7 comments/ 33682 views/ 0 favorites Bobbing for Dildos By: meathead96 Author's Note: Thank you to "sirhugs" for the idea for this story. * Tricia had always wanted to have a Halloween party, but her parents were rather strict, and they did not believe in celebrating a pagan holiday. But that never did deter her in whatever efforts that she could muster to help someone else celebrate, usually by staying over at a friends house for that evening. Trish and her friend would always find a local party to crash, with lots of fun to be had by all. Now Trish was in college, and she decided that this year things would be different. She was going to have a party no matter what. But she didn't want just any kind of party. She had been sexually active for quite some time, and most of the girls in her dorm were also. The guys at the university usually just wanted a lay for the night. But a lot of the girls wanted more, especially since they were left to their own devices once the guys were done with their business. So a lot of times the girls resorted to masturbation, especially dildos when their fingers just didn't seem to do the job. One of the problems with her plan was having a party at the dorm. Parties were not uncommon, and generally were not stopped as long as they didn't get out of control. But if you made too much commotion, often times the fun would be stopped, and this was one night of fun that she didn't want anything or anyone around that could bring it to a halt. There was a name brand hotel down the street from the campus that was within easy walking distance, so Trish called and made a reservation for one of the suites for the following Saturday night, which was also Halloween night. She knew there would be other parties going on, but most of them would just be drinking, loud music, and a lot of guys wanting to get a quick screw. This time the guys would definitely get screwed. Just not in a way that they expected. Trish was never one to be a part of the "in" crowd, but she always had a lot of friends around. Her roommate was fairly popular, so there seemed to always be someone popping their head in the door, and usually Trish was included in whatever was going on. She had come to know which of the girls were sexually active, and especially the ones who masturbated frequently using dildos and other devices. Watching the girls in the showers after their date provided a lot of information about their likes. So she set about making a list of the possible ones to invite, and when the list was complete, she sent invitations to each of the girls. It read: Saturday Night, October 31st at 8pm. A Halloween "bobbing for apples" party that you will not want to miss. Costumes are optional. _ _ Hotel, Suite A. Late Saturday morning Trish headed out towards the park. She needed to think things through so that the party could be a success. While she was on her way, she passed an older residence where there was a yard sale in full swing. She noticed an old metal tub sitting to the side of the yard, and inquired if it was for sale. The elderly lady replied that it indeed was for sale, and when Tricia offered her five bucks, the lady took the money and handed the tub to her. Trish grabbed up the tub while thanking the lady and headed back for the dorm to put it away until that evening. On the way back, she had an idea as she approached the entrance to the hotel. She quickly darted inside and without hesitation headed towards the counter where the clerk was standing. The clerk did a double take when he saw such a pretty young girl with an old metal tub come into the lobby, but since he had been trained to be nice to everyone who entered, he caught himself and quickly changed his expression to a smile. "Good morning and welcome!" he said as Trish approached the front desk. "Good morning to you too," Trish replied. "How may I help you today?" the clerk asked. "I have a suite for the night, and I was wondering if I could put this somewhere around here so that I don't have to drag it back with me later on," Trish answered. "Well, there really isn't a place to put such a large item in the lobby area, but let me see what I can do otherwise." The clerk punched some keys on the keyboard. "What name is the reservation listed under?" he asked. Trish gave him the fictitious name that she had given when she made the reservation. "Ah, found it. That room was cleaned and checked this morning. If you'd like, I can go ahead and give you the room key now and you can take it upstairs." "That would be great, thank you," Trish acknowledged. The clerk completed the reservation and Trish paid cash for the room. The clerk gave her a smile as he handed her the key. "If you need anything once you are upstairs, please feel free to ring the desk and I'll be glad to try to accommodate your needs." Trish smiled inwardly as she recognized the innuendo and thought to herself, "Yes, I need something, but not right now. But I'm sure you could accommodate my needs when the time comes." Trish smiled and thanked the clerk and headed for the elevators with the tub in tow. The clerk watched as she walked away from the desk, wishing and hoping that he would have a chance to service her needs sometime. When Trish reached