It Started with a Notebook

It all got started with a much needed trip away from home. My wife Danielle and I have been very much in love for years, and we decided to take a vacation away from where we live. Our love life had been dwindling a little lately and we both needed a vacation, so we decided to try and kill two birds with one stone.

We booked a long weekend trip to Casino City at a hotel my wife had stayed at with her best friend a few years ago. She loved the hotel because it had good beds and a nice restaurant, not to mention a great view of the city.

While on the flight, Danielle handed me a little spiral notebook and a pen. "What's this, my love? " I asked her.

"I want us each to write down some sexual fantasies that we can try out on our trip. There's no limits and we can't deny the fantasy unless it's impossible. No looking, we're gonna reveal them when we get to the hotel. We'll take turns of course, but I get to go first! "

Well, that certainly produced an instant hard-on, causing me to shift in my seat to my wife's delight. We both spent the rest of the flight writing, giggling like teenagers, and trading knowing glances at each other. I was erect for almost the entire time, which my wife definitely noticed, as I caught her looking more than once.

Once we got into the hotel, I was ready to go and barely put our bags down before grabbing my wife pulling her into me. She started kissing me deeply and was obviously turned on as she started grinding her hips into mine, but abruptly put a stop to our passionate embrace. "This would be a perfect opportunity for us to get started on our lists, don't you think? "

I couldn't help but agree with her proposition. So she told me to get naked and get the room ready while she popped in the bathroom to change into "one of the many things she bought specifically for the trip."

Instantly excited, I stripped the bed of the blanket and decorative pillows and started removing my clothes. While undressing, I played with the lights to get it perfect. Once I was naked, the I put my clothes neatly on the chair and turned the air on for the white noise and got on the bed, eagerly awaiting my wife to appear.

She came out dressed in a sexy red crotchless teddy, bright red lipstick and eyeshadow to match, leaving me absolutley stunned at how hot she looked. Her face lit up in that sexy smile I love as she asked "I take it that you like my look?"

"Oh yes!" was my eager reply, which delighted her even further. Walking over to her luggage, she seductively bent over and pulled out her notebook, giving me a view of her glistening wet pussy in the process. "Ready to hear my first fantasy?" I nodded enthusiastically in response.

She read from her notebook "I want to have you lay down on the bed while I sit on your face. It's why I insisted you shave this morning. And while we're joined, I want all your attention on me, no touching yourself. I might get a little rough with you both physically and verbally, but I need you to be gentle with me. You can do that for me, right?"

"Yeah, I can handle that." I replied, trying to sound assuring but not too eager for fear of ruining the mood. A sultry smile crept across her face as she motioned for me to lay down so we could get started. She then began crawling across the king sized bed as my gaze went back and forth between her excited face and perfect swinging breasts.

She straddled my head and asked "Are you ready?" I said yes so she started lowering her beautiful, wet womanhood onto my waiting mouth. It was wonderful, her folds opening easily to my tongue and lips as I explored her depths. Her sighs as I pleasured her with my tongue and explored as much of the rest of her with my hands as I could were music to my ears.

Those sighs soon became words like "Oh yes", "that's it" and "right there" as her tempo increased. Her pressure increased too, as she eventually started grinding her snatch into my face and tongue. She then grabbed my head and pulled me into her as she then got bolder and dirtier with her words. I heard "eat that pussy, bitch", "suck my clit", "you're my little man- slut aren't you?", and my favorite: "I'm gonna cum on your little man-slut face!".

As she finally orgasmed, she slowed down her hips, but kept the pressure on my head, her fluids escaping her into my mouth and onto my face. I was in heaven, gently cupping her perfect ass and rubbing her lower back as her orgasm subsided. She flopped off of me, exclaiming "Fuck that was good!"

"I'm glad I could satisfy your first fantasy, babe!" I said as she then reached for my still stiff sex sword. "Almost there. Let me take care of this for you." She said, starting to stroke me. It started off slow and gentle with her switching hands every so often. It started to leak precum and she rubbed it over her lips like lip gloss. "More" I moaned, hoping she'd want to suck me as part of her fantasy.

Instead, she moved up to my face, still stroking and kissed me passionately. I could taste a little of my precum, but I didn't care, it was so erotic because I was sure she could taste herself on me as well. My body started reacting to the intense stimulation and my hips began jerking to get her to pump faster. She responded by squeezing the base of my shaft and positioning herself between my legs, pushing them out and up.

"I wanted to surprise you with the second half of this fantasy, are you ready?" Her stroking increased pace and I just couldn't say no. "Yes!"was my enthusiastic response. Before I knew it, her left hand moved from fondling my balls to having a finger slide deftly into my ass while she started stroking furiously with her right.

Gasping at the new sensation triggered her dirty talk switch again. "You like this, don't you, you little man-slut?!" "A finger in your ass feels good, right, my sexy bitch?" and "You're going to cum so hard like this!" were among the phrases I can remember her using. I could do was nod as the entire experience was intense. The stroking, which felt good on its own, her boobs jiggling wildly, along with the verbal stimulation was so incredible I came like a geyser.

My first spurt actually hit me on the chin, chest and neck, the rest settled on my belly. Danielle withdrew her finger and lowered my legs as she climbed off the bed and started toward the bathroom. "Be right back!" She said. After hearing the sink for a minute she was back with a warm washcloth and wiped up the mess I made.

"That was, just, wow!" I told her.

"I'm glad you liked it" she replied

"I never thought something like that would feel that good." I replied back

"There's more where that came from!" She finally said with a devilish smile.

Just then, both of our stomachs growled almost simultaneously, causing us both to laugh at the timing of it.

We then decided to get cleaned up and go out to eat. I took a long hot shower while she unpacked and changed. She took a peek at me a couple of times when bringing things to the bathroom, calling me her 'sexy man-slut' while smiling at my naked body.

The food was good and plentiful, so we boxed it up to finish later at the hotel. She then mentioned that for this trip, we would have to get some supplies for the fun things we had planned. I agreed I would need a couple things, so she said she'd drop the food off at the hotel and go buy her things, while I went and got what I wanted and we'd meet at the hotel later.

