By Lady4Lady
You know you are in trouble when your 54-year-old therapist blurts out "Oh Shit!" in the middle of your session.
After years of serial dating and attempting to convert straight girl after straight girl and continually ending up with a broken heart, and a broken bed, I decided to try my chances with online dating. What better way to weed out the bisexuals and first timers and find the gayer-than-gay love of my life, right?
Admittedly, I am a picky kid. The typical lesbian does nothing for my libido. Give me a straight, femme woman, athletic and toned with an ass in a skirt and I will make her cum for days and get her to fall head over heels in love with me in no time. If this sounds cocky, it's because I am. My issue is not finding fun, beautiful women to date or to sleep with, but rather that I continually find myself with straight women that I have no real future with. And then there was Billie.
I've dated and slept with some of the most beautiful, sexy and sensual women you will ever meet. Only to find my self months later (and in one case five years later) realizing that just because we can fuck for days (and days and days) it does not mean she is gay or that we can have a real long term relationship. Shit.
So here I am on FlawLespersonals.com at 28 years old. Don't let my long blonde hair and delicate features fool you. I'm what some call a “BDOC”, Big Dyke on Campus. I wear business suits. I wear birthday suits. I get things done. I don’t follow, I lead. When I don't drink for three days in a row I have a six pack and an ass of steel. Lesbians want me, men want me and their wives and girlfriends want me even more. I have, what one friend calls, "Daddy Energy" but look like a Barbie.
After yet another break up with a "straight" girl, I decided to try online dating to find a real live lesbian. Within a few hours of putting up a profile I had over 35 winks and emails. After sifting through the offers I had three dates with three different girls in the first week!
Monday: First date was “Liz”, great energy and wonderful spirit. We exchanged endless emails on spirituality, personal growth, psychology and life. Unfortunately, in the first five seconds of meeting, I knew I was not and would not be attracted to her sexually. Damn.
Wednesday: Next date was “Mary”. At the risk of sounding like the biggest fe(male) chauvinist pig, Mary had the most beautiful breasts and ass I have seen in quite a while and they fit quite nicely in her tight jeans and sweater. Beautiful big blue eyes with a smile that would make any lesbian wet... unfortunately Mary did not have much going on upstairs. I’m an Ivy League grad with a few graduate degrees in the works as well. Dumb just won't do. The hours I spent talking with Mary were some of the most painful hours of my life. But I tried my hardest to stay focused and listen to her babble on for hours about work and ex-girlfriend drama. I gave a few tidbits of advice and we parted ways. The next day, and I swear I can't make this stuff up, I get an email from the lovely Mary telling me, "I had a great time. I thought you would like to know that I quit my job and I'm moving to Paris! I think you really inspired me." The girl still calls me just to say hi! WHAT?!
Friday: By this point my hopes had been dashed. I would never find the woman of my dreams on FlawLespersonals.com. I had one more date lined up with a 30-something-year-old woman I will call “Billie”. From our conversations and email exchanges leading up to the date I was already somewhat smitten, but skeptical. We spoke on the phone twice before meeting. Each conversation lasted for hours and I laughed my ass off and for the first time found my self shocked at someone else’s stories. She was witty, smart, funny, sweet, and clearly had a naughty side as well. Her photos were adorable, her voice was raspy and her bluntness was alluring. I had found my match! One minor caveat, she has a six-year-old son. I love children so this did not really faze me but the day of our date she calls to tell me there is a minor issue. Her baby sitter canceled. Could we either reschedule or, if I was up for it, would I be willing to come to her place for dinner?
“Why the hell not?” I was eager to meet Billie. So I make a run to the wine store and pick up four bottles of wine (does she like red, white, pinot or chardonnay? I cover all my bases). I show up a few minutes before 7:30 pm, anxiously ring the bell, no answer. I wait a few minutes and ring again... no answer. From a distance I see a hot little blonde running down the street with grocery bags in one hand and a little boy in the other. This had to be her.
I help her with the groceries as she confidently introduces me to her son as "mommy’s friend" and we shuffle into their apartment. Now some might be awkward in a stranger’s home, hanging out with a six-year-old playing video games while their mother makes you dinner, but somehow Billie’s tight little black dress and the twinkle in her eye kept me perfectly content.
As she prepares an amazing meal we finish off the first bottle of wine. Bottle number two is cleared by the end of the meal and we polish off number three after we put her son to bed. We sit in the living room for a while chatting about life, work and past relationships. The conversation is effortless, the sexual tension is mounting and the smiles on our faces are getting bigger and bigger. She announces it is time for dessert. As she stands, I follow her into the kitchen and take a seat facing her on one of the chairs in the kitchen. Still in that little dress, Billie assembles an assortment of gelatos and walks them towards me. Her legs straddle mine as she leans over me to place the bowl on the table. I grab her waist and pull her gently down for a kiss. WOW. After an intense kissing session I stand up, her legs and arms still wrapped around me, and bring us both back into the living room and onto the couch. I slide off her underwear as I slide my mouth slowly up her thigh and in between her legs.
We find our selves on the floor naked, I’m behind her. We are on all fours, fucking like animals. My hands are inside her as we rock back and forth, my chest pressed against her back, burning the skin off our knees on the rug. I flip her over, fingers still inside her she is sitting on me, facing me, lips pressed to mine.
Sweat and the smell of sex fill up the entire room. We are dripping wet from every part of our bodies…as she cums again she lets out a moan that makes my clit throb and I practically cum too. We collapse together, bodies still wrapped around each other soaking wet, exhausted and bleeding at the knees. We are both in that drug-like state of bliss that only happens after you have fucked every ounce of energy out your body; we are serene, satiated and for a moment, "in love." I hear a rustle in the hallway and her son, half asleep, stumbles into the room. Still naked and enveloped in each other, we can not move. Little John wants to sleep next to his mommy. So he does what any half asleep six-year-old would do in the middle of the night when his mother is naked on top of another woman. He lies down next to her, in between my legs with his head on my thigh and falls asleep. Bliss.
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