her suite, she took the tub to the middle of the living room and set it down. "I will deal with this later. For now I have got to finish the rest of the preparations," she told herself as she headed back out to the hallway and down the elevators, mentally making a list of all that had to be accomplished. Trish had an idea as she entered the lobby area once more, and so she approached the desk, trying to walk a little more sexily. Evidently it was working, as she could feel the clerk's eyes upon her as she crossed the open expanse and made her way toward the counter. "Is there anything else that I can help you with Ms.?" the clerk asked. "Yes, as a matter of a fact you can. I do not have a date for the night. Would you like to be mine for the evening? No strings attached, and I may not even want to see you again after tonight." The clerk thought for a moment. "Well, my name is Jason, and I didn't want to be at the party tonight that I had considered going to. My ex-girlfriend will probably be there and I don't think I can have a good time with her face being nearby." "Well, I can assure you that a good time will be had by all at my party. It starts at 8, so don't be late!" With that she turned and headed for the door, making sure to swing her hips good to ensure that he knew she meant business. When she got to the street, she turned to the left and headed towards the pizza parlor down the block. Her roommate Sandra was sitting at one of the sidewalk tables. "Hey Sandy, mind if I join you?" "Certainly not, I wanted to talk to you anyway." "Oh yeah, what about?" Tricia asked. "I got your invite and I'm curious. Why do I need to bring my dildo and b/f to a Halloween party? I never have them both at any other time. That is why I have the dildo in the first place, as a substitute for when his cock or your fingers are not around." "I'm not going to tell you everything. Just do as told, and I promise that you will not be disappointed," Trish grinned as she replied. The girls made some more small talk as they ordered and ate their lunches, then Trish excused herself and left the restaurant. She stopped by the market on the way home and bought a bag of apples, and some items that they could use to munch on until the party got in full swing. Then she headed back to the dorm to finish getting ready for the party. At seven o'clock she got to the hotel room and started to set everything up. There would be 12 guests in all, including her and her date. Since she knew the girls fairly well that would be attending, she also knew who the guys were that would be attending. She took out a knife from the drawer in the kitchenette and carved the numbers one through six on the apples that she pulled from the bag. She then assigned each of the boys a number, but she put the list away where it could not be seen until she was ready to bring it out. Then she pulled the tub over to the floor in front of the sink and grabbed the spray nozzle and extending it to its full length, she filled the tub up about one third of the way with water. She knew that she couldn't move it back to its original location in the living room area, but with plenty of testosterone about to arrive, she was confident that it would be placed where she needed it. Just the thought of that phrase made her pussy twitch with anticipation. She was definitely getting wet just from the image of so many guys and so much action. Soon her guests started to arrive, and Jason was the last one to make it to the party, although he was still 5 minutes early. In no time, the tub was brought to the middle of the living room area, and the room began to buzz with excitement as several people wondered aloud what the tub was for. Trish excused herself and came back into the room with the apples that she had put in a container that she found in the kitchenette earlier that evening. She then poured the apples into the tub so that they were floating freely around in the water. Next she ordered each couple to sit side by side on the floor beside the tub, with the pattern being girl, boy, girl, boy all the way around. All of the items that anyone had brought had to stay behind, as she didn't want anyone to have access to anything just yet. 11 sets of anxious eyes were focused on her intently, awaiting their orders for the next phase. Trish then began her explanation for the night's events. "I know that each of you are wondering what to expect this evening. Guys, you are about to find out how to make your date happy tonight. Far too many times you have your fun, and then we have to retreat to our toys when we get back to our rooms. Tonight we are going to show you how we want to be treated." The electricity in the room could be felt as every person in attendance suddenly became very interested to hear more. Trish continued, "Sandy is going to go first, Ruby second, then each of the girls will continue in the circle as your turn comes, until I have my turn at the end. You are to undress completely, leaving your clothes somewhere in the room, either on a chair or in a pile if you so desire. As you see in the tub, there are 6 apples there. Each apple has a number on it from one to six. Girls, once you have disrobed, you are to get on your knees