Bobby Learns His Lesson

Allison put the card into the reader on the hotel door and entered the room with her friend Samantha in tow. “Bobby, you here?” she called out as she put down her shopping bags and looked around. She had been in the seminar all day and then went with Samantha to do a little shopping. It was nice that Bobby was able to accompany her to the seminar and spend time with her in the evenings when she was free.

“No sign of him,” she said to Samantha, “he must be working out.” Allison began to pull out the clothes she bought.

“That is a beautiful and quite erotic blouse” Samantha commented. “He is going to love it and that hot skirt” she continued, “It will surely turn his head. Hell, any man’s head.”

Allison removed the tags and looked at them again. “Mind if I use your computer to check my e-mail?” Samantha inquired. “My i-phone isn’t working.”

“Sure,” Allison responded, still admiring her purchases, “it is on the desk.” Samantha hit a key and the screen came to life with a chat session between Bobby and someone named Lisa of Paris.

“Euuuwww” Samantha said as she looked at the exchange and then called Allison over. Allison started reading the exchange.

Lisa of Paris: Oh yes…and you are rock hard…with pre-cum glistening on your penis …want it soooo bad…

Bobby: my two fingers gently rub you

Bobby: you want me in you?

Bobby: i want you to cum first with my mouth

Lisa of Paris: my hips moving up and down and my hands come up to join your hands as they massage my breasts…

Bobby: yes Lisa yes

Bobby: my hands are full with your breasts and those nipples are pointing out between my fingers

Bobby: you feel me squeezing them and my tongue flicking your button

Bobby: faster and faster my tongue works you

Lisa of Paris: ohhhh yes…make me cum hard…oh yes…make me scream your name…oh Bobby…my pussy aches for release … tongue my clit … squeeze my breasts … I am moaning … please make me cum.. mmmmmmm … Oh Bobby…your tongue feels so good…ooohhh don’t stop…

Allison slammed the screen of the laptop down. “That bastard,” she exclaimed!. “I, I will kill him.” She was certainly embarrassed by the exchange, especially with Samantha discovering it. “Sorry Samantha,” Allison said, her eyes clenched shut.

“No problem Allison, men will be men. I better get going” Samantha said as she grabbed her bags and headed out the door. “I will see you tomorrow morning.”

Allison sat perplexed as to what to do. So do I leave now for the evening, wait until he comes home, or better yet teach him a good lesson? Hmmm, I will go with the latter, teach him a good lesson. She decided after a brief moment. Allison picked up her raincoat and headed out to do some more shopping. She would need a few items to teach Bobby a good lesson.

When she got back to the room Bobby was getting out of the shower. He came out of the bathroom with a towel around his waist. “How was the shopping spree there, sweetie?” Bobby asked as he put his hands on her waist and kissed her.

“Hmm, lots of fun.” Allison said as she looked over his broad shoulders, formed pecs, and his washboard abs.

“Glad to hear it” he said. He walked into the bedroom to get dressed.

Allison cleaned up and put on her new outfit. When she walked out Bobby looked her over and whistled. “My, do you look hot in that.” Bobby kissed her on the mouth and then placed soft kisses on the side of the neck. He didn’t stop there and continued down her chest, trying to make his way down to her breasts.

“Woo there sailor. I did not hear liberty call being sounded. We need to keep our reservation.”

The whole evening, Bobby demonstrated how horny he was and how he couldn’t wait to get Allison back to the room and in bed. When they got back to the room Bobby slowly undressed Allison and laid her down on the bed. He then stripped himself and lay on top of her with his arms straight, straddling her head.

“Hmm,” Allison commented as she reached up ran her hands up and down his toned arms and then following them to his shoulders and chest. She loved his strong pecks covered with soft hair. She always enjoyed running her fingers through it, feeling the firm muscle underneath. Bobby moved next to her on the bed and began to caress her breasts. His fingertips lightly traced the outline of each breast and nipple that now pointed up toward the ceiling.

