My first story. Feedback is welcomed. This never happened.
I met Jessie about 3 years ago when the woman who had been cutting my hair for years retired. I called a local hair salon that I found in the phone book and made an appointment for the following week.
The next week I walked into the salon and told the receptionist that I had an appointment with Jessie. She directed me into the salon where I found a woman that I can best describe as a spinner. As Jessie and I introduced ourselves I found myself face to face with a gorgeous little brunette about 5’ 1” and 100 lbs. She was about 27 or 28 years old with a pretty face, beautiful brown eyes and lips that were made to be wrapped around a hard cock. My best guess is that she is 32-24-32 with large B or small C breasts that are just begging to be kissed, sucked and nibbled on for days. She also has a nice tight pear shaped ass that she loves to show off by wearing tight jeans.
I suppose that I should describe myself to some extent. My name is Ray and I’m 54 years old, 5’ 10” and 240 lbs. I have been married and faithful to my wife for over 20 years. In the early years of our marriage, our sex life was good as far as quality is concerned. I derive great pleasure from seeing a woman climax and I will stay down there munching on her pussy for as long as she will let me. That drives her nuts. The number of times we have sex was never what I hoped for. Due to us working different schedules, we only slept together on weekends. Between our schedule and raising 2 kids, sex was a once a week affair. As time went on, the frequency of us having sex decreased until about 5 years ago, when my wife decided that she did not want to have sex any more. No desire. Menopause? We have tried all kinds of things to increase her desire to have sex to no avail. Even her doctor is stumped. I love my wife and would never consider leaving her. But, I’m really getting tired of jerking off.
During my very first appointment with Jessie, as she cut my hair, we talked about all kinds of things. Mostly just getting to know each other. We discovered that she lived right around the corner from my place of work. We talked about what we each do for entertainment. Marital status (she’s single), favorite drink, musical taste, favorite movie, etc. It was almost like a blind date.
It didn’t take too long before I was using Jessie as my fantasy girl when I would jerk off. Oh, the things I would do to her. I could just imagine her sucking my 7 inch cock and sticking her tongue out to lick my balls while she took my prick all the way down her throat. I would picture her wrapping her delicious tits around my cock while she sucked on the head. I imagined licking her pussy and nibbling on her clit until she squirted in my mouth. Mmmm… tasty! And in my mind’s eye, I saw the prettiest little pink asshole just begging to be penetrated. I would fantasize about sliding my prick into that beautiful pussy and stroking away until she was in heaven and I was right there with her. I have lost count of how many times I have imagined fucking that cute little ass. In most of my jerk off fantasies, I have Jessie tied up and completely at my mercy. Obviously, I have a very active imagination.
As time went on and we became more and more familiar with each other, our conversations also became more familiar. We talked about everything from family to work to “So, how’s your sex life?”. I don’t know how we got on to the subject but, at one point she actually told me that she does a Brazilian wax job on her pussy. (Ok, there’s more fuel for my jerk off sessions!) She definitely likes to tease me with her talk and the way she “accidently” rubs her tits in my face when she is washing my hair.
Now, I am not a violent person. I would never think of hurting someone if I can avoid it. I would never force myself on a woman. I am basically your stereotypical “nice guy”. But, after nearly 5 years of no pussy and having this beautiful little spinner flirting with me, something snapped. I don’t even remember planning it or gathering the necessary supplies.
I found myself entering the salon through the back door that I knew was not locked because the stylists would step out there to smoke. It was about 7 o’clock on a Tuesday night. Some of the girls scheduled appointments in the evenings to cater to their customers. I knew that there were always two people in the salon because they were not comfortable being alone at night. I listened from the back room as the last customer left and Jessie locked the door. I heard the other stylist say that she was going to start cleaning. I waited as she entered the back room. As she turned the corner, I grabbed her and held a chloroform soaked rag over her mouth. She struggled briefly and was soon unconscious, blindfolded, bound and gagged on the floor. She was not my target; I just needed her out of the way. Thankfully, Jessie did not hear any of the struggle due to the music they had playing. Now I simply had to wait for Jessie to come into the back room. Sooner or later she would begin to wonder what had happened to her coworker. After about 5 minutes, I heard Jessie called out for Katie. Moments later she walked into the back room and I chloroformed her as I had done with Katie.
