Being Jim Ch. 05: The Toe Job

"Ten? Sounds like you're pretty sure of yourself Jimbo. I'll be the judge of that. How about you show ME what you can do?" again she gave me that questioning tilt of her head and the one lone eyebrow ascended, as she was calling my bluff, or thought she was.

Knowing I was in it now, no backing out and saying it was just a joke or something, I had to put up or shut up and admit defeat not only for my own pride but for my whole gender. Damn it. "Okay... so where and when?" I asked resigning myself to the task.

Looking around the deck then back to me she smiled and said "Right here, and now. Or are you afraid of an audience?" she grinned thinking surely I'd back down now and she'd win both the bet and her point.

I stunned her when I didn't back down. In fact I stood up away from the rail and walked a couple of steps to the lounger she was reclined in looking down at her and then around at the small group about us and said.

"Okay, I don't mind witnesses, they'll be able to verify the results, but Jules, you're a little over dressed don't you think? You'll have to at least lose the shorts and any underwear you have on. Oh and one other thing, you're not on your period are you?"

Oh My God! I got Jules to blush! I've NEVER seen her blush before, in fact she was nearly speechless as she lay there on the lounger looking up at me wondering if maybe she had gone too far and if there was any way out of it now. The ooohs and aaahs and cat calls from the small group on the deck settled that however, Jules being Jules was not going to back down now, I had called her bluff and now it was her turn to put up or shut up. Finally, with a nervous grin, she held her empty beer bottle over her shoulder for one of the girls to take from her then stuck her fingers in the waistband of her shorts and panties and pushed them down, wiggling them past her bottom and up to her knees. Her flip flops were kicked off and lifting her legs she kicked off her shorts and underwear.

Naked from the waist down I got my first look, albeit in the half light from the street lamps coming through the trees around the darkened pool deck. Her pale white skin contrasting with her darker red hairy crotch, well not all of it, just a cloud of hair above her crotch really, Jules apparently was fond of shaving her puss. As it turns out, her nipples weren't the only thing that Jules had pierced. The hood of skin above her clit had a little barbell stud through it. Jules provocatively spread her legs and ran her right hand and fingers down through her tuft of red hair and over her puss tracing it and spreading the lips apart to reveal the bright pink inner lips. Looking at me in askance, almost daring me to go further and perhaps hoping I would still chicken out and back out of the dare.

What to do? Now I wasn't lying or even boasting when I had said that I had some skills, I had been fortunate in knowing a couple of very understanding and patient women a year or so earlier. Yes, two of them. They were a couple. Like Jules they were quite fond of their own gender, but unlike Jules they also adored men, or rather young men, very young men, those boys on the cusp of learning to become men to be specific. That is a tale for another time perhaps but suffice it to say that these lovely patient ladies were very good teachers for those students that they took under their special kind of instruction. A natural disposition and curiosity will only go so far, but to be guided and instructed and yes rewarded can give art to those willing to learn. Now I do not claim to be an artist by any stretch of the imagination, but I have an innate desire to please and pay attention and what's more, have learned of myself that I get as big a thrill out of pleasing my partners as I do being pleased myself, perhaps more. So here I am, at twenty one years old, a single college student, naïve in so many ways, but knowledgeable in some ways beyond my years.

It's late, I'm buzzed, I'm horny, but that's normal really, and I'm surrounded by women or older girls mostly even if most of them play for the other team. I've been challenged to prove that I know how to eat pussy and can get a girl off by doing so. This is as much for representing my gender as it is representing myself. "Fuck it!" I think to myself, What's the worst that could happen? I not get Jules off and she would win the "bet". Again, maybe it was the alcohol, or just me. I looked down at Jules, into her smiling face, into her eyes... yes the challenge was there but there was something else too, almost fear. Then it hit me, it hit me hard. Jules was afraid, well maybe not afraid as in scared but... well... vulnerable... all her guff was a front. As bold as she appeared, it was a front. She'd been hurt or rejected or both at some point and it stuck with her. Perhaps her girlfriends were safer than the possibility of getting hurt again. So what the fuck was this bet? I think that she really hadn't expected it to elevate to this level but it had and her own act wouldn't let her back out of it. Smile Jim... smile. Jules is your friend.

I took the last dregs of my drink tipping my bottle up to drain it. I held it out much like Jules had her empty beer bottle and someone took it from my hand. I knelt down next to the lounger never losing eye contact with Jules. I could hear chairs shifting and being re positioned for a better view. I realized that the angle from the side of the lounger would be a bit of a stretch for me to be able to accomplish my task so I told Jules she was going to have to shift around a bit so that I could get started.

