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Gender: Female
Age: 101
Sign: Capricorn
State: Massachusetts
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2008

November

Dreamy
The Marriage
The Bet

WEDNESDAY, NOVEMBER 5, 2008 (8:19 AM)

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The Bet

I met Jessica in Tampa, Florida, before Key West lost much of it's appeal for gays (once the Big Red Boat starts stopping at your port, it's time to rehab/redecorate a new neighborhood) and prior to South Beach becoming widely known outside the state. The Tampa Bay-St. Petersburg Beach area was a lesbian mecca and it was a little like paradise for awhile.

My friend Mary Jo was tall, gorgeous and loaded (with money). She plowed through women like some ravenous tiger and she was on the prowl, always. She called me at work one stormy Friday and asked me to meet her at a local club called Tropical Heatwave.   She said, "I'm having a day, don't even go home, meet me there right after work. See you at 6." I said, "It's a freakin' tropical storm out today, Mary Jo."   "See you there," she said.

I thought at least I'll look good in my new charcoal-grey Wolf Brother's tailored suit. At the time, women often wore uniforms of skirted-suit-with-bow-tied-at-neck, because of the bestselling and moronic Dress For Success book. Running through the rain after work my umbrella was blown from my hand and my shoes were soaked by the time I jumped into my car. I removed by little neck bow and put on English riding boots I had just bought that were on the back seat. I had a fresh pack of Clove cigarettes, which smelled horrendous; I thought the bad aroma and taste would help me quit smoking. I dashed from the parking lot into the bar, raincoat over my head.   Mary Jo was already standing at the bar holding a drink, she said "Nice boots," and she laughed.

The Tropical Heatwave usually had a good crowd of women for happy hour on a Friday, but on this stormy day there were only a few people sitting around at tables. Mary Jo ordered a drink for me and I lit a Clove cigarette and she asked "What the hell are you smoking?"   I said "Cloves, supposed to motivate me to quit."   As I exhaled sickly-sweet smelling smoke, she said "I see it's working real well." Mary Jo was a smartass and I found her to be very entertaining. I felt priveleged to be a friend of her's, though I never wanted that feeling to show. We drank our drinks quickly and chattered about the rain and lightning.

After awhile, a completely stunning, very tall blonde woman walked into the bar with a shorter woman.   All eyes watched her walk to a table and take a seat with her friend. Mary Jo turned to me and said "Who is that?"   I glanced at their table and answered, "Dunno, never seen either of them."   Mary Jo proceeded to bombard me with questions: "Never seen either of them before? Do you think they're tourists? Do think that beautiful blonde woman lives here? Do you think that is her girlfriend?"

I answered, "I don't think that's her girlfriend, they don't look like a couple." Mary Jo ordered two more drinks and continued to wonder who that beautiful woman could be and whether the other woman was her girlfriend. By the time we started sipping drink number three I said, "For christ's sake, just go over there and say hello, introduce yourself." Mary Jo said "No way" and I proceeded to tease her about it. I ended my speech with "If it were me drooling, I'd go right over there and ask for her name and number." I lit another Clove cigarette and felt somewhat intoxicated.   Mary Jo turned to face me and she half whispered "I'll bet $20 that you do not have the nerve to walk over there and another $20 if you come back with her number." I said, "It's a bet."

Fueled with liquid courage I walked toward their table, glancing back at Mary Jo. I said to the two seated at the table "Hi, my name is Deborah and that's my friend over there at the bar. My friend and I are just having fun and we made a dumb bet, but if you'll write down any name and any number on this paper, I'll win the bet." The tall woman said, "I'm Jessica and this is my friend Evelyn." She took the pen and slip of paper and wrote something on it and she handed it back to me. I said "Thanks" and turned to leave, but she stopped me and said "I gave you my name and number, shouldn't you give me your's?" I took a very long draw on my smelly Clove cigarette, surprised by her unexpected question.

"Um, sure. " I said. I wrote my name and number down and handed the slip to her. She said, "Thanks, it's nice meeting you."   "Me, too" I said and I returned to the bar where I bragged and collected my winnings from Mary Jo. I did not give Mary Jo the slip of paper I had gotten, I kept it. A few days later Jessica called to invite me to have dinner with her. We've been together since then.

I lost touch with Mary Jo years ago. I would like to thank her for the forty dollars and for changing my life. And I hope she found someone who has kept her attention.

Postscript: Evelyn remains Jessica's good friend to this day. Evelyn met a woman named Kim a few months later & they have been together since then, too. (Must have been something in the water, now that I think about it).

Category: Love & Relationships

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Posted Nov 7, 08 by NatureJunkie (

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I thought stuff like that only happens in the movies!

Posted Nov 5, 08 by surfcottage (

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good thing you gamble :) xoxoxo