and "bob" for an apple. You cannot give up, and I didn't put a lot of water in the tub so that it will be easy for you to grab an apple. The number that you get will correspond to the name of a guy who is in this room with you tonight. That guy will be the one that you will start out with. As the apples are taken, I'll reveal whose name belongs with that apple." A few of the girls started to protest at first, as they weren't sure about the idea of possibly winding up with someone other than their b/f or date, but Trish quickly quieted them down, and assured everyone that for tonight, each one of them were to declare themselves single and enjoy whatever happens with whomever they wind up with. "There are some ground rules for you guys. The girl that you wind up with will not leave this evening frustrated. They are going to be the first ones to have an orgasm tonight." A couple of guys muttered something under their breath, but the look that Trish shot them shut them up rather quickly. "Girls, before you begin your time with the guy that you wind up with, you are to retrieve the dildos that I told you to bring. Guys, when the girl comes to you with her dildo, the action may begin, anywhere in this suite that you would like, except for the master bedroom. That is reserved for me and whomever I wind up with." A few people piped up with objections, but Trish reminded them that she was the one who paid for the suite, and she was the one who would get the room when it was her time. "But there are a few ground rules that I want to go over. Boys, you are to take your time with the girl that you get. That means plenty of kissing and petting. But no intercourse involving your penis! Instead, that is what the dildo is for. Girls, leave the guys cocks alone. There will be time for that once you've had your fun. Instead, just like the girls "bobbed" for the apples, you will "bob" with the dildos. That means that you cannot use your hands in anyway. You must place the flat end in your mouth, and use your head to guide it so that you can penetrate the girl with the dildo. You may place your hands anywhere else on the girls' body, but it is not to grab any part of the dildo. Do you understand?" The guys all nodded in agreement, some anxiously, others with excited expressions on their faces. Trish could tell that the girls were ecstatic with the idea. Trish continued on, "No one is to quit until they have had an orgasm. You may continue on if you'd like, that part is optional." Everyone voiced their agreement with the terms, and Sandy stood to begin undressing. Trish always loved to see Sandy in her glory, especially the 40 D's, so her eyes were glued to every movement that Sandy made while she removed her clothing. Sandy had reddish brown hair that hung over her shoulders and down to almost the top of her breasts when she pulled her hair forward. She had a light tan from all of the visits to the tanning salon, but with the fair complexion of her skin, it was hard for Sandy to get a nice golden brown. Still, the color accentuated her smaller frame and the voluptuous curves that were produced. As she pulled down her jeans and removed her panties, her pubic hair could be seen as it progressed down to the top of her vagina, but then stopped so that it would not be in the way during oral sex. Finally, Sandy was undressed completely and she knelt down by the tub. In doing so, her ass cheeks were lifted and exposed for everyone near her to see. Her date, Paul, stared intently at the view in front of him. He could see the firmness of her cheeks as they rose up in the air. They separated nicely from each other, allowing a view of her small, freshly washed (and surely) tight hole that still produced beauty, even though to some it may have been gross. A clit ring dangled downward from her pussy as she bent forward and downward to begin her attempt to retrieve an apple. Sandra knew that she was on display, and she could feel the eyes upon her as she leaned her head forward into the tub. An apple was floating near her, so she brought her right hand up to keep her hair out of the water as best possible, while she used the left hand to steady herself and keep her balance. Paul's cock rose with each rising of her ass cheeks while her head maneuvered up and down in the water as her mouth attempted to close around the apple. Finally her lips dug into the skin enough to secure it and she lifted it from the tub and held it out for Trish to grab and see whose number she had been paired up with. Trish read the number to herself and retrieved the list from the drawer in the kitchen where she had hidden it. "Number 3 is Edward," she said, pointing to Ed as he arose from where he was sitting. "Whoops," Trish quickly spoke. "I almost forgot, no one can start until every girl has an apple." Ed sat back down, and Sandra came back to her seat. Paul gave Edward a look of disapproval, but as the rules had been given, he didn't dare speak up now when he chose not to earlier. "Okay Ruby, you're next," Tricia announced and returned to where she had been seated. Ruby was a sweet girl, but a little bit homey in the way that she presented herself. Trish had seen her in the shower though, and she knew that underneath