Tom & Sue & John & Debbie Ch. 24

"After rubbing my titty through my long sleeve V-Neck T-Shirt, I gave him a thrill when I raised my shirt up a bit. Billy quickly got the message, slipped his hand under my shirt, and started playing with titty through my bra.

"Things were moving right along, and after we broke our fourth or fifth Frenchie, I whispered in his ear, 'Billy, my pussy needs some attention, why don't you rub it over my slacks?'

"I spread my legs wider, and within the blink of an eye, Billy' stopped rubbing my boob, moved his left hand down between my legs, and started rubbing every inch of my pussy over my Skinny Ankle Pants. And I guess it doesn't take a rocket scientist to figure once we started fooling around... we never watched anymore of the movie! It was after I got home that night when this strange deep desire suddenly hit me like a ton of bricks, and for some reason I wanted to finish what Billy had started... so for the first time in my life... I got myself off!

"After that night Billy was like a kid in the candy store and couldn't wait to get to the Majestic Drive-in. Our French kissing was getting better and better each time we locked lips and Billy was quickly learning the ropes on how I liked my titties and pussy rubbed. Our 'Best Friends' relationship had suddenly done an about face, and was on the road to becoming a 'Best Friends with Benefits' relationship.

"I guess we'd been fooling around for about a month, and since the baby of our senior class, Lizzy, had turned eighteen on New Year's Eve, it was more or less like the domino effect, and all my Lady Buffs teammates had started fooling around with their boyfriends about the same time as me and Billy.

"Everyone was sharing stories in our locker room about how their boyfriends were playing with their titties, licking their titties, sucking their nipples, playing with their pussy's lips, and rubbing their clits. But Betsy and Rubes went a bit further, and told stories on end about Oliver and Matthew finger-fucking them, eating them out, rubbing their hard cocks all around their pussies lips, up and down their slits, and how both guys loved not only getting blow jobs, but a good titty wank off the two biggest racks in Heritage High! And more often than not, both of my Lady Buffs teammates ended up receiving either facials, pearl necklaces, or a mouth full of cum-and on multiple occasions, all three! And while Celeste, Evie, Mia, and Sophie were giving hand jobs and blow jobs, Lizzy along with my BFF, Lisa and Emma, weren't giving blow jobs, but were stroking the salami's of Willard, Mark, and Andrew on a regular basis.

"I was more or less pinned down to tell all about me and Billy's fooling around. So I exaggerated a bit, added some spice to make it sound good, told my teammates how Billy wasn't you're typical Band Nerd, and definitely knew how to play with my titties, suck my nipples, work his fingers up and down my slit, but the best of all was the way he played with my clitty! And even though all of us were fooling around a bit, none of us had given up our cherry.

"It was three weeks before prom, basketball season was over, and we were cleaning out our lockers, when Betsy came up with the wild idea we should give up our cherries prom night at the after party to our boyfriends.

"We were all pretty much caught off guard by what Betsy was proposing, and within moments she said, 'Listen up y'all, we're graduating in May and will be going off to college in the fall, and we've all still got our cherries! I'm going to be carrying on my sister's legacy this fall at State, and I don't want to be the only DG in Delta Gamma that hasn't felt the sensation of being totally filled up by something big, hard, and hot inside me. I've had this yearning for a couple weeks now to feel those sensual rhythmic motions as Oliver pumps his rock hard seven incher in and out of my body until I'm left with a feeling of helplessness. I want to experience all those pleasurable feelings as Oliver's cock brings me to that ultimate sexual moment and the indescribable sensations ripple throughout my body like a tidal wave. Afterwards, I want to experience the look of contentment on my face... the afterglow of being sexually well satisfied. Anyone else feel the same way?'

"Lizzy quickly added, 'I agree with Betsy. We'll all be going off to college this fall and since I'm a direct double Tri Sigma legacy at State, I don't want to be the only one in my sorority that still has her cherry either, but at the same time, I don't want to be labeled as a slut. After all, our boyfriends will be graduating too, and once we graduate from Heritage High, we'll all be going our separate ways. The ten of us have been like a little close-knit family ever since our freshman year, so I think if we go through with what Betsy is suggesting, it should be an all for one and one for all decision, and what happens at the after party... stays at the after party. My opinion is that we should take a vote, and whatever the outcome, the majority rules. Anyone disagree?'

