Straight Female / 36
I Did What I Had To Do
I grew up in a small town in the south. I was a daddy's girl. More so when I was old enough for him to use sexually. My parents had divorced when I was 7 and my daddy got custody. My mom was quite the promiscuous little thing I guess. Daddy said she fucked the whole damn county. When I started having my period when I was 11, daddy said I was officially a woman. I didn't have any tits yet but my nipples were like pink pencil erasers but bigger. They were and still are pretty sensitive. I slept in the same bed with daddy even though I had my own room. I never thought anything of what he did to me all those years because be was always gentle and living and I loved the way it felt. But as every year went by, I still didn't grow any breasts. At 18 I was still flat as a board with big nipples. I couldn't even fill an A cup. I hated it. I got teased all the time, here comes the carpenter's dream. Flat as a board and never been screwed. Little did they know I'd been having oral sex with my daddy since I was 11! I knew how to deep throat and always swallowed. Daddy also fucked my butt regularly but never my pussy. So I guess I was still technically a virgin.
Daddy died after I graduated high school and left me everything, which wasn't much really, just the mobile home and his old pickup truck. I had a place to live and transportation. I took a job as a waitress and got by ok. I still had not had a real boyfriend and I was approaching 19. Still no tits either.
I went to a concert with a girlfriend of mine and got drunk and high and ended up getting my virginity taken that night to some guy I never saw again. I got pregnant and still no tits. I was extremely pissed off. I thought well it sucks to be pregnant but I'll finally get boobs. I got a little, but not enough to breastfeed after Carter was born. Then even the small mounds I had disappeared after a few months.
I'm still waiting tables and getting by, but things were pretty tight. Then one day a customer comes in and is flirting with me and asked for my number. I reluctantly agreed. Now, mind you I always wore a padded bra and even stuffed it so it looked like I had some tits. He called me that night and asked me out. I accepted and we hit it off. He was older, by a lot, at 35. But he was handsome, tall and we'll off. So I'm a 21 year old single mom dating a 35 year old for two weeks and we decide to have sex. I was so nervous, I didn't take my bra off the whole time. I sucked his dick, he ate my pussy, told me how sweet it was and beautiful, loved my red hair and fine ass. I told him if he didn't have a condom he's have to do my butt because one kid is all I can afford! So he fucked my butt for like 3 minutes and filled me up with cum. It was good, and the first time I had a dick in my butt since daddy died. So we laid there kissing laughing and talking. He asked me to take my bra off so he could kiss my tits. I said no! He begged and begged even after I cried and said he won't like them if they show him. He promised there is no way he won't like them. So I took it off. Out fall the falsies and I'll never forget the look on his face. Wow he said, where are your tits?
Needless to say that was the last time I ever saw him. Maybe because I threatened his life and told him to get the fuck out, never call me again and don't come back to the restaurant. I cried for hours. I wanted to kill myself but I had a baby I loved and wasn't about to leave him to this world alone.
I applied for a job at another, better restaurant and started there a week later.
That's where I met Jim. Jim was much older, like in his 50s. He was a regular and after a month or so we had a kind of relationship where he'd talk to me about his wife who was going through chemo after cancer surgery. I felt so bad for him. He was the sweetest man. I said I never had cancer but it wouldn't make any difference if I had a mastectomy because the boobie fairy never blessed me with boobs, I'm flat as a board. He said small boobs are sexier anyhow. I said I only have nipples and no boobs at all. He said I'm sure you're exaggerating and I changed the subject.
A week or two later he came in and I had to leave because Carter was sick and I had to go get him from day care. I go out to start the truck and it won't start. I'm crying now and Jim comes up and asks what's wrong, truck won't start, kid is sick and I have to take him to the Dr after picking him up and take him to the Dr. Jim took me to get him and then to the Dr. While I was in the office getting Carter checked out Jim had seen to it to get my truck towed to a repair shop and got it fixed.
He took us home and I invited him in.
I know this is getting long but I wanted to explain how it all came to be.
Jim, I have no way to repay you for your kindness with money. But I will do anything you want.