those clothes, she was actually a little hottie. She had tried to make a move on her several times, but each time she was rebuffed until she finally decided Ruby was a "man-only" girl and decided to move on. It wasn't that she didn't like guys, she enjoyed them. It was just that the girls always knew how to please her, and she had never met a guy who could make her have an orgasm. She was determined tonight would be different though. Ruby stood up from where she was sitting and lifted her dress high above her head and tossed it onto the couch behind her. She had a plain white pair of panties and bra on, but from Sandy's position directly across the tub, she didn't see any hair peeking out from under the edges of her underwear. "That's odd, I don't remember her being shaved. I would have noticed that I'm sure," Sandy thought to herself as she watched the free show unfolding in front of her. When Ruby had completely disrobed and knelt down beside the tub, her date, which was Edward, could be heard making a guttural noise as he absorbed what he had beside him. It was obvious that while he may not have been a virgin, he didn't have a lot of sexual experience. Ruby made a quick dive after an apple, and just like a country girl that has probably bobbed for apples at a party before, she made quick work of the task. She sat back up with the apple in her mouth and Trish grabbed it from her. "Ruby, you picked number 6, who is .... James!" Trish exclaimed. She had to catch herself as she had secretly wished that she would have pulled his number. He had been a football player in high school up to his senior year, when he had been hurt in a tackle that had required a knee replacement. It had ended his career, but because of the therapy that he received, and his continued workouts at the gym, he was still a prize to behold. His dark tan and sandy blonde hair made all the girls swoon around him the minute that he showed up anywhere. "Damn, of all the girls to get him, it has to be Ruby," she muttered to herself. Trish quickly recovered and put a smile back on her face and sat back down in her place. The next two girls had their turns, each pairing up with someone other than their dates. Alicia had Theo, and Nancy wound up with Donald. Both of the couples seemed pleased with the outcome. That left Trish, Jason, Summer and Paul. She realized that it meant that she could possibly wind up with Jason, whom she wouldn't mind having his face buried between her legs, and she was sure that he wouldn't mind being there either. So when Summer drew Paul's apple, it left no other choice than for her to wind up with Jason. "Well Jason, that leaves me and you, but since everyone else has gotten the chance to do their thing. I'm gonna do mine too." With that she rose to her feet and started to undress. She had a blue sports tube top and a matching color pair of shorts on. Slowly she pulled on the top to reveal her 34 B's. She always kept in shape by working out, so although her breasts were probably the smallest of the bunch, they were still perky and very attractive, or so she thought. Jason's' eyes were glued to her body as he watched her pull her shorts down, revealing the crotch-less thong that she had chosen for the occasion. She always kept herself completely shaven below the waist, as she didn't want anything to come between her and her lover giving her pleasure. She had been aroused most of the day just thinking about the events to come, so it was no surprise to her that her vaginal lips were glistening in the light from the overhead lamp with the moisture that she had felt building up inside of her through the day. Trish made sure that she gave Jason a complete view of her privates, leaning more than needed into the water so that her pussy and her ass would be revealed to his eager eyes. She took her time retrieving the apple, not because she was having a hard time grasping it. Actually she was quite a pro at "bobbing" from the previous year's experiences. But she wanted to enjoy the tease session just a little bit longer. Finally she sat up with the apple in her mouth. Then she spun around on her knees and leaned forward towards Jason's mouth so that he could grab the apple. Bobbing for Dildos Realizing what she was doing, Jason bent his head forward to retrieve the apple. But before his lips were attached, she opened her mouth, dropping the apple to her hand, and locked her lips onto his. Everyone realized that this was the signal for the action to begin, so each couple made their way to different areas of the room. Trish had become so aroused that when she started kissing Jason, she couldn't stop. She let the apple drop the rest of the way to the floor, and grabbed him by the back of the head and started to kiss him passionately. Not knowing exactly what speed the action should take, Jason followed her lead and grabbed onto the back of her head, twirling his fingers in her hair as he did so, and returned the kiss with as much feeling as Trish was giving. Trish pushed her tongue out of her mouth and Jason allowed his lips to part and accept her probing. They each took turns exploring each others mouths until it seemed that they both would lose their breaths. Trish leaned back toward a