My name is Anita. I am a 23 year old es-panic female, 5 ft 5 inches tall, 115 pounds, 32 B breast, 22 inch waist, and 32 inch hips. This is my story of several first for me including bondage, pain, pleasure and anal.
My live in boyfriend dumped me a few months back telling me that I was not open minded and adventurous enough sexually and he had found a woman that pleased him much more than I. I was left with the lease on our apartment and all the utilities which put me in a heavy financial bind with my average income. I was stressed out with the burden. I tried working extra jobs to make ends meet with very little success.
I called my best friend, Mandy, needing to talk to someone hoping to come to terms with my problem and get some advise. After telling her , choking back tears, that I need some advise thinking she, being older than I, would have a solution for me. Mandy felt the stress I was feeling and invited me to her home for lunch and a visit.
I dressed and went to her home feeling confident that she would have some helpful advise for me. I was to the point of being evicted with no money or place to live. Mandy opened the door before I had a chance to knock. We hugged and I broke down crying like a baby. She pulled back from me, looked into my tear filled eyes, wiped the tears from cheeks, smiled and told me everything would work out. Mandy told me there is no problem that cannot be solved with the right effort. Her confidence made me feel a little better and I smiled back at her.
She took my hand and led me into the living room seating us on her very nice couch. She turned facing me with one leg bent on the couch, looked into my stressed worry filled eyes and ask me to tell her why I was so upset. I related my problem and what had caused it to her. She ask what I had tried to remedy my problem. As she listened to me tell her what I had tried I could see she was in deep thought.
Mandy smiled and told me to help her fix lunch as we thought about a solution to my problem. We made small talk as we prepared sandwiches and tea for lunch. Mandy sat our food on the table. She kept looking into my eyes as if she were trying to make a decision of some sort. We finished eating, cleaned the kitchen and went back into the living room. We sat silently for several minutes before she told me that she had been thinking of how to make the suggestion she was about to tell me.
I looked into her eyes bewildered. Mandy began by telling me that about three years back she found herself with about the same situation I was in. She ask me not to take offense to what she was about to suggest I do to remedy my problem. Mandy related to me that she did as I had done and ask a close friend for advise. She took her friends advise and was able to quit her hourly wage job and is living very comfortably. She gestured to the furnishing of her home and told me that it made it possible for her to have the nice furniture. Mandy also told me that her income comes from doing something she likes very much.
I was on pins and needles by now wanting to know what she does for income. I ask what it is and Mandy told me that she had become a part time escort at first but has been a full time escort for the past year after quitting her job. She smiled and told me that it is exciting and fun.
Before I thought I ask her if she was suggesting that I become a whore. I quickly apologized realizing that I had just called her a whore. She laughed and told me to think about it and that I would be surprised how much I might enjoy it and what I could learn as well as make very good money. I told her I could not have sex with any man for money. Mandy told me that I might be surprised what I might do for a better life.
After about three days of depression and worry I called Mandy and ask how to get started as a part time escort. She told me to come to her home and she would help me set it up. She told me to wear something sexy and provocative. I dressed as she told me wearing my sexiest Victoria Secret under wear which my ex-boyfriend had bought for me. I arrived at her place and she invited me into her bed room where she had her work desk and phone set up.
We sat on the foot of her bed and she explained that I needed to place a profile on one of the escort web sites. She then explained that I could make decent money advertising regular vanilla sex or if I needed some quick good money I could place and ad stating that I am open minded and fetish friendly. She also told me that I needed to include some sexy photos.
I ask what she meant by open minded and fetish friendly. Mandy explained that open minded meant I would be open to discuss kinky sex and fetish friendly was similar but more specific like water sports, foot fetish etc. She told me that some men would want to role play as in teacher/school girl, doctor/nurse and even daddy/daughter scenarios. Hearing what she was telling me made me very nervous but at the same time I felt my pussy getting wet.
Mandy opened a bdsm site on her laptop showing a girl tied up and fucked with some flogging, blindfold, and gag. As I watched the video I unconsciously put my hand under my skirt and rubbed my cunt which was leaking juices forming a wet spot on my panties. After watching the video Mandy asked what I thought about it and if I thought I could let a man use me like that explaining that most men that is into that and is pleased with her performance in that area would normally tip very well and that is how I could earn some very good money quickly.
I was nervous, scared and apprehensive and very curious about letting a man tie me up and take control of me doing anything he wanted to me. As I thought about it I found that I was getting aroused. I looked at Mandy for several minutes before telling her that letting a man do something like that to me scared me and excited me at the same time and that I needed as much money as I could get as quick as possible.
