1 comments/ 52950 views/ 19 favorites My First Femdom By: intofdom It was pretty hard to accumulate but finally I had it. 500 dollars after my days work. I donned my best clothes and raced to my computer. I looked at her photo again. Nope, I'm not going to have any regrets. Mistress Tanya was the hottest dominatrix I had ever seen. Her straight black hair, her massive boobs and perfect shapely legs always gave me an erection. She was a professional dominatrix who lived here in California. From the moment I saw her, I was dying to have a session with her. For a shy introvert like me femdom dating was never an option especially since this was a dark desire I kept to myself. I adjusted my web cam to prepare the video I was to send her. I was shivering but I slowly calmed myself down and clicked record. "Good veining mistress. My name is James. I am 26 years old and I am into femdom. I am not quite open about it so maybe that is why I really want to have a session. According to the form, I would say I am not really a pain slut so I would like something mild. I love feet, humiliation and the feeling of being dominated and serving. I hope our session would be something like you commanding stuff and me as a slave." I paused and gulped. My heart was racing. "Actually it is my first time so I don't know if people ask this but can you please you know dress up. I love skimpy latex and high heels. Also I liked to be led by a leash and I have no idea if I must buy them. I'm sorry if I went out of line. I hope to get your call. Bye." I took a deep breath and clicked send. It felt really good after I finished off with that. I undressed and went to sleep with her sexy figure lingering in my head. Next morning I eagerly checked my mail. There was indeed a reply. I opened it. "Hi James. I would like to have the session you requested. I am open to your thoughts about the session. I do dress up for my clients and you need not worry about any equipment as I have more than you can imagine. I want you to be present at the address mentioned below at 9 pm on Friday. I expect absolute cleanliness." The mail abruptly ended. I quickly copied down the address. With just two days to go, I began my preparations. Time flew by and finally it was Friday night. It was snowing outside. I shaved all hair below my waist, showered twice and grabbed my best clothes. I took a deep breath and hopped into my car. ***** At sharp 9 I heard you knock. I sat down on the grand chair and adjusted my full length leather coat that hid my sexy clothes within. I waved to Amy. She hurried to the door and let you in. She hurries back and kneels by my side. I see you nervously look around and give a slight bow. "I have slaves strip naked there." I hear you apologize and quickly pull off your clothes. Once you are fully naked you kneel without being asked. "Hmm. Impressive," I commented on his asset and his obedience. "Amy, bring out the stuff." I watched her run into the attached dungeon and bring my duffel bag. I checked it contents and asked her to give it to you. You seem to be scared and stare at the floor even as Amy approaches you. You stay still as she fastens the ankle straps, cuffs and collar. "You may speak James. Our session hasn't started yet. How do you feel?" I ask. "It is like living a dream mistress. A dream that I have had for so long. I must thank you so much," you blurt trembling quite badly. "Take deep breaths sweetie. Enjoy this session. Oh and Amy collect his cash and put it in my locker." You obediently close your eyes and take deep breaths. Amy finishes her job and is back kneeling at my side. I ran my fingers through her hair. "Mistress, may I interrupt?" you ask. "Yes, what is it." "I don't know what to say but can I please give you a gift that I have been wanting to give you?" I give out a broad smile and your face lightens up. "What do you have for me?" "Mistress, you have the most beautiful legs I have ever seen in my life. I kind of got you something that draws ones attention to it." You pull out a cute little anklet from your clothes. I get up from my seat and straighten my coat. Then with short confident steps of my patent heels, I reach you. You are quite confused. I slowly get hold of your leash. "You can help me with that," I say as I slide my foot towards you. Carefully you slip it around my ankle and lock it. I feel you jump when you feel my soft skin on your fingers. "Thank you mistress," you mumble. "We can start now slave boy. Eyes on the floor. You are my bitch now," I said. I spun on my heels and tug your leash and feel you follow me obediently as I lead you to the dungeon door which Amy was holding open. ***** It was a magnificent place. Sound proof wooden walls and floors. Chains were dangling from the roof and different torture