For what I wanted, I had to go to the mall. I wanted to tie her up, to have her change her hair color, to watch her pleasure herself and to have her wear the sluttiest makeup while she worshipped my body. So, the first stop was the novelty store where I found the rope loop I wanted, a wig and a toy in a similar size to me all at once. In the other wing of the mall was a makeup shop where I picked up a kit and some lipstick.

With what I thought of initially in my hands, I went to leave the mall but passed by a lingerie shop. I picked her up some things that were lacey and elastic for a tight, sexy and easily removable look. They also had stockings that matched and I got those too. My excitement was pretty much showing when I left the shop.

When I got back to the hotel room, Danielle was already there, dressed in a black leather bustier, a matching garter belt, no panties, and fishnet stockings. Her makeup was also done up extra sultry and her hair was half up half down, just the way I like it. I dropped my bags in shock, eliciting a giggle from her, but she quickly regained her composure.

"You should know, I've been a naughty girl. I took a peek in your notepad and decided to surprise you with one of your fantasies. So, I popped by the drugstore around the corner and picked up some lipstick and other things."

While she was telling me this, she was lewdly caressing and fondling her body, even making a jerking off gesture at one point. I couldn't take my eyes off her, she started walking seductively to me. "This is even better than I imagined! " I told her, which brought a very sexy smile to her face. She kissed me very lightly on the lips and sank to her knees in front of me.

Her hands skillfully undid my pants, pulling them off and freeing my raging stiff member. She hungrily swallowed it deeply into her mouth, nearly choking on the length. It was heavenly, her tongue swirling around the girth in between sucking it, paired with her hand cradling and fondling my balls was so amazing I had to grab the edge of the bed to keep from buckling.

I looked down and her face was one of pure lust. The blended eyeshadow, rouge, and lipstick combined with the hairdo was straight out of my fantasy and I was nearly overwhelmed with love for her. The hand she wasn't caressing me with was furiously sliding two fingers in and out of her wet pussy.

The whole experience was so entrancing, I almost didn't notice her sliding her caressing hand under my crotch and her finger finding my backdoor yet again. It surprised me at first, but this time, she slipped another finger in and found the spot I didn't know I had back there. My cries of pleasure let her know she was doing good, and her moans humming into my cock told me she was enjoying herself as well.

She started to cum first, but her orgasmic noises sent me over the edge and I shot what felt like large load into her mouth, which hadn't left my cock since she started. Despite her breathing heavy, she kept her lips wrapped around the head of my dick to get as much cum as she could. Her next move surprised me again as she stood up and kissed me while pushing me onto my back on the bed, shoving her cum- coated tongue into my accepting mouth. Caught in the moment, I didn't protest any of her actions, I just focused on the sensations of her passionate kiss, and that her wet pussy was grinding into my softening manhood, which was bringing it back to life.

She broke the kiss, a sticky strand of saliva and cum dribbled down her chin as she sat up, saying "Ooh this is so hot: me being a whore for you and doing every slutty thing I can think of for you and with you. Cum tastes good, doesn't it, my little man-slut?"

I couldn't help but agree, being lost in the pleasure of her rocking back and forth on my shaft. She also was lost in the sensations of our joining. Her makeup and lingerie were both so pretty and I nearly came too quickly the second time, but managed to hold off until she orgasmed. The sight of me blasting on my chest and body was what really sent her once the edge.

She dismounted and kissed me, careful not to get her new lingerie stained with the mess on my chest. "Leave it there, my sexy man-slut. We might go for a round three tonight, so let's just cleanup once. For now, let's see what you got at the store!"

Excitedly putting the bags on the bed, she asked if it was okay for her to go through them. I had just been given two amazing orgasms, so I was not going to say no to anything she asked for. I said to go for it.

She first grabbed the makeup bag, pulling each item out one by one. "I like this", "Very nice pick, sexy!" and "Ooh, this will look good" were the phrases she used in between smiles and winks at me. "We will definitely use these later." was her final comment before moving on to the next bag.

Next up was the bag from the lingerie store. There was only the two things in there, so it was brief, but memorable. She took out the stockings first, smiled at me with a devilish grin and said "these should fit." Her face lit up, saying "Wow, this is so pretty. I love it!" It was a mostly see-through, lacy, elastic mini dress that was mostly black with red accents. Tilting her head at it, she told me she was just imagining the way it would look like with the stockings and makeup I got.

With that smile growing, she moved on to the last bag, which was the biggest one. "Perfect!" was her word for the wig, "Excellent!" for the rope loop, and finally, "Whoa!" for the toy. "We'll definitely be using these! Some of your fantasies are the same or similar to mine."

"Mind telling me which ones?" I inquired

"Ooh, let me show you one, instead. Stay right there, don't move, I don't want to hit you on accident, put your arms against your sides."

I did as she commanded and she swung her leg over me to get in the 69 position. First. She sat down gently on my chest first and then scooted back to align her body with mine. While doing this, she reached down and gently started fondling my balls and traced her finger down the length of my rod, which caused it to stir and her to lightly giggle.

Her sex pot was glistening, which turned me on even more. I felt her tongue go down the length of my dick and then she lowered her pussy down right on my mouth. The sensations were all over the place: her attention on me, her wet pussy, slightly covered with my own fluid and the sounds of pleasure she was making all were driving me crazy with lust.

After I got completely hard, she snaked a finger into my back door and started thrusting in and out. I kept my attention on her delicious depths, but she shifted focus to my ass and slipped a second finger in. Never having this kind of sensation, but feeling surprisingly good with it, I moaned into her mons, making sure to capture her clit with my lips. She orgasmed there, loudly, bucking her hips all over my face.

Shifting off of me once she came down, she continued her attention on both my sack with one hand and my hole with the other hand still thrusting away. Stopping the back and forth for only a minute while she got into a good position to see my reactions to the new technique, she felt around and found my g-spot inside. Once she was settled, she made sure to hit that spot with every motion.

"You're really liking this, aren't you?" She asked

"Yes" was my reply, and set off a chain of yes's until I orgasmed in a glorious crescendo with just her fingers inside me and the other hand only fondling my nuts. "Well, the 69 part was in my fantasy list, but the other part wasn't. That was a new way to cum I didn't know was possible!"

