1 comments/ 34149 views/ 17 favorites Femdom Vacation By: eatmebeatmeguy Bored with my mundane office job and my sexless marriage, I downloaded an app that allows you to vent and share your secrets anonymously. Like most things on the internet, it became over run with thirsty perverts. Myself included. With it, users can chat with people or post publicly. Through using this app, I made friends with an American woman living in Los Cabos Mexico. We told each other about our lives, our loves, and our ambitions. Early on we exchanged photos. Mine showed that I was in shape and I was above average looking, but not a model. I used a program that made my photo disappear after 3 seconds so nothing could get back to my wife. She sent an incredibly sexy photo of herself wearing a classy dress and high heels. She had long brown hair, pouty lips, and what looked like C or D cups. She was a yoga instructor and had the body that comes from that. Once a trust and friendship was established, she admitted that she cheated on her boyfriend with a somebody from work and though she felt guilty about it, she also wanted to fuck him again. She gave me lots of details about how much larger his cock was than her husband's average dick. How she was on top, where he came, etc. I admitted that I went to a strip club not too long ago and the dancer gave me a handjob. And that this wasn't the first or second time that has happened. I never asked for one. I didn't pay extra. I think they just want to see me get off during a private dance. She found this odd that it happened multiple times. We were now even with shared secrets and continued to chat and learn about one another. Mostly about our personal lives, but sometimes sexual desires. I was late 30's, a business executive and powerful in my daily life. My days were generally planned a few days prior, I kept to a schedule and was very successful. She worked as a yoga instructor and sometimes at a bar, more for fun than the money, She loved to party and lived day by day. I revealed over time that I was submissive, extremely kinky and had some twisted desires. She loved every bit of it, would chat about it and then change the subject abruptly. A few weeks into chatting, she caught me off guard and here's how it went. Alana - BP from Wendington Ct Me -??? Alana - What will LP say about BP chatting with a beautiful woman? Me - Who are they? Alana - Don't play dumb. I sleuthed enough to find out more about you. You and I both know those are you and your wife's initials. My stomach sank. This was supposed to be anonymous. I didn't reply to her. Alana - you said that you like games. I think I have a fun one for us to play. Me- Ok, what's that? Alana - It is called blackmale. Me - You spelled it wrong. I was trying to make light of a strange situation. I didn't know what to think. I was getting pretty angry because I thought she and I had a connection and now she just wants to extort my hard earned money from me and my family. Alana - Here's the deal. I broke up with my boyfriend and he moved back to California. I now have dirt against you that your wife will not be happy to hear and you have nothing on me. Sexting with me. Revealing your sexual desires to me. Getting handjobs from strippers. I have a lot of info she would not want to hear. Me - Ok, what do you want? Alana - You are going to come to Baja and be my slave for one week. I will dominate your mind, body and spirit. I will control your desires, your emotions and your orgasms. I reserved us a small beach house south of Tijuana. It is ready July 12th. You have some time to prepare yourself. In the meantime, I will message you with a packing list and instructions for where we will meet. From this point forward, you will only call me Mistress or Mistress A. Me - Are you serious? She sent me a screenshot of the reservation. My cock instantly got hard and I started to think about the logistics. Calling off of work. Telling my wife that I had a business trip. Packing, etc. This was the most exciting thing currently happening in my mundane life. Outside of going to work, working out, eating, and sleeping, I didn't have much time for other things. I spent about 30-60 minutes a day looking at femdom porn sites and reading femdom stories. This was going to be my fantasy turned reality. Me - I'm 100% in. Me - Mistress. :) We didn't chat much for the next few days. She would send me a text that simply said "Ball Gag" and I would reply, "Yes, Mistress." "5 inch dildo" and I would say, "Yes Mistress." "Strap-on harness. Under ware style." "9 inch dildo - black." By the end of the week, 2 weeks before our trip. I had arranged with work for a 9 day break. I told my wife that I had a 4 day business trip to San Diego and that I was going to explore Baja California for 5 days to do some diving and camping. She didn't like the outdoors and didn't like the sea. I went diving as a kid and hadn't been since I met her, but she knew I wanted to again. I had a good story, a reason for my passport being stamped at the border, and all looked good. Over the next