Hello, this is my first attempt at writing literotica, and I welcome your input. I would especially like to thank "SusanJillParker" for inspiring me through her great writings. The following is an amalgam of fact and fiction from my mischievous mind and chance encounters, so I hope that you enjoy!
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My name is Kevin, and I am hopelessly obsessed with older women with large breasts, especially former teachers, my mother's friends, and even family members. I guess you could say that I had a bad case of the "MILFs," and desperately looking forward to curing my horniness! I was blessedly raised in a family of tall, attractive, and naturally large-breasted women, which fueled many a masturbation session.
My mother (Susan) is the eldest of five sisters ((Susan (46), Deborah (45), Janis (44), Sharon (42), and Sara (32)), and I have both an older sister (Amanda (24) -- "Mandy") and younger sister (Trish (20)). I'm 26, 6'2," 200lbs, blue eyes, short black hair, muscular build, lightly tanned, and perpetually horny! I also have an 8" cock that hasn't seen as much action over the years as I would've liked.
I recently graduated from a prestigious university with my graduate degree in an allied health field and just started my first well-paying job, which hopefully will aid in finding a cure to my obsession! I chose a small hospital in the Midwest, and was generally happy with the working conditions and dating prospects. I had only been working there a few weeks and began flirting with a strikingly beautiful MILF nurse in ER named Ellie -- Ellie's attractiveness was very reminiscent of Maureen O'Hara (The Quiet Man), but with much bigger tits! Ellie was in her early 40s, 5'9," about 145lbs, emerald-green eyes, long fiery red hair, porcelain skin, freckles, and an amazing 38DD-26-38 body made for fucking! Ellie was the divorced mother of three teenage girls (19, 18, & 17), and very receptive to my friendly advances. In fact, Ellie would unconsciously lick her lips whenever we spoke, which often made my cock tingle with excitement.
I sheepishly asked Ellie if she would like to go out to dinner, and pleasantly replied yes. I had selected a locally famous steak house for Friday night, and anxiously awaited her arrival. I had never seen Ellie in anything but scrubs and a ponytail, but got an instant erection when she arrived in tight blue jeans, ivory blouse, and her long fiery red hair gently blowing in the wind. Ellie's blouse was unbuttoned to reveal a generous cleavage, and hint of lacy white bra. My eyes were magnetically drawn down to her amazing bust, which made for an awkward evening. Ellie confessed that she hadn't dated since her divorce, and was surprised to be out with a much younger and handsome man. I reassured Ellie that she was a very beautiful, intelligent, and desirable woman, and was proud and fortunate to accompany her. Ellie immediately squeezed my hand and said, "That's the nicest thing that anyone's said to me in such a long time." I told Ellie that I meant every word, and hoped to get to know her better.
Dinner pretty much went as I expected, with my eyes constantly shuttling between Ellie's beautiful emerald-green eyes and ample breasts. Ellie seemed quite flattered by my attention, and even leaned in a few times to give me a better view of both. I especially ogled Ellie's shapely ass, when she excused herself to the ladies' room. Both of us felt really comfortable in letting our guards down, and things were progressing quite nicely. I asked Ellie if she would like dessert, and suggest we share a triple chocolate brownie w/ vanilla ice cream. My cock twitched with excitement as Ellie fed me dessert with her fork, and then would seductively lick the tines.
The evening had been a "raging boner" of a success and felt on track to enjoying Ellie's amazing body as my personal home entertainment center. At the close of dinner, Ellie asked if I had some wine back at my place, and I suggested we stopped to get some. Ellie confided how attracted she was to me, and wanted to experience my caring and tender manliness (e.g. "fuck"). Ellie followed me to a liquor store and selected a nice burgundy, and then off to my place.