I was twenty-eight years old when I sucked my first cock. I was soon turned into a willing sissy cross-dressing slut. It all happened four years ago, but it started six years ago when new neighbors moved in next door to my wife and me.
I was twenty-one when I met my wife who was twenty –three. I had just started grad school and she was already in medical school at Duke. People sometimes ask her why she married a man like me and people ask me how I got so lucky to marry a woman like her.
I am five-nine and have an effeminate body, a high soprano voice, and effeminate mannerisms and have often been mistaken for gay almost all my life, but I was not gay nor have I ever had gay fantasies or thoughts. I was not a manly man at all.
My wife is a beautiful black woman who stands five-three, brown skin complexion, and has a great body. She has thirty-eight C-cup breasts, a thin waist and thin but curvy hips, and a great butt.
So why was she interested in dating me when we first met? Because my wife had a thing for feminine type, pretty white boys. That was the type of man she was attracted to and had always dated.
We dated and discovered we were very compatible with one another and sexually compatible as well. Neither of us were very sexual people. We enjoy the intimacy we shared; the touching, kissing, and affection we shared, and while we did have sex we didn’t have a lot of it. That was fine for both of us.
The sex we had was puritan and prudish. The only position we had sex in was missionary style and we didn’t give each other oral sex because we didn’t like doing that. My wife hated to have cum on her or inside her so even after we were married and even though she was on birth control, I used a condom. We didn’t do dirty talk during sex.
One time I tried dirty talk was on our honeymoon and I asked her if she liked my white cock in her black pussy. My wife got angry with me, stopped the sex we were having, and told me to never say anything like that again. She then rolled over and went to sleep.
People may think that our sex life was terrible because we didn’t have a lot of sex, about once or twice a week and we never did the fucking all-night type of sex. The times we had sex were always at night when we went to bed and just once before we went to sleep. It was how we both preferred it, while we were affectionate and intimate with each other we were just not sexual people. Things changed for both of us when the new neighbors moved in.
My wife and I went to meet our new next-door neighbors and brought them a welcome to the neighborhood cake. They were older than us and had a sixteen-year-old son. Both were very nice and the wife and Regina seemed to click right off. The husband and I didn’t have anything in common until we started talking about football. We both enjoyed football.
As we were all four sitting in their living room, their son Derrick came home. He was sixteen at the time and just had finished his spring football practice at his high school. His father introduced us and proudly mentioned Derrick had a great chance of being the school’s football team’s starting offensive tackle in the upcoming season.
It was easy to see why. At sixteen he was a large boy. He was already over six feet tall and had the build of someone who would play offensive line for a football team. Derrick had some fat on him, especially in the belly, but under that, you could tell was muscle and strength.
The boy had an ugly, brutish face. He had the face of a bully. He didn’t say anything as we were introduced but I noticed how he looked over my wife’s body. That was nothing new. Men and teenage boys always ogled my wife.
My wife, being the nice person she was, told Derrick he had an open invitation to use our pool. Little did we both know that a simple act of kindness would change our lives.
Derrick did take advantage of the invitation to use the pool that summer. At first, he would come over by himself and it seemed most of the time he came over when my wife was by the pool. My wife didn’t wear a bikini or even a two-piece bathing suit. She was a modest dresser in general and her one-piece bathing suit was not revealing at all. That didn’t stop Derrick from looking at her.
He had no shame as he ogled my wife’s body. When Regina or I would catch him looking he would just grin and keep looking. It made us both uncomfortable, but we didn’t say anything. The truth was, we were both intimidated by the boy.
That shamed me. I was a grown man and I should not be intimidated by a sixteen-year-old boy, but I was. My wife felt the same way. We would talk about it and how much we disliked it, but both of us were too afraid to say anything to him.
As the summer went on, Derrick started inviting his friends to use our pool as well. His just looking at my wife turned into making vulgar comments about her to his friends and spoke loud enough so both my wife and I could hear him. It was like he was taunting us and daring us to say anything about it to him.
He would tell his friends how sexy my black wife was, tell them he sure would like to get some of the black pussy, laugh and tell them he could not understand how a woman as pretty and sexy as my wife could be satisfied with a man like me, and other vulgar comments.
