I once took a walk on the wild wide and I'm not ashamed to admit I liked it. The idea of a guy sucking my cock never appealed to me, but when I let it happen, I was not sorry, in fact I liked it.
I was living on the upper east side of a big city (guess) and would on occasion walk into one of the local bars that were not reliable checking IDs. This one bar was usually filled with young hot women who lived in the hood. I was bored and without a date for the night, so I walked over to try my luck.
I should say at this point that I am an above average looking guy. I can say this without being accused of being vain because I have a fair amount of success with getting attractive women into bed, which to be honest, is my primary goal in life so my looks are quite useful. Just to be clear about this point, I am not a Brad Pitt but I'm just tall enough (5' 11") and good looking (7 or 8?) enough to bat 300, praise the lord and pass the lubricate. If 300 doesn't seem like a major-league pick-up artist, understand that when I'm in the hunt I always aim for an eight or above (see how I changed metaphors), even if it's last call I am not going home with a three, four or five. I'd rather jerk off to porn. I hate after dropping a load on some dog having to make an exit as quickly as possible to avoid the agony of looking at a plain Jane a minute longer than needed.
Pick up artist pro tip: always dress well. Women will be impressed because they think you have money. I always notice when I wear my $ 1400 suit around town, I get a several more second looks from women than I otherwise would: I can see the thought bubbles over their heads: "that guy is interesting" which translates into a mate value calculation of "he must have money."
When I walked into jailbait bar, I wasn't wearing a suit but a nice jacket and button-down shirt which set me apart from all the young dudes in the place. I was also at least 18 years older than any of them. I walked to the back of the bar where a small dance floor had some couples dancing. I didn't see any interesting prospects, so I headed back to the bar for a drink. When I returned to the dance floor a cute petite blonde caught my eye. I moved in closer to stand next to her. She seemed to be alone.
I leaned in and yelled over the loud music, "Let's dance." Just tell her what to do. Don't ask permission.
I moved onto the dance floor and began to shake my ass around. She hesitated for a moment, gave a hint of a smile and followed me. We danced for a moment or two then the soundtrack changed, and she started to shake her body close to mine, specifically between my legs. I wear boxer shorts to give my best friend plenty of room to grow. With this hot little body moving close it got his attention and he stood up to salute. Her thighs felt his firmness. The hottie was rubbing her thighs and ass against my cock with the purpose of sizing up my package. It evidently met her approval as she pushed her body harder and more often against my crotch. The song hadn't ended when she grabbed my hand and pulled me to bench against a wall. As our asses hit the bench her lips were on mine. We made out as she continued to rub my cock through my pants.
"I'm getting my knob polished tonight," I thought to myself. Then came the catch.
A young guy came over and sat next to her. She broke off the heavy petting and turned to him and said in an excited but insincere manner, "Hey Eric, I didn't know you were here." turning to me, "I'm Jessica, what's your name?"
"Billy," I shook her hand.
The guy leaned over Jessica and offered his hand and said, "Eric." Why the fuck was I shaking his hand?
She placed her head close to Eric's ear and said something which I couldn't hear.
She turned back to me and said, "Let's go to my house and party." She got up and firmly holding my hand pulled me to the exit with Eric leading the way.
I have never had a desire for a threesome with another guy. Two women sure, of course, there is no straight guy on the planet who hasn't had a two-girl fantasy. I've been lucky enough to have had a couple two girl sessions, which I'll tell you about at another time, but sharing a woman with another guy was never on my bucket list. Although, if I'm being honest, I have watched porn with two guys rotisserie fucking a good-looking woman, stroking my cock and shooting a load. The women always seem to be enjoying themselves.
Following Jessica to the exit her thigh high tight-fitting dress gave me a no imagination needed look at her tight body. She had a small but not skinny frame, I hate boney chicks, large tits for her size, maybe a C cup, and a not to small but not too large ass, just enough sub cutaneous fat to send ripples through her ass when you pound her from behind. As we stood on the sidewalk with Eric waving for a cab the streetlights highlighted her shoulder length natural blonde hair. She kind of reminded me of a young Michell Pfeiffer. If she hadn't been at least a nine, I would never have gotten into a cab with her and my new friend Eric. That's my story and I'm sticking with it. She was a good-looking bitch that got whatever she wanted. As it turned out, that night she got what she wanted and so did I.
In the cab Jessica was all over the two of us, kissing us rubbing our cocks through our pants. We pulled up to a building with a doorman she didn't acknowledge, but he gave her a head nod without looking at us. The elevator ride up was more kissing and cock rubbing. She opened the apartment door, turned on the lights and pointed down the hall to what I could see was the kitchen, turning to me, "Be a dear and get us some bottled water out of the fridge would you? My room is down the hall the second on the left."
Good idea to always stay hydrated during a threesome, I guess. That seemed prudent.
She pulled Eric down the hall but I'm guessing he knew where it was. So why was I getting the water? I would have been annoyed except I was taking a survey of the place and frankly I was a bit awed. Her apartment, her parents' home of course, was filled with very expensive furniture and paintings. I walked into a kitchen outfitted with high end appliances and a copper range hood that must have cost 30k. These people were loaded. I grabbed three bottles of designer water out of the Sub-Zero and headed down the hall in the direction of her bedroom.
Of course, on the cab ride over I'd realized I had been set up. This was her MO, pick up some guy, "accidently" run into Eric and bring us back for a two-cock fuck fest. This rich slut always got what she wanted; I was literally the water boy. Fuck it, in for a penny in for a pound. Besides all her cock rubbing through my pants had my balls on a slow burn, I needed my cock inside tight wet young snatch ASAP.
I walked down the hall passing some framed family photos on the walls. I stopped to look at one taken on a beach with a woman and two girls. One of the girls I recognized as Jessica, the woman I assumed was her mother. I could see where she got her looks, her mom was a beauty. A former model/actress marries super rich guy and has two beautiful children. A story as old as time.
When I walked into the bedroom Jessica and Eric were both lying on the bed fully dressed. Which made sense. You need three people for a threesome.
I handed out the drinks, "Your parents are cool with you having two guys in your room?"
After taking a swig of water she said, "They're out of the country for the week."
I sat on the bed with my back against the headboard. I guess they were waiting for me to get things started. I reached for my zipper, pulled it down, reached in and pulled out my cock. I reached for her hand. Her head went toward my lap at once and she wrapped her lips around my cock head. She was an eager and experienced cocksucker. She made sure my cock was well lubricated with spit, she opened her mouth wide and covered her teeth with lips and creating good suction.
Eric was very patient while Jessica sucked my dick, drinking his water not even looking our way. Then she moved her head over to Eric's lap unzipping his pants and taking out his cock. Her sweet ass now facing me, with both hands I pushed up her dress over her hips up to her waist. I slipped the fingers of both hands under the elastic of her lacy panties and pulled them down her ass. She helpfully lifted her body a bit off the bed to facilitate the panty removal operation. I forcefully spread her legs as wide as I could. Her pussy was shaved, and the labia lips already glistened with moisture. Even her pussy was gorgeous, her outer lips, labia major, completely concealed her labia minora. On most women the inner lips protrude past the outer lips. I slid my right-hand forefinger and middle finger up and down over the outer folds of skin.