"No one disagreed and Betsy said, 'Okay all those in favor of giving up your cherry prom night raise your hand. Seven hands shot up like a rocket and Betsy laughed, I know it's a moot point, but those not in favor or giving up your cherry prom night raise your hand.'

"Lisa, Emma, and me, also known as the 'Three Musketeers', raised our hands, and Betsy announced, 'It's official y'all the vote is 7-3 in favor of everyone losing their cherry prom night! Remember y'all, we all agreed it would be 'all for one and one for all' and the majority decision rules, so come Monday after prom, there shouldn't be a virgin left among us.'

"Lisa and I were leaving the locker room when she whispered in my ear, 'Ang we've got ourselves into one helluva of fix haven't we? By the way, have you ever felt or seen Billy's cock? You've never mentioned in our little gossip sessions about giving him a hand job, blowjob, or even feeling his cock through his pants.'

"I answered in a soft voice, 'Lis, I wish I'd never agreed to this crazy scheme of Betsy's, and to be honest I'm definitely not ready to have sex with Billy Lowsome, but to answer your question, "No", I've never felt or laid eyes on Billy's cock.

"'Now Lis don't repeat this, but most of what I've been telling y'all about me and Billy's fooling around has just been a little white lie. Our relationship is and always has been more of a Best Friends relationship, and since Billy has always just been my Best Guy Friend, well, I've never had any interest in feeling or looking at his cock, much less giving him a hand job or blow job. But ever since Valentine's Day, I guess you could say our relationship has changed just a bit, and it's now a Best Friends with a few 'small-scale' Benefits.

"'Billy has played with my titties over my shirt, and at times I've given him a thrill, and let him go under my shirt, and rub my titties through my bra. After we've been fooling around a while, I've let him go a bit further, and start rubbing my pussy over my slacks, Dukes, or gym shorts, but he's never seen my titties, much less kissed, licked, and sucked my nipples. And he has never been in my pants, but I guess prom night, if I go through with this crazy scheme-My Best Friend will get his chance.'

"Lisa smiled and replied, 'Well Ang, me and Emmi don't want to do it either, but we have to go through with it-remember we all agreed, "one for all and all for one"? And just to give you a heads up, the scuttlebutt coming out of the guy's locker room is pretty much what we've all been telling during our little gossip sessions-most of the guys are equipped with average sized cocks with Oliver, Mark, and Andrew's cocks being above average while Willard's is well below average.

"'Oliver's cock is supposedly the biggest of the bunch, and Bess has referred to it as a solid seven incher and bigger around than her wrist.

"'I guess my Mark would be the next in line and I know for a fact Mark is packing a six-and-a-half incher, and every bit of six around. Emmi has referred to Andrew's cock as a solid six by six. Willard's is the smallest of the bunch according to Lizzy at barely four inches long, and not quite four inches around, but the stories about Billy Lowsome are different... Billy is supposedly packing a summer sausage!'

"I laughed out loud at Lisa's remark and said, 'I seriously doubt it! I mean during me and Billy's fooling around a bit, I've never even noticed a sizable bulge in his pants. Of course I've never been looking for one either. To be honest Lis, someone must be pulling y'all's leg. Billy is eighteen years old, barely five foot ten, and one hundred and forty-five pounds dripping wet. No, someone is definitely just pulling y'all's leg, and I'll bet a dollar to a donut, Billy is just like the rest, and equipped with at best an average sized cock, or maybe even along the lines of Willard's cock since both Willard and Billy are about the same size.'

"Lisa smiled, and as she turned down the corridor toward her class, she said, 'Well for your sake Ang... I hope so!'"

Nancy was laughing, "Angie I've never given a blow job or a hand job either, and didn't lay eyes on Eddie's cock until he fucked me for the first time. However, I did notice the bulges in his Dockers when we'd be making out hot and heavy, and even though at times I was curious about the size of Eddies cock, well, I just couldn't bring myself to unzip his pants and feel his cock!"

Angie just laughed and continued, "Well, to be honest, I have given my share of hand jobs, but I've only given blow jobs to Tom-boy and BW. Anyway, let me get back to Heritage High. The results of our vote spread through the halls of Heritage High like wild fire, and before I knew it, Billy stopped me in the halls and asked, 'I just heard the news about the after party. So, how many condoms do you want me to bring?'"

"I giggled just a bit and answered, 'Billy the proper word choice is condom and not condoms!'