Mandy reminded me that it takes an open mind to do what I was about to do. We talked about what to put in my profile deciding to go for the kink friendly in the ad as Mandy suggested that we could show more in the photos than in the text. With that settled she told me to lie on my side on the bed. As I crawled on the bed I noticed ropes attached to the four post at the corners of the bed. I looked at her with surprise and she shrugged telling me it was part of the trade for her and something she enjoyed because she could pretend that she was not letting a man fuck her for money since she was helpless to prevent it.
She got her camera from the closet giving me a peek at some of the toys hanging on the inside of the door which included floggers, canes, whips, nipple clamps, dildos, strap on, and vibrators. She observed the surprised expression on my face. Smiling she told me that she had become some what of pain slut plying her trade over the past couple of years. Then added it had also increased the size of the tips she received. I ask if she had been injured by any of her dates. Mandy told me that she had not been injured even though the has been a couple of times that a date got carried away and left some marks and bruises that went away in a couple of days.
I lay on the middle of the bed on my right side with my head on my hand with my elbow holding my head off the bed. Camera ready she had me to pull my left knee over my right and up to my waist raising my black short skirt up showing the back of my left thigh and my bare right leg. She took two or three pictures of that pose and instructed me to take off my blouse and bra. I removed my red blouse and white lace bra and assumed the same pose for more pictures.
As Mandy took the pictures I thought about the things she had told me and could feel a warm feeling in my tits, stomach and pussy making my pussy get wetter. I could feel the warm wet spot soaking my panties and making me want to play with my cunt and clit. I could not believe how horny I had become with out ever being touched or touching myself.
I snapped out of my trance hearing Mandy calling my name. I looked at her and she ask if I was alright. I told her that I was fine but horny as hell. She laughed telling me to get on my knees and spread my legs facing her. I did as she said. She smiled and told me the wet spot in the crotch of my panties accents my cunt lips which will get me plenty of business. After a couple pictures with that pose she had me to lean back on my hands and raise my ass off the bed and smile. This pose caused the soaked panties between my cunt lips forming distinctive camel toes. She snapped a few pictures telling me ,with a big smile, that if I go with the flow I will be a rich young lady in no time.
Mandy had me to remove my skirt and lie face down on the bed with one of her large fluffy pillows under my lower stomach. This effectively held my ass up showing my round tight ass cheeks and wet panties accenting my camel toes. She took pictures walking around the bed getting all angles of my almost naked body before telling me to spread my legs as wide as possible and stretch my arms up toward the bed post on each corner of the bed. I did as instructed and thought about being tied to the bed. The thought made my pussy ache and burn causing my juices to drip more soaking my panties as it dripped onto her pillow.
Mandy snapped several more pictures before placing the camera on the night stand. She ask if I wanted her to tie me for more pictures. I felt a flutter in my stomach and cunt and paused for a minute before telling her if it would make me more quick money to do it.
She moved to the right side of the bed, pulled my wrist to the top corner and tied it with new white rope. I tugged on the rope to find I was restrained causing my cunt to leak more juices. Mandy moved to the left side and tied my left wrist to the bed post when pulled on both wrist I felt a warm fire building in my body and pussy. As she pulled my left leg toward the bottom corner bed post and tied it I felt the fire in my body and pussy getting more intense. I thought to myself, as she moved to the other leg , there is no way that I will have an orgasm from just being tied spread eagle naked to a bed. I had never experienced any form of bondage sex in my life. As Mandy pulled my right leg wide to the bottom corner of the bed the wave of fire rushed through my body from my hard erect nipples to my cunt. I bucked raising my ass off the bed, pulling on my restricting ropes making the ropes cut into my wrist and ankles, juices flowed from my hot pussy totally soaking my panties, leaving a pool of my cum on Mandy's pillow. As I screamed with the unexpected intense orgasm Mandy grabbed her camera and snapped several pictures until I finally calmed down from the explosive orgasm.
As I lay tied spread eagle face down on the bed Mandy sat next to me and ask if I was alright. I opened my eyes, looked at her, smiled and told her that was the best orgasm I ever had and ask her how it was possible for me to have such an intense orgasm with no physical contact to my tits or pussy. I told her that as she tied me naked spread eagle I could feel the orgasm building in my body and cunt. She smiled and told me that I was a natural born submissive bondage freak. I giggled and ask her to untie me. She untied me and I felt a little let down as I was being freed from my strict bondage. We sat on the edge of the bed with our feet on the floor. I felt the cold wet panties pressing into my pussy and removed them looking back at Mandy's pillow. I told her I was very sorry for ruining her pillow and case and I would replace it as soon as I could afford to. She smiled and told me that it was not the first time that pillowed had been soaked with female or male cum.
