Disclaimer: The 1st part of my story is a little drawn out and long winded. But it really sets the foundation for where my life ended up and how the puzzle pieces fell into place. Sorry, it's just the way it is.
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My wife Deena and I are both 45 and been married 22 years. We are high school sweethearts and we have an 18 year old daughter named Tess. Deena is an accountant and works in the office 3 days a week and home for 2. I am an insurance claims adjuster and work from home full time. Tess is doing a part-time internship this summer before starting college in the fall.
Deena has always been a small built woman. Prior to becoming pregnant, she was 5'-1" and about 110 lbs. with small B-cup boobs. After having Tess, Deena was never able to get below 115 lbs. No big deal, except to a woman who is trying to lose those 5 lbs., it can be the end of the world. Her inability to lose that measly 5 lbs. changed her life and ruined our sex life. She became so self-conscious and had such terrible self-perception and self-image, it was quite scary. She let it control her life. If you listened to her talk about it, you would swear she was 250 lbs. I spent years trying to get her to see the big picture, but no matter what I said, it never helped.
No more bikinis at our home pool, no more spandex and sports bras, no more tight tops. Her wardrobe consisted of clothing from a frumpy outfit store. Even though she is still a size 4, she continues to buy stuff in a size 6. She was so self-absorbed in her misery that out sex-lives ended because she would not allow me to see her in any type of intimate situation. I bet I haven't see her naked in almost 10 years. It's pretty bad. If I'm lucky, I get some sex every 4-5 weeks or so, with a blowjob mixed in here and there. She doesn't really put forth any effort as it obviously feels much more obligatory.
I know it's terrible, but I resorted to internet porn years ago in order to satisfy the void created by my wife. I started out with watching amateur sex. I found it very sexy and intriguing to see an amateur woman who was comfortable enough with her own self-image that she would have sex and put it on video. Of course, this led to my taste for other genres such as these same amateur women with black men. Just like that, my interracial porn addiction began. Something about seeing a big thick black cock destroying a tight white pussy, just sends me over the edge. This summer, my preferences in porn changed due to some frequent visitors.
My daughter Tess always hung out with the older crowd, so most of her friends are 19-21 already. Plenty of them made my house their favorite place to hang out this summer, due to us having the pool. I spend some time pretty much every day in my 2nd floor bedroom overlooking the pool and patio, watching these young tight bodied girls strut their shit around in their skimpy bikinis. I tugged my dick raw some days as the pervert in me spied on them unknowingly. But I made sure to be a good host also, by making them lunch and keeping the pitchers full of drinks too. Plus, I made sure to wear my sunglasses anytime I was outside, so I could steal glances without being caught.
Suddenly, I found myself surfing the teenybopper genre of porn. Well 18 and up anyhow. Most specifically, I liked the tiny girls with the small boobs. Of course, the thing that was an absolute deal maker for me, was a teenybopper with braces. In addition to my addiction to interracial porn fetish, braces are the next priority. A couple of Tess' friends have them and just seeing them smile, gives me a major erection. Actually, braces are the thing that attracted me to Deena back in high school to begin with. The 1st time I saw her tin grin, I just melt. It really doesn't matter whether it's a teenybopper or a hot older woman who gets braces later in life. Braces get me hard.
So, needless to say, summer was good to me, both on the internet and secretly watching my daughter's friends. Her lifelong BFF is Blair who lives next door. They have been best friends since Tess was 3 and Blair was 5. Blair is now 20 and has spent most of the last 2 years at our house, pretty much like a 2nd daughter. She has a volatile relationship with her parents who already had 3 sons prior to Blair's birth. It's not uncommon to hear verbal altercations between them right before Blair blasts into our house in tears. Blair has actually been a good kid, but I think her parents make things tough for her. I almost get the feeling that they did not want a daughter, after having 3 sons. She's not a bad kid, she just like to go against the grain just to make her parents squirm. Her personality certainly clashes with her parents and there is a lot of friction.
When she turned 18, she felt she knew it all and had no need to listen to mom and dad any more. Some kids go through it more intensely than others and Blair definitely gave her parents tons of grey hair. When around us, she is somebody totally different. She is polite and relaxed and genuine. She's pretty much been a 2nd daughter to us. She calls my wife by her 1st name, but still calls me Grumpy. I got that nickname from way back when my daughter was in elementary school and she was mad at me for something. It stuck, even with all our friends and family. Welcome to my story, my name is Grumpy. I feel bad for Blair, but just as much for her parents too. Tess and Blair were both cheerleaders throughout middle school and high school and Blair sometimes took it too far with the 'cheerleaders go all the way' generalization.
Blair is a tiny little thing. She goes 4'-11" tall and weighs about 95 lbs. Her hair is naturally dark as told by her true eyebrow color, but she dyes her hair platinum blonde and keeps the dark roots. She likes the slutty look. Her boobs are so small, I think they might qualify to be less than A-cups if that's even possible. She is quite fair skinned, even though she spends a lot of time at our pool. I have spent quite a few hours looking at her through my mirrored sunglasses. It gets tough trying to keep from getting an erection. She is one of the biggest reasons that I started looking at the tiny teeny bopper porn.
Once she discovered boys, she started to dress provocatively. She always wears short shorts and half shirts that expose her tummy. She is always bra less due to the lack of boobs. She is hot, she knows it and she flaunts it. She does not have the attitude that sometimes goes with it, but she certainly likes to show it off. She has her nose, nipples and belly button pierced. She has a tramp stamp tattoo on her lower back as well as one that is text on the side of her rib cage which has some inspirational quote or another. Her parents hate all that stuff and that's just 2 of the things that make tensions high at home.
Knowing her as well as we do, we know she is sexually active, but not overly so. She is not a cock tease either. She usually goes out with a guy for a while before they have sex, and doesn't just bounce from guy to guy. So she is not a total slut by any stretch of the word, but she still loves to dress for attention. She is wicked smart. In school, she is a 4.0 student and doesn't even have to crack a book. I really do like the kid. Like I say, she is easy to get along with, which is good, considering the amount of time she spends at our house. So enough of the pre-story bullshit. Let's get to it.
On a hot Wednesday afternoon, I was cleaning the pool. My wife and daughter were at work and I was back from my morning appointments. I was planning to spend the afternoon catching up on a few 'husband' chores. Cleaning the pool was one of them. I was making good time, when the sliding door opened and a teary eyed Blair peeked out asking where Tess was.
"I'm sorry Blair, but Tess when to work today, so she could have Friday off instead."
I knew better than to ask, but I did anyhow.
"Are you okay Blair?"
She sniffled and choked back a sob and just stood there in need of Tess's shoulder to cry on. But didn't say anything. I decided to be a nice guy and ushered her into the kitchen. I sat her down and got her a drink and some Kleenex. She stopped crying long enough to thank me. I broke the ice by initiating the conversation. I wasn't really looking to hear her boohoo story, but at least wanted to be a nice guy. I get to listen to enough boohooing from my own daughter, so I wasn't overly thrilled with my own generosity.
"I guess things blew up again at home, huh?"
"That's putting it nicely."
"So...what is it this time?"
"Well...they ummmmmm...found out that ummmm...I just had sex with...ummmmmmm...uhhhhh...an...ummmmmmm...older man."
"Oh, I see. Exactly how much older?"
