I never thought of myself as "macho" kind of guy, even though one of my grandfathers was Cuban. The other one was a pale blonde Spaniard, and both of my grandmothers were whiter than white Wonder Bread Americans. I do look vaguely Hispanic, and if a spend a lot of time in the sun, which I seldom do, I get a very dark tan.
I grew up in Kansas, of all places, since my father was professor of Agricultural Economics at Kansas State, and I had the very definition of a middle American suburban upbringing, especially since I was an only child that both my parents doted on. My mother was an admin assistant in the vet school. I grew up in Manhattan, Kansas but it was hardly the "Big Apple". I was named for both my grandfathers, with a very Hispanic set of given names: Vasco Ferdinando. Vasco was too weird to be used, and Ferdinando was too long, so they just called me "Nando".
I was a shy and studious boy. I had one girlfriend all though high school, and we both promised to wait until we were 18 to have sex. We tried for the first time on the night of the senior prom. I got off and she did not. I felt very guilty about that for some time. That led me to read and study extensively on female orgasms and how to engender them in case I ever got another chance to try.
We went to a good high school, which got me into other colleges besides K State and scholarship offers made it possible for me to happily ignore the faculty discount offered to my parents at K State and fulfill my dream of living somewhere, anywhere, that was vastly different from the middle of Kansas.
With the threat of flunking out and having to go back home to school hanging over my head, I studied hard and partied not at all through my first three years at Florida State in Tallahassee. I had an extremely low risk career plan, to be a CPA, and Florida State was the highest rated accounting department that offered me a scholarship. I found my classes easy and made good grades. State is a real party school, but I was not a real party guy, so I did not meet many hot women there.
My good grades led to the offer of a summer internship at a local accounting firm, my first real job. I was essentially a clerk, but everything was done on personal computers and the cloud, and I was more up to speed than most of the older employees, so in addition to being the most junior accountant, I became the unofficial IT helper, and got to know a lot of people that way.
This also led to my first chance to practice what I had read about pleasing females. The accounting firm had an extremely strict rule about employees not dating each other, as part of their larger "job separation" policy, so I originally thought I was to be left as high and dry for the summer as I had been during the regular college term. But the employees did host some after work happy hours on Fridays at bars or their homes, likely to promote contact with non-employees that could be date bait. They invited me, and some of their not off-limits neighbors, and that improved my prospects quite a bit.
One nice looking older woman about 35 took a special interest in me, and I found her flirting really got me hot. She reminded me of a middle school teacher I used to have a teenage crush on, but never actually touched. For three weeks Shirley would brashly tease me, then back away shyly, then tease me again. I ended up panting whenever I saw her. I think that is what she wanted. She was a little overweight, but pretty and really stacked, with short blonde hair and sparkling blue eyes.
One Friday as the happy hour was winding down, Shirley invited me to visit her house, which was in the same neighborhood just a block or so away. It was a nice house, not vastly different from my home in Kansas, but with a pool in back and a screened patio called a "Florida Room" around it. We sat in the living room and she very deliberately undid the top two buttons on her blouse, making sure I noticed. I surely did.
"Would you like something to drink Nando?"
"No, thanks."
"How about a kiss?"
We made out like teenagers. She was very enthusiastic and rejected none of my advances. I consulted my mental notes on female arousal and slowly and tenderly caressed her breasts through her top. Soon the top was gone, and then her bra. Her breasts were amazing, and I spent a long time getting to know them. Her nipples got hard, and her breathing got loud. Mine too.
Thinking back to prom night, I was determined to get her fully excited and ready before I attempted to top her. I kissed her tenderly through her panties and she moaned and groaned excitedly. I was encouraged and getting really turned on. She lifted her hips up and we slipped her panties off together.
She was sopping wet and wonderfully fragrant. I dove in and she began squirming and gulping air. I tried to systematically kiss and lick every square millimeter of her and enjoyed the effort. Clear fluid was running down her thighs and onto the couch.
I stood up and began to unbutton my pants.
"I want to suck your cock!" she announced, very loudly. I was for it!