week, Mistress A texted me an updated and total packing list: - 3 pairs of pink panties - 1 CB chastity device - 5" dildo - 9" black dildo - under ware style strap on harness - ball gag - clothes pins - restraints It was Friday and we were meeting the following Saturday. My airfare has been purchased and I was excited beyond belief. That day she sent me a text. "Put your chastity device on this weekend. Make sure it fits properly and on Monday I will send you an address of where to mail the keys." My cock was so hard I couldn't control myself. I went into the bathroom at work and jerked off, shooting my spunk all over the floor. I woke up Saturday morning to a new message from her. She said that she fucked the guy from work again and her legs were so weak and her pussy was so sore. His big cock pounded her for what seemed like forever, bringing her to multiple orgasms. He came in her mouth and throat. She then reminded me to put my chastity device on and to mail her the key. I jerked off again, so excited about what was happening. Monday rolled around and I had the CB chastity device packed with my things to take to work. I was going to mail her the key at lunch break after putting it on. Sitting at my desk, I started to be paranoid. What if she isn't who she says she is? I sent her a text asking her to send another photo of herself holding a sign with my name. I tried to word it in the best possible manner. My text read as follows: "Dear Mistress A, I hope you understand my odd request. I am about to send you the keys that will give you control of my penis. I have a small worry you are not the beautiful goddess that I think you are. I just don't want to get to Mexico to find a weird old lady or a fat guy pretending to be you. I hope you understand, but I will be more comfortable sending you my keys once I see a photo of you holding a sign with my name on it." She replied with, "Understood, but first I need a fully nude photo of you with your face holding the chastity cage. You can photobomb it so that it disappears after sending it." I went to the bathroom at work, took my clothes off and took a photo of me holding the chastity cage, all with an awkward scared smile. She sent me a photo back of her in a bikini holding a sign with my name on it. Below my name it said, "Is my bitch" My cock was instantly hard. I went back to the bathroom, jerked off into a wad of toilet paper. I washed my cock off in the sink with cold water and then I put the chastity device on. I put the keys in y pocket and went back to my desk. I had an envelope prepared, so I wrapped the keys in a piece of paper and sealed the envelope. The lunchtime trip to the post office went smoothly. I kept feeling a little pinch each time my cock would start to get hard thinking about what I was doing, but it was painless. I sent her a text showing her a photo of the stamped envelope. Her reply was "see you in 5 days." To be continued... Femdom Vacation Ch. 02 As per her instructions, I sent her a photo of me wearing the chastity cage. The work week was difficult. I was so excited, yet nervous about meeting her. I wasn't able to get an erection because she had the key to my cock, or hopefully it arrived in the mail to her. I had to avoid being naked around my wife, but that wasn't too big of a deal. My flight to San Diego was set for Friday. Friday morning when I was parking at O'Hare, I received another text. Mistress A informed me that our beach house wouldn't be ready until Monday. She was headed north and would meet me at the San Diego airport that afternoon. My heart started racing. This was becoming a reality. I checked my baggage, went through security and noticed a few smirks as a few dildos appeared in my bags through the xray machine. Being a chronic masterbater, I normally rub one out in the bathroom on flights. This was not an option, which made the flight seem even longer. The flight landed, I retrieved my bags, and headed towards transportation. From a distance I saw a beautiful woman wearing tights, red high heels and a loose fitting t-shirt. She had a big smile, long brown hair and a sign that read, "Bitchboy Bobby." My cock tried with so much effort to get hard. It was useless. My heart sank, I gave her a big smile and walked towards her. "Mistress Alana, I presume" "You are cuter than I expected. We're going to have some fun." I smiled. "I've been on my feet for too long. Let's have a seat over there." We sat on some comfy benches in the airport lobby. She put her foot on my lap and looked me in the eyes. I removed her sexy high heel, revealing her soft, delicate, well cared for foot. I rubbed the bottom of her foot, giving her a deep massage. Then the other foot. She was so easy to look at. She took her two feet together and pinched my caged cock. Her toe nails were painted red. Her feet were wonderful. "Good. I see you are still under my control. I'm sure you know that the mail system in Mexico is a disaster. That's why I had you mail the key to my friend here in San Diego. She confirmed that she received it. We can stop by her