Reaching up with my hands I touched Jules bare knees and slowly slid my hands downward along the inside of her thighs. A light feathery touch, I could feel her tremble slightly under my touch, a slight gasp as my hand neared her puss but I didn't touch it just yet. Instead, I ran my hands back up her thighs to her knees and pushed them further apart. Leaning forward I brought my lips to about midway between her puss and her knee on her right thigh and lightly kissed her skin. Then another, and then another, each getting closer to her shaven treasure. From the corner of my eye I noticed that Jules had a death grip on the arms of the lounger, her knuckles straining and turning white. With my left hand I reached out and touched the back of her right hand gently gripping it in reassurance, then ran it down the inside of her right calf to her ankle. My right hand had a hold on her left ankle and I gently picked up her feet and pushed her legs to the arms of the lounger. All the while my feathery light kisses were getting closer and closer to her now swollen outer lips of her puss, my nose brushing at her curly patch of red hair. I blew a stream of air across the top and directly onto her pierced hood of her clit. Then I started kissing those feathery kisses back up the inside of Jules' right thigh, moving away from her puss.

"Oh for fucks' sake Jim!" Jules moaned out of frustration.

I looked up smiling and ran my hands down the insides of her thighs again slowly sweeping out and around her ass as they neared her crotch, tickling the surface of her skin softly. I leaned in again and this time kissed her abdomen just above her tuft of red hair then blew air across that as well. Continuing to blow as I lowered my head across and just above her heated puss watching the skin spasm and twitch slightly. Finally I reached out with my tongue and delicately touched that sensitive patch of skin between her anus and the bottom of her puss. Jules jumped as if she's received an electric shock.

"Fuck!" she grunted. "Asshole!" she uttered under her breath and that gave me a wicked little thrill knowing what would happen before I even did it...

I reached out again with my tongue and painted it around her anus, that tight little puckering rosebud. Jules jumped with a squeak then gasped. Grinning to myself I went north tracing my tongue along the edges of her outer lips tasting that tangy salty sweet wetness leaking out between them, spreading the lips as I went, gently, hesitantly. I paused half way up and kissed her puss as if I were kissing a lover's lips feather soft and lingering, then allowing my tongue to reemerge and continue exploring ever upwards. But just as my tongue was about to make contact with her now swollen clit, that little pink button poking out beneath her pierced hood, I halted and then gently blew across it again as if making a whispered promise to return. I instead, began kissing her outer lips again as if kissing lips, but this time I let my mouth open a bit more and sucked and teased with my tongue, probing and licking lightly. Jules' inner lips were peeking out and begging for attention by now so I paid them attention. I sucked them into my mouth one at a time gently biting down on them to pull them farther from their hiding.

I could feel Jules lifting her hips and pressing herself into my mouth but I knew that it was pure reflex at this point. I had hardly begun to do anything really. It was time to up my game a bit, now that I knew I had her attention. Kissing my way back to the bottom of her puss I probed my tongue as deeply into her wet opening as I could. I twirled my tongue around as if trying to lick the last of the ice cream out of the bottom of the cup. My face was starting to get wet from her juices that were now weeping out of that steamy cleft. I brought my right hand up and slowly slipped my index finger into her dripping entrance, just probing with the tip of my finger as I licked and sucked my mouth upwards towards her clit again. I traced my finger along following my lips and tongue then reversing and tracing the separation back to the entrance and slipping in again and pulling out only to be joined by a second finger. When they were both in I crooked them to form a bit of a hook and began twirling them as if gently scratching Jules from the inside. More twitching and a low moan was heard from Jules. I heard a low giggle from one or more of the girls watching closely as well.

Once more back at the top of her puss, my nose bumped the piercing through the hood over her clit, Jules jumped as if she had been jolted with electricity. I felt both of her hands suddenly clutching the back of my head the ends of her fingers digging into my scalp at the back of my neck. I needed no more urging than that, I reached out with my tongue and danced it onto her clit, tracing a circle around it as if sizing it up. Her fingers dug into my skull, her hands pulling me harder into her crotch. I paused and blew once more across her clit and was rewarded with a long guttural moan that ended abruptly when I closed my lips around her clit and sucked it into my mouth. Jules heaved her hips up off the lounger and her hands pressed my head harder into her crotch. My fingers were twirling and twisting and plunging in and out of her sopping wet opening. My tongue was putting the mark of Zorro on her swollen clit as I rolled it and sucked it with my lips. I had a pretty good idea that Jules was just about ready to explode on me but to be sure I tried one more thing that I had been taught... I closed my teeth down on her clit as it was being sucked into my lips. I bit down gently but firmly and then rocked my lower jaw left and right causing her clit to roll between my teeth all the while my tongue continued to lash at it as well as my lips sucking on it harder and harder, my fingers plunging in and out and twisting. My left hand slid down to where my thumb was pressing on that soft sensitive spot between her anus and her puss. That or some combination of all the above pushed Jules right over the edge, she exploded in a loud energetic climax. The inner walls of her puss clamped down on my fingers and her juices gushed out almost squirting, covering my hands and fingers, and running down between the cheeks of her ass.

