When I was in college, I had a part time job at a local restaurant working in the kitchen. I was 20 years old, with a slight build, longish hair, and somewhat delicate features. This was in the first days of New Wave, so my look actually fit in well at some of the local clubs. On the other hand, I hadn't had that much success with girls.
What people didn't know is that I was a secret crossdresser. I felt very guilty about it and kept it well hidden. Only one other person knew. There was a guy my age, Rich, that I met when I was in high school and we had fooled around a little. I would slip on panties, hose, and a camisole under my regular clothes before meeting up him and driving out to a secluded place. We would park the car, smoke some weed, and eventually, I would lean across the front seat and slip his cock into my mouth. A couple of times, I had even let him fuck me and I really liked that, especially just before he came, when his hips would start automatically thrusting into me and he would fill me with cum. He hadn't ever returned any of my sexual favors but I didn't mind. I liked the feeling of being treated like a girl by a guy.
Despite those experiences, I still liked girls and dated a few. I wasn't actively looking to hook up with any guys, and figured that my past experiences with them were a thing of the past.
My job at the restaurant was your typical menial college part-time job, but the kitchen crew was full of fun people. The daytime crew chief was this cute blond girl named Stacy. She was also a student, and had a Texas accent and Marcoa great sense of humor. I was definitely interested in her, but after a few weeks of working there, I discovered that she was sharing an apartment the two day cooks, Dave and Marco. Dave and Marco were tall, athletic black guys, very smart and friendly. As best I could tell, Stacy and Dave shared a bedroom and Marco slept alone and brought girls home occasionally.
I mostly worked nights, but after working a few day shifts, I hit it off with Dave, Marco, and Stacy. One day, they invited me over to their apartment after work for some beer. I had put any romantic possibilities with Stacy out of my mind, but I liked all three of them, so naturally I accepted.
Once at their house, we passed a joint around, drank some beer, and watched TV. Stacy and Dave were on the couch, and Marco and I were in chairs in the living room. After awhile, Stacy and Dave started getting romantic. Stacy made a joke about black guys' cocks being so much bigger than white guys'. She looked at me and said, "I can prove it. You want to see?"
I jokingly said, "Sure!" and with a chuckle, Stacy undid Dave's pants, pulled them down, and exposed his cock. It was at least 9 inches long, uncut, dark, and thick. Involuntarily, I said, "Holy crap!" and Stacy laughed.
"I told you so!" she said, then told me that Marco's was even bigger. Without missing a beat, Marco laughed, stood up, dropped his pants and fished out a huge cock. It was bigger than Dave's by at least an inch. I could only stare, amazed, as memories from high school and being with Rich came flooding back to me. I was a few feet away, but I couldn't take my eyes off his cock. Something in my expression must have given me away because Dave said, "Hey, Marco, looks like you've got an admirer."
Stacy and Dave smiled and watched as Marco stepped out of his pants and walked over to me. "You like?" he asked.
"That's the biggest cock I ever saw," I said, trying to hide my feelings.
"That's not what I asked. I said, 'Do you like it?' "
I looked over at Dave and Stacy. They were both smiling at me. I looked up at Marco and nodded.
"Take a hold of it and see how heavy it is."
I was getting short of breath looking at his cock. It was half hard, cut, with a big head. He had very dark skin, and his cock was just as dark. He had big, heavy balls and a light dusting of hair coming down from his navel to his curly bush. I reached out and put my hand around his cock and lifted it slightly. It was hot to the touch, and I could smell just the lightest aroma of musk from his crotch. As I hefted his cock, he took a step toward me, bringing his cock just in front of my face.
"Go ahead and taste it, I don't mind," he said. Did I want this? I wasn't gay! I looked over at Stacy, and she was still smiling. "I told you they were bigger! Tastier, too! Go ahead!"
I looked up at Marco, who flexed his hips forward a little, causing his cock to touch my chin. I looked back, and it was right there in front of my nose. I lfted the head of his cock slightly, opened my mouth, and wrapped my lips around the tip of his cock.
Marco gently put his big hand on the back of my head, and pushed his cock into my mouth. Then he drew back, and in again, starting a slow, fucking rhythm into and out of my mouth. There was no way I could get it all in my mouth, but I was overcome by the compulsion to try. I put my hands on his buttocks and started drawing more and more of his cock into my mouth. His buns were hot and taut.
Marco noticed my enthusiasm. "That's a girl, get it all in your mouth, baby. Damn, you can suck a dick." His encouragement drove me to get more of his cock in my mouth, and his calling me a girl really turned me on. I couldn't believe it, I was sitting in a chair, sucking a big black guy's cock, and two other people were watching!