After a few minutes he stopped caressing Allison’s breasts and slowly dragged his fingertips down across her abdomen and then skirted her pubic area on the way down her thigh. He moved down on the bed and gently grasped her ankle and brought it up to his lips. Supporting her leg under the knee with his left hand and her foot with his right hand, Bobby started to kiss her ankle. His lips then traveled to her big toe that he took into his mouth. His warm, wet, and soft mouth covered her toe and she felt his tongue swirling over and around it.

Allison sighed enjoying the pleasure he was providing her. One by one Bobby took her other toes into his mouth making Allison melt into the bed. After removing his mouth from her toes he ran his tongue under the sole of her foot and then moved his way up her leg to her calf. He alternated between kisses and long strokes of his tongue that outlining her calf muscle. She moaned softly and believed his soft caress could not be matched by any other man. He always showed her how much he adored her body by paying attention to each part. Bobby progressed slowly and when he reached her knee he made eye contact with her. Despite the low light, she could see his devotion to her body and the desire to pleasure it in his eyes. He continued by kissing the sides and under portion of her knee and then began the long slow journey up her toned thigh.

Allison emitted another soft moan of approval as his technique aroused her further. Once again alternating between kisses, long flat strokes of his tongue as well as long thin strokes with its tip of his tongue Bobby began to drive Allison crazy with desire. Allison could already feel her vagina preparing for the upcoming festivities. It was already oozing with her juices which were slowly running down the inside of her thighs and onto the sheet. When he progressed halfway up the inside of her thigh, Allison could not conceal her delight any longer.

“Ohhh Bobby,” she moaned. “you are driving me crazy. ” Her moans continued with each louder than the proceeding. This encouraged Bobby to take his time in order to build up the desire so she would experience a toe curling orgasm.

Her breathing now labored, she moved her hands up to her breasts and began to massage them. As Bobby looked up at her, his penis grew harder. Nothing sexier than a woman massaging her breasts, he thought. As Bobby closed in on her vagina, his hard penis rubbed against her leg. Feeling how hard he was only added to Allison’s excitement.

The chemistry between the two of them was always electric; each feeding off of the others actions. She couldn’t wait until she felt his long hard shaft entering her. With his head only a short distance from her vagina, Bobby could smell her sweet juices, her female response to his male actions. He looked up at her vagina, the lips engorged with blood, the button of her clit peaking from its protective covering, he could now see her juices and knew that her vagina was already well lubricated. When his tongue began to trace the skin around her vagina, Allison massaged her breast with much more vigor. Bobby surprised Allison with one broad, flat stroke of his tongue over her vagina. Allison’s arms then shot out to her side and she gripped a handful of the bed sheet with each hand and writhed to and fro on the bed. He repeated this action and then stroked her clit with his firm tongue sending pulses of pleasure through her body. Repeatedly stroking her clit with his tongue was driving Allison totally mad with desire.

“Oh God, Bobby, stick it in me.” Allison requested.

Bobby obliged Allison’s request and drove his tongue deep inside of her vagina, her thick sweet juices coating his tongue and lips. Bobby was himself excited and mad with desire. He withdrew his tongue and sucked Allison’s clitoris into his mouth. He began flicking her button with the tip of his tongue and followed that with a swirling motion. Allison was writhing on the bed as her orgasm began to build. Bobby placed a hand under each cheek of her butt and picked her up so he could better apply his technique.

Allison moaned as she felt the orgasm build deep inside of her. “Yes Bobby, yes, drive me wild, make me cum with your tongue.” Bobby sucked her clitoris hard and flicked it rapidly resulting in Allison bucking up and down as his hands held onto her butt.

“Shit,” she said as she reached a heart pounding orgasm.

As her orgasm subsided, Bobby slowed and then stopped his attack on her clitoris. Bobby began to kiss his way up Allison’s toned body. She could feel his hard penis travel up her thigh until it was perched in front of her vagina. Allison pulled Bobby’s head and guided it so their lips met.