It made my wife so uncomfortable that she stopped using the pool when he was there or would go into the house when he came over with his friends. Both of us felt so ashamed of ourselves that we were letting a sixteen-year-old boy run us off from using our swimming pool.
I told my wife I was going to say something to him, but she told me to just let it go. It was not worth it. I knew she was afraid of Derrick and afraid he might beat me up. I suggested we tell his parents, but again she said no. My wife liked Derrick’s mother and she was worried it would cause a rift in their friendship.
I knew I should say something. I was a man and men didn’t put up with people talking about their wives that way. I was too scared to, however, and that humiliated me. What was worse was that Derrick knew he intimidated me and my wife, and that we were afraid of him. That made him even bolder in his vulgar comments about me and my wife.
We then got lucky, and as bad as that may sound due to the circumstances of what happened, we did feel relieved. Derrick got arrested after he and some of his friends vandalized the rival high school. He was the only one who got caught and they would have gone easier on him if he would give up the names of the other boys, but he didn’t.
Derrick got community service, and his father sent him to a military school in Savannah, Georgia. He was out of our lives and my wife and I were glad for it.
Our lives were now going great. I was working as an IT supervisor and my wife was invited to join a cardiovascular doctor’s office. Then Covid hit the world.
I started working from home, which was great, and my wife became extremely busy with her job and also volunteering at the local hospital to help with Covid patients. Derrick’s school was also closed, and he came home.
My wife was working long shifts and not home much and I was stuck at home with my job and nothing much was open and I had to admit I was getting cabin fever. I could not even go get my hair cut and with my wife working so much when she came home, she just wanted to sleep so she couldn’t cut it. My hair was now past my ears and long in the back.
Our sparing sex life was now almost non-existent. We had not had sex in over a month. My wife was always too tired, and I didn’t blame her. She was working so hard and long hours. Since neither of us was very sexual people, it was no burden for me. I did masturbate a couple of times, but I was never much of a man who masturbated even when I was younger. It never held any appeal for me.
It was April, and finally, I had something to do besides stay in the house. It was a nice day to cut the grass and do some yard work for the first time that year. Regina had been home for about two hours and went straight to bed and was asleep.
I put on some athletic shorts and a pair of old athletic shoes I wore for yard work and went to the storage shed in our backyard. I heard the sound of a lawnmower coming from my neighbor’s backyard. Seems I was not the only one who decided to do yard work.
Once in the shed, I was checking the oil in the lawn mower when I heard the door to the shed open and I turned around. It was Derrick.
He had gotten even larger and taller since I had last seen him but not fatter. He had lost a lot of weight and gone was his belly. He still had the same mean and ugly bully face. He was shirtless and his abundant chest hairs were damp and matted with sweat. The front of his shorts was damp from sweat as well. He must have been the one working in the yard, not his father. I cold chill went up my spine when he gave me a cruel smile.
“Hey,” he told me and he looked me up and down like a predictor would size up its prey. “I knocked on your front door but no one answered and thought you might be here.”
He took a step into the shed and closed the door behind him. “A shame, because I was hoping your sexy wife would answer the door. I have not seen her in so long,” he told me as he walked further into the shed. “Is she still that sexy black woman as she was when I left?”
That was enough. I had not had to listen to his comments since he left and I didn’t want to hear them again. I suddenly found the courage to defend my wife.
“I don’t want you talking about her like that anymore,” I told him. “We didn’t like it before and we are not going to tolerate it any further.”
Derrick stopped walking and just smiled at me. “Or what?” he asked. “What are you going to do if I ask you if your sexy wife has huge black nipples on her large brown tits? I bet that black pussy of hers tastes so sweet. I also bet you don’t even know what it tastes like. You don’t look like a man who eats pussy. You look like a girl who sucks cock.”
I was furious, and I balled my hands into fists but quickly unclenched them when I saw Derrick look at them. He laughed at me. He knew I was still afraid of him.
“Does she like it up her sexy black ass?” he continued to taunt me. “Or does she fuck you up your girly ass? I always wanted to know who fucked who in your marriage. I bet she pegs your tight asshole with a strap-on every night.”
“S…stop it,” I told him but my voice sounded weak and non-threatening. He laughed at me again.