"It looks like Marco finally found a girlfriend," chuckled Stacy. Marco stepped back from the chair and told me to get on my knees. As I knelt on the floor, I noticed that Stacy was rubbing herself. She was turned on by watching this! Marco put his hand behind my head again and drew my face toward his crotch. ""Suck my balls awhile, baby." I took one of his big, hairy balls gently into my month and started bathing it with my tongue. It had a musty, manly taste that really turned me on. As I suckled at his balls, his cock lay across my face. I started licking the underside of his cock, and moving my lips up and down his shaft.
He grabbed my head and slipped my mouth back onto his cock. I concentrated on the head, pursing my lips and tightly working his corona. This seemed to to really get him going, and I began to feel his hips start thrusting. Rich had never come in my mouth, but I didn't even hesitate. I WANTED his come in my mouth. I wanted to swallow it and carry his cum inside of me. Marco was moaning now, and he grabbed my head tighter thrusting into my mouth, using it like a pussy. He made one jerky thrust into the back of my throat, and I felt his cock swell. His cum shot into the back of my throat with a salty, musky, spicy taste that made me dizzy. I held it in my mouth for just a moment before another jet started, and I swallowed as fast as I could.
Stacy noticed. "He's swallowing!" I was enraptured, trying to catch every last ounce. I gulped his cum down my throat, the thick aroma of his essence filling my head. Marco eventually relaxed with a moan and ran his fingers through my hair. "Oh, baby, that was awesome. You've done that before, haven't you?" I backed away and looked up at him sheepishly. Stacy came over and said, "That was HOT. I wouldn't mind seeing that again."
Reluctantly, I told them all about my experiences with Rich. I went home that night wondering where all this was going, but knowing that I really wanted Marco's cock again. It was a compulsion. That night, I jerked off furiously, remembering the feeling of his cock in my mouth, his hands running through my hair, and the taste and smell of his body. Mostly, I loved the feeling of submission to a big, masculine, black man.
The next day at work, Marco had the day off but Stacy was there and was all smiles. "We need to talk after work," she whispered during a break. After our shift, she told me that Marco really enjoyed the last night, but that I needed to do something. "Marco's not used to having sex with guys. He said he wished you could be a little more feminine." I hadn't told them about my crossdressing, so this came a surprise.
"I don't think it'll take much, maybe if you just shave your legs and body hair, and maybe wear a little bit of lingerie and makeup. What do you think?" Trying not to sound too eager, I told her that I could give it a try.
"Terrific! Tell you what, go home and shave all over, then I'll come by with some clothes and we'll see what we can do to fix you up." She seemed to be really turned on by the idea of feminizing me. I went home and ran a bath and had a long soak. I didn't have much body hair anyway, but I shaved my legs and underarms, and slipped into a pair of cutoffs and a tee shirt. Stacy arrived a few minutes later carrying a large bundle. She unwrapped it, revealing a collection of clothing and other feminine items. First, she handed me an enema bag and told me to go clean myself out. "If you're going to have a pussy, you need to keep it clean," she said. I let the warm water fill me, wondering what I was getting into. Was Marco going to try to fuck me with that big cock? Rich's cock was pretty ordinary, and even then it had hurt a little when he fucked me. I didn't know if I could handle Marco's big weapon.
After cleaning myself out, I came back into the den and Stacy said, "First, let's polish your toenails." She showed me how to apply bright red polish to my toenails, using two coats. "I guess no going barefoot for you for awhile, Missy." Next, she started shaping my longish hair into a more feminine style. A little light makeup was next. All this time, I had been wearing cutoffs and it was obvious that I was rock hard. "You like this, don't you?" I admitted that I did, and told her about my crossdressing.
"I wondered about you. You always seemed just a little bit effeminate. That's why I invited you over last night; I thought you and Marco might get along well. You don't mind, do you?" I told her that last night was great and I was looking forward to doing more. She said that she was glad her suspicions had proved true. She pulled out a beautiful, lacy white garter belt from the bundle. "Are you ready to get dressed?" I gulped and said yes.
As she went to put on the garter belt, my hardon was standing out, looking very unfeminine. "We'll have to take care of this," she said, and without any ceremony, took my dick into her mouth. It felt great! My knees almost buckled it felt so good. While working on me, she reached into the bundle. A moment later, she slpped a lubricated finger into my ass. I came almost immediately, and she swallowed every drop. "There, that's better," she chuckled.