"Did you like it?" Danielle asked, her voice unsure of how I would answer.

"Well, I can't say I didn't!" I chuckled as I answered, gesturing to the mess on my torso. This put a relieved smile on her face. "I think I'm good for tonight as far as sex, shall we clean up and get some sleep?" Exhausted from the day, I agreed and she started the shower. Joining her as quickly as I could because my mess was dripping down my body, I got under the water with her in the spacious stall.

Danielle and I spent a long time in the shower, just gently touching and caressing each other. I had forgotten to get my own soap from my luggage, so I borrowed her lavender body wash to clean myself off. My sexy naked wife stepped out to dry off and sheepishly asked "Hey, if you'd like more back door play, I would really appreciate you cleaning that area for me."

I thought about it and decided to just go for it. Soaping up a finger, I started to wash my crack when my wife popped in with an enema bottle, saying "This would work better then soap, if you want the fun to continue." Taking it from her, I thought "Why not?" and started using the bottle.

When all was said and done, I felt I had never been more empty. Coming out of the bathroom, I saw Danielle in bed, all covered up. Letting out a yawn, she said "Today has been really fun, but I need some sleep to fulfill as many of your fantasies as I can tomorrow."

I kissed her goodnight and held her as we drifted off to sleep

In the morning, I woke up to the sounds of the in room coffee maker sputtering the last of its water into the carafe and the warm smell that comes with it. "Good morning, sexy!" My wife sleepily chirped. Come have some coffee, we'll get breakfast and come right back to the room for some more fantasy fun.

So, we went down to hotel's restaurant and had a good meal and just talked. The food was good and we both made sure not to eat things that would be too heavy so we wouldn't spoil our fun. After a bit, we were both full enough and cleared our plates and started back to our room, avoiding getting sucked in to the in-1hotel casino.

Dani was unusually quiet while going back to the room, so I asked her what was on her mind. She said there was something big she had to ask me, but she was just figuring out how to ask me.

Trying to be reassuring, I told her "Hey, it's fantasy weekend, I'm going to have an open mind about things. That's the whole point of this trip, isn't it?"

She smiled, grabbed my hand and pulled me, almost running to the room while giggling just a little. Once inside, she shut the door and shoved me against the wall, kissing me with a fervor I was honestly surprised by. I just went with it and enjoyed her tongue dancing in my mouth and her hands pinning my wrists back as her lustful assault intensified.

She started to grind her pussy against my leg and moaned into my mouth. Then, she surprisingly backed off, breaking the kiss and putting her hands against my chest to keep me from continuing the makeout session.

"Before we get too carried away, I have to get my question out. But, please don't let it spoil the mood." She pleaded.

"C'mon babe" I pleaded right back "I've been open minded so far, right?"

"Yes, but, " she continued "we're not in the middle of any fun right now."

"It's Ok, I promise I won't get mad. " I said back in my most reassuring tone. "I may be hesitant to try, but I won't get mad."

She sighed with relief "Alright, here goes. I saw that you put down a bisexual fantasy in your book. And I might be open to that, but I want to try and ease into it a little, first."

I must have had a curious look on my face because she then clarified.

"What I mean by that is I think I'd like it if you were to 'be' a girl for me. We feel safe with each other, so I figured if you were my first 'lesbian' experience, it might be easier to do it with another partner and you later."

"Ok" I responded, intrigued. To be honest, my libido was calling the shots, so I played along. "What exactly did you have in mind for me to do for this 'lesbian' experience?"

"Well, if you'd be up for it, we would need you to be as close to a girl as possible. So, we'd clear off all your hair from the nose down, make your face up as feminine as possible, along with painted nails, perfume, the works. And finally, we would dress you up with a sexy feminine look. I think we have the supplies we need right now to get you looking good, so, what do you say?"

Her adorable cringing when she asked, (along with my raging hard-on imagining her with another woman) made it impossible for me to say no. "Well, that's an interesting idea, and I think it sounds fun, but I'm curious about what you want to happen."

Her eyes lit up as she described what it would take to fulfill this fantasy. "First after we make you look as much like a girl as possible, we take it slow and sensual. We start with some long, slow kisses and then move to soft caressing. I want to keep it soft, slow and smooth to try and make this as authentic as a girl/girl experience as we can."

"What about the good stuff?" I asked.

"I was actually thinking about what I wanted before you woke up. Just follow my lead, and we'll both have amazing orgasms, I promise you." She responded assuringly.

"How could I say no to that?" I responded, to which she practically squealed in delight.

Grabbing my hand, she led me into the bathroom, telling me to strip off my clothes. I did as she asked, and she then told me to get in the shower while she grabbed what I would need. She first handed me her shampoo, conditioner and body wash, telling me to clean myself with those. Then, she handed me a razor and a cream, telling me to shave off all of my body hair.

The feeling of the water cascading down my bare legs was a delightful new experience. I kept going, shaving my chest, underarm, arm and just for good measure, my pubic hair. I then finished with my facial hair, and told her I was done. She peeked in the shower, smiling widely at a newly hairless husband saying "There's 2 more things before you get out. First, take this cream and make sure you get all the areas you grow hair and can't shave."

It was a hair removal cream of course. So I got my rear, my back, and just used it on those tricky areas where I wasn't sure I had removed my body hair. Calling for her to come look (and hoping she finally join me in the shower) she inspected me as I turned around. "Great job, honey! The last thing I want you to do is clean yourself out with this." It was an enema bottle.

Looking at her with confusion, she continued "Girls have to make sure everything is clean. So you should do this to make it as authentic as possible. Warm it under the water first, it'll feel better. " I took the bottle, trusting her and going with her fantasy. The sensation of liquid shooting in my ass was new and once I emptied it, I had this invigorating feeling all over.

"Am I done in here?" I called out, just to be sure. She called out that should be it, so I exited the shower. Despite being excited by the new sensations, the rush of cold air caused my manhood to shrivel a bit. Danielle gave me a once over, saying "very feminine, I like it." with a smile, pausing slightly when her gaze passed over the shrinkage.