Derrick moved closer to me and I backed up until my back was pressed against the wall of the shed and he still came closer. I was frightened. He reached up and I turned my head and flinched. I thought he was going to hit me because I defended my wife for the first time with him. He didn’t hit me. He gently and seductively caressed my cheek.
“Stop that, please,” I whimpered as his large, rough hands touched my face.
“You have such smooth skin,” Derick told me as he ignored what I asked, “like a girl’s. No stubble at all. How do you get it so smooth?”
“I…I use hair removal cream,” I told him. “Shaving gives me terrible razor burns.”
I wanted him to stop, but also something odd was happening. I felt butterflies in my stomach and even started to get a little aroused. I could not believe it and tried to tell myself not to feel that way. I was not gay, I was not attracted to men, and even if I was; it would never be someone like Derrick. He was an ugly brute of a boy.
He cupped my chin and lifted turned my head to look at him. When I did he started to run his large thumb over my bottom lip. I wanted him to stop but then part of me didn’t. Part of me liked the sensual touch of his thumb on my lip.
“You have such nice, full lips,” Derrick told me, “a woman’s lips. Have they ever been wrapped around a cock? I bet they look so sexy wrapped around a nice big cock.”
“N…n…no,” I stammered out. “I…I am not gay.”
Derrick chuckled at me. “You don’t have to be gay to enjoy sucking cock. I am not gay and I enjoy a sexy little femboy and twink sucking my cock.”
I opened my mouth to tell him to leave, and when I did, he forced his thumb into my mouth. I tried to push it out with my tongue, but then, for a reason I could not understand, I started sucking the boy’s dirty thumb.
“That’s it, girl, suck my thumb like you want to suck a cock,” Derrick told me.
He called me a girl, and I didn’t care for it, but I still sucked his thumb. I closed my lips around the large digit and made whimpering sounds as he pushed it in and out of my mouth. I felt my cock start to get hard. I knew it was wrong for me to enjoy it but I was turned on by it.
I closed my eyes and started sucking his thumb harder and faster as he now held it still. My head was bobbing back and forth. He kept telling me I would make a good girly cock sucker. I let out a moan of disappointment when Derrick removed his thumb from my mouth.
I opened my eyes just in time to see him leaning in to kiss me. When his lips touched mine, I stiffened as he put his huge arms around my lower back. After about two seconds, I put my arms over his neck and started kissing him back. I moaned into his mouth when he roughly pulled my small body against his large one.
Derrick’s kissing was rough and hard and passionate and it turned me on. I enjoyed how manly he was, how masculine, and how forceful he was. His hands moved to my butt and I moaned into his mouth again as he cupped my ass cheeks hard and pulled my crouch against his body. He was much taller than me and his crotch was pressed into my stomach and mine was pressed into his thighs.
The strong scent of his body filled my nostrils. God, he smelled so good, I thought. I found his pungent, foul, masculine, odor from his sweat intoxicating. Our tongues were exploring each other’s mouths as I was making whimpering sounds. I gasped out loudly when Derrick moved his mouth off my lips and started kissing my neck.
I brought my hands to his large chest and ran them over his chest hairs that were still damp from his sweat. I pulled my head back slightly and then pressed my face to his strong chest. I inhaled deeply to smell his odor and then started kissing the boy’s chest. Derrick pulled me even tighter to him with his strong arms and my kisses turned to me licking his chest.
I licked him and relished in the salty taste of his sweat. I ran my tongue from one side of his chest to the other. When I got to his nipples, I ran my tongue over them as well. Derrick let out a fiat masculine moan when my tongue touched his brown nipples.
Derrick gently pushed me away. I wanted him to keep kissing and licking his chest so badly that I fell into him as my body followed his as he pulled back from me. He held me upright with his strong arms around my thin waist. Derrick was making me feel weak, vulnerable, and very feminine. I liked the feeling. Derrick pushed me back a little more and looked down, and then looked back into my eyes and grinned.
“Seems someone is enjoying themselves,” he teased me.
He was right, my cock was hard and even though it is not very large it was still poking out from under my shorts. I blushed but did not try and hide it or move away. I was enjoying how it felt to be in his strong arms. I never felt like that before when being held by someone. Never felt so helpless and the desire to be held as he was holding me.