work place tonight. Let's go check into our hotel room." Our room. It sounded so nice. When we picked up a rental car, Mistress A asked them to upgrade us to a mini van instead of a sedan. I obliged and we drove to our hotel. It was a 4 star hotel, clean nice and good service. We arrived to the room and she said, "Stop. The first rule for this room is that you are not allowed on any furniture without my permission. You are also to be on your knees anytime we are in here. " "Yes, Mistress." "Good boy." I crawled into the room, pushing my bag from behind. She sat on the bed with her heels dangling. Without looking at me, she demanded that I take my clothes off and gave me permission to stand up. I did and she started laughing. "Your poor little helpless useless dicklet. You seem pretty sexy except for that thing. Now back down on your hands and knees. Go unpack your things. Please put all of the sex toys on the table opposite the door near the window." I complied and it took me a while not being able to walk. While I did this, she called to the front desk to ask for a few extra towels. There was a knock at the door and Mistress A ordered me to kneel at the edge of the bed. She got up and opened the door. I heard a deep voice and she was being extra flirty with him. She said, "you can just put them on the table over there by the window. " The man walked past me as I was kneeling and naked. He put the towels on the table amongst the dildos, harnesses, straps, panties, lube, ball gag, clothes pins. He was average looking, in his 20's and tall. He seemed a bit uncomfortable, but has probably seen a lot working at a hotel. As he was leaving, she said, "Don't mind my bitch. he's just here to watch." She gave him a tip and he left. Watch what, I thought? "Ok bitchboy, go shower, put on some nice clothes. We are going out tonight. Dress nicely, we have some fun planned." We drove a few neighborhoods over to meet up with her friend, Jana. We went up to her apartment and Mistress A had me get naked the second we entered Jana's apartment. I stood there humiliated as Jana appeared in the living room covered in sweat. She had shoulder length blonde hair with bangs, 5'8, covered in tattoos and large breasts. She was thick in the most perfect ways. "Sorry, I was just finishing working out. I still need to get ready." Mistress Alana asked her if she needed any help. She looked at me and said, "Yes, I do" as she smiled in a cunning manner. I crawled behind her looking at her nice round ass. She was wearing yoga pants and it was a really pleasant view. "You are allowed to climb up onto my bed. Get up there." I laid on my back on her bed and she stood in front of me, taking off her sports bra and exposing her tits. They were likely 36D or 36DD. "I bet your worthless little cock wants to rub all over these babies, doesn't it?" I didn't answer because I was too mesmerized. She climbed closer to me and lowered her tits towards my face. "Do you want to get hard?" "Yes Ma'am." "You know I have the key to your cock, right?" She had a cruel laugh. One like a witch, but it was so sexy. I wanted nothing more than to beat my cock looking at her tits. She stood up and then lowered her body so she was sitting on my face. I could tell she had a good workout. I could smell it through her yoga pants. She sat there for a minute or two before standing up and taking her pants off. She had a thong on and took it of. She put it in my mouth and started pinching my nipples. Her pinch became harder and harder until I started making noises and squirming. She let go, pulled the panties out of my mouth and leaned to my ear, lightly nibbling on it. She whispered into my ear, "Your are our bitch tonight. This is just the beginning." She stood up, sat down on my face and smothered my mouth and nose with her hairless wet pussy. She rode my face while I licked her hole and clit until she came. She stood up and walked out of the room to take a shower. I looked over and Mistress Alana was sitting on the chair watching. "Very well done. You'll be eating a lot of pussy this week so be ready. Put those panties on and get dressed. We have a fun night planned for you." She held up the key to my chastity device and walked out of the room. Femdom Vacation Ch. 03 *** please read parts 1 and 2 to get the full story *** ***** Mistress Alana walked into the room while I was still lying there, helpless, caged, and flaccid. She climbed onto the bed and looked me in the eyes, staring into my soul. She slowly stroked my chastity cage, sometimes touching the skin of my tender meat - all while whispering to me. "You are my bitch." "I own this sad little thing." "Don't you want to be able to rub this?" She took her tights off and then slid her lace panties off. She dangled then in front of me and then made me smell them. They were best mixture of sweet and sour. She then put them on me, one leg at a time. "Perfect. Now I don't have to look at your sad little dick. Put the rest of your clothes on because I'm ready to go and it sounds like Jana is ready too." They had me drive