furniture was set up. I crawled behind her, peeking up along her legs every time the split in the coat gave way. I had to appreciate in how good shape she was. "In here I make the rules. One of them is you must earn pleasure only by pain. I want to see how much pain you can take. Lean over this horse," she instructed. I leaned over and the slave girl hooked my cuffs tightly to the wooden device. It was quite embarrassing she was watching me. She then stuffed a ball gag in my mouth as I saw mistress Tanya pick up a cane. Even though I had told her I didn't want pain in our session, I simply had no guts to protest. Her footsteps pounded behind me on the wooden floor as she approached me. "Think of it as a game. How many spankings you take will decide how much of me you will be allowed to explore. Some of my slaves have reached my pussy by taking 200. Let's see were you get. 5 for my toes. Ready?" she asked. I nodded. I felt light pain as her cane landed on my ass. The intensity grew slowly and I received my first five. "Five for my arch." The cane landed again. I knew she was going easy on me. She looked strong and capable of much more. This was probably to warm me up and teach me my place. I received five more for her heels, five for her ankles. At 17 I was begging her to stop through my gag and lost her game for her sexy calf. Amy untied me. I looked up at her to thank her. "Eyes on the ground," she yelled as she swung her cane and it hit me. Pain shot through my back. Now I knew what she was capable of if I dared to disappoint her. "Ouch. Sorry mistress," I yelped. "Make no mistake, I will have whatever I want. Don't make me hurt you. Now crawl to me like along the floor. I want you to drag those disgusting balls of yours along the floor." She walked to what seemed like a throne. She sat down and I crawl towards her. "My girl, place it there," mistress commanded. I saw Amy run across the room as I finally reached her feet. She returned with a 6 inch black dildo and a chastity device. "I don't think your tiny prick is worthy enough. Lock them up." Amy slipped a ring around my balls. After locking it she pulled a plastic cage over it and the lock clicked. My flaccid cock was trapped. "Have you ever been fucked in the ass bitch?" she asked. "No mistress," I reply. "Good. Now you are going to do that for me. I want you to humiliate yourself by fucking yourself like a woman, in front of me and my slave." She had a smirk on her face. I picked up the pre lubed cock. What was worse was that is was a vibrating one. I slowly pressed it against my hole and it's tip slipped in. I pressed harder and my asshole enveloped the vibrating dildo. It was indeed a strange sensation. It was a mix of extreme sexual pleasure, pain and an urge to urinate. I involuntarily moaned. "Let humiliate him further shall we sweetheart?" mistress asked her slave who now held a gigantic strap on. I felt my cock jolt up and strain in its cage as mistress pulled off her coat. She had the most beautiful body I gave ever seen. All she wore was those tight latex bra from which her breasts peeked out and string latex panties. Her figure was a perfect hourglass. She was stepping into her strap on and was fastening it. I immediately recognized it. It was a product marketed as a revolutionary strap on that had a vibrating bulb that went in and gives pleasure to the wearer as well. Amy already had her face on the floor and her ass high up. "Watch you worthless bitch. Watch how it is done. Don't you dare stop thrusting until I tell you." she teased. She mounted Amy and swiftly pushed her cock into her pussy. Both began to moan as the pace increased. All I could do was fuck myself up the ass and watch two gorgeous women have sex in front of me. Their bodies moved in rhythm. Mistress fucked really well. Amy was screaming and moaning. The pace increased to such a high level until Amy finally ejaculated a big amount of fluid and collapsed down. Mistress mounted off her and took her seat. I was still moving the vibrating dildo in and out. My cock was hurting. "You can't come with all that pain can you? Beg me to stop." "Please mistress can I stop." "I don't think you want it enough. Louder." "Please mistress. It hurts so badly. Please let me stop," I begged. "Hmm. You may stop now. Now crawl over and clean this mess with your tongue. Lap it up like a dog," she ordered. I crawled over. Amy stepped aside. I lowered my face and began lapping it up. Mistress was enjoying my degradation. I felt absolutely humiliated as I cleaned someone's ejaculate. It tasted bad as I drank it but I didn't dare to complain to this powerful woman. Finally when I was done. Mistress ordered me up. "I am going to ride you. You are my little dick less pony," she teased. She climbed on my