“I’m sorry,” I told him. “I…I can’t help it. It just happened.”
Derrick smiled and reached up and ran his fingers through the hair on the side of my head and pushed it behind my ear.
“Don’t be sorry,” he told me. “It means you like what we are doing, don’t you?”
I looked down and nodded. Derrick again placed his hand under my chin and lifted my head to look at him.
“Tell me,” he told me.
“I…I like what we are doing,” I admitted.
“I knew you would,” he told me and let go of my chin. “We are going to have some more fun that you will enjoy even more.”
Derrick let go of me and walked to the other side of the work shed and sat down on a stool. I stood there, not moving, afraid but excited by the thought of what other fun he meant.
“Take off your shirt,” he ordered me.
I hesitated for a moment. He had seen me without a shirt on many times when he would come over to use the pool, but I was nervous now because this was different. He was looking at me the way he looked at my wife. It turned me on for him to look at me with the same lust in his eyes. I had to admit, but I was still a little frightened. I took a deep breath and removed my shirt and let it drop to the floor.
I was watching Derrick as he looked up and down my body. “What a girly body you have, Richard,” he told me and then grinned. “Well, we can’t call you Richard now, can we?” he taunted me. “Richard is a name for a man. A strong name for a masculine man, which you certainly are not. You need a girl’s name that would fit you better. Umm…maybe Natalie, no does not suit you. Rachel? No, I don’t care for that name. I got it, Natasha. You look like a Natasha.”
Derrick grinned at me. “Do you like your new name, Natasha?” He frowned. “But you do need to get rid of that pathetic, sparse chest hairs. A girl is not supposed to have hair on her chest.” He looked down at my legs. “Even need to shave those legs, Natasha. I don’t like my girl to have hairy legs.”
I didn’t answer the younger man. I just stood there and stared at his masculine chest as he once again humiliated me by insulting my masculinity. This time I was not offended, however, this time it increased my sexual arousal. It still humiliated me, but I got even more turned on by the humiliation. I did cover my chest with my hands; I was embarrassed by my chest hairs. I was not embarrassed by the lack of them, but that Derrick didn’t like them. His comment about me being his girl did not go unnoticed.
“Come over here and sit on your man’s lap,” he told me as he patted his right thigh and spread his legs.
As I walked to Derrick slowly, I looked at his crotch and could see the bulge in his shorts. It was larger than the one in mine. I walked to him slowly and while I was nervous. I wanted to sit on his lap, for him to kiss me again, to smell his masculine scent, and to lick his sweaty chest again. I sat on the right side of his lap and Derrick put his arm around my waist.
He moved my small body, so I was turned slightly to him and my legs were together and between his spread ones. I put my arms around his neck and placed my head on his chest. Derrick started caressing my cheek again.
“You want me to be your man, don’t you, Natasha?” He didn’t ask; he told me. I nodded my head.
“Tell me, Natasha, tell me you want to be my girl and for me to be your man,” he ordered me again.
I looked up at him and smiled. “I want to be your girl and you to be my man,” I said without hesitation.
“Good girl,” he told me.
Derrick leaned down, and we started kissing again with the same passion as before. He was a great kisser. His kissing was intense, aggressive, and lustful. I had never been kissed in such a way and never had been so turned on by just kissing. I don’t think I have ever been as turned on as I was with Derrick on that day in my workshed. I would experience such arousal and even greater arousal many more times with the boy and other men in the future.
I started to run my hands over his chest again, then his stomach, and then further down. I wanted to touch his cock so bad. I had never wanted to sexually touch my wife as badly as I wanted to touch Derrick. He stopped me and moved my hand away as it was going to slip under the waistband of his shorts. I let out a loud whimper of disappointment.
Derrick chuckled at me. “Don’t worry, Natasha, you will get to see it and touch it later,” he told me. “I like my girls to feel good also. Would you like me to make you feel good, Natasha?”
“Yes,” I said in a whisper.
“Stand up for me and take off your shorts and underwear,” he commanded me.
I stood up and nervously did as he told me to. I pulled my shorts down first to my ankles and then over my athletic shoes and did the same to my underwear. When I stood up I covered my painfully erect penis with my hands.
“Don’t cover yourself, Natasha,” Derrick told me. “I want to see my girl’s clit.”