I carried the unconscious Jessie out to the front part of the salon. The stylists chair would be perfect for my plan. I made sure I used Jessie’s chair so that every time from now on that I sat in that chair, I would have the secret pleasure of knowing that this was the exact spot that I had ravaged this beauty. I removed her shirt and pants. I stopped for a moment take admire her body. This was even better than I imagined. She was wearing matching blue underwear consisting of a cute little half bra that just barely covered her nipples and the briefest thong I have ever seen. The camel toe I could see through the sheer garment was perfect. As I began to remove her bra, she started to show signs of regaining consciousness. I wanted some time to play before she woke up so I quickly administered a little more chloroform and then finished removing her bra and panties.
I now took the time to check out her body in detail. No tan lines, I like that. Her breasts were definitely a C cup. Natural, firm with just the slightest little bit of sag. I squeezed her tits and thought about how good it would feel to put my prick between them. The areolas were about an inch and a half wide and the lightest shade of brown, just a little darker than her tan. Her nipples were semi erect and stood up about a quarter of an inch. Her stomach was flat and firm, this girl obviously worked out. As I continued my inspection, I found the cutest little landing strip. I spread her legs and found her clit already standing at attention. I wondered if she was aroused or does it stand up like that all the time. Below her clit were puffy outer lips and just a hint of pink inner lips protruding. Her asshole was a deep pink just as I had imagined and from the appearance, I would guess that nothing had every gone in there. She was completely hairless except for the landing strip.
Ok, time to move on to the main event. I retrieved my supplies and prepared her for the fun to come. First, I put a blindfold on her as I had no desire to go to jail. I reclined the back of the chair and positioned her so her head hung back. Then I took her left leg and raised it up until her knee was by her shoulder. I then taped her left arm to the arm of the chair so that her leg was trapped by her arm. I repeated this process on her right side. I adjusted the height of the chair and stepped back to survey my work. Perfect! Her pussy and asshole were fully exposed and accessible to anything that I chose to do and her mouth was wide open to a good face fuck. Lastly, I put a piece of tape over her mouth. I didn’t need any unnecessary screaming.
Now it’s time to wake her up. I never intended to cause her any pain; I wanted to give her pleasure as well as enjoying this myself. So, I decided to wake her gently by arousing her slowly. I began by nibbling on her earlobe and worked my way down to her neck and across to her collar bone. While I was doing this, I began massaging her tits paying particular attention to her nipples. As I rolled her nipples between my fingers and gently tweaked them, I continued my oral assault. After only a few moments of this, she started to moan and her breathing got heavier. I have now moved down to her tits and take her left nipple in my mouth. I begin by sucking lightly and licking around the areola. I bite down just enough to hold her nipple and pull with my teeth. She suddenly jerks and tries to speak. She’s awake and just beginning to figure out what is happening. I shift my assault to her right tit and it only takes her a couple of second to connect the dots. She starts screaming and is thrashing about as best she can in her current position. Being gagged as she is, her screaming is not really a problem, but I don’t want her to hurt herself. I move up and put my mouth right next to her ear and whisper to her. I don’t want her to recognize my voice. “I don’t want to hurt you. I am going to do this one way or the other. You need to accept the fact that I am going to fuck you in every hole you have and there is nothing you can do about it. So you might as well relax and try to enjoy it. I don’t want you to hurt yourself, so calm down”. Of course, she didn’t listen and continued fighting and trying to get free. Oh well, she’ll figure it out soon enough. I returned to her tits and enjoyed myself playing with them briefly before kissing and licking my way down her stomach toward her pussy.
I bypassed her pussy continuing to her thigh. I did take note of the fact that her pussy appeared to be very wet and I could smell her arousal. Her protestations, while still present were not as vigorous. I squeezed her firm ass cheeks as I continued my way up the exposed backside of her thigh to the back of her knee to her calf to her ankle. Kissing, licking nibbling all the way. I paid homage to her beautiful foot and then switched over to her other foot and reversed the process until I returned to my ultimate goal. By the time I got to her pussy, she had either calmed down and accepted her fate or she had worn herself out. She was sobbing and occasionally trying to say something, but she had stopped thrashing. I thought I heard her moan a few times and when I arrived at her pussy, she was dripping. Now, I was going to make sure she got some pleasure out of this whether she likes it not. I couldn’t wait to see her climax.
