies gave me goodbye hugs pressing all sizes and shape of breast to my chest. Some even expresses lewd comments of what Dorothy was going to do, or what I should do. Never did I expect the sound of a door closing to be such sweet music to my ears.