"After the cat was out of the bag, I decided since I pledged to go along with this crazy scheme, and let myself get pressured into having sex with my Best Friend, I might as well shift gears, and turn things up a notch or two between me and Billy.

"It was a two weeks before our April 27th senior prom and we were at the Majestic doing our usual fooling around a bit. We pretty much had French kissing down pat, and after we broke a juicy Frenchie, I smiled and said, 'Billy considering what's in the works for the after party do you want to spice things up a bit?' And before Billy could answer me, I pulled my Lady Buffs T-shirt over my head, pitched it in the Charger's back seat, unhooked my bra, and tossed it over my shoulder. Billy's eyes nearly popped out of his head when he saw my 34D's for the first time. Billy sighed a deep sigh and said, "GAWD girl do you ever have some damn fine titties!"

"I smiled a naughty girl smile and said, 'You must like what you see... huh Billy? Well tonight Billy, I'm giving you the green light to play with my titties and suck my nipples-that is... if you want to.'

"Billy may have been considered a band nerd, but he dang sure wasn't any dummy, and with his testosterone levels rising, my Best Friend wasn't the same shy type of guy that froze like a stone statue when we first started fooling around, and within an eyelash he accepted my invitation.

"Billy never caressed or stroked my 34D's, instead he immediately started kissing, licking, and rolling his tongue all over my 34D's with so much gusto that when he finally sucked my nipples, they turned into two rock-like throbbing peaks!

"Billy never let up, continued to suck my nipples, first my left, then my right, and as he stroked my inner thigh, it sent shivers up and down my spine. And within a couple minutes, he started rubbing my pussy over my loose fitting Lady Buffs gym shorts.

"There wasn't any need to try and hide my arousal. The musky smell of my pussy was thicker than black smoke in a wildfire, and for the first time in our Best Friends relationship, this Band Nerd had turned me on to the point all my lady parts were warm, tingling, swelling, and my paper thin bikini panties were getting wetter by the second!

"Billy was rubbing my pussy in all the right ways over my loose fitting gym shorts, sucking my nipples with all the enthusiasm of Winnie the Pooh raiding a honeybee hive, and between hard gasping breaths, I mumbled, 'Billy... nobody is going to stop you... if you want to slip your hand inside my shorts.' Billy never hesitated and before the words were out of my mouth, Billy slipped his hand inside my shorts, pushed my panties aside, and was running his fingers through my bush, and up and down my outer lips like he was playing a jazz piano.

"Now I see some puzzled looks on everyone faces about what I've said about my bush, so I'll clarify it just a bit. Back in high school, and throughout my freshman year at State, I still had my bush. I didn't shave it off until the beginning of my sophomore year. Now let me continue.

"After a couple minutes of Billy playing with my pussy's outer lips, my Best Friend used his middle finger, gently parted my lips, and when he slipped his middle finger in the groove between my fleshy inner lips, my pussy tightened up a bit. It was after several full length strokes up and down my inner lips that my clit came out of its hiding place, and I felt his finger pad pressing against the underside of my clit. I was heaving like bellows and murmured, 'Right there Billy... you're on my clit ... be gentle Billy, and rub it with your finger pad.'

"Billy had a lip lock on my left nipple, and started lightly and ever so slowly rubbing my clit with tiny circles, first clockwise and then counter clockwise. After a few minutes he switched gears, and was rubbing my clit side to side, and up and down, kinda like he was scratching a kitten under its chin.

"Billy's lips continued to hold my left nipple hostage, and as he sucked on it like a Hoover vacuum, his middle finger picked up the pace. I felt my clit swelling and throbbing like a heartbeat. And when I spoke again, it wasn't with any murmur, but in a distinct voice, 'OH GAWD... JUST LIKE THAT BILLY... OH GAWD... BILLY... BILLY ... DON'T STOP... DON'T STOP!'

"Billy started sucking my nipple harder, flicking it with his tongue, and as he rubbed my clit faster I started twisting and squirming all over the Charger's front seat. My heart was racing like a Thoroughbred at the Derby, I was breathing rapid, shallow pants, and there was this tingling, fluttering sensation building up with intensity in my stomach... and within seconds my clit exploded like a giant sneeze!

"Y'all know what I'm talking about... ahh...aahhh... aaahhh... aaaahhhh... and then a sudden CHHOOO followed by an amazing intense sensation that last only a few seconds before it slowly vanishes.

