One of my biggest regrets since I became sexually active was that I didn’t get to fuck Nancy, a girl I’d once dated in college.

I had known Nancy since high school and thought she was absolutely gorgeous, but then I have always had a penchant for big-breasted, flat-stomached women, which, by coincidence, describes Nancy perfectly.

She’d been on my mind a lot lately, and I remembered that we had made a bet over which team would win the 1991 Super Bowl. The loser was to pick up the tab for dinner at a posh restaurant. We’d broken up just before the week of the game, and I’d never had to make good on my (losing) end of the wager.

After letting my fingers do the walking through the phone book, I decided to call her. Once the small talk was out of the way, I told her that because I was a man of my word, I still owed her dinner. She was surprised, but accepted.

Dinner was nice, filled with chatter about the eight years we’d been apart. I mentioned to Nancy that had I known her better back then, I definitely would have asked her to our high-school prom instead of going stag. “Maybe it was for the best,” she said, “I was still an innocent sophomore back then, and you might have been very disappointed that night. I don’t know if I would have let you be the first.”

“Maybe I can’t be the first, but I can still be the best,” I wisecracked.

“Oh, really?” she said with a laugh. “Now I’ve got some serious contenders to compare you to. Do you still think you’re up to the challenge?”

“Satisfaction guaranteed,” I said. “We can go double-or-nothing, and if I’m not the best, you’ve got two more dinners at any restaurant in town; if I win, I get to see if I can top myself.” She giggled, but didn’t bite at the offer until we were back at my place and it was clear that we were going to end up making love. We started making out on the sofa, and after I suggested we get more comfortable, we moved to the bedroom, where we hurriedly took off our clothes.

I made sure the lights stayed on because I wanted to see every inch of Nancy’s beautiful body. Her nipples were perfect — light brown, medium size, and not too prominent. We lay down on the bed, and I massaged her breasts as we kissed — and kissed some more. I nuzzled her neck, and then moved a bit lower and greedily sucked on her nipples. I love the feeling of nipples getting hard in my mouth, but my hands had spoiled that for me: Her nipples had grown hard just after I’d first touched them.

I made my way down her abdomen, licking and kissing all the way as I eagerly approached her pussy. I had dreamed about this muff for so long that I wanted to turn her on as much as she’d turned me on. I wanted her to feel pleasure as she’d never felt before. I kissed her nipples and stomach. I reached down and felt that her cunt was sopping wet. I gingerly pushed two fingers in and turned my hand palm up to seek out the walls of her vagina. I stroked away gently and she moaned her encouragement.

Now arrived the moment I’d long been waiting for. Putting my mouth to her twat, I pulled back the clitoral hood with one hand while I tongued her clit and sucked it in. Nancy was producing copious amounts of fluid, which I hungrily drank. Every now and then she would buck as my tongue flicked across her clit. I reached up and teased her breasts as I ate her out, her pussy juices having lubricated the fingers that were tweaking her nipples.

I love to see how far I can stick my tongue into a woman’s honey-pot. I looked up to see her watching me, before she leaned back and whimpered with pleasure. I owned her pussy now, and there was no stopping me from giving her the best orgasm of her life.

Her moans grew more frequent, and when she started to tense, I knew what was coming. Her legs stiffened and she bucked wildly. I fought to retain my suction on her clit because I knew that would make the orgasm extra-intense. She came in my mouth with a loud moan of ecstasy.

After her orgasm had subsided, I kissed her and she kissed me back, tasting herself on my lips. “Don’t reach for that cigarette just yet, young lady,” I said. “The best is yet to come.” I had her roll over and get on her knees so we could do it doggie-style, my favorite position. I entered her and gently worked my big cock into her tight snatch. She accepted every inch of me. The intense heat and tightness of her pussy sent me to heaven.

Gradually our pace and urgency increased. I was close to orgasm, and when she came and I felt her pussy contracting, I lost it and also came, deep inside of her. Later, as we held each other quietly, she let me know that this time I’d won the bet.