His parents were gone for the weekend and his sister was in another state at college.

He invited me over to his house for the weekend. We planned to play Xbox and stay up late but we also knew there would be more than that. At least once a week we were experimenting and exploring with each other. I was wearing some panties for him every time I got a chance to. Sleepovers, overnight school trips, long bus rides, every Wednesday before our baseball games. Any chance I had to please him I would do it.

When he locks the door behind me after I walk in he immediately asks, “So did you get nice and smooth for me?” I smirk at him and pull down my gym shorts exposing my smooth ass in a thong that I stole from an aunt. He walks over and pullls my thong to the side. He slides his hand between my cheeks and gently rubs up and down. Then he pushes me against the wall and pulls my shorts all the way down. He feels my smooth legs and reaches around to grab my smooth girl cock. He always inspects my body when we hook up. He gets on his knees behind me and starts gently kissing and caressing my ass. I can’t help but close my eyes and moan. He spreads my ass and shoves his face in. He tells me I smell good and taste good. I always took care of my ass pussy and body since we had started booking up a couple years prior. At this point I was well accustomed to maintaining my femboy body for both of my friends’ pleasure. When he stands back up he presses his cock against me and asks me if I want his dick. I whimper “yes please baby.” He rubs his cock between my cheeks, grabs onto my fem cock and balls, and I turn my head and we make out. After what seems like both an eternity and an instant, we stop and he starts walking up the stairs where the rooms are. I follow him thinking he’s about to impregnate me in his room. But we get to the top and he goes into his sister’s room. I follow him.

We walk in and he asks me if I would like to try on some clothes for him. He said that his sister still had a lot of clothes there that didn’t fit in her dorm room closet. I open the closet to see it was a walk in. Inside there are so many clothes. She had dresses, skirts, blouses, a whole drawer of panties, thigh high socks and stockings, and pantyhose. Basically an entire wardrobe to customize what I’m wearing for him. He told me to pick some things out and that he’ll be right back. I choose some lace see through panties, a matching bra, a mini skirt that started to show my ass cheeks if I bent over just a tiny bit, some thigh high socks, and a cute crop top shirt. When I grab the clothes my friend comes back and hands me a bag. Inside it are 5-6 wigs. I asked him where they came from and he said sometimes his mom and sister buy wigs for Halloween and they just keep them in the bag after one night of use. They were long and wavy wigs. Only one was short and pink colored. At this point I hadn’t worn a wig yet. I had worn plenty of panties for my friends, sucked both of them off in a cheerleader skirt, but never with a wig on. I chose a long wavy black hair wig. I’m so horny for him at this point. I can’t wait to dress up. He sits on the edge of the bed in the room. His dick is still rock hard trying to escape his shorts. I ask him if he wants me to change right now. He told me yes then gets up and walks downstairs. My heart is racing. I’m so turned on. He’s making me dress up and go to him. I had never walked around a house dressed as his girl. We’re trying a lot of new things and I’m loving it.

I dress up. I find some lipstick in her bathroom and apply it. I walk down the stairs and I hear the Xbox going in the living room. The couch is pretty big but I sit down right next to him. I grab a controller and sit pretty waiting for him to finish the round. He tells me, “okay we will 1v1. If I win then you have to suck me off. If you win then you can sit on my face.” I was so turned on. We agreed to the terms and started playing. I was not trying to win and it was really obvious. He kept chuckling when he would score because he knew I was basically letting him win. I really wanted to suck his dick already. Between points or while we waited for cut scenes to finish he would put his hand on my thigh right against my girly bulge. It would make my heart jump and my ass pussy squeeze. Being fem for him and pleasing him was all I wanted to do. You know. Good girl things.