After drying off, my wife then pulled out the things I bought for her to use. "I think you'd look so good in this stuff!" She told me. "Well then, let's get me looking good!" I replied, anxious to get her naked and all over each other.

She sat me down in a chair next to the table and mirror in the main room. My new look took a while, we had to order room service lunch in the middle of the session. I followed her every instruction as she lotioned me, tweezed me, applied foundation, eyeshadow, rouge, and finally, lipstick. Turning to look at myself in the mirror, it was like looking at a different person. "This is amazing! I look... pretty!" I told her. Her face was one of elation and pride.

"You do look really good!" She said

"Let's get you dressed and go out for some drinks. I think we could both use some loosening up before we get down to business."

My wide eyed expression must have been very obvious, as she immediately started reassuring me. "Don't worry babe, we'll just go down to the hotel bar, have a few drinks and come right back here for some 'girl' fun. I promise you, this is all part of the experience.

"Well, what am I going to wear?" I asked with a hint of trepidation in my voice at her suggestion.

"I've put together an outfit for you while you were showering." She replied casually while gesturing to the bed. I looked and she had laid out the wig and lingerie i bought, along with a black bikini and a wrap. "You're bigger than me, but these should fit you well enough, come over here and I'll help you."

My look must have been showing that I was reluctant, so she threw off her robe revealing her own skimpy lingerie and then beckoning me with her finger and a serious smile. Her irresistible smile and giggle drew me in like a moth to a flame. She gave me a little kiss when I got to her saying "This is gonna be fun, just relax and follow my lead."

I sighed and just surrendered; she was going to get her way with me all trip. She then excitedly started handing me things to try on, starting with the bottoms. The black bikini was a tie on, so there was room for adjustments to get it to fit my frame. We got it on me with some teamwork and some tucking for a smooth look.

Next was the top, which was easier to manage. Danielle grabbed some tissues to stuff it and give me a little filler. I found myself staring to get into it more as she was caressing my newly smooth body at every opportunity.

Then she grabbed the mini dress and had me step into it. The stretchy lace felt a little rough when I pulled it up and when I commented on it, she said nonchalantly "Consider it practice until you feel some beard or stubble rub against you, it'll be worth it."

I was too concerned with getting the dress on without accidentally untying the bikini to consider the implication of her words. Sliding my arms into the quarter-sleeves and shrugging my shoulders to get it into the right place on my body, I pulled at the sides to get them to slide up over the bikini ties. The sides slipped from my fingers, snapping my sides, causing me to shriek, more in surprise than pain.

"That reminds me, " my wife said "you should practice your voice to sound more feminine, too."

"What? Are we gonna pick up some guys and bring them back to our room?" I asked sarcastically in as feminine a voice I could muster.

"Ooh, that sounds good! " she shot playfully back.

"What? My voice or the guys idea?" I asked, still playfully

"Actually, your voice is pretty good. Can you keep it up the rest of the night for me? I promise, you'll enjoy where it leads." She said coyly.

"I sound good, huh? How do I look?" I asked.

"So far, so good. But let's finish off your new ensemble and judge once we see you put together."she answered "Let's try the wig next and I think we're almost done."

The wig fit nice and snug, fortunately, I had short enough hair that it was covered completely. Taking a look in the mirror, it was a completely different person. I looked pretty hot and my wife even commented on it

"My goodness, you look great! Let's go get a couple of drinks in us and then we should be ready for a bisexual experience!"

If my cock wasn't tucked away, it would have been very obvious how much I was turned on. I tried to make a move on Danielle but she had already anticipated it, holding out a shawl for me to throw over the whole outfit.

"Not yet, sweetie, I really want us to have some drinks first. Plus, I want to show you off; I've made you into a hottie!" She exclaimed as she led me to the door, pointing to my flip- flops she had set by the door to wear and show off my painted toenails.

Stopping at the door, she told me I needed to walk more feminine. I tried by walking as if I were on a narrow path and that seemed to do the trick. She had me pace a little to get it perfect and into a habit. Since I only had my wallet, Danielle was buying drinks tonight.

We giggled like schoolgirls all the way to the bar taking about how hot our "bisexual" experience was going to be later. Fortunately, this was enough to keep me distracted from being too self-conscious about being in a slutty getup for the first time. Before I knew it, we were sitting at a small 2- person table in the hotel bar which had a huge window looking out to the casino floor.

Danielle briefly left to get us drinks and at that point, I started to feel a little anxious, hoping I passed enough as a woman to not attract attention. My inner monologue was cut short by a man I didn't see approaching me asking if he could buy me a drink.

Not knowing what to say, I smiled and nodded and looked around for my wife. She was approaching with a drink in each hand, set them down in front of both of us. Looking a little flustered, our guest apologized and asked if he was interrupting.

"Not at all,"Danielle answered "we're having a girls night and my girl here is just shy." I smiled and nodded.

"My name's Troy" he said, extending his hand to me

"Uh, Kelly. " I replied, using my wife's middle name. She tried to hide her surprise, I saw it, but Troy seemed fixed on me, so he couldn't have seen it.

"Well, Kelly, can I buy you and your friend here the next round?" He asked politely.

I looked to my wife and she gave a smile so I responded "Sure!" and took a big suck through the straw of mine.

"I apologize, I never got your name." Troy said to my wife and she told him her name was Shannon (her sister's name). He stayed with us and we talked a while about how he was in town for a construction job for a few weeks and staying at this hotel.

We said we were on a girl's trip to just get away and have some fun. Our conversation was cut short when he got a phone call informing him about some issues at his jobsite. When he got off the stool, he stretched and I couldn't help how in shape he was: a nice chest, arms, and a hint of abs peeking out from under his shirt.

"Can I meet you two here tomorrow night?" He asked with a glimmer of hope in his eyes.

Danielle answered for us "Absolutely! Go take care of your business, we'll meet you here at the same time."

They both looked at me and I nodded approval. Then Troy reached out his hand as if he wanted a handshake, but when I put my hand in his, he pulled it to his face and kissed it. He did the same thing for Danielle, but more quickly and turned to leave.

"Oh my God," Danielle whispered to me "he's hot and he's even got a nice ass!"