After something to drink and eat we started working on my escort profile/Ad on a site called Escort Fish which Mandy told me she got the most results from that site. We discussed what to put in the profile and Mandy suggested lower hourly rate to attract more interest and depend on the tips more than the published rate. She thought that with my natural submissive personality and reaction to bondage that I would get some very sizable rates from clients wanting to assure a return visit.
As we created my profile I noticed Mandy put a phone number unknown to me. I ask why we did not put my phone number. She smiled and reached in a desk drawer handing me a new cell phone and told me I could pay her when I could. She told me that I would know when that phone rings that it is someone interested in my escort profile. As we went through the photos she had downloaded onto her computer I started getting wet and warm again recalling what I felt as we took the pictures. I was surprised at how hot and sexy they were. When she pulled up the bondage photos I got all tingly and a little shocked. At some point Mandy had placed a flogger along side me on the bed. I looked at her when she pulled those photos up. She smiled and told me she did that in case I wanted to let potential clients that I would be open to some pain adding that the more I do the more money I make.
I told her that I could handle some pain for bigger tips. We downloaded photos ranging from sexy soft core to the bondage hard core and submitted the profile for approval. We moved to the living room with a bottle of wine and sat on the couch chatting. Mandy told me about some of her steady clients and what they liked. Most of them liked some form of BD/SM but tipped very well for her service as a submissive.
I ask how long it would take for my profile to post on the site. She told me any where from one hour to three days. I told her that I hope it happens soon as I did not know how long I had before I got booted out of my apartment. We chatted listening to the stereo playing low in the back ground as we sipped on the red wine.
I relaxed thinking it would be a day or two before I received any response to my escort profile. I almost jumped out my skin when I saw the face of the phone light up and heard the ring. I looked at Mandy and she told me to answer it. I thought it must be a wrong number since it had only been less than two hours since we submitted the profile. With shaking hands and knots in my stomach I answered the phone with my profile name. The voice on the phone ask if the $200 dollar rate for over night was a misprint or was it right. I told him it was right telling him that I am a beginner at blind dating.
The fact that I was new seemed to please him. He told me that he was about an hour away and he would add an extra $100 for an over night due to the distance if I was willing to come to him. I looked at Mandy as she was listening in on the call. She whispered for me to ask about him. I ask him to tell me something about him. He willing told me that he was a retired police officer working as security on a ranch for the past ten years, 6 ft tall, 185 pounds, 62 years old. He told me if I was willing to come to him he would give me his address to give to the person with me at that time and let me call at designated times to let my friend know I was alright.
I looked at Mandy. She smiled and nodded her head for me to except. He gave me his address and directions with his phone number telling me his name was Cowboy. I agreed to be at his place in approximately two hours. He was happy with that and told me he was very pleased that I agreed to meet him. I was scared, nervous, excited and happy to see how my first date as an escort played out.
As I drove to meet him I thought this is so wrong. I am going to a stranger old enough to be my grandpa I have never seen to let him fuck me for money like a common whore. I felt guilty, ashamed, and excited at the same time as all this was so taboo. Then I felt the moisture dripping from my hot wet cunt. I could not keep from smiling not believing I was actually doing this.
Before I realized it I was sitting in my car in front of a mobile home. I could not make myself get out of the car. I was about to put the car in gear, turn around and leave when the trailer door opened and a tall slim good looking older man wearing blue denim cowboy shirt, wrangler jeans, black boots and a silver belly hat step out walking to my side of the car. He leaned forward as I rolled my window down and smiled at me. I looked into his blue eyes and felt my heart skip a beat. I was captivated by his eyes and smile. I felt the dampness between my legs and manage to smile at him. I ask if he were “Cowboy” . He nodded and smiled and told me he was guilty as charged. I still could not move and he ask if I wanted to cancel our date or could he open my door for me. I tried unsuccessfully to speak unable to take my eyes off his. I nodded and he ask if he could open the door. I nodded and he opened the door extending his hand to assist me from my car. He supported me as I stood on wobbly legs. He helped me into his trailer and poured a coke over ice from the fridge. He knelt in front of me offering me the iced coke. I took the drink and sipped it. I started to relax but could not stop shaking. He took one of my hands in both of his looking into my eyes with his warm friendly blue eyes and smiled at me.