back as I sat on all fours. Her soft legs felt smooth as the dangled on either side of my face. She lightly grabbed my balls and commanded me to move forward. She rode me all the way to her relaxing room. It faced the beach and one wall was fully glass. She got up and eased onto her reclining chair. Her legs along the leg rest. She let out a sigh. "Worship my feet. Touch only what you have earned." She closed her eyes and relaxed. I looked at her smooth and perfectly tanned legs. They were so toned and shapely. The anklet I gifted her glistened in the dim light. I didn't know this would be so hard. My cock was hurting. Maybe that was why she used it on me in the first place. So that I wouldn't enjoy it and she would. I moved close and took in her sweet smell. I gently planted a kiss on her instep. It felt soft. I ran my fingers along her feet and felt her soft skin. I was going to enjoy this part. I began by gently kissing her on her toes. I broadened my tongue and licked at her toes. I then went under and began licking each toe and ran my tongue over them. When they were dripping wet I took each toe in my mouth. One by one I passionately sucked each toe and I heard her moan. I circled around her toes and slowly made my way along the side to her soft heel. I sucked and licked on it. Mistress seemed to be enjoying it as I saw her smile. Then I circled my tongue from her heel to her beautiful arch all the way along her ankle. She moaned as I ran my tongue along the arch and the ball of her feet. I could see her hand reach for her clit. I continued to suck and lick passionately. She quickly pulled away her foot at presented me with the other. I didn't disappoint her I thoroughly worshiped her beautiful feet. We went on for a few more minutes. "That will be more than enough," she said as she pulled out the key to my chastity device and unlocked it. It felt awesome as blood flowed in and my cock began to swell up. "You are going to masturbate for me. I want you to jack off on my feet." I positioned my cock over her feet and began stroking it. She again leaned back as she probably knew it would take time. I continued stroking. Gradually I felt my orgasm come closer. I began to pant and grunt. Mistress sat up and smiled. With tremendous force and unimaginable pleasure I exploded onto her feet. Exhausted, I bent down. I saw the cum flowing down slowly. She slowly raised her foot up to my face. Even though it felt disgusting, I knew what was to be done. I took a deep breath and cleaned my mess. I took long deep licks sliding my tongue all the way from her toes to her ankles, making sure that it was absolutely clean. I heard mistress call out for Amy. The slave girl joined us with a large bowl and a sponge. I was now asked to gently rub and clean her feet with the warm water. Then I dried them with a towel. "You may now leave," mistress ordered. I collected my clothes from Amy and kneeled. "Thank you so much mistress," I thanked. I quickly dressed and headed out. I had no idea whether I was dreaming. It was still snowing. The snow fell on my warm body. I knew I was going to be back really soon. My First Femdom Experience **Disclaimer: This is a real story. Everything that happened here is, to the best of my knowledge, what actually happened. The experience is several years old, but I captured it all to the best of my ability** I had called her up, everything was set. Every time we spoke on the phone, she was nice, laid back. It seemed like it was going to be a fun night. She told me to meet her at a hotel. A fetish party was going on that night, some sort of "Fetishpalooza" or something or another. It wasn't too late at night that we were meeting. I had never been with an actual dominatrix before. I was so nervous about making a mess, I hadn't eaten for 24 hours. I just wanted things to go smoothly. When it was time, I drove to the hotel. I took the elevator to her room, and as I was about to knock, I heard a group of guys talking. "I appreciate you all coming here to meet me, but I have a client coming up any second." I quickly left and walked around the hall. I waited to hear the door close, and for the group of guys to take the elevator down. Once the coast was clear, I knocked on the door. The door opened. "Well, hello there. You must be Demetri." "Yes, I am." "Well, come on in." She introduced me to two girls that were with her, and one guy about my age. They were all part of her crew. The dominatrix led me into the room and told the three to wait outside. I was a little disappointed that the girls left. I was hoping they would get involved somehow. "Do you have my tribute?" "Yes." "Call me 'Mistress' when you speak." "Yes, Mistress." "Good. Place it in your mouth." I did as she asked. "Now strip." I gladly took off my