I slowly moved my hands to my said and Derrick laughed. “I never expected such a small clit on you, girl,” he told me.
I blushed and covered myself again. I did have a small penis. When fully erect like it was just then, it was not even six inches long and had a slender shaft.
Derrick laughed again at my embarrassment. “Don’t hide it, Natasha; a girl should have a big clit. It suits you very well,” he told me. “Now let me see it again.”
I removed my hands and placed my arms at my side again. Derrick looked me up and down once more.
“You do have a nice little clit, Natasha, but we need to get all your haired removed if you are going to continue to be my girl,” he told me. “Do you want to continue to be my girl, Natasha?” I nodded. “Good, so you are going to have a nice hairless body for your man?”
“I…I want to,” I admitted, “but…but I can’t. Regina will see me that way.”
Derrick shook his head. “Well, you can’t be my girl with all that hair on your body,” he told me.
Derrick stood up and started walking to the door of the shed. He stopped at the door and looked over his shoulder.
“I guess you’ll just have to go jerk off or maybe let that hot black wife of yours put her sexy lips around your cock,” he told me.
“She…she doesn’t do that,” I told him. I don’t know why I did. It just slipped out.
Derrick laughed. “Well, can’t blame her, I guess. With a cock as small as yours, Richard, it’s no wonder. The poor woman needs something that’s going to fill her mouth up.”
I didn’t like that he called me Richard. I wanted him to call me Natasha. I wanted to be his girl. I heard the door to the shed open.
“I’ll do it,” I told him in a whiny voice. “Please don’t leave, Derrick,” I begged. “I promise I’ll do it. Please stay. Please.” My voice was full of desperation.
Derrick shut the door, walked back to the stool, and sat back down. He looked me up and down once more and smiled. “One week, Natasha,” he told me. You have one week to remove the hair from your body. If not, then you won’t be my girl.”
I nodded. I had no idea how I was going to pull that off, but I would try if it meant that I would be Derrick’s Natasha.
“Now turn around. I want to see my girl’s ass,” the younger man told me. I slowly turned my back to him and looked over my shoulder. “Now that is a cute, skinny ass, Natasha. You have such a girly ass. Did you know that?”
I shook my head, but smiled. I was glad he liked my butt.
“Now bend over a little,” he told me, and I did. “Put your hands on those cute ass cheeks and spread your pussy for me, Natasha.”
I looked over my shoulder again. “I…please don’t make do that, Derrick,” I whined.
“I want to see my girl’s pussy,” he told me. “Now spread those fucking ass cheeks and let me see it,” he ordered me in a harsh voice.
I looked straight ahead and spread my butt cheeks.
“You have a nice pussy, Natasha. No hair around it, so that’s one less part of your body you have to worry about,” he told me. “It’s a sexy pussy. It’s small and tight looking and I like the faint pink color to it.”
Even though I was embarrassed to expose myself as I was, I did smile. I was glad Derrick liked my “pussy” and I liked how he called my butthole my pussy.
“Is it a virgin pussy, Natasha?” he asked.
“Yes,” I answered. I got frightened again. I didn’t want Derick to fuck me. The thought of him fucking me scared me.
“Come over here and sit back on my lap,” he ordered me.
I stood up and walked to the younger man, this time quickly. When I got within arm’s reach of him, Derrick grabbed me by the waist and pulled me to his lap, so I was sitting on his lap as I was before. This time, he put me on his left side.
“Derrick, please don’t fuck me,” I begged. “I…I don’t want to do that, please.”
He chuckled and smiled at me. “I am not going to fuck you today, Natasha, but one day you will ask me to and I will then.”
I was relieved. I was never going to ask him to fuck me, so I felt better. He leaned down, and we started kissing again and I put my arms back around his shoulders. Derick started kissing my neck again, and I moaned out once more. I suddenly gasped out and moaned louder when I felt the fingers of his right hand on my erect, left nipple. He started caressing it between his thumb and forefinger. It felt amazing.
“It’s nice that your few chest hairs are concentrated in the center of your chest,’ He whispered in my ear. “I don’t suck hairy nipples.”