She handed me the garter belt and I slipped it around my slim waist and attached the closure. Next, she produced an unopened package of beige nylon stockings. She handed me one of the stockings, and I shaped it into a donut and slipped my red polished nails inside. As I rolled it over my foot, I noticed that the stockings were seamless and had reinforced toes and heels.
"Well, it looks like you've done this before," said Stacy as I slipped the stockings up my smooth, hairless leg. I blushed and told her that I had done it a few times. She said that we were going to have lots of fun. I put on the other stocking, then attached the tops to the four tabs hanging from the garter belt. I loved the silky feel of the stockings tugging on my smooth legs, but I didn't have any time to think about it. Stacy handed me a beautiful pair of white brief panties. They were full cut, with lace bands at the waist and leg openings. I took them from her, opened the waist, and put my feet into the leg openings. It was so sensuous as I pulled the silky panties up my nyloned legs, then over my bottom and around my waist. The cool fabric cupped my little manhood, and carressed my bottom in a feeling of pure femininity. It was so naughty! I was a boy! I wasn't supposed to be wearing panties and stockings like a girl! But I loved it! Finally, Stacy pulled out a sheer white babydoll nightie. She held it up and I slipped my arms inside. The sheer fabric dropped over my shoulders and waist, the hem settling just below my bottom.
"You look HOT," said Stacy. "Marco's not going to know what hit him!" She spritzed me with a little perfume, touched up my lipstick, and told me too look in the mirror. It was still me. I didn't look completely like a girl, but I looked like a very feminine boy. I liked it. While I was admiring myself, Stacy picked up the phone and made a call. "She's ready, come on over," she said, and hung up. "Marco is coming by. Enjoy yourself!" And with that, she left.
What was I doing? Standing in my apartment, wearing panties, stockings, makeup, and a babydoll nightie, getting ready to receive a big black man who I had just sucked off the night before! What was he going to want to do with me? I was scared. But I wanted to see what would happen, too. I couldn't stop thinking about Marco's cock.
In no time, there was a knock at the door. Taking a deep breath, I walked to the door and looked out the peephole. It was Marco! I turned the knob, opened the door, and looked up at him. His eyes widened when he saw me.
"Damn, girl...you look good..." he said. I invited him in. He stepped into my apartment and closed the door behind him. He couldn't take his eyes off of me! His eyes kept traveling up my legs and up to my face. "Turn around for me," he asked, and I did a slow pirouette for him As I faced away from him, he told me to stop. I knew he was looking at my pantied ass through the sheer fabric of the babydoll. "Damn, you've got a girl's ass, baby," he said. He came up behind me and cupped one of my asscheeks in his big hand, then put the other around my waist. I felt his breath on the side of my face, then felt his lips on my neck. My legs almost went limp as I felt his lips on my face, then my ears and my neck. His breath was sweet, and I closed my eyes and tilted my head back in complete surrender to him. I felt his lips touch mine, and his tongue slipped into my mouth. I raised my arms and put them around his neck. He hand traveled down my front, over my belly, lingering at the waistband of my panties, then over my little cock. "For a second there, I thought you really were a girl," he chuckled.
Do you mind if I'm not?" I asked.
"No, baby, not as long as you act like one..." I turned around to face him and he gave me a long, lingering, kiss. His big arms were around my waist, his hand was caressing my ass, and my arms were around his neck. I felt completely surrounded by him as I felt his strong chest against me, and his hardness pressed against my belly.
"Let's go into the bedroom," I said.
"You go first, I want to watch you walk," he said. I could feel his eyes on my ass as I minced into the bedroom, feeling more feminine than I had ever felt before. I turned around and sat on the bed. Marco stood in front of me and started taking off his shirt. His chest was smooth, dark, and muscled, with very little hair, and he had big pecs and a six pack. Not a bodybuilder's physique, but very well muscled and defined. He looked so masculine! Just the opposite of me in my sissy little panties and lingerie. He slipped his pants and boxers down in one motion, revealing that big black cock, framed by his muscular thighs. He stepped toward me. I put my hands on his hips, and nestled my nose into his crotch, dizzy with the clean, musky, manly smell of him. His cock was rock hard, and I moved my lips over the shaft, working my way up to the tip. Marco moaned as I licked up the underside of his cock, then slipped the tip of his cock into my lipsticked mouth. I began that up and down motion so familiar to women, and now familiar to me. I did my best to get the tip of his cock down my throat, but I was only able to get 5 inches or so into my mouth. Marco must have noticed my difficulty because he pulled away and said, "That's okay, baby, let's do something else."