I started licking all around her pussy and then I moved to her outer lips, being sure to stay away from her clit and not penetrating her at all. After doing this for maybe a minute, I felt her try to push her pussy up to my mouth. I began nibbling on the little bit of her inner lips that were exposed. Using my lips and teeth, I pulled on her lips to tease her and to open her up. I still avoided any penetration; she wasn’t ready for that yet. I moved down, licking her taint and eventually, her pretty little rosebud. By now, she was wiggling her hips and moaning and she had stopped crying. I gently started to penetrate her asshole with my tongue and she started screaming “No, no, no” behind her gag. I continued to work my tongue into her ass and her” No, no, no” turned back into moans. I got my tongue into her ass about two inches when she had a small orgasm. That was what I was waiting for. I immediately moved from her asshole and swept up with my tongue, delving into her pussy at the bottom and licking between her lips all the way to her clit. When my tongue made contact with her clit, she exploded in a much bigger orgasm. I covered her entire pussy with my mouth and sucked up all the nectar I could get as she continued her orgasm. As her orgasm subsided, I began working a finger into her pussy. She was very tight; as she loosened up a bit I added a second finger. When she was loosened up enough, I curled my fingers and began massaging her G spot. I had only been playing with her G spot for maybe 30 seconds when she screamed and shot off on another orgasm.
As soon as she calmed down, I withdrew and walked around to her head. I whispered to her again, “I am going to remove the tape from your mouth and you are going to suck my cock. No screaming”. I removed the tape and she immediately started begging me to let her go. I ignored her and put my cock to her lips and began to push. She tried to move away so I held her head and pushed again. She parted her lips and I slid in a couple of inches. I fucked her mouth with slow, short strokes making sure I did not go in more than a 2 or 3 inches. After a few minutes, she began to swirl her tongue around the head of my cock and she stuck it in my urethra and wiggled the tip trying to get in deeper. I almost erupted on the spot. Once I had myself under control, I continued to fuck her mouth. I stroked in and out with about 4 inches of my cock, relishing the feeling of her tongue. Then she surprised me when she actually started sucking with her lips closed tightly around my cock. The vacuum she created had me on the edge again. I warned her “We’re going to go deeper”. She moaned and nodded her head. I started increasing the length of my strokes, feeding her a little more each time I pushed in. I was hitting the back of her throat and she was gagging a little. Very quickly, I was pushing past her gag reflex and sliding down her throat. I was in heaven; I was not going to last long. I picked up the pace and fucked her face with a vengeance. I felt my balls tighten and shoved all 7 inches of my cock all the way in and held it there while I shot 3, 4, 5 times. When she swallowed, her throat contracted and milked 2 more spurts from me. I withdrew and fell to my knees, thinking “Oh my god that was fucking hot”. She was panting trying to catch her breath and gasped “Damn, I almost drowned”. I kissed her and as our tongues wrestled for control I reached down and pinched her clit and tweaked it repeatedly between my fingers. Each time I tweaked she would shudder, experiencing a series of mini orgasms. I told her “I’m going to go check on Katie, if you promise not to scream, I will leave the tape off”. She agreed and I said “I’ll be back, we’re not finished”. She moaned as I walked away.
In the back room, Katie had wiggled around until she was over by the back door. She was sobbing and shivering. Obviously she was terrified. I decided to have a little fun with her while I recovered for round two. I grabbed her bound legs and dragged her back to the middle of the room. She panicked and started screaming and kicking. I pinned her down and calmly told her that I was not going to hurt her. I got up so that I could check her out. She was a redhead about 5’ 4” and maybe 130 lbs. A little extra padding but not bad with what looked to be about a 36DD rack. I grabbed a tit and gave it a squeeze. I asked her “Did you hear us in the other room?” She nodded while I continued to play with her tit. “Would you like to play too? No response. I could feel her nipple getting hard and gave it a tweak. “Answer me”. She moaned and nodded. “Ok, let’s start with this”, I said as I pulled her shirt up to expose her chest. I pulled the cups of her bra down and her big tits came free. Her areolas were huge and barely visible as they were just slightly darker than her creamy white skin. Her nipples were erect and stood up about a half inch. I gave her nipple another little tweak and asked “Did you enjoy listening to us?” She hesitated for a moment and then nodded. “Is your pussy wet? Are you turned on by what is about to happen to you?” She nodded no hesitation this time. I tweaked both nipples this time and they were now about three quarters of an inch long. “I am going to untie your legs and we are going to stand up. Don’t try to run, the doors are locked and with your hands tied behind your back, you can’t get out.” She nodded and I untied her legs and helped her stand.