clothes and stood naked before her. She ran her hand along my chest. "Well aren't you a cute one. Have you done this before?" "No, but I've played around with anal before." "Oh? Good, then you might be a little easier to break in." She went through a large duffle bag and handed me a red teddy. "Put this on." Sheepishly, I put on the teddy. I wasn't a fan of cross-dressing, but I wasn't going to mess this up. "Did you bring swim trunks or anything to wear?" "Yes, I did." She pulled out a pair of undies. "Do they have netting?" "No." "Oh, alright. Just put the trunks and the teddy on then." Once I was dressed, she continued to grab some items from her bag. "So tell me, what are you into?" "Mainly I like bondage and prostate stimulation. But, I don't mind putting on a show." "Do you suck dick?" "Like, real dick?" She laughed "Oh no, would you suck a dildo in front of a crowd?" "I don't mind playing the part." "Good." She then took a whip. "Drop your trunks." She came up to me and bent me over the bed. "At some point, you're going to enter what is called 'sub space.' It's when you're completely submissive and do as you're told. Are you ready for that?" She teased me with the whip; first, lightly dragging it across my bare ass. "Yes, I think so." "Good." She hit me hard with the whip. "Tell me when you need me to stop." She then continued to whip my ass. My pain tolerance is high, but I wasn't expecting this. After several strikes, I shook from the contact her whip made with me. "Ask for mercy." She continued to strike me, harder each time. "Mercy." She striked me again. "Mercy!" Again she hit me. "MERCY MISTRESS!" She stopped. "That's more like it. Stay there." I kept my position, bent over the bed. She came up behind me. "Ever wear a butt plug?" "No." "Alright, well let's see how well you do." She took a tiny bit of lube and put it on a thick, orange plug. I wasn't sure how long it was, I want to say maybe 5 or 6 inches. It had a thick base as well. The Mistress pressed it against my hole and began to push. I cried out. "I'm too tight." "Relax your pussy." "What?" "Have you ever heard it called that before?" "No." "Tonight, this is your pussy. Tighten, and relax the muscles around it." I did as she asked. "Good." She stuck a finger in. "Seems you're used to this. But we need to get the plug in." She pressed it against my hole again. I could feel it sliding in, but it was too much. "I need more lube." "Are you sure?" She pressed again. "Yes. I've never done this before." "Okay...but we can't use too much, or it will slide out." She applied more lube to the plug and then pressed it against my ass. With some force, she got it in. I gasped with pain. "It's in. Put your trunks back on." The Mistress walked over to the door as I put on my swim trunks. She opened the door and let the girls back in. As they did, the Mistress went through her bag and grabbed a few more items. She put a dog collar and a leash on me. She then stuffed a few of her business cards into the top of the teddy. "Be sure to hand these out as we walk around." "Yes, Mistress." She tugged on the leash, and I had no choice but to follow her. We exited the hotel room and entered the elevator. Several people were already there. I had no shame, I was in this for a reason. I wanted to be dominated. One of the guys looked at me oddly, but then shrugged. This was a fetish party after all. One of the ladies recognized the Mistress and hugged her excitedly. "I didn't know you were going to be here." "Are you kidding? Of course I am." My Mistress tugged the leash. "And this is my bitch for tonight." "Oh really? He's definitely dressed for the part." The elevator came to a stop, and we all exited. My Mistress tugged me along and we walked outside to the pool. It was empty. "Still early. Damn, I was hoping to put on a show with you, but it doesn't seem like many people will be here until later." One of the girls spoke up and told Mistress about a friend of theirs. "Oh, he's here? Alright, let's go to his room." She tugged on my leash. "Come slave." We went back into the hotel and took an elevator up. "Make me look good, slave. You're not here for fun. Get on your knees." I crawled the rest of the way to the hotel room. My Mistress knocked, and an older man opened the door. "Hi, glad to see you," he said as he hugged my Mistress. "And I see you brought some friends. Come on in." My Mistress entered with the girls, and tugged on my leash. I crawled through the room and over to a bed where my Mistress sat. She conversed with her friend, I didn't pay much attention. "Worship my feet," she told me, and then entered the conversation again without skipping a beat. I was becoming increasingly embarrassed. In a room full of strangers, men and women all looking at me, as I