Boobs Make You Stupid Ch. 02

Boobs Make You Stupid Ch 2

"All dressed up and nowhere to go." After drinking too much alcohol at home, I had decided to go out for the first time dressed in my femme alter-ego. Ultra-nervous initially, my apprehension eased with a couple of personal interactions.

Some over-weight guy in a car asked me if I wanted a lift. When I rejected him, he took out his cock and asked. "How about just a blow job?" I pulled up my skirt, showed him my cock and said. "Sure! Come here and start sucking, Bitch!"

I chuckled as I watched him zoom away.

I continued my stroll. The temperature started to get a bit chillier and my Angora sweater wasn't keeping me as warm as it did before. A consistent breeze was blowing up my skirt and freezing my ass. Plus my feet started to ache with all the walking around in my stilettos. I hadn't realized how far I had traveled.

"Bart's Bar" read the sign.

I looked in through the window. It wasn't busy at all and didn't look too seedy plus the bartender was a female so I went in. I took a seat at the bar and ordered a Johnnie Walker Black neat with ice water back. I knew it would warm me up a bit.

The youngish bartender behind looked to be about college age, working there to augment her income. Either she didn't realize that I wasn't a woman (which I doubt) or she just kept it to herself. She set down my drink and smiled. "Nice. Not too many ladies drink scotch."

Not really thinking whether it was a women's drink or not when I ordered, I smiled back and said. "Well you know. More and more women are taking it up! You should try it."

"Oh, I enjoy scotch too. Have you tried any Japanese scotch? It's pretty good." She asked. "I'm Shannon."

"Er..." I hadn't thought of ever being asked my name. I stumbled back trying to use a more sultry tone. "Uh... Veronica... Ronnie."

I finished the first one and asked for another. Shannon over poured my refill and poured one for herself. While I sipped mine, she gulped hers.

"Hi!" I turned to see a well-groomed, dark haired man speaking to me. "Hope you don't mind but it's kind of boring drinking by myself. May I buy you another?"

Shannon gave me a look. I'm guessing if I was a real woman, I would have known what she meant.

The guy's name was Bill. As he moved to the next seat beside mine, I noted he was taller than I was even in my heels. He looked into my eyes rather than my boobs as we spoke. We had a few more cocktails as we talked. He placed a hand on my knee. His hand crept higher up my leg but over my skirt. I knew he felt my garter strap when his eyes light up.

It was past midnight by the time I realized how late it was and asked for my tab. It was then I realized I didn't bring a purse. I wasn't planning to really go anywhere let alone drink at a bar. "Uh... Shannon. I dashed out of my place so fast, didn't bring any cash or cards. Do you think..."

"I'll cover it." Bill said grabbing my bill from the counter. "If you let me drive you home. After all, it is late and might not be safe for a lady to be by herself with all the unsavoury characters out."

Shannon's eyes rolled to the back of her head.

"That would be so nice! It IS chill out and I didn't bring a cover." I smiled. I looked down and flashed him my feet. "And these heels are killers!"

Bill paid for both tabs with his AmEx Platinum and we headed out the door. It was a short walk to his office building underground parking. All the drink made my alert alarm remain silent. We entered the down elevator. As the doors slid shut, Bill grabbed the nape of my neck and pulled me to him, crushing his lips against mine. Then his left hand grabbed hold of my ass. I could feel his right hand now paw my left breast. "How could he not feel it wasn't real?"

The doors slid open and he lead me by the hand to his Lexus; a brand new LC500. He held the door open for me and I slid in to the soft leather seat. "Pull up your skirt. Show me your garters!"

Stunned by his request, I raised the hem high up my thighs; enough to show him a bit of my tap pants too. I was fortunate that my erection was upward and didn't show. "Nice! I knew they would be."

Bill shut my side and dashed to his. But then he just sat there looking at me. I asked. "Aren't we going?"

"I said I'd cover your bill." Bill looked at me. He unzipped himself and revealed his hard cock. "I didn't say you wouldn't have to pay me back."

Even sitting down, his cock looked so delicious. About eight inches long and a nice thickness. It was uncut with an emerging, angry red knob. I realized that my lips were parted and my mouth was salivating at the sight. Needing no coaxing, I lowered my head into his lap. I sealed my lips over the head and swirled my tongue around his pee hole. I lapped his sweet tasting pre-cum.

