Freedom is Slavery

by Louis Friend

  We thanked each other for breakfast and she watched from the bed as I got dressed and let her get about her business. We kissed each other goodbye and I made my way back into the city. I’m already counting the days until the next time I come back and see her again.

  Lonely in L.A.

  I don’t do this. I simply don’t. But I was emboldened by the loneliness of being in a strange city without any friends around. I was taking my first trip to Los Angeles for an appearance on a game show. I’d be getting up bright and early the next morning and was spending the evening alone in the hotel restaurant. A group of what I could only guess were “regulars” were circled around the bar watching a basketball game and nursing their drinks.

  It was a pretty sad group of people with the exception of a very attractive young lady. What she was doing among this group was a mystery. I was quickly becoming obsessed with the lines of her stockings and the shape of her neck as she turned to occasionally discuss the game with her neighbors.

  “How ya doin’, hon?” asked the waitress as she brought me another beer. She’d been setting me up all evening without me having to ask.

  Encouraged by the alcohol, I asked if she could make sure that the young lady at the bar got another round of whatever she was drinking. I didn’t expect anything to come of it except maybe a wink and a nod. I’m not particularly good at being suave.

  I definitely didn’t expect her to come over to my table, drink in hand, and sit down across from me. “To whom do I owe this pleasure?” she asked, extending her free hand across the table, her long nails glittering in the light.

  I stammered my way through an introduction and managed to make some small talk with her. She had a voice like rust and told me her name was Harlow (“Just like the movie star,” she said). The more we talked and the more we drank, the more I got the feeling that Harlow was waiting for me to ask her back to my room.

  Who was I to refuse such a pretty lady?

  I felt like I had to be dreaming as we made our way to my cheap little room. Even though it was late, the L.A. air was stiflingly hot and the nearby traffic maintained its dull roar. Had I not known, I would have thought it was the drone of the ocean.

  Once inside, Harlow plopped on my bed, nearly spilling the drink she got “for the road.” Not wasting any time, she reached into her purse and took out a condom, placing it on the bedside table With a lascivious wink in my direction, she asked if I minded making out first.

  “Of course I don’t mind,” I said, sitting down next to her and taking her hand in mine. I looked into her bright green eyes and put my lips to hers. She quickly slipped her tongue into my mouth and then took her hand out of mine and moved it behind my head, pushing my face closer to hers.

  That kiss took my breath away but it was nothing compared to the sensation of her hand reaching down, unbuttoning my shirt, and finding one of my nipples between her sharp fingernails. I practically melted under her as she roughly tweaked my left nipple. I moaned into her mouth and she moaned back with the pleasure of knowing that I was falling under her spell.

  That’s what it felt like, too. It was probably the drinks mixed with lust but I felt like I was beguiled.

  With expert skill, she quickly had me out of my shirt and pants, and began exploring my body with her hands.

  I wanted her. I wanted to touch her the way she was touching me. And quickly she was ready to let me.

  She stood up, towering over me while I lay on the bed. I lifted her skirt as she straddled my face, putting her panties on my mouth. I could feel the warmth of her sex but immediately sensed that something was wrong. The sweet smell of pussy was replaced with something else…something masculine.

  I wasn’t really sure what to do. I was dismayed but, at the same time, completely turned on by her. And, to tell the truth, with my arms pinned and legs hanging over the edge of the bed, I was in a rather precarious situation.

  She sensed my hesitation and kneeled back on her heels. “What’s the matter, baby? You didn’t know what you brought home?” And, with that, she pulled her panties down and released her sizeable cock from her dainty panties. It was inches above my face as she started stroking it. Then she moved it down and placed it against my lips. “Kiss it.”

  And, surprising myself, I did. I began kissing the head of her cock gently. She moaned and moved herself forward, pushing past my parted lips and putting more of her cock in my mouth.

  “That’s a good little faggot. Suck Daddy’s cock.” And with that, I was hers.

