Based on a true event in my college years. Dialogue and names have been changed.
I made my career as a college senior my job, studying, gym, cooking, etc. I was getting near graduation and anxious about my future and wanted a partner, a wife. After dating enough to know what I did and did not want, my sights had become clearer and stronger. Being a larger man at 6-6 and 290 lbs, I liked larger women. With more size came bigger boobs which was just fine in my book. If you're not attracted to a person at the most basic level what is the point of pursuing a relationship? I couldn't decide if I was an ass or tits man, so I thought it was more about proportions. A big ass and no tits wasn't going to work for me but if both were above average then that would do. When I am horny, pretty much any woman will do to satisfy my urges, but to actually enjoy it, take my time with it and hers, attraction is a must. And if she has brains and looks that was something to slow down with, appreciate.
I love to eat pussy and please women, more than actual sex. It was easy for me to make them cum and I learned early on if you were a good lover she would forget other shortcomings in a relationship. I had penetrative sex 6 times prior to meeting Amber, and at my best estimate, gone down on 9 different women. I get turned on by giving pleasure. Once she cums and is relaxed then I can be selfish and go for my orgasm. There is anxiousness on my part during sex, it is difficult for me to cum. I've faked cumming in the past, with a condom it's easy. As I've matured though I don't waste time with that. Many times she cums a few times from me licking and sucking on her pussy and clit and then we cuddle and I'm satisfied. Other times I need to bust my nut and spray cum on her stomach, chest, or face. That animal urge happens but not as often as you might think for a young college man.
The urge was with me on that Friday evening when I went to the local grocery store to pick up my usual essentials: water, tuna, pita bread, white rice, mixed peppers, broccoli, celery, chicken, and low-sodium sliced turkey. The weight loss thing was working great and now I was focused mainly on putting on lean muscle. I drank a lot of water, didn't party, went to the gym for 4 hours every day, and being lonely and horny, masturbated often. The urge might come during class and I'd go to the bathroom and crank out a quick one, busting on the floor next to the toilet and the paper was handy to clean up with. Getting business taken care of was not even a question, it distracted from my studies or fitness then it needed to be handled. If I had my phone on me I would watch porn on mute and cum faster, getting it out and done in a timely manner. Sometimes I would cum on the toilet seat, getting close to cumming and then stand and turn around and shoot cum ropes on the seat. It was a perverse pleasure to think a guy would sit down on it later and not know before hand because it was mostly white and clear and blended in with the white plastic toilet seat.
When I got to the check out and put my items on the moving belt, I saw a new woman bagging my groceries. Older, brunette, very freckled skin, small breasts and a sort of Jacklyn Kennedy likeness to her face. Her name tag said Amber and she looked like an Amber. It was unusual but she wore make up complete with pink lipstick, black eye liner, and penciled eyebrows. Subtle but mature, an air of no-nonsense was evident with her actions and manners, smiling quickly but then it faded as she bagged my items. The cashier was a woman I knew well, she had been working there since I was a freshman and had seen me lose a lot of weight and now put on muscle and she teased me saying she could be my girlfriend but that she already had a husband and 3 small kids at home. This new woman, Amber, the more mature and put together lady was someone I was definetly interested in. Not just for sex, but also to learn about her. The Milf thing was a fantasy I had always had, and I had bedded several older women with the understanding that it was a one-time or friends with benefits arrangement.
"Hi, Amber. Nice make up you have on." I could hear the cashier's eyeballs rolling, me laying on the charm.
"Oh, thanks." She didn't even look up from her task, hands busy, and her short brown curly hair bobbing as she moved items to bags.
"Do you have any plans for tonight? I'd like to buy you Chinese." The bold tactic usually worked on the older women who had seen it and done it all before. Let them know what you're about and just be honest about what we both want.
"Umm, wow?" This time she did look up, her eyes a dark blue, and there was a challenging look on her face. Not confusion, or anger, but just a challenge. Was I serious about it? I sensed an opportunity and pressed on.
"You're a very good looking woman and I have no plans tonight. It seems a shame to let a perfectly good Friday night go to waste. When do you get off? I'll come back and pick you up. I know a good place on Main Street, it's close by my apartment."
Amber finished bagging for me and stood up, about 5 foot 4, and looked me up and down. The anticipation was killing me. Did she want to say yes or would she blow me off? I was probably 25 years her junior.
"Why not? I haven't had Chinese in years. Too much salt for me. Listen, it's 7:30 pm now and I get off at 8:50. Pull up around back by the staff cars and we can go from there..." She flashed a non-committal smile, the kind you would make for a complete stranger who just complimented you on your make up or new shoes.
"You aren't going to stand me up are you? I'm serious. My name is Richard." I extended my hand and she shook it, firm, and I saw the freckles were all the way up her arm, not just around her hands.