"Sure I'd got myself more times than one after I got home when me and Billy were fooling around a bit, but this orgasm was different. There was this stirring excitement inside me knowing that it was Billy, not me, who rubbed my clit while sucking my nipples that sent those electrifying sensations throughout my clit.

"Anyway, Billy knew he'd got me off, quickly moved his middle finger south, and started circling its pad all around my pussy's opening. It was just a few moments later that he pressed his finger's tip firmly against my opening, and when he started to push it into my pussy, well, that's when I called a halt to everything and said, 'That's enough for tonight Billy.'

"Billy paused just a moment before removing his middle finger, smiled a bigger than Texas grin, and as he removed his hand from underneath my shorts he politely asked, 'How'd I do Angie? Did I do-good?'

"I hugged Billy, gave him a peck on the cheek, and replied, 'You did just fine Billy... JUST FINE!'

"Billy smiled and said, 'After we started fooling around Valentine's Day, well, I thought the hand writing was pretty much on the wall, and I'd better get up to speed on how to do things, so I've been watching a lot of porn and studying up on how to do things...'

"I laughed and interrupted Billy, 'Well my Best Friend, you certainly learned your lessons well! Now it's getting late, it's time you took me home.'

"After that night, our 'Best Friends with Benefits' relationship picked up steam and was now moving full speed ahead toward its ultimate conclusion prom night.

"Billy and I may have been in a Best Friends relationship, but after that night, I was just like Billy, and couldn't wait to get to the Majestic so we could start fooling around.

"Billy and I engaged in serious make-out sessions every night until prom. The scenario was pretty much the same each night, and after some hot and heavy tongue action, I'd give Billy the green light to do anything he wanted to do with my 34D's.

"Billy would kiss, lick, and suck every inch of my titties, and after some serious titty play, he'd start sucking my nipples. It wasn't but a few minutes later that he'd rub my pussy through my bikini panties, and after a bit, he'd push my bikini's aside, run his middle finger all through my bush, and up and down my slit. After teasing my pussy a bit, he'd use his middle finger in a magical sort of way and rub my clitty until I climaxed.

"After a couple sessions, Billy started mixing it up a bit, and while he sucked my nipples his middle finger stroked my pussy's inner lips from the bottom to my clit, and as he slid his middle finger up and down my slit, he started rubbing my clit with his thumb, and he'd never let up until I had an orgasm. After I climaxed, we'd kiss a red hot Frenchie and hug a bit before leaving the Majestic Drive-in.

"It was the night before prom, I'd just had my nightly one and done orgasm, and bar none, it was the best by far of all the clitty orgasms that Billy's fingers had given me over the past two weeks!

"I was slowly regaining my composure when for the first time I noticed the bulge inside Billy's pants. I'd never felt his cock before and since it was prom night eve... well, tomorrow night whatever Billy was blessed with would be popping my cherry, so out of curiosity I reached down and felt it. Billy's cock was quite hard, and kinda thick, but at the same time inside his pants it didn't seem to resemble any piece of summer sausage. Billy smiled and as I gently squeezed his cock he unbuckled his belt, unbuttoned his Calvin Klein's, unzipped his pants, and that's when I quickly moved my hand.

"After I moved my hand, Billy paused for a moment, smiled and said, 'Come on Angie, it's prom night eve, the night's till young, and you're really hot, hotter than you've ever been! The smell of your pussy is sooo strong tonight... its sooo wet, warm, and slippery, and my dick's so hard it's about to bust out of my pants! So how about let's jump the gun just a bit? I've already got the condoms, and I promise it'll be our little secret... no one will ever find out!'

"Even though I'd already orgasmed, for some reason that night was different. I don't know if it was because when Billy wasn't sucking my nipples, or kissing me, he was saying sweet words in my ears as his middle finger stroked the full length of my inner lips while his thumb worked its magic rubbing my clit in all the right ways. But for whatever reason or reasons, I was still like a live wire, my pussy was wetter than Yosemite Falls, and as I looked into Billy's brown eyes for a split-second I actually thought about it. After all Billy had been getting me off for the past two weeks, and hadn't even asked for a hand job in return, but as I reached down and felt his cock again, I could actually feel its warmth, hardness, and throbbing through his boxers, and that's when I guess maybe I got cold feet, and said, 'Billy you can thank your lucky stars that we all voted to give up our cherries PROM night... so don't be pushing your luck!' But hindsight is 20/20 isn't it? And after the way things happened prom night, well that was a big mistake on my part.