  Those words just melted me completely. I began bobbing my head up and down on her cock like it had been done to me a handful of times in the past.

  “Oh, that’s good… Have you done this before?” she asked, and laughed. She got off of me and laid back on the bed, her legs splayed. “Come here and suck Daddy some more,” she cooed.

  I lay between her legs and started licking her hard cock again. I gave her long licks, taking the length of it under my tongue.

  “You like sucking Daddy’s cock, don’t you? Such a good little girl.”

  It was so odd having her say this, having her call herself “Daddy” and calling me a “girl” but it all worked. It was all a turn on.

  “Has Daddy’s girl been fucked before?” she asked.

  Of course I had, but not in the way she was asking. “No, Daddy,” I said, between licks.

  “Then lay on your back.”

  I rolled over and she moved off the bed. She took the condom from the night stand—the same condom I surely thought was for me not a half hour earlier—and rolled it down her long hard cock. My own cock was sticking straight up as I waited for her. She reached into her purse and pulled out a tube of lubricant and applied some to her latex-clad cock and more to her hands.

  She got onto the bed and had me lift my legs high, placing them on her shoulders. She started stroking my cock with her slick hands, relaxing me, preparing me for what was to come. It didn’t take long before I felt the pressure of her cock against my anus.

  “Relax, baby. Let Daddy in,” she said. And, with that, she pushed past the ring of my sphincter and was inside of me.

  I was amazed at what little discomfort and what great pleasure I felt. I moaned and this fueled her to push harder and deeper.

  “You like that, little girl?”

  “Oh, yes, Daddy,” I said, moaning even louder. “Fuck me like a girl, Daddy, fuck me like a girl.”

  She began stroking me harder, as she started bucking her hips, her cock going in and out of me. I couldn’t take much more. She was taking me to the brink, and fast.

  “Oh, Daddy, I’m going to cum! I’m going to cum!” I whimpered as she thrust deeper inside of me.

  “Then cum, bitch!” she commanded.

  And I did, all over. And, as I came, I felt her give one more deep push before crying out, “Oh, yes!”

  She shuddered and I felt what could only be the condom inside of me filling with her hot spunk. She stayed in me a few seconds more, shuddering and shaking a bit before pulling out of me and removing her condom.

  She flopped down on top of me before rolling off and lying beside me. My chest rose and fell rapidly as I caught my breath. I got the panicked feeling that she would get up and leave.

  “Please don’t leave yet, Harlow, I need to play with you some more.”

  “Oh, honey, don’t you worry. I’m going to be hard again in twenty minutes and you’re going to feel what it’s like when I cum in your mouth next.”

  I liked that even more.

  Teacher’s Pet

  She was my teacher and I came over to her house one night after school to discuss a bad grade I got. She was a complete bitch of a teacher—-she gave me a bad grade for no good reason and wouldn’t discuss it during class. Well, that wouldn’t do. I was getting ready to apply for college and I needed a great grade in this class.

  You should have seen her face when she opened the door and saw me there.

  Surprise mixed with outrag
e. She asked me “what the fuck” I was doing there.

  I stammered as I tried to explain and she told me to buzz off and closed the door in my face.

  I waited a few minutes and knocked again. She was incensed. I tried to plead my case and she finally told me to get my ass inside and that her neighbors would talk if they saw one of her students loitering on her porch.

  She told me to sit on her couch. Oddly, she was watching pornographic films on her TV; some really far out stuff. I had to look though I tried to hide my eyes when I did.

  Acting as if everything was normal, she sat across from me on a stool, looking down at me, arms crossed.

  “Okay, let’s try this again. Tell me why you felt that you had the right to violate my privacy.”

  Again, I ran through my spiel: good grade needed, college applications, need to fix this grade, et cetera. All the while my knees were knocking a bit and my cock getting uncomfortably hard at the sounds of the moans and slurping coming from the TV.

  “I’m not about to change that grade, Louis. You did a lousy job and you got a lousy grade. Case closed.”

