I had always done fairly well with the women but, had one serious sex fantasy box left unchecked; The Hershey Highway! I had always wondered what my first time anal experience (aka Hershey Highway) was going to be like but, was growing tired of bullshit dating sites where the chicks would promise to do anything but, then refused my anal advances. I always found it interesting how they would allow me to wine and dine them but, as soon as I tried to enter the “Hershey Highway,” they would have every excuse in the book. My favorite? Telling me my cock was too HUGE for their tiny virgin asses. Bitches!
Don’t get me wrong, I think my cock is the perfect size and never have any complaints. I measure 6 3/4″ when fully erect and definitely know how to use it! In any event, I like to surf porn and came across this killer anal sex movies site where they had an ad for live anal cam website. I figured what the fuck, its free to sign up. It only took me a few minutes and then I was communicating with this hot biker chick whose favorite fetish was taking it up the Hershey Highway! I told her I wanted to see anal sex and was in heaven having found this live cam site. I couldn’t wait to hook up at biker bar that was convenient to us both. I’m really digging these new cam and dating sites where you can actually watch anal sex and pick member close to your geography. Ah, the miracles of technology!
We set our date time and I polished my Harley Davidson as well as my cock with a nice long shower less than an hour before my departure. I rolled into the biker bar looking fine and immediately noticed Sharon sitting at the table solo away from the bar and other patrons. Damn, she had a hot slutty biker chick outfit on that probably cost several hundred dollars. I introduced myself and then we proceeded to pound down the beers and shots too! Sharon asked it I was trying to get her drunk so I could fuck her Hershey Highway?” She laughed and said she was joking, it would take a little more persuading, plus she wanted to see my cock first.
“Here?,” I choked. Yes, pull your cock out so I can see it. I discreetly pulled my cock out slowly and Sharon grabbed it quickly with approval. “Perfect,” she shrieked! “Now, let’s get the fuck outta here and go fuck!” Damn, I had a hot one! Sharon told me to hop on the back of her custom bike which is something I never do but, I wasn’t going to kill the mood. I held her from behind during the relatively short and then Sharon and I pulled up to her trailer I sure hoped this wasn’t some sort of setup or something. I nervously entered her place and quickly noticed a photo of a biker dude on the electric fireplace mantel.
Oh fuck, I thought to myself. Sharon saw that I was nervous and said from the kitchen that was her deceased husband (who was killed in a motorcycle crash) and she just couldn’t bare to take it down yet. Sharon came back from the kitchen totally naked and even brought me another cold beer. She immediately began undoing my pants and had my cock in her mouth before I could say Budweiser. Sharon already knew the answer but, asked “Are you ready to realize your Hershey Highway fantasy?” I didn’t have time to answer before she turned around and gave me the first look of her from behind. . . and there it was, her tight little ass almost winking at me.
She reached around with her hand and slid a wet finger into herself and wiggled it around methodically in ever growing circles. After she loosened herself up she demanded, “If you want to fuck it, you’re gonna have to lick it!” Now, this wasn’t part of my Hershey Highway fantasy but, I figured, if you wanna play, you gotta pay! With that I bent over and kissed her ass; literally!
I started to lick and the grew more confident sticking my tongue to rim her ass into readiness. My biker slut, moaned in appreciation and then I slid my middle finger into her up to the knuckle. Her ass felt so much different than any pussy and I loved the nasty tightness anal sex offers. I knew it would be only a matter of time before my cock would disappear into her awaiting Hershey Highway.
I withdrew my finger and my cock was ready for action. My newly found biker slut, turned around and told me to spit on her asshole and to rub the head of my cock around to get it wet. What then told me to hold my cock steady and she would do the rest. Seriously?! I held my cock and she eased herself back ever so slowly until my cock was deep within her bowels. “Now, get to work and fuck my Hershey Highway” she demanded. My cock slid back and forth and I enjoyed a friction never before encountered.
Sharon was playing with her clit underneath and screaming “Fuck Me Harder” so loud I thought it would wake the entire trailer park. I pumped her ass as fast as I could and will never forget the sound of my balls hitting her pussy from behind. I fucked Sharon so hard I knew my aching balls couldn’t take it much longer. Sharon then instructed me to cum deep inside her ass when I was ready. Holy fuck, I got to see anal sex and a creampie too! Bucket list, check, check, check!
I pulled my cock out briefly just so I could watch it enter Sharon’s Hershey Highway one last time before unloading a hot load of cum deep into her anal cavity. Sharon’s ass muscles expelled my now softening cock somewhat forcibly and then she turned around to put my still throbbing cock into her mouth. She cleaned my cock of any remaining anal cum and asked if I wanted another beer since the first one got knocked over during my first time ever Hershey Highway Fuckfest.
For a biker chick (albeit brand new Harley owner) Sharon was actually a very thoughtful woman. “Why yes, that would be awesome,” I said. She came back with a cold one and a tequila shot for herself. Sharon and I touched glass and then she toasted to my first ever Hershey Highway experience. While I wanted to back in my anal sex glory, I heard another bike pull up outside. “Holy Fuck,” my husbands back early! He was supposed to be at a bike rally all weekend!” “Husband?” Holy Fuck is right as I snuck out of the back trailer door and then had to walk back to the biker bar. I didn’t even get a goodbye kiss, but at least I got my first ever ride on the Hershey Highway!