I gave a louder gasp and a louder moan of pleasure when Derrick took my nipple into his mouth and started sucking it. My hands dropped to his head, and I grabbed the back of his head tight and pressed him harder against my chest. He started flicking his tongue over my nipple and then moved to my other one and did the same as I made feminine moans of pleasure.
“Oh, Derrick, ohhh, baby, please let me cum,” I begged as he kept kissing and sucking my nipples. “Please let me touch myself so I can cum.”
My little “clit” as Derrick called it my cock, was so hard that it was painful. I desperately needed to cum.
Derrick ran his right hand down my chest to my stomach and I made a whimpering moan of pleasure when he took my cock gently in his hand.
“Spit on it,” he told me.
I leaned forward and looked down. Derrick’s large hand had completely swallowed my small penis. I could only see just a small part of the tip exposed. I lined my mouth up over my cock and let spit run out. It dribbled over the head and Derrick’s hand.
He started stroking my now lubricated cock. He started slow at first as he kissed and sucked my nipples. It felt amazing! He had me spit on my “clit” again when it started to become dry but continued to slowly run his hand up and down it.
Derrick removed his mouth from my nipple and ran his fingers through my hair. I was making continuous whimpering moans. God, I wanted to cum so badly. I had never felt such sexual arousal before. Not even my beautiful wife ever made me feel this way. I felt so helpless and feminine and I enjoyed the feeling and embraced it.
As if he could sense I was close to an orgasm, Derrick took his hand off my cock and I groaned in frustration. He laughed at my distress.
“Don’t worry, Natasha, I am going to let you cum,” he promised me. “But first I am going to tell you a story of how I came to enjoy sissy girls like you. Do you want to hear it?”
I nodded. The thought of him telling me an erotic tale only increased my arousal. I placed my head on his shoulder as I listened to him.
“Last year at the start of the school year,” Derrick started. “One of my friends at school told me and a few other guys that his cousin worked as a bartender in a club and he could get us in and we could drink.” Derrick ran his hands seductively up and down my thigh. “Turned out it was a gay club and they were having a drag queen show. See, my friend did it as a joke. We didn’t care because we got to go to a club and drink so it didn’t bother us too much.”
I gasped out when Derrick took my penis in his hand again and gave it a few light, gentle strokes and then he let go to continue his story.
“His cousin came to our table after his shift ended and he was dressed in drag. He told us he normally didn’t cross-dress. It was not his thing, but he did that night in keeping with the theme of the club’s show. He was a small delicate girl, smaller than you, and looked quite pretty and sexy.”
Derrick started playing with my nipples as he finished his story. “He or I should say she because she was like you, a sissy femboy, ended up taking me and one of my friends to her car and sucked both our cocks. She wanted us to both go back to her place so we could fuck her. My friend told her getting his cock sucked was one thing, but he was not going to fuck her. Me, I would have, but we had to be back at school for curfew. I told her I would fuck her another time, but only if she dressed as a girl. She agreed and soon became my sissy bitch, and I fucked her quite often after that.”
Derrick cupped my chin in his large hand and made me look up at him. “You want to be my sissy bitch, don’t you, Natasha?” he asked.
I swallowed hard and nodded. “Yes,” I admitted in a weak-sounding voice.
Derrick smiled in triumph. He knew he had conquered me. “Good, girl,” he told me. “I like my girls to cum, Natasha. Do you me to jerk your pathetic little clit until you cum, Natasha?”
I nodded my head rapidly. Derrick put his hand back around my small clit, had me spit on it again, and started jerking me off again, faster this time, as he kissed my neck and pinched my nipples with his other hand. I wrapped my thin arms around his large neck as I enjoyed the pleasure he was giving me.
It took me less than a minute to orgasm. I whimpered and moaned and when I started to cum, Derrick pinched my nipple harder and my grip around his neck tightened. My body jerked as cum exploded from my “clit” as I made feminine moans and grunts of ecstasy.
I watched as Derrick’s big hand jerked my small penis as I orgasmed. Cum shot out of my cock in large spurts and landed on the floor of the shed, my thighs, Derrick’s thighs, and my stomach as the young man kept jerking it. It was the best orgasm I ever felt.
Derrick kept milking cum from me until there was no more left. I hugged his neck tight and collapsed my head against his bare chest as I panted and whimpered. It was such an incredible feeling to be made to orgasm by this larger young man, and I didn’t want him to let me go.