Oh, God, he wanted to fuck me! I had enjoyed playing around with Rich, but Marco was a real man! There was no way he could get that big cock into me, was there? What would it do to me? Would it turn me into a pussy forever? How could I ever look at a woman again, knowing that I had probably been fucked by a bigger cock than she had ever had? I was scared, and I think Marco knew it.
"Don't worry, baby, we'll take it real slow." He laid me back on the bed and started kissing me, working his hands down my body to my panties. He carressed my litle cock through the nylon, then slipped his hand inside. He nuzzled my neck and nibbled at me ears. I was so turned on! Finally, he sat up on the bed and gently slipped my panties off. He told me to lie on my stomach. Sensing my fear, he told me that he wasn't going to do anything I didn't want him to do. I rolled over and looked back over my shoulder. He produced some lube and slipped a lubricated finger around my anal opening. It was electric! He just rubbed the tip of his finger around my opening, making tighter and tighter circles, applying more and more pressure, relaxing me, until almost naturally, the tip of his finger slipped inside me. I gasped and he asked if I liked it. I breathlessly told him "Yes!" and he chuckled. He withdrew his finger for a moment, then applied more lube, slipping his finger all the way inside. He had big, thick fingers, and it was tight, but I liked the feeling of opening myself up to him. After a few minutes, he slipped another finger inside, then another. I was gasping for breath and my cock was rock hard underneath me.
Marco withdrew his fingers and lay on his back on the bed. "Lube my cock for me, baby," he said, and I applied a genererous scoop of lube to his big cock. "Now come here," he said, and I straddled his chest, facing him. "Now take your time and just lower yourself onto my cock, baby girl." I lifted my hips and guided his cock to my asshole. Slowly, I applied more pressure, until I felt my opening give way and the tip of his cock slip into me. It took many false starts, but eventually his cock was far enough into me that I could lower myself down onto him without too much pain. Eventually, I felt my ass touch his crotch and I realized that he was all the way inside me! "That's good, baby, now fuck yourself on my black cock." I moved up and down, as if in a trance, eyes closed, moving up and down on top of him. I could feel him all the way up inside me! He was huge! It was something I had never felt with Rich. It felt like my guts were being pulled out every time he withdrew, but my cock was rock hard. When he was all the way in, it felt like he was all the way in to my stomach, filling me up with his manhood, and removing all traces of my masculinity. After a few minutes, I was loosened up enough and Marco wanted to change positions. He lifted me off his cock and I suddenly felt incomplete and empty. I wanted the heat of his cock back inside me, but I didn't have to wait for long.
He laid me back on my back and slipped a pillow under my hips. Slipping his arms under my nyloned legs, he lifted them up, exposing my opening. He leaned forward over me, and I felt the head of his cock at my pussy again. That's what it was now. Not an ass, but a pussy. The head slipped in easily, and he slowly eased the shaft into me until I felt his pubic hair against my ass. He began a series of long, slow thrusts, gently pushing in and out. My arms were around his neck, and my legs were bent up and around his torso. I could see my feet, with polished toes, covered in nylon, gently swaying as Marco thrust into me. He kissed and caressed me as he fucked me, and I knew that this was what I wanted. I wanted to be adored and possessed by a masculine man, giving myself to him for his pleasure. Any remnant of masculinity that I had left disappeared as Marco gently fucked me, turning me into a sissy pussyboy. It felt so GOOD to be filled up and fucked by a big strong man! His skin was warm and he was all over me, and I could smell and taste his skin as his huge cock invaded my innermost depths. The sensations were so strong they were changing me, making me recognize that this, being the woman in a sexual relationship, was what I had always really wanted. I kept my arms tight around his shoulders and gasped as he thrust into me over and over. After several minutes, Marco's body started stiffening, making more automatic thrusts. I told him that I wanted him to come inside me, so that he would fill me up with his sperm. He started grunting and thrusting harder and harder, until I felt his cock swell inside my pussy and a new feeling of warmth spreading out inside me. His sperm was swimming up inside me, trying to make me pregnant. Marco collapsed on top of me, and I felt his cock soften.
"Oh, baby, that was the best fuck I ever had," he said, and started kissing my face and neck. "You make a good little girl." Then he handed me a tampon and said, "Stacy said that you might want this." She had thought of everything! I went to the bathroom and slipped the tampon into my pussy, then slipped my panties on again. I touched up my makeup and lipstick and came back to bed.
Marco spent the night and fucked me two more times. By morning, I was a confirmed pussyboy. I needed to talk wardrobe with Stacy!
Copyright 2010 Aunt Joanne