They kissed passionately as if it was the last kiss that either of them would ever experience. Allison tasted her sweet juices on his lips as she sucked his tongue into her mouth and caressed it with her own tongue as if it were his penis. Allison had to have him now. Reaching down she guided his throbbing member into her wet vagina. He filled all of her with one deep stroke and she began to experience that sensation that she had long waited for. Bobby slowly withdrew and lowered his hips, allowing his lover to feel his penis stimulate every nerve ending in her vagina.

Once again, he placed his hands under the cheeks of her fine butt and picked it up so the head of his penis pointed directly at her “G” spot for maximum stimulation. A jolt ran through Allison as his penis slid over the ridges of her “G” spot. She began to experience another body-shuddering orgasm. After a couple of independent convulsions, he knew her orgasm was over and he slowly lowered her butt to the bed. Allison, wanting Bobby to climax just as hard as she did, wrapped her legs around him. She could read his body and knew he was close to cumming himself.

“Fuck me hard,” Allison whispered into his ear, her breath tickling the hairs inside his ear.

Excited from her vocal desires, Bobby drove his hard penis into Allison over and over until they were both on the verge of climaxing. “Fuck me Bobby, fuck me, make me cum.”

“Look into my eyes Allison.” Bobby requested in a slow soft voice.

Allison looked up into his eyes and they connected. Being able to see into each others’ soul, it wasn’t long before they both exploded in mind blowing orgasms.

Falling to the bed and supporting himself on his elbows, he gently kissed her soft lips. Bobby continued to place light soft kisses on her forehead, eyelids, cheeks, neck, and ears. Not a word needed to be spoken as he rolled to her side and pulled her into his arms. With her head resting on his chest, she listened to his heart winding down from the passionate lovemaking they just experienced. His fingertips stroked her back and shoulders and then ended up, as always, in her hair, his fingers working their way through her soft brown hair like a comb until they fell asleep in each others’ arms.

The next day, they woke up as they had fallen asleep, in each others’ arms. Allison knew it would be a day like no other in either of their lives. Bobby had some errands to run and Allison saw him off with a kiss. Allison went to her seminar and waited for the afternoon to arrive. It would be then that Bobby would learn his lesson.

It was 4 pm when Bobby entered the hotel room. “Allison, I am back.”

“Be out in a minute,” Allison replied. Allison came out of the bedroom wearing a black leather corset, short black leather skirt, black stockings secured with a garter belt, black stiletto boots, and a riding crop. Her long brown hair was up in a bun and she was wearing her black rimmed glasses. She certainly had that fantasy, super-hot librarian look. The corset did little to conceal her breasts and it fit snugly, leaving nothing to the imagination. She slapped the riding crop in her hand and commanded Bobby to come to her.

“I said, come over here,” Allison reiterated.

Bobby laughed as he thought that this was just play.

“Take your clothes off.”

Bobby was still laughing as he started to take his clothes off. After he dropped his shirt, he reached for Allison. She hit his hand with the riding crop, sending a sharp sting through his hand.

“Don’t touch me unless I give you permission,” Allison said. “Get the rest of your clothes off.”

Bobby stripped down to his skivvies.

“Everything off.”

Bobby took off his skivvies and threw them in the pile. Allison walked behind Bobby and told him to put his hands behind his back. Once he did, she removed a pair of handcuffs that she had tucked behind her and applied them to his wrists.

“Oooo,” he said, “am I supposed to be scared?”

She then pulled out a blindfold and put it on him.

“My, my, have we been reading Cosmo again? How to spark your sex life?” Bobby laughed.

Allison then pulled out a pair of foam earplugs that he used on the pistol range. “I am going to put these earplugs in your ears and I want you to get on your knees and not move,” Allison said, giving him a light whack on his butt with the riding crop. She rolled the earplugs between her thumb and forefinger and stuck them in his ears. She figured that any sound would be sufficiently muffled.