“Did that feel good, Natasha?” I heard him ask.
I nodded my head, at a loss for words. I watched as his large fingers gathered up the cum that was on my stomach and he brought his fingers to my mouth.
“Taste your clit juice,” he ordered me.
I had never tasted cum before; mine or anyone else’s, and never had a desire to; but I parted my lips and sucked his fingers into my mouth and greedily sucked and licked cum off his fingers as Derrick thrust his fingers in and out of my mouth.
“That’s it, Natasha, a good sissy girl needs to enjoy the taste of cum,” he told me. “You want more, don’t you?” I nodded as I continued to suck the younger man’s fingers. I did want more, lots more. “You want to taste a real man’s cum don’t you?” Again, I nodded as I looked into Derrick’s eyes. “You want to taste my cum, don’t you?” I didn’t hesitate and nodded my head eagerly.
Derrick removed his fingers from my mouth and gave me a soft pat on my butt cheeks.
“Get on your knees where sissy whores like you belong,” he told me.
I stood up, turned around, and got on my knees in front of him. Derrick stood up and pulled his shorts and underwear down to his knees. His hard cock jumped out. I gasped when I saw it. It was huge!
Just like Derrick, his penis was intimating. It stood straight out from his thick, black pubic hairs and had to be nine or maybe even nine and a half inches long with a thick shaft. The head of his cock was a large mushroom shape that was even thicker than his shaft. Even though I was frightened by the size of his penis, I wanted it in my mouth badly. I looked up at Derrick.
“This is what a man’s cock looks like, Natasha,” he told me. “Not that girly clit you have. I bet Regina would love to be in your position right now, wouldn’t she? That sexy, black wife of yours needs a cock like this instead of your pathetic little clit.”
For the first time since I had known Derrick and all the times he made his vulgar comments about my wife, I didn’t feel the need to defend her, and his comment didn’t make me angry. I just nodded my head. Derrick chuckled.
“It’s your sissy mouth around my cock I want right now,” he told me.
“I’ve never done this before,” I told him.
He smiled and ran his fingers through my hair. “You’ll do just fine, Natasha. Just make me feel good and we’ll make sure you get a lot of practice sucking cock.”
I nodded. The thought of this not being the only time I was going to have that magnificent cock in my mouth excited me and my little clit was hard again, but I wanted to make Derrick cum more than I wanted to cum again.
I swallowed hard and took his large cock in my right hand and started to stoke the shaft. I could not get enough of looking at it or touching it. I wanted to worship Derrick’s cock. He was patient with me and allowed me to run my fingers up and down the shaft, but I knew he wanted me to put it in my mouth.
I lowered my head, pressed my nose to his scrotum, and inhaled deeply. The pungent, musky odor of his masculine scent filled my senses and Derrick smelled wonderful and I made a faint moan of pleasure from the smell. I had a deep desire to taste what I smelled.
I placed my tongue on Derrick’s hairy scrotum and started licking it, and soon was lapping at it with my tongue. His over-powerful, masculine odor tasted better than it smelled.
“You like my smelly cock, don’t you, girl?” Derrick asked.
I knew it was a rhetorical question, but I removed my mouth from his scrotum anyway. “Yes,” I told Derrick and then went back to licking his scrotum and ran my tongue over his large testicles.
“You are going to like this even better, Natasha,” he told me. Oh, how it excited me for him to call me Natasha.
Derrick moved forward, straddled my head, and turned his large body around. “Lick my taint,” he ordered me.
I started licking his taint just as eagerly as I had licked his scrotum. The taste was stronger, and I loved it.
“Spread my ass apart and put your tongue up my asshole,” he told me after several moments of me lapping at his taint.
I swallowed hard and only paused for a second. and placed my hands on his butt cheeks and spread them to expose his butthole. I licked it tentatively at first, but soon had my tongue up his ass.
“Get that tongue up there, you nasty slut,” Derrick told me.
I put my tongue as far as I could up his butt and started licking and twisting my tongue inside him. Derrick moaned out in pleasure and hearing that I was making him feel good encouraged me to tongue his asshole harder. I had spit running out of my mouth and down my chin as I was lapping at his butthole aggressively.