I turned to look and he did have a well-defined butt. When I turned back to look at Danielle, she had the grin of the cat that ate the canary. "You're getting into being a girl, aren't you? I'm a little jealous that you got come on to first, and not even a half hour into being a girl, too."

I blushed at her observation "Aw babe. I was alone and dressed a bit sluttier than you, that's it." I replied, trying to be reassuring. "You're quite sexy."

She smiled and giggled at that. We stayed for a little longer in the bar and once I got a little past tipsy, Danielle said that she was ready for our 'girl fun' and we should head back to the room. I couldn't help but agree.

Once we got back to the room, Danielle was all over me, being very aggressive and dominant. She stuck her tongue practically down my throat, pinned me to the bed and started pawing at my chest like I had breasts. I couldn't help but let her have her way with me as it was such a turn on in my current state.

Once I had completely submitted to her sexual onslaught, she paused. She said to strip off my bottoms and hike the dress up while she grabbed something. I did as she commanded, hiking up the lacy dress then untying the bikini bottoms and tossing them back behind me.

I looked from the disappearing clothing back to the edge of the bed just in time to see my wife coming around the corner with a bottle in one hand, the rope loop in the other and wearing only a strap-on with the dildo I bought in the harness.

"Do you trust me to give you the full female experience? " she asked

In my non-sober and incredibly horny mindset, I nodded.

"Good, now spread your legs so I can get to your good parts!" She commanded. I followed instructions as if almost on autopilot and she said "Good, 'Kelly'. Now just relax, you're going to really enjoy this." And she pushed my legs back while she climbed in between them.

Deciding to just enjoy the experience I closed my eyes and put my hands back past my head toward the other side of the bed. She first out my hands through the rope loops and tightened them making sure I couldn't move. I then felt a lubed up finger enter me and a second one soon after. Next, I heard squishing noises and then felt a much larger object pressed against my opening.

"Take a deep breath and relax a little more for me, 'Kelly', you're going to feel a bit of pressure, maybe a little pain, but it will turn into pleasure real quick."

I did as instructed and as I exhaled, she began thrusting into my back door, stretching it wider than its ever gone. That sharp twinge of pain did subside as I felt more of it's length invade my insides inch by incredible inch until I felt her hips touch mine.

"Relax, girl, it'll feel good soon. Just take some deep, slow breaths. Let me know when you're ready to be fucked like a lesbian." Danielle was firm but gentle with these words.

I gulped and took the slow breaths as instructed and the pressure started to give way to a new feeling of a satisfied fullness. After a few breaths, my whole body shivered uncontrollably, which made the dildo wiggle inside me, eliciting a sound from my mouth that was half moan/ half whimper.

"Are you ok?" my wife asked, patiently holding position, her hands still holding my legs apart started stroking my inner thighs reassuringly.

I could only nod and let out a labored "Yeah."

"Good, " she said "it's time to make you feel like a real girl." And with that, she began slowly withdrawing and then rocking it back into me fully.

This new feeling of pleasure at being penetrated by a phallus set off a whole new kind of fireworks in my mind. My wife checked on me, asking if it felt good. When I affirmed that it did, she started increasing her pace which only increased the new sensations I was feeling. I looked up at her, seeing passion in her face, and her tits jiggling each time she slammed the toy into my fuckhole.

"This feels so good, doesn't it, girl?" She asked. All I could do was nod as my body and mind were alight with tingling sparks of pleasure. "I gotta know, are you visualizing me when I'm fucking you, or are you imagining it's Troy's cock sliding in and out of your sexy, girly ass?"

To be honest, I wasn't thinking of Troy until she mentioned it, but now that the visual was in my head, my mind was filled with it. I squeaked out a breathy "both... now" which caused her to giggle and start pounding faster and harder.

The new pace of her thrusts set me off, I closed my eyes and let out a soft shriek as I orgasmed with images of Troy flashing through my mind. His nice chest glistening with sweat while his body rocked back and forth, penetrating me with the amazing cock I was feeling now inside my ass.

Spurts of cum leaked from my half- hard cock as I 5pushed it away from the dress to avoid staining it. My body stopped convulsing as I came down from the orgasm high and Danielle slipped the dildo out of me. She then pulled off the strap on harness and threw it onto the bathroom floor. Coming directly back to the bed, she straddled my face and exclaimed "eat my pussy" and pulled my head into her dripping wet snatch.

She was like an animal, just grinding away and using my face as a sex toy, loudly gasping as my tongue and lips explored her as much as I could manage. I caught her clit on a downward motion and sucked hard on it, causing her to start loudly moaning and stop gyrating her pelvis but continued pulling me into her pulsating pussy as she had what sounded like an explosive orgasm.

Releasing my head and hands and then collapsing on the bed beside me, she exclaimed "That was really good! How do you feel, 'Kelly'?"

Coming down from the excitement of the fucking we just did, I took stock of the entire situation and how i did actually feel.

"I can't believe we actually did that. I don't know what to say or think about it yet."

"Yeah, but how are you feeling?" She retorted. "Do you feel good, bad, something else...?"

"Honestly, I feel kinda tingly all over. I didn't know that kind of sex could feel like that! I'm also kind of exhausted, the whole thing took a lot out of me." I said back.

Changing her needling tactic, she then asked "Did you like what we did?"

I couldn't hold off any longer and giggled "Oh my goodness, yes! Did you enjoy it?"

"Oh yes! It was amazing being in charge and just dominating you like that was exhilarating. Not just the pussy eating, but the pegging you with the dildo gave me a powerful feeling I'm not sure i can explain. I didn't hurt you, did I?" She asked back.

I shivered a little as I answered, my mind now more aware of my body. "It did at first, but now it just kinda aches a little. The orgasm was totally worth it though. My mind, and load are totally blown."

We both chuckled at that as she got up, kissed me on the lips briefly, twice, and went to go grab a towel to clean up. She rinsed off the toy while the water heated up to get us a warm washcloth to wipe off with.

I cleaned off the makeup and put the wig gently on the nightstand to not mess it up while Danielle got her pajamas out and we both prepared for bed. Once I was ready to change, I saw that Danielle had laid out two nighties, so I asked her about them.

