She found out I enjoyed wearing lingerie, so, as part of our sex play, she would dress me up in her panties and bras and stockings and put lipstick and makeup and eye shadow on me. This kept me hard for her for hours and she really enjoyed all the good fucking I gave her while in drag, especially on weekends when we could spend all night and day in bed together.
This went on for about six months and I really liked being turned into a woman by Sherry, but I had a feeling that something was missing from our sexual game. As a sexy woman, I felt the need to have a man involved in our game to give me the feeling of really being a woman.
My chance to bring up the idea of having a three-way with another man came unexpectedly. Sherry had to walk home from work and a summer shower came up. A handsome stud had picked her up and given her a ride to get her out of the rain. The fact that her nice tits with big nipples were visible through her white blouse must have turned the guy on, because he gave her his number on a pack of matches.
When I got in Sherry's pocketbook for a light, I discovered the pack of matches with another man's number on it and confronted her.
"Oh, yeah, he was really nice and gave me a ride in the rain so I didn't want to be rude and not let him give me his number."
"Was he handsome?" I asked.
"You know, we weren't together long so I really didn't notice."
I saw the opportunity to present the idea of including another man in our sexy fun dress-up game we liked to play on weekends.
"Do you think he has a big cock?" I asked.
Sherry smiled slyly. "I did notice he had big arm muscles and looked like he worked out at the gym."
Now, I smiled. "So, you wouldn't mind fucking him if you had the chance?"
"I don't know," said Sherry. "You do me really good. But if I wasn't with you, I'd probably call him and make a date."
"I'm thinking maybe you could make a date with him for both of us," I said. "We could both get to enjoy his cock."
"Really? You'd suck another man's cock?" she replied.
"The thought occurs to me every time I'm dressed up like a woman. And, while I like sucking your pussy, I've been wondering what it would be like to have a man's cock in my mouth, instead."
Sherry smiled widely. "That is so hot," said Sherry. "Thinking of you dressed as a woman and sucking a big cock kind of turns me on."
"Why don't we try it then?" I suggested."It would spice things up and then we could both take turns fucking you for hours the way you like to be fucked."
I saw Sherry's nipples getting hard in her blouse and knew she loved the idea of being tag-teamed by her boyfriend and a stud from the gym. And it would be a dream come true for me, too. If her new friend was as big as she said, I'd feel just like a sexy woman and be glad to suck his cock. Of course, it was all up to Sherry. I knew no man would pass up a chance to fuck her, even if it meant they had to be sucked by her boyfriend first. That's how hot Sherry was.
Sherry moved toward me and put her arms around me then ground her cunt into my dick through our clothes. "Baby," she said. "The thought of getting fucked by a big stud from behind while I suck your cock is making my panties wet. I never thought of it before today. But it does sound so hot."
"So, you'll do it?"
She smiled. "Sure. This weekend."
We kissed and started fondling one another and it wasn't long before we were in the bedroom doing it in every position until we passed out later that evening.
Sherry called her admirer whose number she had on the pack of matches, and set up a time to have a drink with him at the local pub. We figured it would be better for her to make the proposal in person than on the telephone. He would be looking at Sherry's nice tits and her naturally pretty face and be all horny for her, so he would be more willing to let her boyfriend suck his dick just so he could put it in her.
On the day of Sherry's meeting with her admirer, we both got ready together like two girlfriends, washing each other's hair and doing our makeup and putting on sexy lingerie. It was a thrill in itself for me since I had a fetish for women's undergarments and was always hard as a rock while wearing them.
Sherry was one of the hottest women in our town and seeing her when she was dolled up was always a thrill. My friends had told me how hot they thought she was and they would stare at her whenever they came to visit. I was proud of her beauty and never felt threatened by other men since we had an incredible sex life. I figured it was no threat for them to want what I was getting plenty of.
This night would be the first time I ever shared Sherry with another man. She was such a sex maniac, anyway, so having another cock to suck and fuck would be sure to make her happy. As far as me being in drag and sucking cock, too, it seemed a natural extension of our sexy game playing so it didn't feel gay, at all. It was just kinky fun by consenting adults.
Before putting on her sexy lingerie for the evening, Sherry let me watch while she shaved her pussy. She sat on the edge of the tub and shaved every hair and even fingered herself for me while she did it. Her pussy was really getting wet from all the attention her fingers were giving her clitty and I had a big hard dick from watching her, so we had a quickie before we got into our lingerie.
Sherry wore her purple lace bra and panties. Purple was her favorite color and she called it "the color of passion." I opted for a sexy black thong panty that showed off my ass, a black lace bra and a pair of silky black stockings. When we were both dressed in our lingerie, we kissed and the feeling of Sherry's tits pushing against my black lace bra gave me an instant erection.