more upright position, temporarily stopping the action where she was at, but when she looked around, everyone else was fully involved in some sort of foreplay. No one had started with their dildos just yet, and she was happy to see that. It was time for the guys to learn to make a woman happy, and she was sure that the girls were more than capable of guiding the guys towards what they needed. Jason remained sitting where he was, still beholding the sight before him. She had looked fine as she walked through his lobby, but this was a sight that he wanted to etch in his mind for a long time to come. Her mid back length blonde hair flowed and spread outward as she rocked on her knees so that Trish could get on her feet. Her frame wasn't small, but she didn't have any excess meat on her bones, just enough to fill her out and make her stunning in her nakedness. Trish had purchased a dildo from a fantasy store back home before she left to return from summer break. It was six inches long, and made from a jelly material. The packaging said that it was for "anal" use, but she liked the feel and shape of it, so she decided that she would purchase it to use for her vagina at the current time, but it would be handy if she ever chose to try the "other entrance" as she called it. It was formed into a natural penis shape, complete with the hardened veins that come with a fully erect penis. She enjoyed the feel of something in her, yet at the same time, something that rubbed on her clit as she pumped it in and out, so that length was a perfect size. And the jelly allowed it to bend easily as she drove it downward into her love hole. Jason watched as she retrieved the dildo from her purse that was lying on the table. It looked like it would have a cherry flavor, just from the coloring of it. He was sure he was about to find out if it did or not. Trish came back to where Jason was at and pulled him to his feet. His cock was fully erect, and she found herself staring at it for a moment before she collected herself and grabbed him by the hand. Trish led Jason to the bedroom where she pulled him in front of her and began kissing him again. Jason was one hell of a kisser, and she was enjoying every moment of it. Trish could feel the hardness of his cock as it pressed into her thigh when she brought him close to her. She was sure that at times it even seemed to be jumping up and down, most likely from the eroticism of the moment. Trish slowly spun the two of them around until the bed was at her back, and she slowly leaned backwards until she reached the point where they both collapsed onto the mattress. Jason equaled her in his eagerness to kiss, and she could feel his cock start to drift inward towards her privates. She knew then that it was time for her to take care of what she had wanted in the first place. A face between her legs with a dildo buried between her lips. Trish reached her hands up and separated her face from Jason's. She then reached down and grabbed the dildo and brought it up almost level to his face. "Uh, uh, uh, first things first," she said, almost purring as she spoke the utterances. Jason wasted no time and grabbed the dildo from her hands and started the descent of his face toward the prize that was under him. Trish felt his tongue flick across her skin as he slithered downward towards her belly button. Jason stopped to lick the outer edges, before diving his tongue down into the hole that defined her naval. Trish's hips went up in reaction to his movement, almost crying out to have that same tongue buried between her lips, steadily sucking her clit. Jason knew that she was ready for him, but he still took his time and ran his tongue down the side of her groin area and on down the inside of her thigh, before bringing it up the inside of the other thigh and letting it rest just above her clit. Trish could feel his hot breath on her skin as he moved down her body, and her pussy twitched from the aching desire that was building between her legs. Now his breath hovered just above her clit as he took a moment to inhale the aroma, and she wanted to raise her hips so that he had to bury his face all the way into her vagina. But she decided that as long as he played by the rules and it felt good, she would let him set the pace. Jason brought the dildo up to his mouth and he inserted the flat end just inside his lips. There was a flared edge around the end of it that made it easier to keep inside his mouth, although the weight of the toy took a little getting used to. It wanted to naturally bend downwards, and he found that it was a balancing act to keep control of it. He raised his head up just a bit more until the dildo was dragged up her body and across her pussy. Trish instinctively spread her legs to allow him easier access to her. Jason didn't stop with the dildo though, and continued with it up her body until he had it between her breasts. Trish was so aroused by this time that with a penis shaped object approaching her face, she automatically opened her mouth expectantly, awaiting the insertion. Instead Jason pulled the dildo back from her chin and ran it across and around her breasts. The firm feel and perkiness of them made it easy to maneuver, as they didn't