Bobby knelt there for about 5 minutes, blindfolded and with the earplugs in. The position was becoming uncomfortable and he wondered what was going on. After a few more minutes, he began to get a little concerned. This was not like her.

Shortly thereafter, Allison pulled the earplugs out.

“I see you were on Literotica yesterday afternoon, is that true?”

Bobby answered, “Yes, just looking at some stories.”

“And the Lady of Paris?” Allison said as if she was interrogating a witness on the stand.

Bobby swallowed hard. “What Lady of Paris?” he said.

The whistling of the riding crop traveling through the quiet air was indistinguishable until it was too late, hitting Bobby squarely on his butt. “Ouch!” Bobby responded.

“Need I ask you again?”

“OK, I was chatting with her. It was all innocent stuff,” Bobby said.

“Good, I am glad we are able to agree that you were online chatting with her.”

Bobby was wondering where all this was going. Allison wasn’t mad at him, she just wanted to have a little fun and teach him a lesson. She then removed Bobby’s blindfold. His eyes began to adjust to the light. As his vision adjusted, he saw Allison in front of him and he began to make out other figures in the room. At first he thought he was seeing things. He then realized that he was correct, a woman came into focus behind Allison. Bobby suddenly realized that he was kneeling nude in front of a strange woman with his hands behind his back. Bobby was embarrassed and did not know what to do. With his penis shrinking, Bobby tried to get up. Allison pushed him back down and struck him with the riding crop on the front of his thigh, just inches from his shrinking penis. The strike convinced him not to try that again.

“Don’t move. You see, Bobby,” Allison stated as she slowly circled him, “I am not upset with you, just a little embarrassed. I am an attractive woman and our sex is fantastic. There is no reason for you to venture alone onto an online chat, especially using our logon. My friend Samantha asked if she could check her e-mail and I let her, thinking nothing of it until she discovered your chat session. She was offended and I was embarrassed, quite a bit. And now it is your turn to be embarrassed.” And with that the riding crop struck Bobby’s bare ass again.

“Shit!!,” Bobby said as he looked at the women.

“Samantha is a member of my seminar group and she had nothing to do this evening so I invited her up for some refreshments. You don’t mind, do you Bobby?”

Bobby was slow to respond and that prompted Allison to use her new found toy which she swung and hit Bobby’s butt again. “Oooo! Of course I don’t mind.” Bobby said.

“Good, come on over here.” She said to Bobby. Bobby got up and walked over to Allison. She took his shrunken penis into her hand and turned to Samantha. “It is usually bigger, I think he is a little embarrassed. Oh,” Allison said as it pulsed and jerked in her hand. “it must be coming around.”

“Oh yes, I can see it now.” Samantha said. Samantha was a petite brunette with a slim body. Her olive skin and big brown eyes were features one could not forget. She was wearing a sundress that not only displayed the tops of her ample “C” cup breasts but showed off her nice firm legs as well.

“Watch, let’s see what happens with this.” Allison said as she leaned over and kissed the growing member. Bobby’s penis responded immediately growing in her hand.

“Ahhh that seems to have helped it,” Samantha said. “May I see what I can do?”

Sure Allison replied. She added another red welt to Bobby’s butt. “Well, get going, Bobby,” Allison ordered.

Bobby, wondering when all this would end, walked over to Samantha with his hands still cuffed behind his back.

“Oh, it seems to have shrunk a little again. I think he may still be embarrassed,” As Bobby stood in front of Samantha, she reached up and took Bobby’s penis into her hand. She gave it a few strokes and it once again started to grow again.

Allison swung of the riding crop once more adding another bright pink welt. “I can’t believe you would get hard in another woman’s hand. I apologize Samantha, how barbaric.”

“It’s okay with me Allison, no reason to apologize. I kind of like it, him in this position and us ladies in control.”

“Yes, I guess you are right,” Allison agreed.

Samantha kept Bobby’s penis in her hand and began to rub the head with her thumb. Bobby’s response was normal and immediate. Any sense of embarrassment was gone as he became excited by her touch and grew hard almost reaching maximum length and girth.