"Baby, you look so good," I said. "There's no way this guy is going to turn us down."
"If he does, I'll come right home and fuck you good," said Sherry.
"You can see I'm ready for it."
She looked down and saw my fully erect cock standing at attention and trying to get out of the sexy black thong.
"I want to suck it for you, right now," she said.
"I've been watching how you suck cock for the past six months and I want you to show me how to do it with our guy tonight. If his cock is as big as you say his arm muscles are, it's probably not going to be an easy one to suck."
"The trick is, whatever you can't get in your mouth, stroke with your hand. He'll love it."
I said, "I like the way you suck on my nuts. Maybe you can suck on his nuts while I suck on his cock."
Sherry smiled widely. "Good idea, baby. It's so kinky to think about, I'm getting horny again."
"Let's not get our panties wet thinking about all the fun we can have," I said. "Let's wait until we have him here and can tell him what we want to do to him."
"What if he wants to put his hand down my panties and play with my pussy on the way here?" said Sherry. "Should I stop him or let him?"
"Stop him," I said. "But rub some of your pussy juice on your finger and let him have a taste of it. That will keep him good and horny for us. Tell him he can't have your pussy until your boyfriend sucks his cock."
"That's hot, babe. Talking dirty gets my juices flowing."
"Mine, too. We are just a couple of horny sluts tonight, so let's have fun. We have some condoms left for when he fucks you, don't we?"
"Yes."
"Then we are all set."
Sherry slipped on a black cocktail dress that showed off her nice legs and revealed her big C-cup breasts very well. And I put on her black negligee over my thong, bra and stockings. We were now both hot women wanting some strange cock and, as hot as Sherry looked, we were hopeful of getting it.
Sherry walked down to the local pub to meet her admirer looking so hot that it was a wonder she didn't cause men driving by to wreck looking back at her. I was proud of my super pretty, well-built, extra horny girlfriend as she left and I was suddenly glad to be sharing her with another man who wanted her, too. Strangely, after this night, this would become a ritual we would both look forward to every weekend.
At the bar, Sherry met our date and explained to him that we were trying a new adventure in our sex life and wanted him to be our first man we shared together. He was reluctant at first, then Sherry reached under the table and started stoking his big cock through his pants.
"Does that feel good?" she said.
"Yes," he replied.
"Well, my boyfriend's lips on your cock will feel good, too."
After having two drinks together, Sherry had our date so turned on there was no way he could resist her demands.
"How good does your pussy feel?" he asked.
"My boyfriend likes to fuck me ten times a day."
He smiled. "Really? You take that much cock in you?"
"I love having that much cock in me. And I know I'm going to love having yours in me, too, after my boyfriend gets it wet with his tongue."
"Man. you're really turning me on. I'm just not sure about having a guy blowing me."
"He's all made up as a woman, so you won't feel like he's a guy. We've been role playing for months now, so it's just something new he wants to try with me."
"And you want to do it, too?"
Sherry pulled down the cups of her strapless cocktail dress and purple bra and showed him her breasts in the dark bar.
"Do you see how hard my nipples get when I think about it? Down in my little panties, my pussy juices are flowing out, too."
"Oh, baby," he said. "Let me feel it."
He reached down under the table and put his hand up Sherry's dress and pulled her purple panties aside.He put his big fingers in Sherry's wet pussy and started fingering her good. When he did, she reached for his boner and felt it getting totally solid. A kiss on his lips from Sherry sealed the deal and she was soon on her way home to me with the first stud she would bring me.
It was true that the thought of having a three-way with two men was turning Sherry on immensely. She told me later how happy she was when I suggested it. We had a happy relationship together and were good friends besides being lovers, so there were no jealous feelings in either of us. The fact that we both liked the same hard cocks actually made us grow closer. Sometimes we would suck on a cock at the same time while we gazed in each other's eyes, making us both feel wonderful.
When Sherry entered our apartment with the tall muscle man, I was as nervous as a girl on her first date. After all, I knew what a man wants from a woman and I was coming to terms with the idea of sucking my first cock. How many girls have gone through the same nervous emotions, I wondered. Would he think I'm pretty enough? Would he be rough or gentle? What if he trys to make me swallow his cum?
When I told Sherry about this later, she said it reminded her of her first time giving a blowjob to a man. She had been waiting for a bus when she was 17 and an older man picked her up and gave her a ride. He turned the conversation to sex and asked her if she had ever given oral to a man. She said no, and he told her it was time she learned. They went parking and she sucked him off really good and learned how much she enjoyed it. She said sucking cocks good made her feel special. So, she was happy to hear I enjoyed it, too, after our first date came calling.