Anything?
Yes. Anything, any way you like it.
He says Cat, would you think less of me if I said I wanted to have sex with you? I haven't had sex in over a year. My wife is no longer interested or capable. I have never cheated on her and I'm going to be totally honest and tell you that I jerk off thinkjng about you.
I was so flattered.
I said Jim, whatever you want, it's yours, my mouth, my pussy, my ass. We then started kissing. He was a great kisser. I was so wet and ready. He picked me up and carried me to my bed and gave me the best sex of my life. I know y'all probably want the play by play but that would take a while. He had a nice big cock though, bigger than anything I ever saw to that point. And he could fuck for a long time before he came. He had undone my bra while fucking me doggy and I hadn't noticed because I was getting my brains fucked out. Then he turned me over and suddenly I realized he could see my lack of tits and I was totally embarrassed and tried to cover up. He said don't do that. You are beautiful! I love your tits. And started sucking on my nipples. I came and came as he was sucking on my nipples and fucking my stretched out pussy.
I loved it, felt more sexy and desirable than ever. We fucked for hours. I sucked him hard after every time he came except when I have him my ass the last time we fucked that night. It was the most awesome night of sex I ever had even til today.
We saw each other almost every day for 2 years after that. I loved him fucking me and he loved it too. When he asked me what I wanted for Christmas that first year I said tits. I want tits Jim. If I got tits for Christmas I would be his forever.
By February I had tits. He paid for everything.
I now have beautiful titties. I'm a 34C. I got a lot more looks after that and much bigger tips.
A year later Jim's wife died and a week after that he died in a car accident. I was so sad and depressed, I wondered if I'd ever recover.
It's been a long time since then, and I'm still a single mom to a soon to be high school senior who is the light of my life. I haven't even dated really in all this time. But I have had sex with probably a hundred men I've either waited on or met at the club. All of them over 50 and wealthy. I dont charge them but they all have given me g*fts. Cars, j*welry, vacations, and so on. They love my tits, pussy, ass and mouth. I'm the sexiest redhead in all of SC they tell me. I'm going to quit working once Carter graduates. I don't have to worry about money since all my earning just about have gone I to the bank. I have all I need and more and Carter will have his college paid for.
I certainly love older men. Always have.
I miss Him and still think of him often. I would have married him had he ever asked me. But now I just fuck the right kind of men and they make it worth my while.
Call me what you will. I don't care. Unless you're going to pay my bills or give me nice g*fts. Then you can call me whatever you like.
Daddy died after I graduated high school and left me everything, which wasn't much really, just the mobile home and his old pickup truck. I had a place to live and transportation. I took a job as a waitress and got by ok. I still had not had a real boyfriend and I was approaching 19. Still no tits either.
I went to a concert with a girlfriend of mine and got drunk and high and ended up getting my virginity taken that night to some guy I never saw again. I got pregnant and still no tits. I was extremely pissed off. I thought well it sucks to be pregnant but I'll finally get boobs. I got a little, but not enough to breastfeed after Carter was born. Then even the small mounds I had disappeared after a few months.
I'm still waiting tables and getting by, but things were pretty tight. Then one day a customer comes in and is flirting with me and asked for my number. I reluctantly agreed. Now, mind you I always wore a padded bra and even stuffed it so it looked like I had some tits. He called me that night and asked me out. I accepted and we hit it off. He was older, by a lot, at 35. But he was handsome, tall and we'll off. So I'm a 21 year old single mom dating a 35 year old for two weeks and we decide to have sex. I was so nervous, I didn't take my bra off the whole time. I sucked his dick, he ate my pussy, told me how sweet it was and beautiful, loved my red hair and fine ass. I told him if he didn't have a condom he's have to do my butt because one kid is all I can afford! So he fucked my butt for like 3 minutes and filled me up with cum. It was good, and the first time I had a dick in my butt since daddy died. So we laid there kissing laughing and talking. He asked me to take my bra off so he could kiss my tits. I said no! He begged and begged even after I cried and said he won't like them if they show him. He promised there is no way he won't like them. So I took it off. Out fall the falsies and I'll never forget the look on his face. Wow he said, where are your tits?
