I'm Debby Wright, but most of my friends call me "Debby Dare." I'm a buxom lass, with big beautiful tits, a big round killer ass, a three pack (half a six pack), sculptured thighs, naturally blond hair, blue eyes, and a usually moist hairless pussy; and extremely humble (ha, ha).
I must have the gene that craves excitement because - to re-state the obvious - I crave excitement. I've never intentionally done anything life-threatening [I'm not an Evil Kenevil], but I sure have done some bizarre things, many of them just plain sexual, or with sexual overtones, most as a result of goading by my friends.
As examples: While in high school, in the 4th of July parade in my home town, ala Lady Godiva I rode on a white horse with just my bikini bottom on, only my long blond hair barely covering my big tits. In college, I fucked the librarian in the stacks at high noon. At work, after a co-worker "pennied" my male boss in his office so he couldn't get out the door, I pressed my bare ass against a transparent panel of his office wall.
So a few weeks ago, I was having a beer with some of my co-workers, Brad, Simon, Tina and Louise, after work at the bar in a local restaurant. We were reminiscing about the pressed ham incident (the boss never figured out who it was, and he was fired by the home office soon thereafter for unrelated reasons), when Louise asked if I'd ever gone completely naked in public.
"Sure," I said, "many times."
"Bullshit," Simon, Tina and Brad blurted out, virtually simultaneously.
"It'll cost you $20 each if you want me to prove it," I retorted.
After the three skeptics each laid a Jackson down on the table, I gave the money to Louise to hold, pointed out the window to a newspaper vending machine across the street, got 50¢ out of my purse, and said "Let me get a paper for you."
Since it was summer, I had little on -- just a sundress, bra and panties. I walked outside, quickly removed them, held them under my arm as I ran across the street in my birthday suit and got a newspaper from the vending machine. I then ran back, holding the paper over my head in triumph.
As I was running to-and-fro, my mammoth tits were bouncing up and down so much they almost bruised my stomach and poked out my eye (ha, ha). No wonder I wear a jog bra when exercising!
It was still very light outside, so there were lots of stunned looks by passers-by. Of course all of the guys who saw me were hooting and hollering, with many cell phone cameras pointed my way (maybe I'll be a You-Tube star). I didn't have to worry about traffic, though; all cars came to a halt as I ran across the street and back; lots of horn honking, but not out of anger, more joyful than hateful sounds. I don't think I caused any auto accidents -- I hope not!
I had a big smile on my face the whole time. I enjoy being naked no matter what the circumstances, so it was great fun for me. I would have done it just as a dare with no money involved -- the $60 just made it that much sweeter.
When I triumphantly returned, I put my dress back on outside the restaurant, not bothering with my bra or panties, and returned to the table with a self-satisfied grin. While Tina was pissed, Brad and Simon each has saucers for eyes, and said the show was well worth the $20. "Next time I'll make it $100," I replied.
Over the next few weeks, my co-workers schemed to find ways to win their money back with various dares, taunts, and challenges involving escalating levels of exhibitionism, public nudity, and voyeurism. But contrary to their expectations, I was getting a lot more spending money, and they were crying in their beers. It culminated when I shocked them by accepting a dare to crawl under the table at the restaurant and suck off Simon. He ended up embarrassed, first because he had a really ugly dick, and he knew it, and second because I didn't swallow but rather made him cum all over his pants. I thought that might put an end to their dares, but not so.
Perhaps I was getting too cocky. But I couldn't help myself; damn I was good! Then one Friday I arrived at our normal watering hole after the other four were already ensconced in our conventional seats. I didn't realize they were playing me when they offered to buy my libations, telling me I was too classy for beer and purchasing mixed drinks for me instead. They continued to flatter me, lauding my bravery and appearance, as I got more and more high.
Eventually Brad pulled a $100 bill out of his wallet, ostensibly to use to pay our tab. Before doing that, though, he started laughing. When Tina asked what was so funny he said "I wonder if I dared Debby to fuck anyone in the restaurant named Ben Franklin," (whose visage appears on the front of the $100) "if she would?"