"Pick one out, let's keep up this sexy fun. I'm still very turned on by you as a girl and I was hoping you'd want to continue the fantasy." She pleaded with the biggest doe eyes I'd ever seen from her.

"Well... I think I'll wear the pink one, just to be as girly as possible for you." I answered first with my guy voice and switched to the girl one just to be funny.

She laughed and said she loved how fun I was being this weekend. This brought a smile to both our faces as we changed for bed. We got into bed and she insisted on being the big spoon, which honestly felt really nice as we drifted off to sleep.

The next morning I once again woke up to coffee percolating in the hotel- provided pot and Danielle smiling at me.

"Good morning, Kelly" she chirped.

"So, I see I'm going to be 'Kelly' for the rest of the trip, aren't I? " I replied rubbing the sleep out of my eyes add I head for the coffee.

"Well, at least through tonight after we meet back up with Troy. I hope you're looking forward to seeing him tonight." She said, hopeful.

"I almost forgot about that. It's surreal that I am passing as a woman enough to attract a guy. Especially one as handsome as Troy is." I replied without thinking.

"So, you really are embracing being a woman, aren't you, Kelly?" She teased.

I blushed, gulping my coffee down so I didn't have to say anything right away. She giggled at my desperation to be coy.

Changing the subject, "What did you have planned for us today?"

"Well, I thought we'd go get some mani-pedi's today and maybe find you a new dress so we can both look nice for when we go out tonight. I only brought one extra, plus, it might be better to get a dress that is designed for your figure. You make one sexy woman, let's show you off!" She exclaimed.

I blushed at the compliment, this turn of events was really changing the way I saw myself. Not just my wife's praise, but the way Troy treated me last night and last night's had me questioning my sexuality and my sense of self. Sitting down to just take it all in, I looked across the room at my wife's face, and she was beaming happiness at me.

My Achilles heel, I could hardly resist anything she asked me to do, especially when it made her this happy. We decided to get breakfast first from room service, so I could spend more time getting the 'Kelly' look down before going out.

The salon was a new experience for me. We both got our hands, feet and eyebrows done just for the fun of it, our eyebrows done. I couldn't believe how pretty these small changes were making me look and feel. My wife had me fully embracing my own femininity, and the more feminine I felt, the more I was looking forward to tonight with Troy.

After that, it was a blur of dress shops and shoe stores. We found a really stunning dress for me that showed off a lot of skin, but still covered for the fact that I was new to being a girl. Danielle even convinced me to get some sexy lingerie of my own, including some stick-on breast enhancers. It was shaping up to be a fun rest of the trip.

Back at the hotel, we both were almost giddy with excitement at my changes and wondering what was going to happen tonight. After cleaning ourselves off and cleaning me out in the shower, Danielle struck up the conversation while we got ready.

"How thrilling is it going to be to flirt with a handsome guy tonight?" She asked me.

"Oh my goodness, I want to see him again, but I don't know how far it's going to go." I replied, slightly concerned.

"What do you mean?" She inquired

"Well, first, I'm not sure what you would be comfortable with me doing. I don't want to cheat on you right in front of you..." I answered, ready to make a second point, but she interjected.

"Oh babe, that's nothing you should worry about, this trip is all about having an open mind about sex. You certainly have, and a third person was something I was already open to."

"We just didn't plan on it potentially being a guy." I joked, which we both chuckled at.

"And that brings me to my second point. I'm not sure he'd want much more to do with me once he finds out the whole truth about me." I continued, gesturing at my body

"Well then, our job is to make him so horny, he won't care, haha!" Was her laughing reply, which eased my mind as she was all in.

I can't believe how much my wife had opened my mind to these new experiences. Just a couple of days ago, I was a normal, straight, married guy, and here I was getting all dolled up as a woman, hoping a guy would want me. Resolving not to dwell too much and enjoy the ride, I got lost in thought about what it would feel like to have Troy kiss my lipstick covered lips, how his hands would feel on the bare skin exposed by my dress and how he would smile looking into my made up eyes.

A shiver ran down my spine as the thought of him wanting me dominated my thoughts. I chalked that up to excitement rather than nerves so I wouldn't miss out on this new experience. Finishing up my look, I presented myself to my wife with a "How do I look?"

"Very feminine and sexy, almost slutty, even." Danielle answered

"Well, that's what I was going for, I'm glad you like it. I hope Troy likes it. " I mused aloud, to Danielle's surprise.

"I'm sure he will, I certainly do." Soothed my wife, giving me a quick peck on the lips as she walked across the room and started pulling out our outfits.

She got hers on fairly quickly, as it was just a simple cocktail dress with matching bra and panties that weren't provocative, but were pretty and accentuated her sexy form. I, meanwhile, struggled to get mine out of the packaging while she dressed. When she finished, she came over to help with everything.

First, the panties, which were not necessarily a thong but was thin enough in the back to show off most of my ass, but wide enough in the front and tight enough to keep things tucked in place. Then the top, which was a strapless bustier, which pushed up what little chest I had and shaped my torso a little.

Once it was on, she helped me stuff the breast enhancers in the cups to make it look better. They were completely concealed by the top and we put the adhesives in to make sure we didn't have any accidental pop outs. Next were the shoes, a pair of simple low wedge heels that showed off my newly manicured toes.

And finally, the dress, a spaghetti strap cocktail number with a low 'v' in front and slits in the hips that barely revealed the lacy edge of my panties. My goodness, I looked like I could have been a high priced call girl. The heels gave my ass just a little more pop than it usually had and I noticed my mannerisms were now definitely on the feminine side.

The time to go finally approached as we finished a light dinner and with a quick touch-up of our makeup we strolled out of the hotel room hand in hand smiling all th the way to the bar.

When we got there, we looked around for Troy, but the bar wasn't very populated and we didn't see him. We decided to order some drinks to start off the night. I decided to go slowly since I didn't want to risk anything going wrong because I was drunk.

About halfway through that first drink, Danielle's face lit up and I felt a strong hand gently on my back. It was, of course Troy, which also bought a smile to my face. And surprisingly, a tingling down my body radiating from where he touched me and traveling all the way down.