I don't know how other guys feel about their girlfriends, but mine was so damned hot that it was a tremendous thrill for me to share her with big studs. Seeing how turned on she made them after just meeting her became a turn-on for me in itself. When she brought them in the door their cocks were already hard and she soon stripped them out of their clothes and got them naked on the couch. Then I would join them and get to suck their cocks while Sherry kissed them on the lips. This way they weren't paying attention to me and were concentrating on her while I enjoyed giving head to them.
We hadn't discussed how we would proceed when Sherry got our date home. I was in the bedroom and let her have the living room. After coming in to let me know she brought him, Sherry went back out and stripped out of her cocktail dress while he watched. In just her purple lace bra, panties and high heels, she proceeded to remove his pants and shirt and underwear while I watched from the bedroom.
When I first saw how big his cock was, my heart started pounding faster. He was 6 feet 4 inches tall and had a humongous boner, at least a foot long. My panties got wet with pre-cum while looking at it. What a little wench I am, I thought. The sight of a big cock was turning me on and I didn't even have a pussy to put it in.
When I came out wearing Sherry's black negligee, she was kissing our stud with an open mouth. Both of them were twirling their tongues together. And I couldn't wait to twirl my tongue on his big 12 inch cock. Oh, the excitement of becoming a full-fledged cocksucker was too much. It's what Sherry had felt when she got picked up by the first man she had given oral to and it was what I was feeling. It's no wonder to me that so many men get into it. We are sexual beings and giving oral is so universal.
When Sherry and our date noticed me in the room, they stopped kissing for a moment. Both looked at me. Then Sherry spoke.
"This is Curt, honey."
"Hi, Curt," I said.
He smiled. "Hey, you know, you don't look bad in that get up. Pretty sexy," he said.
"It's mine," said Sherry. "Like I told you, we got into role playing. But you're the first man we've had join us." Then Sherry looked at me. "Curt gave me a ride that day I was caught in the rain, wasn't that nice of him, honey?"
I nodded yes.
"Oh, man," said Curt. "The way you could see your nipples through that wet white blouse, a thousand guys would have stopped and offered you a ride."
Sherry smiled at him."But you did, baby. You're my knight-in-shining armor." She reached down and grabbed his immense cock and held it up to me. "Doesn't he have a nice cock, honey."
I smiled. "He sure does."
"I can't wait to feel it in my pussy. But I told Curt you have to suck it first."
"Come over here and let me take you out of that negligee," said Curt.
This was the first interest he showed in me and it broke the ice between us. Like a sexy woman on the loose, I stood with my back to Curt while he undid the buttons and loosened the waist strap on the negligee. As the sheer black gown fell to the ground, I felt so feminine. And Curt was happy when he saw my hot ass in the little black thong.
"Woah, boyfriend," he said. "You have a nicer ass than Sherry does."
Sherry laughed. "I tell him that, too."
"Well, I'd like to fuck his ass while I suck your titties"
The thought of getting my ass fucked by a 12 inch cock sounded thrilling to me and I was hoping Curt was not joking. While we had only discussed me sucking his cock, it seemed a natural progression in my dual life as a woman to be fucked in the ass, as well. Having Sherry let a man suck her big C-cup titties while he fucked me in the ass became a trick we used to get men who weren't bi-sexual already into the act and I was glad Curt had suggested it.
Now, I was simply a sexy little slut who wanted to devour a big cock for the first time and I felt all the fear and inhibition leaving me. By discussing what we wanted aloud, it took the nervousness out of the situation and I was ready for Curt to feed me my first cock while he kissed Sherry and played with her tits.
Sherry was fantastic that night and so helpful and understanding. She knew every emotion I was feeling and seemed to be feeling them, too. We were both a couple of nymphos who needed men's big cocks to please us and we were discovering more and more about our sexuality. Before the night was over, we would discover how much Sherry enjoyed having me put my cock in her ass while Curt fucked her from the front. Later, after Curt fucked me in my ass, we would come to learn that we both felt similiar feelings down there and we grew to understand each other's need to be dominated by a man's cock.
It was amazing discovering all the positions we could do together by adding another man to our bed. But, right now, I just had to get my lips on that big cock of Curt's. He was handsome in a rugged way and I was not jealous of him since my interest in him was heightened by his good looks. Call me starnge, but I really learned to enjoy looking at a handsome man with a big cock while I sucked him to completion and I hold nothing against any man or woman who does the same.