Finally the game ends and he’s up by a ton of points. We put the controllers down and look at each other. He looks at my lips and down too my outfit. He smiles and then leans over and we start kissing. I grab his cock and feel it through his shorts. He’s so hard for me. I lay back on the couch and he gets on top of me. I open my legs for him. We’re kissing so passionately. I feel so feminine wearing girly clothes and feeling his cock rubbing against my fem stick while we make out. He starts kissing my neck and I let out a moan. He kissed me like he wants me. Like I’m his. He goes from my neck to my collar bone. Down to my stomach. He lifts up my skirt and kissed my girl cock all the way down. Then he says “lay on your stomach.” I tell him “but you won. I’m supposed to suck your dick.” To that he says “Well I won so I get what I want anyway. Turn around and let me play with your ass baby.” I turn around on my tummy. He immediately spanks my ass and says “oh you’re a good girl for dressing up for me. You look so sexy.” He continued to spank my ass and I can feel how warm and red it is. Then he pulls my ass apart to expose my ass pussy. Nice, smooth, clean and ready for him. He starts licking me. I’m moaning uncontrollably. It feels so good when he licks me. I’m rubbing my girly cock which is so swollen and dripping pre cum. He then moves up kissing along my back, up to my neck, and places his hard dick between my ass cheeks and starts teasing my hole. As he’s rubbing his dick between my cheeks we’re making out passionately. Between kissed I whimper out if he would please let me suck his cock. He asks me, “Yeah you want to do that for me like a good girl?” And I say “yes baby please.” He sits up on the couch and grabs a controller. He then instructs me to get on my knees and suck his dick while he plays Xbox. I love to please him. His dick is hard as a rock and wet from rubbing on my ass pussy after licking it. He starts up the game and Im jerking him off. I want to wait until he starts playing to see if I can get him to mess up lol. When I hear the round start I immediately begin to kiss his balls. They’re hanging low and they soft. God I miss his balls. They were big and could both fill my mouth. He’s trying his hardest to concentrate on the game but he’s moaning and breathing hard. His dick is throbbing with every kiss and suck on his balls. When I start sucking his cock that’s when he’s really distracted. He starts calling me a good girl and complimenting on how well I’m sucking his cock. He tells me how sexy I look dressed up again and that I look good like a girl. Everything he says makes me suck him more passionately. I’m really distracted myself because I love to suck his dick. Sometimes I would think about it in class and I would get so turned on that I would have to excuse myself to the bathroom and play with myself in a stall while I thought about him. I stop sucking his cock and stand up in front of him. I turn around and show him my ass. He spanks me while I bend over on full display for him but he’s still pretty focused on the game. I ask him, “Do you think you can last longer inside me while you play Xbox?” I sit on his lap facing him. Our cocks pressed together. I start grinding on him and moaning gently in his ear. I can’t wait any longer to feel his dick thrusting inside me. To my surprise I didn’t have to wait very long because he picks me up some moves his dick between my legs and sets it perfectly at my hole. I start to move down on it. My ass pussy is so tight and the head of his dick is girthy. I slide it in and immediately let out a loud sissy moan. We have a house to ourselves so I really let my inner fem come out. He says “fuck that’s so hot.” I start kissing him as his cock slides in me inch by inch. Once I get all the way down and his whole Dick is inside me he lays his head back and the controller falls off the couch to the floor. Now he is mine and paying attention to me. I start riding him. It’s so hot. Even now I can easily imagine this moment when he dick is filling me completely. It’s amazing. My girl stick is hard and dripping precum still. He grabs it and rubs the tip while we make out. I’m moaning and saying “yes baby!” While he says “good girl. You’re such a sexy little girl.” The he picks me up off his dick and tells me to bend over the couch. He says “I’m going to cum inside you and you can clean me off with your mouth okay baby?” I turn around on the couch, knees on the seat, and my elbows on the backrest. He pulls down my skirt and takes off my crop top (well not really mine lol). He fingers my ass pussy and kisses my back. I love it. Then he gets behind me and slides his cock right in. He pounds me. I feel his balls slapping against mine. He’s breathing hard and I’m moaning so loudly. My sissy cock is flopping around hard all over the place. Precum dripping. He says he’s about to cum. I always knew when it was about to happen. Suddenly I feel warm thick cum fill my guts. I swear I can feel it all the way above my belly button. He moans with pleasure so loudly. I’m tugging on my girl cock and he asks me if I came too. His dick is still inside me. I tell him no but I’m really close. He then keeps stroking inside me! I take myself to the edge and tell him I’m really close. He starts pounding me harder and deeper. I can’t believe his cock is still so hard. I let go of my fem cock and he pounds me. I feel the build up with every stroke. Finally I let out a whimper and a moan and my fem cock squirts. My legs shake, my pussy contracts, my friend moans and says he likes when I do that. I’m so weak and fulfilled. He pulls his dick out and I’m still there bent over the couch vibrating. His cum drips out of me and I feel it going down my girly balls. He sits down next to me and I get off the couch onto the floor on my knees and I start cleaning his cock off like a good girl. My ass pussy still dripping cum and my sissy cock now limp but dripping cum.

He got lucky with an amazing big cut cock and I got lucky that he wanted to pound me every week for four years. If the other girls at the school got a hold of him I might’ve lost him. But I guess boi pussy might be just a little bit better than girl pussy lol. You be the judge.