kissed the feet and heels of my Mistress." "Can I have him, Mistress?" One of the girls said. "Sure, dear." My Mistress handed her my leash. The girl tugged on it. "Kiss my legs." This girl being younger, and more my age, I gladly began to plant kisses on her thighs. I went up and down, kissing her feet and heels as well. My Mistress tapped me on the shoulder. "Would you like a drink?" She was holding a glass of alcohol in her hand. I nodded, and she handed me the glass. I took a few sips before she took it away from me. I then noticed a pipe on the desk. "Is that weed?" "Oh, yes it is," the man said. "Do you smoke?" "Yes." "Alright then, now it's a party." He grabbed a lighter and then lit up the bowl. After a few puffs, he handed it to me. I gladly took a few puffs as well, as did my Mistress. "We should get going," she soon said. "Okay, I'll see you all later." "Come, slave." My Mistress tugged on the leash again, and I crawled with her to the door, back into the elevator, and returned to her room. "You may stand now." I stood up and walked over to the bed. "Where did all my business cards go?" I looked down. They were gone. "I don't know. Maybe they fell out when I was crawling." My Mistress sighed angrily. She then started to set up a BDSM contraption in the shape of an "X". "What are we going to do with you..." I quickly spoke up. "I brought some weed. It's in my car." She looked at me. "Did you? Well what are you doing standing there? Go get it." "Yes, of course." I quickly left the room and went back down stairs. I collected a bag of weed and my pipe, and shortly returned. I grinded up some weed and prepared a bowl. I handed it to my Mistress. "Thank you." She smiled and took a few puffs. She then handed it to me. Myself, my Mistress, and the two girls all smoked a few bowls. When we were all high and ready, my Mistress began to prepare herself in the bathroom. The girl who I worshipped earlier laid down on the bed. "So, are you going to fuck my Mistress?" "I'm going to do something." "I don't believe you." "I'm here aren't I?" "You're a liar." My Mistress came out from the bedroom. "What are you two talking about?" "He said he's going to fuck you." I didn't say anything. "You, come here with me," my Mistress said to the girl. She dragged her into the bathroom, and I nervously waited. I heard her shouting at the girl, speaking of embarrassment and how she was drunk. She then came back out and shoved her out the door. I was starting to feel trapped. It was like my Mistress was this girl's pimp. I didn't know what to expect next. My Mistress turned to me. "Sorry about that. They'll return shortly. For now, take off the teddy. I need to train you. "Train me?" "Yes." She went through her duffle bag again as I stripped and was fully naked. She pulled out a long 12" black jelly dong. She placed a condom on each end. "Come here and lay down on the bed." I did as I was told. The Mistress handed me the jelly dong. "You get this end. Repeat after me." She stuck out her tongue and placed the head of the jelly dong in her mouth. She closed her lips around it, and slid some of it in and out of her mouth. She then took it out. "Do it." I nervously placed my lips around the head of the jelly dong, and my Mistress instantly grabbed my nipple and twisted it. "Stick your tongue out first." I stuck out my tongue and slid the head onto it. She still held onto my nipple. "Do it right, or I'll twist this again." I slowly slid the jelly dong and, and she twisted my nipple. "Do it the way I did it. Watch." She repeated the actions she did before, and then I repeated. Thankfully, she didn't twist my nipple again. The two of us sucked on the ends of the jelly dong. I was so nervous. I thought at any moment cops would bang on the door and find me naked with a dominatrix. "Relax," she said. Then, there was a knock on the door. I froze up. "Stay there." My Mistress went to the door and opened it. The younger girl was outside and she came in. She was cute, her hair was dyed black, and she was in lingerie. My Mistress came around and pulled out the plug. "Go into the bathroom and wash this. Wipe yourself, and make sure you're ready." I did as I was asked. I entered the bathroom. The plug wasn't dirty, and I removed the condom and placed it in the toilet. I then washed it off, and wiped myself just in case. I washed my hands, and then returned to the room with the plug. My Mistress took the plug from me and then took off her undies. "Smell them." I kneeled down and smelled her undies. "How do they smell?" They smelled of sweat and putrid pussy. "They smell lovely, Mistress." "Good." She put on another pair of undies, and then went through her bag. She pulled out a harness and attached a 6" black dildo. She put a condom on it. "Lay back down