I turned 29 at the end of last summer, so I now have just under 3 months to achieve my personal goal. It was a target I set myself in the final year of high school after a mistake turned into a thing and then the thing became a life goal of 30 by 30.
I was in the cool crowd at High School, helped by turning 18 at the start of the year plus I had an athletic build and good at almost every sport I tried. Like most high schools the cool crew were shadowed by the hottest chicks. I fooled around with a few, my first DFK was with Stacie who's 18th birthday was 4 days after mine she also didn't object when I moved my hand under her blouse and made my first tentative fumblings. The feel of her mounds was addictive and I could have spent an eternity in the moment feeling her nipples harden and poke through the fabric of her bra. Sadly Stacie caught me messing around with Jackie and so the brief grope was all I managed.
Jackie, also 18, was hot, long blonde hair, slightly fuller rack and a tight ass. I adored her love of lycra that clung to her slim legs and hard buns. A fan of cleavage enhancing bras she dressed to impress and in my eyes was the equal of Pamela Anderson or any of the Baywatch girls on TV at the time.
Jackie was more experienced than Stacie and by the end of our first date she blew me on the ride home from the movie theatre. She didn't need any encouragement, she simply waited till we were out of the parking lot before sliding across the bench seat of my pick up and started kissing the side of my neck whilst unzipping my flies. Blood rushed to my groin, enlarging my dick as Jackie gripped my shaft. As she felt me fully harden in her palm she started stroking my full length as my pre-cum seeped out.
The pheromone rich scent filled the cab and Jackie inhaled deeply letting her base instincts take over. Without a word she lowered her head straight to my cock, licking the seeping cum from the head then sliding her lips down over my shaft, raising and lowering until she'd wetted as much as she could fit in her mouth. Maintaining a good seal Jackie sucked on my now throbbing member. The sensation caused spasms to shoot through my body, a few swerves over the center line of the road and after no more than a minute I pumped a hot dollop of cum into the back of Jackie's warm mouth. Gagging a little she chugged it down, slurped the last of my seed from my dick then tucked it away and zipped up my flies.
Unsurprisingly Jackie and I went on quite a few rides progressing to a Friday night when we parked up along a dirt track by the old saw mill. We both knew what was going to happen, Jackie had probably spent hours getting ready, as she looked stunning whilst my preparation stretched to fixing up the recline lever on the seat back...
As soon as i'd collected her from her girlfriend's house she'd slid right on over to me, kissing my neck while i drove. I remember now the strong musky scent of Jackie's wet pussy mixing with the cool evening air in the cab air as we drove. Once we'd parked up I turned to face her, kissing Jackie then lifting her top, lifting her bra and savouring the fall of her tits in the faint green glow from the dash lights.
As Jackie removed her bra I slipped off my T and unbuckled my Levi's. Jackie hands found my flies and as I shuffled out of my jeans and boxers her hands reached down and cupped my balls and gripped my shaft. Jackie let out a low whistle as she felt the weight of my swollen testes both well prepared to do their duty.
Pulling the now fixed lever i dropped the seat back almost horizontal, Jackie lay back, her boobs settling and spilling over the sides of her chest, nipples erect and pointing straight at me. Irresistible. I couldn't resist squeezing her tit, lifting her nipple into my mouth and tasting her teat. Again I smelt the sweet musk of Jackie's pussy fill the cab, I slid my hand up Jackie lycra clad thigh finding her crotch soaked through from her wetness. I smelt my damp fingers and the intensity of Jackie's pussy juice sent my nasal receptors into overdrive.
Gripped with a sudden urgency I roughly pulled the lycra leggings down, exposing a bare cunt glistening in the pale light. Jackie brought her legs back and spread them reaching out to pull me down towards her. As I lined up between her legs Jackie guided my throbbing tool towards her now spread lips, sliding the tip up and down her slit, spreading her fuck fluids from her clit to her anus. Suitably lubricated she lined me up with her glorious hole and I shifted forwards, slipping deep into into the depths of her pink delight.
My pubes tickled Jackie's clit at I buried my dick deep into Jackie's wet pussy again and again. Each stroke taking Jackie closer to stimulation heaven until she could take no more, arching her back in protest and letting out a scream of raw emotion. Simultaneously her cunt clamped down on my pumping penis, the sudden tightness enhancing the sensation and opening the floodgates to a flow of seed rich semen, pumped from my tightening ball sack and hosing Jackie's cervix with my baby batter.
Once I'd scored with Jackie I moved on pretty quickly, chasing the next pretty girl in town. It was on a day, two months later whilst I was was still trying to clean the various sex stains out of pickup seats that Jackie showed up at my house and broke the news that she was pregnant with my child. I promised to be there for her...but knew i wasn't in anyway ready for this.
I spent days in a downward spiral, hitting the sports bar in town earlier each day, drinking more than I could handle, finding myself in a different place each morning; the front porch - when I hadn't been able to work out how to unlock the porch door, the bathroom where I'd passed out trying to take a leak and then finally somehow in the barmaids bed. When I woke at 5am I still had my pants around my ankles and my mouth tasting of stale ale mixed with slightly fresher beaver.
Glancing over at the barmaid lying face down next to me on top of the covers I could see faded redd finger marks on her ass indicating I'd been riding from behind and holding on tight. Fuck knows how I performed as i could barely stand. I got out the apartment and headed home - but cutting a long story short got collared by the local sheriff for nothing much. I swear Jackie's Pop had a hand in the shit that followed as I ended up getting a 8 month stretch - just enough to miss supporting Jackie through the birth. When i got out she didn't want nothing to do with me and I kinda understood.