Being a sixteen-year-old tranny-in-training, I was glad to have an older man with a big cock to satisfy, every day. His cock was so much bigger than the boys my age had, so it turned me on more. It was even bigger than my college boyfriend Brett, the handsome lifeguard at my community swimming pool. Brett and I were having a secret affair in the pool house every day and my neighbor Ben figured it out and he wanted in on the action.
Although Ben was married to a cute wife with a nice body, he enjoyed sucking cross-dresser's dicks and fucking their tight asses. He had just filled my ass with a big load of his hot cum, for the first time. Now, we were laying on his living room couch while he hugged and kissed me like I was a sweet girl.
"Your ass feels amazing on my cock, Courtney," said Ben. "It's even tighter than Jennifer's."
"Well, I'm sure hers might be a little worn out from that big twelve inch cock of yours. But it feels so good inside of me. You can wear my tight little ass out all you want, Ben baby," I said. "You just had my virgin ass. Now, you can have it all you want, big boy. Yours is the kind of cock I was dreaming about in my bed at night while I was fucking myself with my ten inch vibrator. I dream of having a big cock in me, every night."
"Well, you should have one in you, every night, Courtney. You're a cute and sexy boy, who I'm sure lots of men will want to fuck."
"Do you think so?" I replied.
"Yes. Your ass feels as good as any tranny boy's ass I've ever fucked in the sex clubs. I know a good ass when I feel one. And your ass feels terrific."
Ben reached down and squeezed my ass cheek and smiled.
"You can come over here and I'll put my cock in your ass, any day of the week."
Getting such an offer from the married man next-door made me feel like a sexy girl-next-door. He had already told me that his wife, Jennifer, said I could wear her lingerie to turn on her husband, too. Now, he was inviting me to fuck and suck with him, every day like she did. These kind of offers don't come along every day, so I knew I would take advantage of the offer.
I was already enjoying sucking my boyfriend Brett's big nine inch long, five inch diameter cock in the pool house during his breaks from his lifeguard duties. The pool would close between three and four in the afternoon, so Brett could work on the equipment in the pool house. After he saw me wearing my sexy hot pants and flirting with him like the girls did, Brett took me into the pool house and let me work on his equipment, a nice niner and big shaved balls I liked to lick.
Brett was a handsome, blonde, college boy and he really turned me on a lot. I would wear sexy panties for him and strip out of my hot pants in the pool house and let him make out with me while I wore nothing but panties. I would stroke his cock and get it big and hard for me, down in his swim trunks. Then I would get down on my knees and take off his swim trunks, while he took off his wife-beater t-shirt.
Then, I would give Brett a nice, long slow blow job. I looked up at his six-pack abs, big pec muscles and his handsome face and blue eyes and blonde hair, while I reached down in my panties and played with my clitty dick like a girl fingering herself. I would make Brett's cock and my clitty both feel wonderful and cum, at the same time often. Brett's cum tasted so good to me the first time. I liked sucking his cock three, or four times a day and swallowing for him like a good girlfriend should.
But Brett was a "straight" guy who had a girlfriend back at his college where he was heading after the summer was over. So, having my big, handsome, hairy neighbor fuck me with his twelve inch cock and offer to do it every day was wonderful timing, since Brett would be going back to school in six weeks. In the meantime, I could enjoy being with him at the pool and being with Ben at his house. And I planned to end the summer having them both do me together.
I was a little nervous about being with Ben and his cute wife Jennifer, at the same time. I had never been with a woman while wearing panties and I wasn't sure how I would feel doing it. She was a cute twenty-seven-year-old brunette, who was my size and I was friends with her, too. Now, she was about to become a friend with benefits like her husband was to me, after that first fuck.
Both of us wanted to do it, again and again. We were still horny for each other even after Big Ben pulled his huge cock out of me. Some of the warm liquid of his sweet cum leaked out of my ass and down my leg and Ben used my red panties to clean it off for me. And right away, I wanted his cock in me again.
"You can wear a pair of Jen's panties," he said. "I'm sure you two are the same size. I know, after holding both your waists while you rode my cock."
"Do you know what would be nice?" I said. "For you to fuck me in the bedroom like you do Jennifer."
"Oh, you want to be fucked again?" he said astonished I was still wanting more of his cock, so soon.
"Only by you, Big Ben," I said.
I reached down and stroked his soft cock trying to make it hard again. While I did this, I kissed him on his hairy face and felt his beard tickle my chin.
"Mmmm," he said. "You're a sexy little thing, you know that?"
"I know," I replied. "That's why you brought me here to fuck me. Now, I want you to carry me upstairs to your bed and fuck me like you do Jennifer."
Ben smiled like a man whose cock was happy.