“Wow, he is as big as you said he was. I love the shape of the head, very big and the rim around the head very distinct.” Samantha said while she outlined the head of Bobby’s penis.

Bobby’s penis began to jerk in her hand and Allison struck him again with the riding crop. Bobby winced and his penis immediately responded by softening,

There was a knock at the door and a voice said, “Room service.”

“Open the door for room service, Bobby.”

“I can’t, I am not wearing anything.”

SWACK!! (Another swift strike of the riding crop.)

“I didn’t ask you if you were wearing anything, I told you to open the door.” Bobby didn’t move until Allison raised the riding crop again. As Bobby walked to the door in the buff Allison turned to Samantha and remarked “He needs to work on discipline.”

Bobby turned his back to the door and pulled the handle down opening it just a crack. The room service guy looked through the crack at the empty room and didn’t make a move until Allison called him in.

The guy opened the door the rest of the way and as he pushed the cart in, he spotted Bobby behind the door. Astonishment at Bobby with his now shrinking penis out there for all to see , the guy looked straight at the ladies while he pushed in a cart with strawberries, chocolate sauce, whipped cream and a bottle of champagne. He placed the items on the table in front of the women and opened the bottle of champagne before walking towards the door. Before walking out the door, the room service guy gave Bobby one last look and shook his head.

“Dig in,” Allison said to Samantha as she poured them both a glass of champagne. They both started enjoying the strawberries. Allison then dripped some chocolate sauce off of a strawberry onto her boot. “Hmm, can’t waste that. Bobby, lick that chocolate off of my boot.” Allison said as she held up her boot and started tapping the riding crop on the leg of the table as a reminder. Getting the hint, Bobby walked over to her and with his hands still cuffed behind his back, started to lick off the chocolate.

Samantha, whose excitement had been building since she entered the room, squirmed a little in her seat at the sight of Bobby licking chocolate off Allison’s boot. Although the whole scenario was getting her pretty excited, she remembered that the plan was to make Bobby as embarrassed and sexually frustrated as possible.

She knew it was her turn and dripped some whipped cream on the instep of her foot. The white of the cream was in stark contrast to her olive skin. It began to run down her instep and between her toes.

“Bobby,” she called, “it seems I have dripped whipped cream on my foot. Can you get it so it isn’t wasted?” Samantha took off her sandal and raised her foot to help Bobby out.

Totally red with embarrassment, Bobby made his way on his knees over to Samantha.

“Make sure you get it all Bobby,” Allison said as she watched with total enjoyment.

Bobby licked the cream from her instep and followed its trail to her toes.

“Some got in between those toes there Bobby,” Samantha pointed out. Bobby, on his knees, looked up at her as he took her toes in her mouth. As Bobby’s tongue swirled around the digits and sucked, Samantha closed her eyes in pure joy. Samantha did a great job of hiding her excitement and when Bobby was done getting every bit of the cream, she traced a line with her big toe down his chest, over his abdomen and then to his crotch, where she ran it up and down his penis. This is making me too hot, Samantha said to herself as her heart pounded and her juices began to flow.

“Ok, Bobby, enough; come here” Allison said. Bobby got off of his knees and walked over to Allison. His semi-erect penis bobbing with each step. Allison had regained her composure as she was getting excited as well. She dipped a strawberry in chocolate and then used it as an instrument to cover Bobby’s penis with chocolate. When she was done, she took a big bite out of the strawberry, drank some champagne and then leaned forward and began to lick the chocolate off of his penis.

Bobby thought he was going to come right then and there. He glanced over at Samantha who was watching closely and sucking the chocolate off the end of a strawberry. Allison’s technique made his penis hard as a rock and throb. She took the hard penis into her mouth. The movement of her cheeks indicated her tongue was swirling around the member. Bobby’s knees buckled but he caught himself.

The combination of her mouth and tongue must make a man crazy with desire, Samantha thought.