"I'm glad I caught you two lovely ladies again tonight. You two look even more stunning than you did yesterday." he began, taking a hand from each of us and giving them a gentle kiss. "And since you've started before I got here, key mmr catch up."

He ordered two shots for himself and a drink for each of us. I continued to enjoy mine slowly also enjoying the company and the relatively new experience. Never having had a man this attracted to me and it being a mutual feeling was something I wasn't used to, but I was enjoying it nonetheless.

Troy explained his early exit last night as some kids had vandalized his crew's equipment and he had to deal with it. He had to figure out how to replace some things and rent a new machine to get the job done on time.

Expressing sympathy for his misfortune, I reached out to stroke his arm reassuringly and found it to be quite firm, and seeing my reaction, Danielle did the same. I didn't expect to be so enticed to touch a guy before, but now I desperately wanted to touch him more.

So, I flirted more as we continued talking, a lot more with me taking opportunities to touch his arms and his chest, which he seemed to enjoy.

After a while and a few more drinks he finally said "Well I gotta go to bed if I'm gonna make it back here early enough to pick up my truck and get to the jobsite on time tomorrow."

But before he could leave, I grabbed his arm and shot a look at my smiling and knowingly nodding wife saying "Wait. You can, ummm, crash with us, we have a room upstairs." Giving him the most pleading look and willing my heart not to explode out of my chest, I counted the beats until he answered.

It took 4, (which felt like forever) and his answer was a smiling "That sounds amazing! Lead the way." Causing a wave of relief to wash over me as I grabbed Danielle's hand to show Troy the way to the elevator. She gave my hand a loving squeeze to signal how happy she was with how things were going.

Once on the elevator, Troy broke our hand-holding by stepping between us and putting his arms around each of us. This also caused our hands to brush against his groin, revealing his hard on to both of us. We both turned toward him and placed our hands on his torso, feeling up his delightfully fit form.

He turned to me and was looking deep in my eyes, slowly moving his face towards mine when, like out of a movie, the elevator stopped and opened as we reached our floor, interrupting his advances. Removing his arms from around us so we could walk, he reached out and pinched both of our butts eliciting yelps and giggles from both of us as we exited the elevator.

Looking back at him, he had his head cocked slightly to the side and a huge grin on his face. I blushed at the obvious leering and pulled Danielle in close and whispered a question.

"Should I just go for it and attack him when we get to the room, or should we give him the truth?"

"Let's get him revved up first so he won't want to leave." She whispered back

We both looked back at Troy smiling knowingly one last time before we reached the room. Danielle pulled the key of her purse as Troy caught up and pulled me to his side, a new and welcome feeling of being commanded came over me. I leaned into Troy, ceding control of my movements while my wife opened the hotel door and he escorted us in.

Once in the room, Troy pulled me and Danielle to him, pressing us both into him. His hand on me slid down and cupped my ass as he gave it a firm squeeze and I assume he did the same with Danielle. He then leaned down to kiss me first, moving his hand from my ass to the back of my neck bringing my lips to his, which made me melt away and let it happen.

That kiss ignited a passion I didn't know had existed letting him probe my mouth with his tongue and explore my lips with his. It might've lasted for a minute or two but it felt both like forever and too fleeting as he then turned to do the same to Danielle. Not knowing what to do, I just watched them kiss trying to catch my breath.

Danielle briefly opened her eyes, catching mine and in an act of encouragement, grabbed my wrist and positioned my hand to cup Troy's groin. He was definitely hard and, I found myself wondering how big it was. My wife's hand moved to the back of mine and pushed mine up and down, caressing his manhood.

I couldn't believe I was doing this and enjoying it. Troy thrust himself into my hand and that only turned me on more as he pulled away from Danielle and turned to kiss me again, but Danielle followed his turn and our mouths all met in the middle. Tongues began exploring multiple mouths and hands started moving up and down bodies.

It was my wife who broke the three of us apart, leading us to the bed and motioning for Troy to sit down, which he did She then pushed down on my shoulder and started to kneel herself, which I followed and she began to speak up as we were knelt on the floor in front of him.

"Now Troy," she started in her sultriest of tones while caressing his thighs which I also followed "before we go any further, there's something we need to let you know. Tonight is only Kelly's second night as a woman, but as you felt earlier, she's ready to do everything a woman would do for a man. Are you up for being her first man?"

Troy raised his eyebrows at this and looked at me, pleading with my eyes for him to continue. I stopped caressing his thighs, but kept my hand on his leg, waiting for his answer. Danielle did the same as we watched him take a deep breath to think it over.

"Well," he began "You certainly had me fooled."

My heart sank as he leaned a little towards me to continue, looking into my eyes. "But, you look so hot, I'd kick myself if I passed up a chance like this. Besides, what happens here never leaves here, right?"

We both chuckled at his joke, the tension being broken at his acceptance of me. He kicked off his shoes as Danielle resumed caressing his legs, sliding her hands up to his waistband and undoing his belt and button. I slid my hands up his other leg, moving to undo his shirt buttons.

Troy pulled his shirt over his head and both Danielle and I stopped. His body was in great shape, almost exactly how I imagined, I caught Danielle's eye and we both exclaimed to Troy how impressed we were with his physique. I emphasized by running my hand across his chest and my other down his arm.

My hand drifted down his abs, Danielle joined me and we both reached his waistband at the same time. Pulling both his pants and underwear off at the same time, we were treated to the sight of his stiff member springing free. It was nice looking and bigger than mine by not much, but a noticeable amount.

Upon seeing my first in-person hard-on other than my own was both surreal and exciting. I must have stared a little too long, because Danielle spoke up, saying "Go ahead, he wants you to touch it."

Troy echoed her encouragement using my wife's fake name she gave him: "Shannon's right, don't be afraid, we both want this."

My hand slid up his thigh and I gently caressed his balls, but then firmly grabbed his dick causing him to take a deep breath. Walking on my knees to get closer in between his spreading legs I just decided to go for it. I began by slowly working my hand up and down his magnificent member and then gently licking the area under the tip.