He spoke softly to me with a voice that eluded friendly and caring tones telling me he realized now how new I was at blind dating. He assured me that he would not do anything to me that I did not agree to and if I wanted to cancel our date he would not be offended in the least. His voice and words melted me inside and I felt like I could not disappoint this kind older gentleman. I finally got my voice back and told him even if I wanted to cancel our date I needed the money too bad. He took my face in his strong hands, looked softly into my eyes and calmly told me he would pay me the $300 and help me to my car. I felt tears of joy run down my cheeks and smiled warmly at him realizing that I need his man as much or more than he needed me.
Suddenly I felt all my fears and anxiety leave my mind and body. I took a deep breath smiled at him and told him that I wanted and needed to stay even though he was my first blind date. I ask that he be patient with me and I would try to do anything he wanted. He smiled and told me that my profile caught his interest with the photos indicating that I was into BD/SM. I confessed with a gulp that I had never done any of that but with him I would let him teach me and that I had an orgasm when my friend tied me to the bed for the photos for the profile.
He sat back and laughed out loud and told me that was amazing and he really needed to play with me for a couple hours. I asked if I was ready and I told him anytime he wanted. He rose from his knees telling me to remove my clothes, stand in the middle of the room with my hands behind my back. As he went into the next room I did as he told me feeling my pussy twitching and getting damp. He came from the other room behind me. I gasp as he pulled my wrist together and wrapped the soft rope around them securing the together with no escape possible. When I tugged on the rope I felt my pussy begin to drip juice down my inner thighs and a heat building in my body.
As he tied rope around my upper torso under and above my tits I felt my arms pinned to my body and my tits squeezed into hard sensitive globes begging for attention. The flame of an orgasm was building in my body causing pussy juice to run down my inner thighs onto the floor. I was breathing so hard with arousal I thought I would pass out.
I felt him tying rope to the back of the rope harness he had created and then he looped it through a pulley in the sealing pulling my body up to the point I could barely stand flat footed on the floor. This increased the flame in my body threatening to burst through my cunt with enormous force of cum from my hot twitching pussy. I felt my warm juices running down my legs and spread my feet apart letting it drip steadily on the floor below me embarrassing making my cheeks hot and red.
I flinched when he dropped a wooden rod at my feet then slipped a blindfold over my eyes plunging me into total darkness. I was about to tell him I could not see anything when I felt his breath on my neck and ear sending a electric like shock straight to my pussy almost sending me over the edge with a hard orgasm. I was able to hold back the orgasm when he softly spoke into my ear calling me his little fuck toy. He then told me that my safe word was “Mercy” and to use it for communication for anything from needing a bath room break to stopping everything and letting her leave. He made me say my safe word three times before forcing a ball gag in my mouth effectively quieting me. At that point it took all my power to keep from exploding into a tidal wave of an orgasm.
I heard and felt him move in front of me and kneel. I felt his breath on my twat making me shudder with the pending orgasm I was so desperately trying to suppres to keep from cumming on his face. My body shook as he spread my feet wider apart tying them to the rod. The ceiling rope kept me from falling while the spreader bar held me open for his use and pleasure. I felt the burning orgasm fighting to be released causing my legs and bod shake from the battle between my needing to cum and me trying to hold it for fear of cumming on him.
Suddenly I felt his open hand come down on my hot wet pussy and my protruding
clit with a loud smack. I jerked in my bonds and tried to scream through the ball gag from the surprise, shock and pain from the hard spank to my open cunt. My body shook violently making me realize that the slap had released a thunderous orgasm through my open cunt forcing me to squirt across the the floor in a long steady stream of cum. My orgasm lasted so long I felt extremely weak thinking I was about to pass out.
I was trying to regain my senses when I heard him call me fuck toy and ask if all that cum was for him. Then he told me that I could not cum again without permission from him. He ask if I understood what he said and meant and open handed slapped my left tit directly on my engorged ultra sensitive nipple forcing me to jerk violently in my restraints and scream with the pain. Just as I was about to settle down and breath normally he ask again if I understood what he said and meant slapping my right tit on the nipple making me jerk and scream but I forced myself to nod my head violently and try to tell him I understood.
He told me that was good as his mouth descended directly on my engorged very sensitive clit sucking it hard into his mouth and I almost lost it and release another orgasm. I fought to hold it from fear of more pain if I had an orgasm without his permission. It was getting harder to control my orgasm with the fire he built in me from his control over me and his mouth, tongue and teeth torturing my pussy and clit. I was jerking in my restraints like a spasmodic begging him to let me cum. It got to the point of pleasure turning to pain when he gave me permission to cum for him. I erupted with the most intense body wracking longest orgasm I ever experienced. I could not stop squirting. I felt my brain go blank as my eyes rolled back in my head and I passed out.