I should explain about my dick, as it is relevant to my story. I did not play on any sports teams in school, so I never saw anybody else's dick in the locker room. My father and mother were never nude in the house, and I was an only child with no relatives in town, so I literally never saw any other dicks, and I had no basis for comparison. My reading told me that the average size was about 5.25 inches, and that they vast majority of guys had dicks close to the average size. I measured mine once, and it was about 4.5 inches, and I figured that was below average based on what I read, but what could I do about it? Nothing.
Also, even though my dick was never out and exposed to the sun, for some reason it was very dark, almost black, and stood in stark contrast to my otherwise "normal" skin tone. The very end of it was pink, but most of it always looked like it had at least a full summer's worth of suntan. My one girlfriend never saw it either, as the only chance she had was in a dark car on prom night, and I came almost as soon as it touched her.
Shirley, however, was using both hands to feel it through my pants, and I could tell it was hard, harder than it had ever been, thanks to her skillful teasing and tasty pussy. Like her pants, we worked together to drop mine, and I felt a rush when my hot dick was exposed to the cool air-conditioned room.
Shirley had an even stronger reaction. "Oh! Honey, that thing is huge!" she cried so loudly I was afraid the neighbors might hear. I did not remember her calling me honey before. "And it's black!"
She grabbed it with both hands and ran them all over it. She rubbed her face on it, humming. I looked at it like I was seeing it for the first time. In comparison to her face, it did look big. My hands were on either side of her face as she used her tongue to lick the end of it, sending shivers up and down my spine. The end was just about as pink as her tongue, but the rest of it looked very dark next to her pale cheeks and blonde hair. It had big bulbous veins on the outside that I had never really noticed before, but I guess it had never been this hard before, either.
Through my sexual fog, I tried to think critically, or at least objectively like an accountant. If my fingers where about one inch from the first to second knuckles, then my dick was not just 4.5 inches long anymore. It was now more like 9 inches, and much thicker, too. Shirley made it look shorter by taking at least half of it into her mouth. A shiver went through me, and my hands involuntary grabbed the back of her head and shoved my dick in a little further in. She groaned way down in her throat and took a deep breath in through her nose and gobbled a little more of it down. The feeling was so intense I could hardly believe it.
She pulled back and took a big breath through her mouth. "Feed me that dick!"
I did. She grabbed the back of my ass cheeks and pulled me into her, then used her thumbs to push back against the front of my thighs, then moved forward again and took almost all of it into her mouth. Her lipstick was smearing all over it. When just the pink tip was in her mouth, she pulled with her arms, cupped my buttocks with her fingers, and sucked me back in.
Suddenly I was struck by the urge to praise her. I pulled out, bent down to her, and lifted her face up a little with my hands, and kissed her. She groaned again. I broke the kiss and said, "Your mouth feels so good!" and then shoved my dick into it again.
I alternated this several more times and she gulped air and then tried to take me all the way down her throat again. I felt her tongue lashing the underside of my cock.
I pulled her head back to give her one more kiss, and she suddenly yelled, "Fuck me, fuck me, fuck me!" then grabbed my hands and led me back down the hallway. There was obviously a big master bedroom as the end on the hall, but she pulled me into the first door on the right, which was a sparsely furnished guest room with one queen sized bed.
There were lamps on night stands on either side of the bed, and she carefully turned the little knobs to switch both on. They were old three-way bulbs and she clicked them from low to medium to the brightest setting. There was a big stack of pillows against the headboard, and she sat with her back to them, leaned back, and spread her legs wide. "I want to see your big dark dick go into me!"
That seemed like a good idea. Her pussy lips were bright red and dripping with fluid. I took my time and lined things up and slipped forward slowly, hoping to tease her a bit for a change. She was tight, but it felt so right!
"Ohhh!" she growled. I pushed on. "Ahhh!" Her noises increased in volume, and about halfway in she changed her tone. "Oh fuck! Oh Fuck!' She said this over and over, faster, and faster, and I had to stop my forward motion with about 2 inches left to go. I felt something push against me. She screamed. I just held still, then pulled back slowly.
She drew a huge breath. "Oh no! No!"
I stopped, then pulled almost all the way out. "Oh no!"