My only concern was Curt's reaction when he saw my own cock down in my little black thong. From behind, I looked totally like a woman but from the front I was afraid I might scare him off. I had my back to him still and did not turn around for a moment.
"Why don't I get us some drinks in the kitchen while you two kiss some more?" I said.
"Sure, a beer sounds good," said Curt.
"I'll take a glass of wine," said Sherry.
I proceeded to walk toward the kitchen while Curt enjoyed the view of my nice ass in the black thong.
"Baby, your boyfriend has a nice ass," he told Sherry.
"I bet you before the night's over you're gonna want it like my pussy," she said.
Then she started kissing him again while I went to the kitchen for a beer and two glasses of wine. I decided to drink wine, too, since it would make me seem more feminine to our manly guest. When I returned from the kitchen they were kissing each other and Sherry was taking off her purple bra so Curt could suck her tits. This was my chance to get to his cock while he sucked her tits and didn't notice my cock and balls in the little thong.
The sight of Curt's tongue twirling around my girlfriend's tits was such a turn-on I hadn't expected. All I had been thinking about was the pleasure of twirling my tongue around his big hard 12 inch cock. Now, I was even more turned on than I could have imagined. Knowing Sherry would be getting lots of pleasure from this hadn't occurred to me until I saw the passionate look on her face while Curt sucked on her big nipples, alternating between the two of them.
After I set our drinks down, I quickly took a seat on the floor in front of the couch. I reached for Curt's big 12 inch cock like it was a new toy I could play with. He was sucking on Sherry's tits and didn't notice me, at first. The feeling of having his boner in my hand was incredibly sexy and I knew at that moment that pleasing men while dressed as a woman would become a favorite sex act of mine. Suddenly, Curt noticed me stroking his mammoth meat.
"Who's that down there?" he said.
I spoke with a sexy girly voice to my new lover. "Hi, baby, I'm Fellatia, your new girlfriend, the one whose ass you like. Remember me?"
"Hell, yeah, I remember. I never forget a good ass."
"Is it okay if I have your cock, Big Curt."
"Oh, yeah, Fellatia. Suck it like a good slut."
I looked at Sherry."Sherry, why don't you help me. I'll pick up where you leave off."
"Oh, yeah, having two hot bitches suck my cock sounds even bettter," said Curt.
Then Sherry asserted herself. "I think you should have it, first," she said. "After all, you're the bitch who wanted it. You told me after you suck it, I can fuck it. Hurry up and get sucking, baby, so I can fuck it, soon."
Whatever it was about Sherry's words, after all she was being my coach, but I suddenly felt the freedom to suck Curt's cock like a girl. We're just litte bitches and expected to do our duty for a man and that is what Sherry was telling me. Every bitch wants cock to please and, right now, I was that bitch and this was my cock, the first of many I would come to want.
With a big smile on my face, I leaned forward and put the big head of Curt's cock inside my lips. A million emotions ran through my body as I realized this was it. I was now becoming a horny little cocksucker who needs men to please every time she wears panties.
Suddenly, I remembered how I had first started dressing up for Sherry. One day, I came home from work and saw a pair of Sherry's panties on top of the laundry basket. They were just a regular cotton pair with flowers on them but I picked them up and noticed there was a wet spot in front where her pussy touched the panties. I smelled the spot and the pungent aroma of Sherry's pussy juices made me instantly horny.
Having her panties in my hand while getting a hard-on, I decided to strip out of my clothes and put them on. Like I said, they weren't her sexy, silky panties, just a regular cotton pair, but they still made me feel incredibly sexy and horny to be wearing the little bikini bottom with flowers on it.
I laid down on the bed wearing only Sherry's panties and I started rubbing my cock through the panty. Suddenly, I felt like a girl laying on her back on a bed waiting for a man to fuck her good. The feeling was intense and I felt like my hard-on wouldn't be satisfied until I had a big hard stud's cock to please. It didn't occur to me then, but now, with Curt's cock head in my lips, I was realizing when I first felt like sucking a man's cock for him.
I had started wearing Sherry's panties around the house when she wasn't home and when she caught me one day, instead of being mad, she thought it was cute and kind of kinky. That's when we started playing dress up as our sex game. And since Sherry was going to beauty school at the time, she liked putting makeup, lipstick, and eyeliner on me for practice.
Now, here I was, totally dolled up like a beautiful woman, wearing a sexy thong, bra and stockings and sucking on a strange man's big cock. It was the kind of cock that men like to brag about having, so having it in my mouth made me feel dainty like a little lady with her big man.