  “But, what was so wrong?” I asked my heart racing.

  Silence.

  “For Chrissakes, Louis. What is the problem? Haven’t you ever seen people fucking? Do you have a problem with what’s on my TV?”

  “No, Ma’am… I just…”

  “Let me tell you the problem. You’ve come in to my sanctuary and you’ll go back to all of your little friends and tell them what a pervert your English teacher is. You probably think that you can make me agree to give you a good grade if you keep your mouth shut.”

  “No… no, Ma’am.” I said, amazed that I hadn’t thought of the idea myself.

  “That’s right, you won’t do that or else I’ll tell them what you did for me.”

  “What’s that, Ma’am?”

  “I’ve got one way you can get a good grade on that paper, Louis. You said you’d do anything for a better grade. Well, I’m about to give you an opportunity to do anything.”

  She told me to stand and strip. It took me a while to take her seriously but a swat on my rump definitely told me that she wasn’t kidding around. I couldn’t believe that I was standing in front of her naked. I tried to cover my engorged cock but she wouldn’t let me. In fact, she took it upon herself to examine it and started asking me embarrassing questions.

  She wanted to know how often I played with myself, how far I’ve gone with a girl.

  I had to admit that I masturbated twice a day and that I’ve only ever touched a girl’s breasts.

  “So, you’re a virgin, then.”

  “Yes, Ma’am.”

  She grabbed my chin; pulling my head to face her (I had been averting her eyes). “That’s enough of the ‘ma’am’ shit,” she scolded. “When you’re in my house, you’ll address me as ‘Mistress.’ Is that clear?”

  “Yes Ma—Mistress.”

  “Now, get down. Face up, on your back.”

  She stood above me, and walked around me, taking stock of my body. It felt like she was larger than life. Before I knew it, she was standing over me, straddling my head with her feet, and I was looking up her skirt at her black panties.

  She knew I was looking at her. Teasing me, she dropped down and pinned my arms down with her knees. It was slightly difficult to breath with her legs on either side of my head but it was worth it. I was given the privilege of returning her gaze as she looked down at me, helpless.

  Her pussy was mere inches from my face with only a thin piece of fabric from her panties between it and me. She allowed me to feel her warmth by lowering herself onto my face. She allowed me to take in her heady aroma. She even allowed me to hear that her pussy was wet, by sticking a finger into her panties and inserting it into her. I would do anything to smell or taste that finger.

  Knowing this, she asked me if I’d take a beating to taste her. “Yes, yes, anything,” I say, breathlessly.

  She got off of me and had me kneel, my ass in the air, resting on my elbows. I heard her move behind me and I shuddered. Before I knew it, I heard the soft whistling of what I later learned was a cat-o-nine tails. The tails of the cat made contact with my ass, stinging me slightly and surprising me more.

  She gave me ten blows, I felt my butt get hot from the whipping. I whimpered between each of them, at once wincing from the pain and realizing that each blow made me more aroused.

  “There, there. That’s a good little pussy boy. You do want to take another for me, don’t you?”

  Of course I did. I whispered, “Yes, please.”

  Another blow landed upon me. And then another. And a third. Each making my body jump with the stinging pain.

  “What do you say, slut?” she asks, her eyes locked onto mine.

  “Thank you. Thank you for the pain.”

  “Good boy. Seems that you might not be as stupid as I thought. Let’s see how quick of a study you are.”

  She had me turn around and sat down before me. She removed her panties, allowing me to see her bare, shaved pussy. “Eat me.”

  After a while she had me stand and wrapped a few rubber bands around my balls, snapping them and hurting me. She left the room and came back with some clothespins that she used on my nipples, enjoying every little whimper. She had me get back down on my knees and told me that she was going to give me another first….

  With that, I felt her fingers going up and down the crack of my ass, massaging my virgin asshole. I didn’t even need to ask what she planned on doing as I felt drops of lubricant hit where her fingers had just been. She used one finger at first but it felt like it might as well have been five as she pushed inside of me.