Allison recognized that Bobby was getting too turned on and stopped, leaving his penis bobbing and his senses frustrated. She looked over at Samantha and gave her a head nod as a prompt that it was her turn again.

Samantha, whose dress was hiked up fairly high on her thigh, dropped more whipped cream, this time landing on the top of her thigh. From its point of impact, it left a trail of white sweet foam as it slowly ran down the inside of her lower thigh.

“Well, what are you waiting for, Bobby?” Allison asked said. Bobby knew the drill now and went over to Samantha and knelt before her. She spread her legs, putting one on the coffee table, while the other was over the arm of the chair, giving Bobby a look up her thighs, just short of her crotch.

That was not what we discussed, Allison said to herself, referring to the conversation she had with Samantha earlier.

Bobby leaned forward and caught the cream with his tongue before it made its way to the seat cushion. His broad tongue made its way up the inside of Samantha’s thigh. When she raised her leg, Bobby got a view of a red thong. Bobby thought he would have a little fun and started to lick further up her thigh. The scent of Samantha’s womanhood was drawing him closer to her moist vagina and her heavy breathing served as encouragement to his thoughts of putting his mouth over her.

Once again the sound of the riding crop hitting bare skin brought everyone back to reality, especially Bobby. “No, no, no,” Allison said. “There was no cream up there Bobby.”

“Oh” said Samantha. “Shouldn’t that be my duty to punish him as he was licking where there was no cream?”

“Why, I guess so” Allison agreed. She leaned forward to give her the riding crop but Samantha refused. “I would rather use my hand.”

“Come over here Bobby and turn around and bend over.” Bobby obliged and Samantha looked at his firm cheeks that were decorated with red lines and welts from the riding crop. The view of his butt and his hands cuffed behind his back were quite stimulating for her. She drew back her hand and looked at Allison who gave her the OK with a nod of her head. Smack went the first blow. There was a brief pause as Samantha smiled and examined her hand-print on Bobby’s right cheek. She then landed the second and a third blow. Although not as painful as the riding crop, it did sting making Bobby wince. Samantha then inspected her work and ran her fingertips over Bobby’s butt which resulted in an increased blood flow to his penis.

The girls looked at Bobby’s buttocks and laughed at the red marks. Feeling no pain from the bottle of champagne, they sat and took turns teasing Bobby as the afternoon wore on.

“Ooops” Allison said after spilling champagne down her chin and onto her breasts. “Bobby, I need some help here,” she said as she undid the front of the corset. She opened it and pulled it apart providing Bobby with the access he needed to clean her up. Bobby anxiously began licking up the champagne that was running down the top and sides of her right breast. He took her now exposed nipple into his mouth and sucked all the champagne off and then some. He then licked the champagne running down the side of her breast and made sure he got that area right under the breast. Allison grabbed his head and brought it to her left breast that had some champagne on it as well. She directed Bobby’s head right to the nipple and held his head there as he licked and sucked all the champagne away. Allison’s moans of pleasure were truly erotic and she ran her fingers through Bobby’s hair as his tongue flicked against her erect nipple.

Samantha looked on with great interest. Her breathing labored, her hands discreetly massaging her right breast dreaming of Bobby’s mouth and tongue on it.

“Oh, God,” Allison said as she threw her head back and Bobby gently nibbled on her nipple. Bobby’s penis was hard as a rock now and throbbing uncontrollably. He wanted so much to stroke it but with his hands behind his back there was no way for him to relieve himself. He held out hope that he would get relief from Allison or Samantha. That wouldn’t be the case, at least not immediately.

Samantha, mesmerized and excited by the action in front of her, was glued to the action. Bobby was an attractive guy and to watch him restrained and pleasing a woman, while handcuffed, was pretty hot. While Allison sat with her head back and eyes closed enjoying Bobby’s attention, Samantha’s hand slid down and under her dress. She removed her panties and began to rub her clit while closely watching the action. She inserted one and then two fingers into her aching womanhood as she watched Bobby pleasing her friend. Samantha wanted some more action and she didn’t want to wait.