Needless to say that was the last time I ever saw him. Maybe because I threatened his life and told him to get the fuck out, never call me again and don't come back to the restaurant. I cried for hours. I wanted to kill myself but I had a baby I loved and wasn't about to leave him to this world alone.
I applied for a job at another, better restaurant and started there a week later.
That's where I met Jim. Jim was much older, like in his 50s. He was a regular and after a month or so we had a kind of relationship where he'd talk to me about his wife who was going through chemo after cancer surgery. I felt so bad for him. He was the sweetest man. I said I never had cancer but it wouldn't make any difference if I had a mastectomy because the boobie fairy never blessed me with boobs, I'm flat as a board. He said small boobs are sexier anyhow. I said I only have nipples and no boobs at all. He said I'm sure you're exaggerating and I changed the subject.
A week or two later he came in and I had to leave because Carter was sick and I had to go get him from day care. I go out to start the truck and it won't start. I'm crying now and Jim comes up and asks what's wrong, truck won't start, kid is sick and I have to take him to the Dr after picking him up and take him to the Dr. Jim took me to get him and then to the Dr. While I was in the office getting Carter checked out Jim had seen to it to get my truck towed to a repair shop and got it fixed.
He took us home and I invited him in.
I know this is getting long but I wanted to explain how it all came to be.
Jim, I have no way to repay you for your kindness with money. But I will do anything you want.
Anything?
Yes. Anything, any way you like it.
He says Cat, would you think less of me if I said I wanted to have sex with you? I haven't had sex in over a year. My wife is no longer interested or capable. I have never cheated on her and I'm going to be totally honest and tell you that I jerk off thinkjng about you.
I was so flattered.
I said Jim, whatever you want, it's yours, my mouth, my pussy, my ass. We then started kissing. He was a great kisser. I was so wet and ready. He picked me up and carried me to my bed and gave me the best sex of my life. I know y'all probably want the play by play but that would take a while. He had a nice big cock though, bigger than anything I ever saw to that point. And he could fuck for a long time before he came. He had undone my bra while fucking me doggy and I hadn't noticed because I was getting my brains fucked out. Then he turned me over and suddenly I realized he could see my lack of tits and I was totally embarrassed and tried to cover up. He said don't do that. You are beautiful! I love your tits. And started sucking on my nipples. I came and came as he was sucking on my nipples and fucking my stretched out pussy.
I loved it, felt more sexy and desirable than ever. We fucked for hours. I sucked him hard after every time he came except when I have him my ass the last time we fucked that night. It was the most awesome night of sex I ever had even til today.
We saw each other almost every day for 2 years after that. I loved him fucking me and he loved it too. When he asked me what I wanted for Christmas that first year I said tits. I want tits Jim. If I got tits for Christmas I would be his forever.
By February I had tits. He paid for everything.
I now have beautiful titties. I'm a 34C. I got a lot more looks after that and much bigger tips.
A year later Jim's wife died and a week after that he died in a car accident. I was so sad and depressed, I wondered if I'd ever recover.
It's been a long time since then, and I'm still a single mom to a soon to be high school senior who is the light of my life. I haven't even dated really in all this time. But I have had sex with probably a hundred men I've either waited on or met at the club. All of them over 50 and wealthy. I dont charge them but they all have given me g*fts. Cars, j*welry, vacations, and so on. They love my tits, pussy, ass and mouth. I'm the sexiest redhead in all of SC they tell me. I'm going to quit working once Carter graduates. I don't have to worry about money since all my earning just about have gone I to the bank. I have all I need and more and Carter will have his college paid for.
I certainly love older men. Always have.
I miss Him and still think of him often. I would have married him had he ever asked me. But now I just fuck the right kind of men and they make it worth my while.
Call me what you will. I don't care. Unless you're going to pay my bills or give me nice g*fts. Then you can call me whatever you like.
- That's Juicy! 34
- Remove It! 4