  She started fucking me with one finger and asked me if I could take two. I don’t know where it came from but I nodded in assent. Two fingers became three and, finally four.

  “Damn, you little slut, if we had more time, I’d fist your fucking ass,” she said, finally pulling her hand out of me and leaving me crumpled on the floor.

  As a final act of humiliation she had me masturbate in front of her, her hand cupped at the end of my cock. When I came she held it up and made me slurp it out of her palm.

  She took the paper and wrote “B+” on it, giving it back to me and telling me that my grade could have been an A if I had come over earlier in the semester. With that, she told me to get the fuck out of her house.

  Part 2

  I thought that it had been a one-time thing. I knew that I thought about her incessantly over the summer. I can’t begin to guess how many tissues I went through, recalling every second of our brief encounter. The amount of time I dedicated to her memory threatened my relationship with my girlfriend. As we held hands and necked like horny teens I wondered if she’d ever command me to go down on her or whip my cock.

  I wondered if Mistress ever gave me a second’s pause; had our time together meant anything to her or was it meaningless. September brought me my answer.

  She’d moved to the next level of English where I found her at the front of my first hour class. An older, busty woman with hair the color of dying embers accompanied her. Mistress introduced her as “Ms. Kelly,” her teaching assistant. Mistress—I couldn’t think of her as anything else—had Ms. Kelly pass out syllabuses. They went over them line by line for our introductory class. However, when they reached the section on grading I started looking around the room.

  No one seemed to notice anything amiss. I looked over the shoulder of the girl in front of me and saw that her syllabus differed from mine. Hers didn’t have the line: “Final grade will be determined wholly by level of service to Mistress and Ms. Kelly.” Looking up to the front of the room, I caught Mistress glancing at me with a knowing look. Ms. Kelly mirrored this same expression a moment later.

  The next week of school proved tortuous. Other than the one missive, I’d not gotten another indication from Mistress that I would be allowed to serve her again. That changed with one word written on the margin of my f
irst quiz: “Tonight.”

  I showed up on Mistress’s door at 7 PM, guessing at the time. A Friday evening, her neighborhood was a ghost town with the first football game of the season happening nearby. I could hear the echoes of the marching band behind me as I knocked on her door.

  Ms. Kelly welcomed me. I realized that my eyes were glued to her. Her hair up, her legs bared, her breasts hefted by her bustier; she didn’t look at all like the conservatively dressed classroom matron I’d gotten used to in the first few weeks of school.

  She grinned at me, as if my lascivious thoughts sat plainly on my face. I imagine they did. I’d never seen a woman dressed in such a way apart from those in a few movies I’d caught late at night on cable television.

  I can’t picture how I must have looked when I stepped into the living room to find Mistress dressed in the same manner as Ms. Kelly. I prayed that she’d turn around so that I could see the way her garment looked on her beautiful ass.

  She quickly obliged me, bending over to retrieve something from a wicker basket near her fireplace. As she straightened I felt Ms. Kelly pulling my arms together behind my back and securing them with something, immobilizing my wrists.

  Mistress stepped to us, holding something in her hands. I didn’t know the name of it then, having only seen similar devices in movies like Ben Hur where galley slaves are beaten to row ships faster. She came close enough for me to smell the leather of the flogger mixed with her sweet scent.

  Without thinking I tried to move and Ms. Kelly held me fast, her nails digging into my flesh with warning. “Stay still,” she said, her voice loud in my ear.

  Mistress raised her arm slightly, the leather straps of the flogger moving higher and just brushing against the front of my pants. I was embarrassed, knowing she could see my hard on. She seemed to be aiming for it when she turned her wrist and brought the flogger back down across it. The ends of the leather straps brushed against me sending waves of pleasure through my body.

  “You like that?” she asked sweetly.

  I nodded vigorously and heard Ms. Kelly chuckle behind me.