“Oh, Bobby,” Samantha said. I have seemed to have dropped my chocolate covered strawberry and can’t find it. Please help me.”

Bobby left Allison’s breasts and walked over to Samantha. This time there was no bounce in his penis as it was engorged with blood and stiff as a board. Bobby knelt down and saw that there was chocolate sauce on her thigh, but no strawberry. Bobby lapped that up and noticed that the chocolate sauce ran under Samantha’s dress. Samantha looked down at him and picked up her dress only to reveal the chocolate sauce led to the strawberry between her thighs, right before her shaved vagina. Bobby wondered where the thong went as he started to lick up the chocolate with long, broad strokes.

Bobby followed the trail of chocolate to the strawberry, which he consumed in a couple of chews and one gulp. Before him was Samantha’s vagina. He could see juices flowing from her engorged lips. He looked over at Allison who was very excited at that point, sitting back in her chair and squeezing her right breast with her left hand while her right was busy massaging her own clit.

Bobby followed the trail of chocolate sauce to the center of Samantha’s womanhood. As he got closer there was a scent of both chocolate and her juices. When he reached her pussy he flattened his tongue. Starting at the base of her vagina, his tongue traveled slowly upwards parting her lips.

“Oh shit!” Samantha cried. She grabbed the back of Bobby’s head and drove it into her aching pussy, leaning back in the chair in pure ecstasy.

Bobby’s face quickly became covered with the liquid mixture and slid to and fro as he licked up her special sauce. He flicked his tongue over Samantha’s clit a few times and she immediately reached an orgasm, an orgasm that had been building since he lapped up the whipped cream on her foot. Samantha bucked and writhed in the chair holding Bobby’s head against her pussy that was contracting with a desire for something to fill it.

Feeling her orgasm subsiding, Bobby withdrew his face from between her legs. A shiny brown mixture of her juices and chocolate covered his chin, nose and most of his cheeks. Samantha leaned forward and licked some of the mixture from his cheeks and chin.

Before things got too out of hand , Allison cleared her throat and said, “Oh, look at the time. You are going to miss your dinner date, Samantha.” A reluctant Samantha looked at Allison and took the hint. She wiped off her mouth and kissed Bobby on the forehead. Before she departed she put her thong around Bobby’s neck. It would be one less piece of clothing to remove when she got back to her room in order to please herself with the vibrator.

The hotel door closed. “Alone at last,” Allison said. Her heart still raced from watching Bobby please her friend Samantha. She looked at Bobby, his penis red and pulsating and his face still showing the remnants of the Samantha’s chocolate-juice mixture. Allison picked up a napkin and was going to wipe it off, but stopped. She then bent over and kissed Bobby on the lips in order to sample some of the mixture.

“Hmm,” she said, “that is tasty. You are a lucky man Bobby.” Bobby looked at her. His penis ached and was in need of some relief. “Get on your feet, this party isn’t over.” Allison said. Bobby stood up and Allison took hold of his hard penis and led him over to her chair. She sat down, put some whipped cream on his penis, and began licking it like an ice cream cone. Bobby’s penis became even harder receiving the attention that it longed for. Bobby could feel that all too familiar tingling in his balls meaning that his orgasm was building. As Allison sensed this she pulled his penis from her mouth.

“Allison, I’m sorry that I went on chat without you. I will never do it again. I can’t take any more of this my cock is going to explode. Please don’t leave me this way.”

“Can’t take any more of this? Is that what I just heard? Ok well then let’s get on with something else.” She went to her bag and pulled out a black dog collar and a short leash.

“I promise that this won’t make your little penis any harder.” Allison said. She pulled off Samantha’s thong replacing it with the collar and leash. Allison then led him to the corner of the bed. “Thank the lord that we stayed in a decent hotel with a head and foot board.” Allison said. She tied the leash to the foot board giving him enough room to move around and access to the end of the bed. She then blindfolded Bobby again.