the mini-van and they were both in the back seat, giggling while giving me directions. We arrived at a Mexican bar and restaurant. "Go find a seat at the bar. We'll meet you in a few minutes," Mistress A instructed. Jana let our her evil laugh. I walked in and noticed it was pretty busy. I grabbed a seat at the bar and saved the two bar stools next to me. Jana and Mistress Alana walked in and turned more than a few heads. They looked at me, smiled and kept walking past me. They sat at the other end of the bar. They each waved in flirty ways, which got me incredibly excited. A few minutes later two young ripped surfers sat next to me. I overheard one of them mention the "two babes" across the bar. The bar tender walked over and said to me, "those two women want you to buy them Margaritas. Ok?" "Yes, that's fine," I said. "Woah, one of them wants to fuck you," said one of the surfers. "Maybe both do!" Exclaimed the other. "I don't think so," I said. "Go talk to them." "I'm fine here. They'll come here if they want to," I explained. The two surfers talked among themselves, but I caught the gist of their conversation. They said I was a "pussy" for not talking to the women and that they would be all over them. After a few minutes of listening, I simply said, "there are two of the and two of you. Go for it." This played into my cuckolding fetish. Before I knew it, the guys were across the bar talking to the ladies and then they were all headed back towards me. The women didn't say a word to me, but they each gave me a smile or a wink. The four of them were flirting with one another. The ladies were starting to grind a little bit on the guys crotches to the beat of the Mexican club music. Jana smiled at me. I smiled back and she subtly gave me the middle finger. I couldn't quit watching. Mistress A's tight ass rubbing on the blonde guy's crotch and Jana's big tits bouncing as she rubbed on the tall guy with long brown hair. I wanted nothing more than to be able to be hard and to experience an orgasm. The feeling of denial and inability to even get an erection made me want it more. The song ended and they were all just talking. I was sitting at the bar admiring them wishing they would continue when I felt a buzz in my pocket. It was a text from Mistress Alana. - Go Start the van - put on the AC and pull up to the front of the Bar. Make sure the back door is open. I did as told. Another text appeared with a link. -Shut the van door when we are in. Open this and follow the directions to the location I linked. I waited for what seemed like forever when the four of them came outside. Each couple was heavy petting and kissing. The women led the men to the van. Each couple taking a bench seat in the back, they began undressing and getting pretty hot and heavy. I walked around to the side, shut the sliding door and got back in the front. I clicked the link and it gave me directions to Midway Drive - 30 minutes away. I was driving and trying to pay attention to the road and other cars and not on what was happening in the back seat. It was incredibly difficult. Luckily, we were stuck at a few traffic lights where I could watch them. Before I knew it, they were all naked and the surfer guys were each fucking the women from behind. Jana's tits were flapping around and Mistress A was screaming. I was on the highway and put the van in cruise control at 50 MPH so that I could watch in the rear view. Mistress A mouthed "fuck you." I smiled at her. She screamed, "Fuck you driver, you little dick bitch. Look at these studs fucking us." My cock pinched inside the chastity cage. Her surfer let out a grunt as he came inside of her. The other surfer reached around and grabbed Jana's tits. Mistress A looked at Jana's surfer and said, "cum deep inside her. She needs your hot mess." "Ohhhh fuck" he screamed and pulled out dripping a little bit. The women sat up and rubbed their pussies looking at one another, indicating that they needed more. The directions told me to exit and to pull into a parking lot. We were at a strip mall. "Pull around back," said Mistress A. I did as she said. "Good, now park near that wall." We were behind a shopping center where semi trucks park their trailers for deliveries. Nobody was around. Jana rubbed her clit with one hand and held her tits with the other. "Boys, it is time for round two. Step outside with us. We need your big cocks out here." The guys were pretty excited and got out of the van behind Jana. "Stroke and get really hard for me," she said. They were rubbing their dicks when Jana jumped in the van and slammed the door. "Drive bitch. Step on it," exclaimed Mistress A. She dumped their pants and wallets out of the window where they could see, but would have to walk out in public to retrieve. We pulled out around front and headed towards the Highway again, leaving the surfers naked. They both started laughing. "We just bang bussed those guys" yelled Jana. Turn around and pull into that parking lot. I looked over and it was the entrance to a strip club. "The night is just getting started, panty boy."