It was many months after the fateful day that changed my life forever that I found out she had known all along - that all my sneaking about had been totally UN-sneaky. As we lie there in bed now, all sweaty and sticky from my very first fucking, she confessed to me she had been very flattered by my interest in her and had gone out of her way to provide me with my special playthings. She said that she would masturbate to several orgasms thinking of me and fantasized that she would be the one to take my cherry. Before I get ahead of myself let me go back to that time when this terminally horny young man's first upskirt view of my neighbor began a journey down a long and crooked path.
Ever since puberty had turned me into the lusty eighteen year old horndog whose memories are bared here to you, I have been infatuated by older women. The smell of their perfume intrigues me. The shape of an erect nipple poking through a t-shirt arouses me. The curve of a well shaped leg, the erotic wiggle of a delightful derriere, the sparkle of a lewd wink - all these things excite me no end!! After my 18th birthday, it was like someone had flicked a switch in my groin and I discovered a new found interest in paying attention to the females who wandered my surroundings and I walked around with a perpetual hard on, ruled by my little head (something to this day nearly 30 years later at age 48, I still haven't overcome!)
I had known my neighbor Bev for many years, but suddenly I began looking at her in a new light. I became infatuated with the straight, waist length midnight black hair, the mysterious mahogany brown eyes, the full luscious lips (always fully decked out with a thick coat of gaudy red lipstick), the large breasts that swung unencumbered beneath her clothes most days, the long legs, the sumptuous bottom, and the slightly rounded tummy. Yes, she was approaching 40 and showed the wear and tear of birthing five children and divorcing two husbands, but I was attracted to her like no other. I "decided" one day while staring at her through my dad's binoculars as she sunned herself on her back patio that she was the one who would be taking my virginity.
I had hung around her house for years playing with her children but now that I was "legal" I felt things were different. I began distancing myself from them and inventing devious ways to spend time with her instead - mowing her yard, tinkering around her house, carrying in her packages, anything to be near her! Each night as I lie in bed I reintroduced my throbbing cock to my right hand and fantasized about her - the sound of her laughter, the bounce of her bosom, and the curve of her calves. I undressed her a bazillion and eight times and fucked her every which way from Sunday night after night after night until I couldn't take it any longer and knew I had to take it to the next level.
I was determined to tell her how I felt and was waiting on her front steps when she drove up from church. The kids were all off wandering the neighborhood by now and I thought this would be a good time for "True Confessions". I walked towards her car as she threw it in park and opened her door for her. She gave me a curious look but smiled and said hello as she started to exit the vehicle. With one leg out the door she realized she had left her purse on the passenger seat and leaned back in for it and this left her knees spread quite amply! I got quite an eyeful of the tops of her black, thigh high stockings, the cream colored flesh of her inner thigh and the bulging gusset of her white cotton panties straining unsuccessfully to restrain a veritable forest of thick black curls. My very first panty shot!! This image of her is something I have jacked off to countless times over the years and while I doubt if the event lasted more than a brief second or two, it was a defining moment in my life.
Having retrieved her purse, she slid out of the car and I did the best I could to act innocent as I stammered and stuttered, knowing that I couldn't tell her everything now, not with the rising bulge in my shorts! I managed to mumble something about how it looked like it was going to be a beautiful day and maybe I could weed her garden if she wanted. Adding to my total state of bewilderment, she reached out and touched my cheek saying she thought that was a fine idea and if I gave her a couple minutes, she'd go inside, change her clothes and give me a hand!