Bobby thought to himself, I wonder who will be there when this comes off. Allison reached in the bag and pulled out two remaining items; a tube of lube and a strap on dildo. I always wanted to see how it felt to be a man, she thought. And Bobby will feel what it is to be on the other end of a penis. Once strapped on she walked over to Bobby with her new manhood bobbing. She positioned Bobby at the end of the bed and bent him over so his head was resting on the mattress. Allison squeezed out some lube in her hand and applied it to his still hard cock, balls and then around his butt.

After coating everything with the slick liquid and briefly massaging it, she inserted a well lubed finger into his butt. Bobby let out a long and guttural, “Ohhhhhh Allison, what are you doing?”

“Feel good, Bobby?” Allison asked as she inserted a second finger and massaged his prostate.

“Oh god yes Allison, oh that feels so good.”

“Hmm baby, here I have more for you.” Allison withdrew her finger and eased the dildo into position. “Here we go baby.” Bobby was still stretched out from her finger and the dildo slipped in easily.

“Oh, what the hell…, Allison?”

“Yes, it is me Bobby, no one else.” She removed the blindfold so he could see the two of them in the mirror.

“What the hell are you doing?” Bobby inquired.

Allison pushed the dildo in further and that shut Bobby up and he moaned in discomfort.

“How does that feel Bobby? How does it feel to be on the receiving end? I am enjoying it,” Allison commented. “Being in control, dictating the terms, yes I love it.”

They both watched in the mirror as Allison put her hands on his hips, withdrew the dildo, and then slowly eased it back in. Allison could see that Bobby was beginning to enjoy it. Allison reached around and grabbed a nipple between her thumb and forefinger. Slow rolled between her fingers and gave it a hard squeeze.

“Ohhh, shit,” moaned Bobby. As Allison built up a rhythm, Bobby’s breathing began to become labored. Both of their hearts raced with excitement as the dildo traveled in and out.

Allison suddenly stopped and withdrew the dildo. She unhooked Bobby from the bedpost, turned him around, and then pushed him back on the bed. She threw an ankle over each of her shoulders and re-inserted the shiny dildo fucking Bobby hard. She was possessed now with the power that the 8 inch pleasure tool gave her. With Bobby’s ankles over her shoulders, she drove the dildo into him. Allison grabbed a hold of his penis which was still hard as a rock. She was going to give his relief, but on her own terms. When she started to stroke his penis Bobby began to moan. Bobby’s angle on the bed was perfect for the dildo to stimulate his prostate. With her stroking his penis and the stimulation, the feeling was beyond anything he ever experienced or imagined.

“Oh Allison, I am going to cum.”

Allison stopped stroking his penis and said, “Open your mouth.”

“What?” Bobby replied.

“You want to cum, open up your mouth.”

“But Allison …”

“Look, you want me to fuck your ass all night? If you want to cum, then open your mouth.”

Bobby had to cum. His cock had been hard for hours. With his ass up in the air and his ankles over her shoulders, his penis was pointing directly at his face. Bobby reluctantly opened his mouth and Allison continued to stroke his penis.

“Ohh Allison, Ohh baby.”

“Keep that mouth open Bobby.” Allison stroked him faster and all that cum that had been building up over the hours spewed over his chest, face and some into his mouth. Allison continued to pump his penis making his body convulse wildly. Finally Allison stopped and removed her hand. She looked down at Bobby whose face was speckled with his own cum.

“How does that taste Bobby?” Allison said as she scooped some up on her two fingers and put it into his mouth. “Close and suck Bobby.” Bobby did as he was told.

Allison unsnapped the dildos straps leaving the dildo in his ass and dropped his ankles. She stepped back and washed her hands in the nearby sink. She dried her hands and donned a black dress that was hanging in the closet. From the jacket of the pocket she withdrew a handcuff key and threw it on Bobby’s chest.

“Don’t ever let me catch you chatting again or cheating on me Bobby. The embarrassment you will experience today is nothing compared to what you will experience.” With that said, Allison departed the room.

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