All the sexual feelings I felt playing dress up with Sherry were culminating in this moment. The fact that I could never go back to just having straight sex with women didn't occur to me. I didn't know I was going to enjoy sucking on men's cocks until I had Curt's cock in my mouth and felt the sexual power that big cocks have. I felt like I was just a sexy girl with a little clitty in my panties while I was between the big strong legs of a hunky man.
"Ah, babe, you're really good," said Curt as I sucked his big twelve inch cock and stroked it.
Sherry's advice about stroking whatever you can't put in your mouth was really helpful.
"Suck it, baby, suck it," said Sherry.
Encouraged by Sherry and our suitor, I started putting more and more of the mammoth cock in my mouth and slurping on the sticky pre-cum that was oozing out of the tip of it.
"Oh, yeah, oh, yeah," said Curt. "Suck it like a good little bitch."
I was really working it good with my eager mouth and stroking the big shaft which made my hand feel so small. This was it, I thought, I was now a full-fledged cocksucker like Sherry and all my fantasies about doing it were becoming a reality.That fantasy that started that day I wore her flowered, cotton, bikini panties and laid on the bed feeling like a woman wanting a man. And knowing that Sherry was the one who got me the man made me realize how much she loved me. There was nothing she wouldn't do to please me.
While I stroked Curt's cock and sucked him, Sherry was busy kissing him.With my free hand, I reached over inside her purple panties and slipped my fingers inside her sloppy pussy that was already wet from all the horny action with our big stud.
It was no wonder that big cock studs would become my very favorite ones to please. Curt's big cock made me feel like such a horny little slut I wanted to suck it all night. I was just being nice to Sherry by fingering her pussy. The large cock in my mouth was what I really wanted. It was the reason I was feeling so much pleasure down in my little thong panty. Men were welcome to fuck her pussy all they wanted, as long as I got to suck their cocks first.
The intensity of having two feminine beings giving him pleasure was too incredible for Curt. I was happy that Sherry had insisted on me sucking his cock by myself. This way, I knew that I had what it took to please a man orally. Otherwise, I would just have figured they were only wanting her wonderful lips. So, when our big stud started spewing cum in my mouth, I felt like a sexy little dollboy being rewarded for her efforts. The milky, salty sperm quickly filled my mouth and our stud was still cumming.
I pulled my head away but still stroked his thick twelve inches for him while more loads of cum continued to spew out. That's when Sherry came down and licked up some of it, too. It was so hot watching my girlfriend with her bright red lips going down on another man's love tool that I forgot to swallow the load in my mouth.
When she finished slurping up the rest of Curt's warm cum, Sherry looked at me and smiled. She knew we were sharing the same delicious pleasure of being sexy little sluts for a man and she was glad to see how much I enjoyed being like her, a cum-hungry bitch who can't get enough cock in her and always wants more. It felt like I was becoming like Sherry.
She looked at me and said, "Now, swallow it, baby. Men love it when you swallow their cum. It makes them feel like their cocks have power over you."
I did as Sherry told me and we held hands as we both swallowed our lover's warm cum at the same time. It made us feel really close like two girlfriends sharing the same boyfriend and it became something we both enjoyed doing every weekend.
"Mmmm, baby," said Curt to Sherry."Your boyfriend sucks cock really good."
Sherry smiled like a proud teacher. "He should. I taught him, myself."
It was true that Sherry was the woman who had given me the most blowjobs and the one who enjoyed doing it the most. The fact that I would become an expert dicksucker who lots of men enjoyed getting blowjobs from was inevitable after being with such a gifted slut as Sherry. We felt like sisters at that moment.
After we finished swallowing all Curt's scrumptuous cum, we made a toast with the drinks I had brought us. Sherry and I were still seated on the floor between Curt's legs as we toasted with wine and Curt with a beer to "new friends."
Now, it was time to get Curt's big tool ready for action with Sherry. I did the honors by reaching for it and stroking it a few times for him.
Sherry said, "Honey, you want to suck it some more?"
I smiled up at Curt. "I sure do. But I think you need to fuck him instead and give me a blowjob while you do it."
"Shit, yeah,"said Curt."That sounds hot as hell."
"She likes to be fucked from behind," I said. "We can go to the bedroom and I'll lay down for Sherry to suck and then you come in in a few minutes and slip it in her from behind."
The pressure of my fingers and palm on his cock and the thought of fucking Sherry's wonderful pussy was making Curt hard again. We were in for a long night because Sherry loved being fucked and I knew it. As soon as Curt would shoot his load into a rubber and pull it out of her, I would slip mine in and we would keep her filled up good.
One time, when I went to slip it in her from behind the way she liked it, my cock accidentally went into her asshole instead. She quickly said,"Ohhhh."
"What?" I replied.
"That felt good," she said.