When Jules finally released her hands from the back of my head I was able to raise up and have a look, her eyes were clamped shut and her mouth was open and gasping for air. I pulled back from the edge of the lounger and Jules brought her legs together as if to affect some modesty, her arms going around her legs to hug them tight. I reached up with my right hand and gently grasped her left hand at the wrist and pulled it to my lips and kissed the back of her hand softly as I watched her face. Jules eyes opened halfway and she looked at me with a questioning glance. Then she surprised everyone including myself by starting to laugh. At first it was but a soft chuckle but it grew until finally it was a full on belly laugh and she had tears rolling out of her eyes and she hugged her sides.

I looked around and the rest of the girls were as puzzled as I was myself. Finally after a few moments she settled down enough to talk she looked over at me and said.

"Well Damn! Jim! You DO know how to eat pussy! I guess I owe you five bucks!" and she continued to giggle, the rest of the girls started laughing too.

"Five Hell! I said Ten!" I grinned as I stood up and handed Jules her shorts and underwear.

"Yeah yeah... I got ya." Then she turned around and said "Can anyone spot me a five?" Suddenly there were four different hands holding out five dollar bills." Terry wasn't one of them but she did have an odd smile on her face. Like someone had just told her a very satisfying secret.

"So will there be anything else?" Our waitress asked as she dropped off the paper napkins at the table.

"No" I said as I pushed my plate and fork towards her so she could clear the table. Terry raised her head up and rested her chin on her forearms and looked at me across the table. She took a big breath of air then puffed the hair out of her eyes and reached across the table and grabbed the check from in front of me.

"I should have known better than to take that bet." She mumbled and smiled at me. She wiggled her hips and then finally released my right foot so that I could pull it to my lap and use a couple of the paper napkins to wipe it dry then put my loafer back on my bare foot. I handed the rest of the napkins over to her so she could clean up a bit herself. Raising up and sitting back for the first time in almost half an hour she looked around to see if anyone could see then raised the front of her short skirt and stuffed a couple of napkins between her legs to wipe and mop up a bit, then just let them fall to the floor under the table. "Ready?" She asked as she scooted out of the booth.

"Sure. Where's the party tonight?" I asked as we walked to the front avoiding the puke puddle being cleaned up by a couple of the waitresses.

"Over at Tara and Lindsey's apartment near the mall" Terry said "But I may skip it tonight, I'm a little tired now." She giggled as she paid for the drinks and hot fudge cake we had shared.

"Tired?" I asked incredulously "All that energy an hour ago and now you're tired?" Damn... I thought... still no closer to getting together with her tonight.

"Yeah, Tiptoeing through the tulips makes me tired." She giggled.

"You mean tiptoeing through your two lips don't you?" I smirked.

"Never in my life have I ever heard of a "toe job"... I thought you were pulling my leg." She laughed as we walked towards the parking lot.

"Well it was more like you pulling my leg, at least there at the end anyway." I grinned.

"Where the hell do you even learn stuff like that anyway?" Terry said as she pulled her car keys out of her purse.

"I just had some very good teachers I guess, inventive, attentive and imaginative. Where there's a will, there's a way you know." I added pulling my own keys out of my pocket and stopping beside her car. I wanted so badly to reach out and pull her into a long tight hug but I knew that we were not there yet despite my having brought her to a silent screaming orgasm with just my right foot and big toe. Terry was still undecided as to her orientation I think, sure she liked girls but she hadn't made up her mind if she was completely ruling out guys yet. Apparently some could still catch her interest. Another wounded trust perhaps, someone had hurt her in the past, all too common unfortunately, but hey, she knew she had friends, even some guys, like me. Who knows... maybe someday?

"I know, I miss them too..." She said with a look of sadness mingled with fond memories. She reached out and rubbed my arm then in a rush she leaned in and kissed me on the cheek then spun around and got in her car as if she were embarrassed by the whole display. Rolling her window down she said bye as she backed out of the parking spot. I yelled after her and said to call me if she ever wants another Toe Job. I could hear her laughing as she drove away. I smiled, sighed and walked on to my car so that I could go on home myself. I had classes that had to be studied for in the morning. I'd be spending most of the day in the university library. As I started my car and put it into gear to drive away I realized that that freaky little Tiny Tim song was running through my head... "Tip Toe through the Tulips..." Oh Crap!