Wrapping my lips around his tip in a kiss, I pushed my face down his shaft, letting another man's cock invade my body for the first time. It was an amazing feeling I never thought I would be this excited about, but my own tucked joystick straining against my panties told me just how much I was really enjoying this. The taste and texture of Troy's tool told me to take it to my throat. After I did, I gently backed off and began bobbing slowly, enjoying every inch I could.

"Oh my God, that's hotter than I imagined!" exclaimed Danielle/ Shannon who then began undressing, stopping periodically to touch herself. Once naked, she kneeled on the bed, gave Troy a quick tongue kiss and then allowed him to start exploring her body with his hands and lips.

Moans began to escape all three of our mouths as we all enjoyed the sexual sensations going on. I felt a hand running through my hair gently and was surprised to realize it was Danielle's, but she was moving me off his cock to kiss me, moving me to one side so she could joined me between Troy's legs. She then put her mouth on the opposite side of his pole and started sliding lengthwise, her tongue caressing the underside. She pulled me to the other side and I followed her lead, smiling slightly after hearing a pleasure-filled "Oh. my. Ahhh!" coming from Troy.

A few passes later, we stopped at his tip together, making out with just the end of his organ invading our amorous exchange. Danielle's hand was in between her legs, moving just as furiously as our tongues were. Breaking off for some air, she remarked "You might wanna join us in the 'no clothes club', babe." I looked up at a smiling Troy who nodded in agreement.

I stood up and slid the dress off, letting it pool at my feet. Troy kept looking back from Danielle, still playing with his meat and herself, to me. Turning around, I asked him to help undo my bustier, which he did. Surreptitiously peeling off the enhancers with the garment, I then slid down my panties, my back still to him, my member pointing forward in its average sized glory.

"Turn around and kiss him." Danielle commanded between gasps, still sucking him and fingering herself at the same time. She later told me she did this to spur me on like earlier. I did as instructed, bending down to kiss him deeply before my man parts could gain any of his attention.

"Troy, could you get more on the bed? I need more!" Danielle/'Shannon' begged.

I lifted myself off of Troy to slow him to climb up to the pillows and lay back, following him to resume kissing him once he was settled. My wife also followed him, walking on her knees, her intent obvious. Backing to let her straddle Troy, she gave him a quick kiss and positioned his rod at her entrance.

Looking at me, she declared "I need to go first. Ok?" I nodded and watched as another man entered my wife's waiting, wet womanhood. Her cries of passion had me jealous, but not that it wasn't me pleasing her so, more that it wasn't me being pleased like that.

Instead of focusing on my feelings, I turned and started kissing Troy who then began to fondle my ass. Danielle continued riding up and down on Troy's love lance, moaning loudly with pleasure. Soon Danielle's breath and stokes became shallower and rapid, a telltale sign she was coming soon, which she did in a loud crescendo.

She collapsed on the other side of Troy, whose cock was still standing proudly. I decided to take the opportunity and seized on his cock myself, licking and drooling on it to lube it up, tasting my wife's pussy on his equally delicious dick. Once I felt it was enough, I straddled Troy the same way Danielle did and lined him up with my back door.

The heat from his cock and the look on his face compelled me to continue and I slowly lowered myself onto Troy's tower. It felt much better than the dildo Danielle had used on me and it was just starting to penetrate me. That stretch of my pucker was a new kind of heaven. And when I felt my ring pop once the head was in, it caused me to audibly gasp and I couldn't help but let out a long moan as I slid down, enjoying each sumptuous centimeter inside me.

Breathing deep and slow to allow my body to relax, I finally had all of Troy's impressive impaler in me. The look on his face was pure lust while Danielle had an exhausted but encouraging smile. I took a second to enjoy the warm, throbbing flesh filling me up for the first time, and then I just had to fuck it.

Raising and lowering my hips gently to start with and feeling his length inside my ass was amazing. I began to move faster, my own phallus flailing with my movements, no longer as fully erect as it once was. Troy's hands moved to my chest and squeezed them as if they were a real womans while Danielle gently stroked his chest and arms, watching us both enjoy a new kind of sex.

Troy's hands moved from my chest to my hips and he began thrusting from underneath at a much more rapid pace than I could manage. I couldn't even manage more than a whimper of pleasure at his pounding of my ass. His breathing also grew more rapid and realizing what was about to happen sent me over the edge as I came. My seed didn't fly out like it normally did, but instead leaked like a stuck water balloon, and even more came out once I felt Troy shoot his glorious wad into my depths.

We both let out cries of passion as we came almost simultaneously, me collapsing onto his glistening chest, trapping my mess and deflated dick between us. Danielle kissed us both and grabbed a towel for us to clean up with.

"Wow, that was the best sex I've ever had!" Commented Troy.

Danielle responded jokingly with "I'll bet! Two hot babes servicing your nice cock and breaking in a new woman all at the same time isn't a treat you get every day."

All I could say was "Thank you" since I was still riding the high of my incredible orgasm.

"How long are you ladies in town for?" He asked.

"Our flight leaves tomorrow, unfortunately. Late morning, but still early enough where we couldn't even meet you for lunch tomorrow." I confessed.

"Well, I don't have to work tomorrow!" Gushed Troy.

Danielle and I sprung at that and attacked him, mashing our faces against us for another of several more three way kisses that happened that night. We made him cum at least four more times that night, in each of our mouths, in her pussy and once again in what I would come to call my boipussy.

We had to hurry him out the door early in the morning to pack as we had more clothes (among other things) in our luggage than when we left. He was saddened, but gave us his business card to look him up if we were ever out his way. I had to carefully pack the wig and almost all my new feminine wear as my ID still showed me as a man. My new panties would be what I wore underneath as a treat for myself.

On our way out of the room, Danielle remarked "Well 'Kelly', I promised you a bisexual treat and delivered, are you satisfied?"

"Yes," I confided, "and in a way I never thought possible. We have a lot to discuss when we get home, because this was too fun to stop."

"Oh my, I can't believe I've turned you from my man- slut into just a plain slut in just a few days!" She joked "but in all seriousness, I'd like you to keep going, too!"

And with that we left for home, our passion for each other rekindled, and a whole bunch of new ideas for our notebooks.