It might have been the first cock I had ever sucked, but I know what I liked Britney to do and would try to replicate the same techniques. I allowed my spit to dribble down his meaty shaft and then followed by my lips. More and more of his slick, tasty sausage passed my lips until it hit the back of my throat. I was taken aback by the amount I took in and that I didn't choke or gag. I was still a couple of inches from the base. Bill's hand guided my head down and this fat knob popped down my gullet as my lips kissed his base. He held me there and started to erupt his hot cream. He thrusted harder shoving more of his dick in. I couldn't breathe. I swallowed as much as I could but he had so much and some of it snorted out of my nose. I felt the last few of his spurts and spasms as he held me there. I wanted to please him and stayed there until I needed air. I pushed him away with both of us gasping.

"Wow, Ronnie! That was nice." Bill panted. "Consider it paid in full."

"Maybe next time, the pay back will be bigger." I giggled licking off any non-existing remains. I kissed his tip and let him put it away.

"Should check your make-up, Hon!" Bill grinned. "Your lipstick is smeared for some reason."

I flipped down the vanity mirror and saw my lippy all over my face. Not having a purse also meant I had no lipstick to reapply. He handed me a tissue and giving him directions, he drove me home. Almost. I had him stop a bit away so he wouldn't know where I really lived.

"I know Ronnie isn't your real name." Bill said. "And if you're ever there again, we can do more. Maybe we could do it the other way around!"

I was completely stunned with his comment. I kissed his cheek and gave his cock a loving squeeze before getting out. I watched him drive away before walking or I should say floating the short block to my apartment.

Safely back inside my apartment, my hand went directly into my panties. I went to my bedroom and found my cock shaped dildo that Britney and I used sometimes. I stuck it on the wall, then pulled up my skirt over my hips and pulled down my panties down to my knees. Holding my ankles, I backed into what I imagined was Bill's cock.

After meeting with initial resistance, the 10-incher (standing would make Bill's cock longer) popped through on its second try. I leaned my ass back until it was completely inside of me. Bent over the way I was, my hard cock pointed right at my face. "Oh yeah, Bill! Fuck my ass!"

I wanted him to jam it into me harder and faster. I peeled it from the wall and laid on my bed. With my legs spread in a wide Vee, I stabbed Bill's cock back inside of me. I repeatedly jabbed in it in and out. I thought I could feel it in my belly. "Oooh F...U...C...K...K...K...!"

I started spurring my cum all over the place; on my face, my sweater, my belly, my sheets... everywhere!

After that most powerful cum, I must have fallen asleep because bright, warm sunlight was streaming into my room. I tried to open my eyes but my cum from the night before had dried and crusted. I pried them open and squinted at the clock beside my bed; 9:15. My ass ached from the silicon shaft still suck inside my hole. I thought about last night and about Bill. "Holy shit! I actually sucked another guy's cock! And swallowed his cum!"

Pulling the dildo out of my ass without ripping my hole was difficult. Any lubricating wetness had since dried and my sphincter was reluctant to release its hold. Trying to sit up only drove it in deeper. My legs were half off the edge of the mattress and heels that I still had on made it difficult to push my body higher up the bed. Even after I managed to kick my heels and panties off, as I used my feet to lifted my body up, my nylons slipped, my ass dropped and drove the rubber dick in more.

Finally, I managed to slowly make my way to the head of the bed. In the side drawer was a bottle of lube. There was maybe two inches of the shaft exposed enough to grease up. I tried to reach it between my legs but failed. I couldn't see what I was doing anyways. I raised by legs up and over my head in a wide Vee since that's how I put it in. It was a bit better but I still couldn't see what I was doing. Frustrated, I amazed myself when forced my legs right over and slid my shoulders through. My ankles automatically locked behind my head. "Holy shit! I've never done this before!"

In this position, I could barely see the rubber dipstick over my ball sack. I pours some of the lube on it but needed to work it in. The only way was to gently push more of the cock into me. With slowly and tiny movements, I started pushing it in and out, adding more and more lube as I went.

The cock was well greased and easily slid in and out but I couldn't stop fucking myself with it. I'd pull it out slowly until only the big knob was inside and then I'd shove it deep back inside. "Auu fuck! Auu fuck! Auuuuhhhh FUCK!"

I yanked it out of my ass. It was like popping a champagne cork under immense pressure. Hot white crema erupted out of my pee hole and coated my face once again.