I pulled her shirt over her head and left it hanging on her tied arms. Luckily, she was wearing a bra that hooked in the front. I unhooked that and it joined her shirt behind her back. I unzipped her pants and she spread her legs a little to allow me to pull them down. She was getting off on this. I got them down to her knees and I could smell her arousal. Her pussy was soaked. “You little slut, you really did enjoy listening, didn’t you?” She moaned and tried to spread her legs farther but was stopped by her pants around her knees. I stepped behind her and told her to bend over. I put my hand on her back and push her down until she was bent at the waist and her tits were mashed against her knees. From my position behind her, I now had a clear view of her pussy and asshole. I knelt down and dove right in. Holding her hips and pushing my face into her cunt to lick up her juices. I inserted a finger and it slid right in to her slick pussy. I pulled out and went back in with two fingers. She was rotating her hips and trying to get my fingers deeper. “You like that, don’t you?” I asked. “Mmmm” was her only response. Out I came and back in with three fingers. Since her pussy was stretching to accommodate my fingers so easily, I decided to see how far she could go. As I plunged my fingers in and out of her, the pussy juice was flowing out of her. I pulled and went back in with four fingers and brought my thumb around to rub her clit. She screamed and shuddered through an epic orgasm. She would have fallen on her head if I had not held her up. As she came down from her climax, I eased her down to her knees, keeping her bent at the waist. Once she was on her knees, I removed her pants so she could spread her legs farther. Now that I had her in position, I began rubbing my entire hand up and down her slit. When my hand was lubricated, I began to work my fingers into her pussy again. Three fingers, four fingers, five fingers. I worked my hand in and out going a little deeper each time. I was in up to the biggest part of my hand and she was experiencing one orgasm after another. On the next stroke I pushed and kept pushing until her pussy swallowed my entire hand up to the wrist. She screamed and squirted about a quart of pussy juice and passed out. I pulled out slowly and rolled her onto her back. I spread her legs and went down and cleaned her with my tongue. She regained consciousness as I was doing this. As soon as she woke up, I slid a wet finger into her ass, “How about this, do you like this?” I asked as I slid the finger in and out several times. I got my answer when she shrieked and squirted all over the floor. “Oh, you like it in the ass. Was I using the wrong hole?” I pulled out and licked her asshole getting it good and wet. When I judged that it was wet enough I went back in with two fingers all the way to the last knuckle. She screamed again and bucked like a bronco for 30 seconds and then collapsed on the floor. She was shivering and shaking so much that I thought she was having a seizure. She slowly calmed and I knew she was ok when she started giggling. I thought, “This girl is going to be fun to play with”. I decide it was time to go back for round two with Jessie. I helped Katie to her feet and led her to Jessie.
Jessie was napping, evidently exhausted. I had an idea and positioned Katie on her knees between Jessie’s legs. I whispered in her ear, “Jessie’s pussy is right in front of you. Would you like to eat her pussy? She nodded emphatically. “I am going to remove the tape from your mouth. You are going to eat her pussy while I fuck your ass.” She nodded and I removed the tape and guided her to Jessie’s pussy. She dove right in and Jessie awoke with a start. It only took moments before Jessie was thrusting her hips into the mouth that was eating her. She had no idea that it was Katie who was servicing her. I moved behind Katie and slid my cock in and out of her pussy several times to wet it. I positioned the head of my cock at her anus and pushed slowly until my entire 7 inches was up her ass. She was moaning the whole time. The deeper I went, the louder her moans became. I stayed still for a bit to enjoy the heat emanating from her tight back door. She had other ideas and began rotating her hips and fucking herself on my cock. This was ok with me; I figured that I would save my energy because I still wanted to sink my cock into Jessie’s sweet pussy. Meanwhile, Jessie was doing everything she could to get the maximum stimulation from the licking that was being administered to her. She began begging me to fuck her; she still thought it was me that was eating her pussy. Soon both girls experienced orgasms and Jessie continued to beg. I thought “Ok, let’s change this up a bit”. I pulled out of Katie’s ass and stood her up. I pulled her against my chest and whispered to her again, “Do you want Jessie to eat your pussy?” She sighed “Oh yes, please. I would love that”.