After several minutes of me rimming his ass, Derrick pulled my head away by my hair and turned back around, and his wonderful cock was an inch from my face.
“Glad to know you are such a nasty whore, Natasha, but it’s time you taste my cum,” he told me and pushed my head to his cock.
I opened as wide as I could and took him inside my mouth. It was not easy to take such a large girth in my mouth, but I did. I started sucking his cock. I could take only a few inches into my mouth due to my lack of experience of giving a blowjob and I gagged a lot, but I found sucking a cock, even one as large as Derrick’s, was not all that hard. At least I didn’t think so at the time; the more blowjobs I gave Derrick, the much better I got at it.
Once his cock filled my mouth, I had a sudden realization that I loved it! I loved how it felt in my mouth, how feminine it made me feel, and the taste of it. I started moving my head back and forth, taking about three or sometimes four inches into my mouth. When I tried to take more, I would gag.
My spit was lubricating his shaft, and I started using my hand to jerk it in rhythm with my mouth. Derrick’s masculine moans excited me and I felt happy I was pleasing him. I started to go faster, gagged a few more times but didn’t care, and kept jerking his cock.
“Damn, that feels good, Natasha,” the younger man told me. “You are a natural sissy cocksucker,” Derrick calling me a cocksucker thrilled me sexually.
My jaw son started to ache, but I didn’t want to stop. I did have to take my mouth off his penis a few times to catch my breath, however, but once I did, I quickly went back to giving him a blowjob.
“Fuck, baby, I’m going to cum,” Derrick grunted out.
He grabbed my head and pulled my mouth off his cock and placed it just barely into my mouth. I placed my tongue on my lower lip so I would be able to catch all of his wonderful cum. While he was holding my head still, Derrick jerked his shaft fast and hard and soon made loud grunting noises as he orgasmed.
His thick, sticky, warm fluid shot into my mouth and I swallowed as fast as I could. He came a lot, and I did the best I could to swallow it all, but some was running out of my mouth and down my chin. When his orgasm ended, I still had some cum on my tongue and in my mouth. I didn’t swallow it right away, but swished it in my mouth to taste it before I swallowed it. His cum tasted amazing! Once I swallowed what was in my mouth, I looked up at Derrick and smiled as he caressed my cheek.
“Did…did I do okay?” I asked. “Did I make you feel good?”
Derrick grinned. “You did just fine for your first time, baby. You’ll get better at it the more cocks you suck.” I was happy I made him feel good.
I took his now semi-hard cock back into my mouth and started to clean it with my tongue and to taste more of him. Derrick laughed at me.
“Aren’t you a greedy little whore,” he told me and I giggled after I pulled my head back.
I wiped my chin, licked my fingers, and picked his pubic hair out of my mouth as I watched the younger man pull up his underwear and shorts. He gave my head a pat of affection and started to walk to the door of the shed.
“You…you don’t have to leave,” I whined out. “Eegina will be asleep for hours. You can jerk me off again and suck your cock again after,” I told him in a needy and pathetic voice.
“I still have yard work to finish,” he told me and picked up the can of gasoline that he had originally come to borrow.
“Oh,” I said disappointedly.
“Don’t worry, Natasha, you’re going to suck my cock again tonight,” Derrick didn’t ask but told me. I eagerly nodded my head. “I am going to work this evening, so meet me at the school at seven. Then we will go someplace private and have some fun again. If you are a good girl, I may even let you cum.”
I looked over my shoulder at the young man. “But the gyms are all closed due to Covid,” I reminded him. I knew when he told me the school he meant the old high school he attended before he was sent to military school.
“Coach Williams gave me a key to the school’s weight room to work out in. No one will be there,” he said. Again I just nodded and he grinned at me. “You need to start dressing as the girl you are. Wear a pair of sexy panties and a bra tonight and maybe a little makeup. I don’t expect you to dress completely as a girl yet but it’s something you will work on, Natasha.”
I again just nodded and didn’t think about how I was going to do that for him. I was too excited with the prospect of becoming Derrick’s sissy bitch at that moment.
He looked over his shoulder. “Don’t cut your hair. I like it,” he told me.
Derrick left the shed with me still on my knees.