"Why would I?" I asked.
"I guess you have become too complacent in view of your past winnings," Simon teased, "The Debby we knew and loved would take that dare in a heartbeat. Let me sweeten it. I'll add a Franklin of my own."
"What if there is no Ben Franklin in the joint?" I queried, knowing it was very unlikely there would be someone named Ben Franklin in a place having a maximum capacity of 100 with a good number of them women.
"Then you get $200 bucks without having to do anything," was Brad's retort.
"I'm in too," Tina and Louise said almost in unison, each pulling a hundred out of their purses.
I was a combination of too brash and too high to realize I was being set up so I agreed.
"Come with me, Debby, and let's see if we can find a Ben Franklin," Brad entreated.
So off we went, followed by the other three, questioning everyone in the bar section, and at every table. No Franklins at all! The only section left was the private dining room. When we went in there my mouth dropped. There were about ten guys, ominously each wearing bifocals and a wig shaped like a bald top of the head surrounded by shoulder length gray hair.
With a big shit eating grin on his face, Brad called out "Anyone named Ben Franklin in here?" At the same time he asked his question he laughed as he pointed out a sign on the marquee near the door "Welcome Local Ben Franklin Society." All ten guys raised their hands.
I was flabbergasted. My first reaction was to run, but Tina, Simon and Louise put a stop to that, saying "A deal is a deal," and such shit. Then I asked to see IDs. All of them produced a driver's license with the name "Benjamin Franklin" on it, with different middle initials. Holy shit!
Brad asked "Does any Ben Franklin want a good fuck with this lovely buxom lady?" putting his hand on my shoulder. "I know the original Ben would never pass up an opportunity like this."
"Thanks, asshole," I murmured under my breath in Brad's direction.
Brad invited all the Bens, Tina, Simon, and Louise back to his apartment. Six of the Bens took him up on the offer. I tried escaping, but Brad, Simon, Tina and Louise all sat with me in the cab on the way to Brad's apartment and made sure I wouldn't slip away. I was conflicted. I was scared, excited, turned on, apprehensive, pissed, and resigned all at the same time.
When we got to Brad's apartment and the Bens arrived, without their wigs and glasses four of the Bens were actually really cute; one was OK; the other one looked like the original Ben - after being buried in a coffin for 200 years. All looked as excited as kids waiting to see Santa.
Now it was fish or cut bait time. My decision was made when the cutest of the Bens came over to me and started chatting me up. I could see a really large bulge in his pants, and he was totally charming. "OK," I said, "This Ben is in for a treat." I grabbed the charmer by his arm and lead him into Brad's bedroom. My co-workers tried to follow us in, "To confirm," Brad said. I shut the door in their faces and said "Get fucked, that's not part of the deal."
When I closed the door, Ben #1 acted fast. He had quick hands, a long thick dick, and an active tongue. Before I knew it, he had all my clothes off, I was laying on my back on Brad's bed with my legs spread apart, his tongue probing my slit, and his hands all over my DDs massaging and twisting the nipples. Hey, this dare might just turn out OK!
Ben #1 was doing a really nice job bringing me to a climax without even having touched my clit. Then he found it! My clit is big enough to be a tiny dick, and seems to grow just like a dick when stimulated -- and holy crap did he stimulate it. He worked one side of my clitoris with his tongue, and the other side with a finger, occasionally sucking it completely into his mouth and gently rubbing his teeth over it. He was finger fucking me at the same time. It didn't take long before I was screaming loud enough to wake the dead, and I'm sure get everyone who could muscle a place at the door to put their ear at the bedroom entrance to hear what was going on.
Ben #1 brought me through two orgasms and then lifted me off the bed. He sat down on the foot of the mattress with his pants off, then lifted me up with my back to his chest and literally impaled my cunt with his chubby. It was as big as any dick I ever had the pleasure of being reamed out with, and he knew how to use it. He bobbed up and down, lifting me up by the hips every time he bobbed down, and pushing me down every time he bobbed up. He pace was methodical. He grunted with each reciprocation, and when not grunting was licking or biting the back of my neck or an earlobe.