I lowered the chair and positioned Katie over Jessie’s face then raised the chair. As her face came into contact with the pussy above her, she squirmed and tried to move away. Katie felt that and trapped Jessie’s head between her thighs then squatted down on Jessie’s face. Jessie had no choice, it was lick or suffocate.
Now I was going to enjoy that sweet pussy I had quickly sampled an hour ago. I got between Jessie’s legs and began kissing and licking every inch of her beautiful pussy. I moved up to her clit and using my teeth, I lightly nibbled on it and slid two fingers into her pussy. I curled them up and began massaging her G spot. It didn’t take long for her to go off like Old Faithful and I drank her juice as she squirted. Now that she was well lubricated, I plunged my cock into her pussy and fucked her for all I was worth. I was determined to keep up this pace until she had another orgasm. Thankfully, it didn’t take too long before she was screaming into Katie’s pussy and bucking her hips at me, matching my every thrust with one of her own. While she was still in the throes of her orgasm, I moved my cock to her asshole and tried to enter. It was so tight that I couldn’t get in. I pushed harder and it slowly gave way. As the head popped in she screamed and clenched her ass so tight that it was painful. I pinch her clit to distract her and it worked. She relaxed her ass for a second and my cock slid all the way in. I didn’t move for a minute to give Jessie a chance to become accustom to my cock in her virgin ass. When I started to move, it was still extremely tight and I could hardly move at all. Using the little bit of room that I did have, I slowly worked my cock back and forth until I was taking full strokes and fucking her ass at full speed. By this time she was have one orgasm right after another. After just a couple of minutes of this, I could feel the cum rising and it erupted from my cock filling her rectum. She was so full that my cum was squirting out off her ass with every stroke. With my cum in her ass, there was more lubrication. I kept driving my cock into her ass until it deflated.
The whole time I was entertaining myself with Jessie’s pussy and ass, Katie was sitting on her face and getting the ride of her life. Just moments before I came in Jessie’s ass, Katie shrieked with what must have been her 6th or 7th orgasm and fell to the floor.
I was done. It would probably take me a week to recover from this and I wasn’t sure if my cock would ever get hard again. I was very happy for having fulfilled my fantasy with Jessie and I had the added bonus of having taken Katie’s ass too.
After we were all breathing normally again, I told the girls that I was going to knock them out again and untie them and make my escape. They begged me to take off their blindfolds so they could know who it was that fucked them so well. “Sorry ladies, I can’t take the chance. I don’t want to go to jail”. Jessie said, “What if I want to do this again? I have never been fucked in the ass before that was amazing! I loved being tied up, it made everything more intense.” Katie said, “I definitely want to do this again. You fucked my ass so good and I’ve wanted Jessie to eat my pussy since we were in high school.” Jessie said, “No shit! I never knew.” Katie said, “I think we should do this again”. I said “You just keep leaving that door unlocked and I may surprise you again.” I gave them each a kiss and thanked them for showing me a good time. I then proceeded to chloroform and untie them. I couldn’t resist one last parting shot. I laid Katie on the floor on her back and placed Jessie on top of her in a 69 position. I rubbed both of them until they were dripping. I gathered all the evidence and left.
A couple of weeks later I went in for a haircut, they were both there and seemed to be very affectionate with each other. I think I may have started something there. Katie hung around Jessie’s chair and chatted with us the whole time I was there and kept giving me little smiles. This was unusual because Katie had never really talked to me before. As usual, Jessie and I talked as she cut my hair and she told me all about how she and Katie were raped and how much they enjoyed it. How exciting it was to be tied up and forced to do things that she would not normally do. It turns out she has a rape fantasy and has always wanted to try some mild bondage. I think she is a little bit of a submissive. Maybe I’ll find out next time I surprise them. Jessie said she was not sure that she wanted to do anal again. But, Katie loved it.
The really scary thing is, as she was finishing my haircut and shaving the back of my neck with her straight razor, she looked at me in the mirror and said “I really had a good time, thank you”.
Maybe I shouldn’t let her shave my neck.