When I came to I was hanging by my breast harness and his hands on my hips holding my feet off the floor rocking me back and forth on his big hard cock buried in my ass. At first I was shocked and scared since I had never had anal sex before. Then I realized there was no pain just little electric like shocks of pleasure shooting through my ass and cunt ever time he pulled back and rammed back into my pleasure filled ass. He fucked my ass like this for several minutes building another blaze of a pleasurable orgasm getting to the point I was trying to beg through the ball gag for permission to cum again. He ignored my pleas until I felt like I could not control my orgasm much longer. Just as I tried to distract my mind from the pending orgasm he slipped his right hand under me and pinched my clit between his thumb and finger hard and pulled on it. I screamed behind the ball gag as I lost control and squirted hard and long down the front of him. This triggered his orgasm and I felt his hard cock swell, throb and release a torrent of cum deep in my ass. My head dropped in deep sub space while I was impaled on his big cock in my ass feeling it twitch as he injected his warm cum deep inside me. We stayed connected until his cock shrunk and slipped from my gaping ass hole releasing what felt like pint of cum. His cum mixed with mine as it ran from gaping ass over my hot wet cunt and drip like a small stream onto the floor below.
He told me as I came back to my senses and he removed the ball gag from my mouth that I had cum without permission and he would punish me for breaking that rule. His hand came down with a hard slap on my right ass cheek forcing me to scream and thrash in my restraints. He repeated this four more times on the same spot before sliding his hand between my legs ramming two fingers in my hot wet cut as he pressed hard on my clit with each thrust into my cunt. He told me I could cum without permission and I released an orgasm squirting on his hand.
As my body convulsed with a hard orgasm he spanked my left ass cheek hard open handed prolonging my orgasm as I squealed with the pain and pleasure wracking my body. I felt his hand cup my pussy putting pressure on my clit making me continue to cum. I felt him push two fingers in my cunt massaging my G-spot as his thumb continued to torture my clit not letting me stop cumming. I felt the orgasm intensify not being able to distinguish if it was one continuous orgasm or many back to back. I kept cumming as he finger fucked my pussy.
I moaned loud and long when I felt my pussy stretched with the addition of a third finger. I could not stop cumming even though I was begging him to let me stop. My mouth flew open and my eyes widened when he inserted a fourth finger stretching my poor used and abused pussy. He continued to make me cum as my love passage stretched to take the four fingers working in and out. I tensed and shook hard when he pressed his thumb into my hole with his four fingers. The intrusion stretched my cunt to what felt the maximum it would stretch and I begged him to stop. He ask me if I remember my safe word and I nodded my head yes as cum ran from my cunt over his arm and down his arm. His hand and arm was slick with my cum when he forced his whole hand into my cunt passage up to his wrist. The extreme fullness in my cunt and the pressure on my G-spot forced me to cum harder than I had ever cum in my life. My body shook violently as my cum gushed from my cunt and I went into what I learned later to be sub space before I actually blacked out from the pleasure this old man forced on me.
When I regained consciousness I was lying on his bed with him sitting beside me cleaning my legs and feet with a warm wet towel. I slowly opened my eyes too weak to move looked at him and smiled at him as he smiled at me and ask if I was alright. I nodded my head yes. He told me he would pay me for my services when I felt like leaving. I smiled and ask if I could stay the night. He told me I could and started cleaning the dried cum on my pussy making me flinch and moan from the pain on my extremely tender pussy. He smiled and ask if it was sore and tender. I smiled and nodded yes. I then told him I had never been fisted before and that it was an incredible feeling.
He told me to call my friend to let her know that I am still alive and safe as he went to prepare the shower for me. I called Mandy and told her that I was alright and spending the night with him. Mandy ask if I had any problems and what he did to me because I sounded so weak. I told her he tied me up, ate my pussy making me cum my head off, spanked my ass, finger fucked me to more orgasms, slapped my pussy and tits, forced me to cum until I squirted all over the place and passed out. Then fucked my ass forcing me to squirt again and again until I passed out again, fisted me forcing me to cum until I passed out again then laid me in his bed where I am now and cleaned me with a warm wet towel. I told her he gave me permission to spend the night and was preparing the shower for me.
Mandy ask if he had paid me and I told her he would pay me when I leave. I giggled and told her from all the pleasure and satisfaction he forced on me I probably should pay him. As we were talking I noticed an envelope on the night stand with the words escort payment. I picked up the envelope opened it and almost fainted when I saw 13 one hundred dollar bills in it. I squealed with joy and started crying with happiness. Mandy yelled into the phone asking me what was wrong and did I need help. I calmed down and told her everything was fantastic and what was in the envelope. The phone went silent for a minute before Mandy gasp and ask if I was lying.