"Oh, you want to get into some of Jennifer's sexy clothes and wear them for me, don't you?"
As I stroked his cock, I felt it growing harder for me.
"I'd like to do that every day for you, Big Ben boy. All the sexy things she does, I want to do for you, too."
"Okay! Great!" Ben said with a smile. "I love cross-dressers more than I like real women. I only married Jennifer because she was kinky enough to go to the sex clubs with me, so I could suck and fuck with cross-dressers, all night. But having a cross-dresser for a girl-next-door is even better than that."
His cock was now getting stiffer while I stroked it.
"Let me suck this for you, baby. And get it ready so you can fuck me again, handsome."
Ben raised his arms above his head in a "hooray" gesture.
"Oh, man, I can't believe I have a horny little cross-dresser living next-door to me who wants to fuck me, every day. Man, this is great."
"You're going to give me three or four cum loads a day in my ass," I said.
I bent down and put the big head of his growing cock in my mouth and licked it like ice cream, while I looked up at Ben, seductively. And the fact that I was licking his cock after he had it in my ass was really turning him on. Only slutty girls, like Ms. Universe in her sex video Ben showed me, will suck a man's cock after it comes out of her ass. I wanted Big Ben to know I was as slutty as the former Ms. Universe he liked watching.
I stroked his cock and licked the big mushroom head of it, at the same time. I loved sucking on Ben's big glans, the same glans that stimulated my ass so good. I wanted his cock as hard as it was the first time he put it in me, even though he had just shot a big load of cum inside of me.
"Courtney, you're going to be the sweetest little slut-next-door a couple ever had to play with."
"That's me. Your sexy plaything-next-door," I said smiling up at him while I stroked his massive meat feeling like Jane swinging on Tarzan's vine. "Now, take me to your bedroom and fuck me like I'm your wife, you big hard stud."
"Oh, you can't wait to get into her little panties, can you?"
"And get her husband's big cock back into me," I said stroking him good and smiling at him.
"Oh, man, you can come and get it in you every day here, baby."
"I know. And don't forget nights, too," I added smiling.
"You're a good little horny bitch boy, aren't you?"
"And you're a big stud that a horny bitch boy loves," I said stroking him hard. "Now, take me to your bed and fuck me hard like I'm your wife. I want to feel like you're my husband fucking me, this time, handsome."
"You bet!" said Ben.
He picked me up in his big arms and carried me upstairs to the master bedroom naked. I had his big boner in my hand stroking it to keep it primed for my mouth and ass, all the way upstairs. My dickie was hard as a rock from the sexy feeling of having a handsome man's twelve inch cock in my hand. I felt like a little bride being carried to her husband's bed, for the first time. And I wanted my stud hubby to fuck me good, for hours and hours, with his big hard stud cock that I loved so much. And when he wasn't fucking me with it, I wanted it in my mouth so I could suck it after he fucked me like I saw Ms. Universe doing in the hot video Ben showed me. I wanted to be slut number one to Ben and Brett.
"Baby, your cock feels so good. I wish I was Jennifer, so I could have it, all night too," I said.
"Why don't you spend the night with Jennifer and I, tonight, Courtney? It's Friday, so Jen doesn't have to work tomorrow. We can all stay up late and sleep together, tonight."
Having a handsome horny man inviting me to spend the night with his cute wife in bed pleasing his big twelve inch cock like two girls for him, all night, sounded great to me. And getting to wear Jennifer's sexy stripper outfits for her husband was going to be a wonderful treat, in itself, and one I was about to enjoy. He set me down when we got into the big master bedroom with the king-size bed fit to hold my six-foot-seven stud neighbor man.
"I'll be glad to spend the night, Big Ben baby. Your cock turns me on something fierce."
"Do you like it better than your boyfriend Brett's."
"I like it in my ass and he doesn't give it to me in my ass. So, I want you to do it for me, instead. He'll still be my boyfriend. He even lets me give him blow jobs in the movie theater when we go see movies. And in his car while he's driving, or in the park at night. I don't just blow him in the pool house, anymore. Plus he's going back to college next month, so I'll need some other boyfriends, anyway."
Big Ben saw the lonely girl in me who needs a man to love her. He reached out and took me in his arms and stepped forward and kissed me hard on the lips. His big cock dangled against my hard clitty dick and I was ready to be fucked by my new lover, immediately.
"I'll be glad to treat you like a little girlfriend, Courtney. And Jen can give you pointers on being a girl and teach you to dance as a stripper for men. You'll have a great time with both of us, no strings attached. You can still have your other boyfriends and Jen will share her stripper outfits for you to wear for them. She has a whole closet full of them your size. She had to wear a different outfit every night, so she has like fifty some outfits to wear."
"Tell her, I'll wash every one of the panties after I leak my juices all over them while I play with your big dick, handsome."