on the bed." I laid down, bent over. The other girl sat in front of me and held the black double dong in her hands. "Suck on it bitch while I get ready." I placed the head of the dong in my mouth, and the young girl did the same. I watched her as we both sucked on the dong. My Mistress stood behind me and grabbed my ass. "Ready?" "Mmhmm," I mumbled. My Mistress pressed the head of the dildo against my hole and entered me. I spit the dong out and let out a loud moan. She started to push deeper into me. I couldn't control myself. I moaned louder. The girl in front of me got closer. "Oh, you going to moan like a little girl?" I moaned again. "Ooh, you like that?" My Mistress went deeper, and I moaned again. "Yeah, you do. Suck this dick." She held the dong in front of me, and we both continued sucking. My Mistress started to thrust into me slowly. With each thrust, my ass quivered and I moaned on the dong. My gaze was fixated on the girl in front of me, mainly her open skirt and black lace panties. I removed the dong from my mouth. "Would you like me to service you?" I said in between moans. "Service me? I should smack you for saying that. Suck that dick." I complied, and we both continued to suck on the jelly dong. My Mistress started to thrust faster. Moments later, she started to grab my hips. "I'm going to cum." She thrusted deeply into me and shook her hips. She briefly paused and then continued. "You like that, you little slut?" "Yes, Mistress, I do," I said in between sucking. This continued for another interval before my Mistress claimed to cum again, and thrusted deeper into me. "Okay, slut turn around. We need to finish this." I got up and laid on my back on the bed. My Mistress went through her duffle bag another time. She brought out some type of bondage gear. It was a wide pad with two straps. "Ever use this before?" "No, what is it?" She slid the pad under my neck. "Keep that there. Now, lift your legs." I did so, and she slipped my feet into a loop on the end of each strap. "This will keep your legs up while I fuck you." She then quickly entered me, and I moaned with excitement. This is what I wanted. I wanted to be in bondage, vulnerable and naked, with a cute, young girl touching me, and my Mistress fucking me. However, I was still so nervous, my dick would refuse to engorge. It stayed mostly flaccid throughout the session. My Mistress continued to fuck me, while the girl slid the dong back into my mouth. At random intervals, my Mistress would grab my dick to tease me. "Are you close?" "Not yet." "We need to fix that." My Mistress started to fuck me harder, faster. I moaned uncontrollably as she did so. "Ooh, look at our little slut. She's loving it now," she said as she continued to fuck me relentlessly. "Play with your clit." Without thinking, I grabbed my dick and began to stroke it. "Faster, harder, slut. Cum for me." I continued to stroke my dick, trying to get it hard, but it wouldn't budge. "Harder, Mistress. Please, fuck me harder." "Oh, you want it harder? Will you cum? "Yes, yes I'll cum!" "Okay." She grabbed my legs and placed them over her shoulders. She brought me as close as she could, sliding all of the 6" dildo into my ass. It barely felt enough, but it was my only choice. I rhythmically moved my hips into hers as she continued to fuck me. I grabbed my dick and furiously jacked myself off, hoping to cum. I began to moan with excitement, and my Mistress placed her hand over my cock, knowing what was about to happen. I moaned loudly, with the dong still in my mouth, and just as I was about to cum, the girl shoved the dong down into my throat. I then came, with 6" in my ass, and another 6" or more in my throat. I came on the towel, on my legs, and my stomach. Both dicks were retrieved from my holes. "Let's get her cleaned up," my Mistress said. She took off the harness and placed it on the bed. She then handed me some paper towels to wipe up. "Clean this off, and then come back to me." After wiping myself off, I took the dildo into the bathroom and cleaned it. I also wiped my ass several times, and then went back out into the room. "Good," my Mistress said. She retrieved the dildo from me and put her toys away. "Did you enjoy yourself, slave?" "Yes, I did." "How did you like sub space?" "It was nice." "Good. We're done for now. You may get dressed." I put on my clothes. The girl stayed there and watched me get dressed. My Mistress went into the bathroom and changed. Once I was dressed, she came back out. "Now, would you like to party with us, or are you done for tonight?" "I think I'm done for now. But maybe tomorrow night?" "Alright. See you then." I grabbed my things and left. I was still nervous, and a little uncomfortable. That was my first domming experience, but it wasn't the last.