flop or move when he shifted from side to side. Trish could feel her vagina quivering in excitement. No man had ever taken their time like this before, and although she felt like she had to have her toy buried in her crotch, she didn't want these feelings to end either. Jason continued his journey with the toy back down her belly towards the area where he knew that she needed it the most. As the dildo crossed back over to her vaginal lips, she bent her knees as much as she could and spread her hips to allow Jason to have the easiest access to her pussy, which was dripping with juices from her arousal. As the jellied head fell into the folds, Jason pushed his head forward so that the tip was headed for the depths below him. On the first try he missed, and the head continued downwards toward her ass. Trish had never had anything other than a finger inserted in her anal cavity, so she flexed just a little bit and slightly closed her hips and legs as she felt the toy miss its intended target. Jason quickly recovered and raised the head back up. Changing the angle of the approach just a little bit, he was successful in inserting the head of the dildo into her vagina. Trish moaned in excitement as she felt the head push past the opening of her pussy. The familiarity of the jellied instrument brought about a sense of satisfaction to her aching depths, and she craved to have it inserted all of the way. Instead Jason moved the dildo slightly up and down, increasing its dive into her depths at a gradual pace. Trish started to move her hips in order to feel more of it inside of her, but each time she did, Jason quickly backed up with the toy and waited until she rested her hips on the bed once again before starting his decline into her nether regions. This continued until at last the dildo was completely buried inside of her pussy. When it was completely in her, Jason released it from his mouth and started to flick his tongue across the top of her clit. The arousal from all of the foreplay had made her clitoris become erect and red, and the fact of it was not missed by Jason. He continued to lick and suck at her clit while the dildo remained buried up to the hilt in her vagina. Trish's hips were now a continuous movement as she strove to start some movement with the jellied object that was still buried deep inside of her. She tried to flex her vaginal muscles in an attempt to move it, but her pussy was quivering so much from the clitoral stimulation that it was hard to control anything that was going on. Jason found himself wanting to reach up and use his fingers to also stimulate her, but he knew the rules, and he didn't want to break any, especially not now. This girl was putty in his hands and he knew it, and planned to take full advantage of it. Trish's whole body was writhing on the bed from the pleasure that she was receiving, while at the same time feeling an agony because of wanting more. The only thing that she could think was that she wanted to be fucked and fucked hard. Her body was craving an orgasm, and she couldn't take the pressure anymore. Jason still had his head buried between her legs, lapping up the juices that were freely flowing, while he continued to lick and suck on her clit. He could tell by the increased movements of her hips and the moaning that was growing louder in pitch that she was ready to come. Jason moved his mouth back down to her pussy and wrapped his lips around the end of the dildo and got a good bite on the end so that he could maintain control. He knew it was going to be difficult to keep it in his mouth when her hips started to move frantically. Trish could feel his breath on her vagina as it brushed across her lips. Then she could feel the dildo starting to move, and she began to move her hips in time to the movement. The dildo started to be removed farther and farther as the strokes began to get faster and faster. Jason was steadily bobbing his head up and down, determined to let her have the release that she so desperately needed. Trish didn't care anymore that the body of the dildo wasn't rubbing her clit. She was so aroused by this point that she didn't need the extra stimulation, and within a few minutes of Jason pumping her pussy with the jellied toy, she exploded into an orgasm that caused her pussy to start convulsing as wave upon wave crashed down around her. Jason never let up the speed of his thrusts as she bucked, though he almost lost hold of the instrument a couple of times because of her wild movements. As he heard her and felt her starting to wind down, he slowly brought the motion to a halt with the dildo buried as far as it would go. He watched as it slowly slid out of her vagina and landed on the bed, covered in the juices that glistened in the overhead light. Trish let herself start to relax, and when she looked down, Jason was staring at her with a smile on his face. "God you are wonderful Jason," was all that she could mutter as she struggled to catch her breath. They both lay there on the bed, listening for any other sounds. It wasn't long before Trish started to stroke Jason's cock back to its full hardness. Neither Jason nor Trish would finish the night frustrated when she got done with the real thing this time.