Ben bent down and kissed me again and I felt just like a sweet girl-next-door having a dirty little affair with her older neighbor man, who liked fucking her in the ass good. Doing it with a man in his bedroom feels more special than doing it on the living room couch. I was ready to be treated like a little bride, with her big strong husband in bed and I wanted some bridal lingerie to wear. Being naked with a man might turn him off, so I wanted some sexy things to wear for him to give me the confidence of a girl in bed. I stroked his big cock and smiled up at him.
"I love having your cum inside me," I said. "And I want lots more, today and tonight. I want you to treat my ass like it's a little cum bucket. But first, I want to put on a garter belt and panties and a bra and stockings before I get in bed. Why don't you lay down on the bed and stroke your cock while I take a look in the closet for something to slip into like a stripper?"
I stroked his cock good for him again, as he laid back on the bed. Then I sat on the edge of the bed stroking it for him while staring into his sexy blue eyes. I loved men with dark hair and blue eyes like Ben had. His big hairy cock felt wonderful in my hand while I stroked it for him. I took his hand and wrapped it around his cock, too. I had him stroke his cock while I licked the big bulbous head of it good for him like a horny little wife.
"Oh, yeah, baby," said Ben. "You know what I like. Get my cock head nice and wet for that tight little ass of yours, baby doll."
I spit on the head of his cock and smeared it around with my tongue, stimulating his sensitive glans. Then I licked the entire length of his twelve inch cock from his hairy balls back up to the bulbous head like it was a giant ice cream cone. And I felt like a lucky girl to be licking it.
"Keep stroking it for me, baby," I said smiling at Ben. "I'll be right back."
I leaned forward and gave him a soft peck on the lips and then I hurried off like a cute little wife to the closet where Jennifer kept her stripper outfits. She still liked wearing them to the sex clubs with Ben, even though she wasn't a professional dancer anymore. Ben explained later that she only danced to earn her way through college and she was now an accountant working for a large company with great benefits that dancers don't get. But still, being a stripper sounded like a better way to make a living than being an accountant to me.
Entering a stripper's wardrobe room is like entering a-whole-nother world. There were so many sexy little outfits all hanging up on hangars and stiletto high heels on racks to match all the sexy outfits. It was a virtual little paradise to this sixteen-year-old tranny-boy-in-training. All of Jennifer's sexy outfits fit me perfectly, except I needed a little padding in the cups for my titties. I quickly picked out a white bridal outfit with white stockings, a lace garter belt with straps, a little lacy G-string and a little matching bra with small cups. It even had a white veil like a bride wears.
I put the sexy outfit on, including the veil that gives a woman mystery and intrigue. I felt just like a sexy little bride getting ready for her husband on her wedding night, the night a girl guarantees her husband's cock will be loved the most. It felt so naughty to put on the sexy little white lace G-string that I knew would make Big Ben want to fuck my ass even harder than he had already. I was learning fast that showing off her ass cheeks is very rewarding for a horny girl. And as much as I liked wearing full cover rear panties, I was about to learn that men's cocks prefer G-strings and thongs to make them hard, girls.
There is something about a girl's ass that a man's cock can't resist. Maybe it's because the two soft mounds of a girl's ass cheek looks like a good place to slide their big cocks between. Whatever it was, I was about to learn that if I wanted Ben to be ready to fuck me hard, all I had to do was wear one of Jen's G-strings, or thongs for him. This man absolutely loved fucking horny little bitches in their tight little asses. The fact that his cock was so big and thick made him a stud who could hurt a girl with his cock. And that made him as great a catch to me as it did to Jen.
So, I really did feel like I was married to Ben and ready to please him in bed for the first time when I came out of the closet wearing Jen's bridal outfit for her husband to see me in and get turned on for me for hours. I planned to leave the bra and stockings and garter belt on while he fucked me, after letting him take off the little G-string to get at my tight little hole. And I was ready to moan like a little bitch while he pounded his cock into me for hours, today and tonight.
The practice I got for the past three months, dressing up and using a ten inch vibrating dildo on my ass during my auto-erotic sessions made my ass ready to have a big cock in it. And even though the big head hurt when Ben put his huge cock in me, it was a sacrifice I was willing to make so I could feel like a sexy, little, cum-filled, cock-loving girl in Jen's sexy stripper lingerie.
"Damn, you look good," said Ben when he saw me exit the big walk-in closet wearing Jen's white bridal lingerie with the veil up.
"I think a girl should give her husband a real good sloppy blow job on her wedding night, don't you?" I said with a sexy girly voice.
I put the veil down and began humming the bridal march song while doing a bridal march toward the bed in my sexy outfit, feeling like a horny little wife about to blow her husband's cock for him.