"Hi Sam! Where's Sammy?" Brenda looked confused for a moment, and then burst out laughing. "Oh my god! Is that you, Sammy? That is hilarious! Where's Sam?" I pointed down her sidewalk at my husband, Sam. Having just parked the car, he was walking toward her house wearing one of my little black dresses. It had only needed a little adjustment to fit him. Trying to make his hips sway the way mine do, Sam was walking slower than normal. He was doing well enough that none of our friends would be able to tell it wasn't me from this distance.
"Hi Brenda, thanks for inviting us!" Sam didn't really sound like me, but he didn't sound like himself, either.
Laughing, Brenda said, "You two are hilarious! Just because you look a little alike doesn't mean you have to pretend to be one another!" Brenda was wrong; Sam and I look a lot alike. So much that sometimes people have confused us for one another even when we didn't try to make it happen. We met in college when a friend told me they had a class with my brother. Since I don't have a brother, my friend introduced us, and the rest is history. We are both runners and have slim builds. Sam doesn't seem to mind my lack of boobs, although I have noticed him checking out Brenda's rather more sizable bosom on occasion.
Lowering my voice worked pretty well. "What do you mean? Is this supposed to be a costume party?" We knew it was a Halloween costume party; we had all been working on our costumes for weeks. Dressed in a short green dress, Brenda was showing lots of cleavage and most of her bare thighs. She also had wings and held a wand. That wasn't enough to identify which kind of fairy she was until her husband, Peter, came to the door dressed all in green with a small sword on his belt. Then their costumes became obvious.
Peter looked back and forth between Sam wearing my little black dress and me wearing Sam's dress shirt and khakis for a moment, and then he laughed, too. "Oh, fuck, that is good! Sam, I had no idea you could do makeup like that."
Laughing, Sam pointed at me, "I can't. Sammy, er Sam, painted me up before we left the house." He raised his voice partway through saying this, which made it even funnier.
We walked into the house, and Peter whistled at my husband. "Nice legs, Sammy!"
Still laughing, Sam said, "Three pairs of pantyhose will make yours look just as good!" That was true, but not the whole story.
===
Three weeks before the Costume Party:
Some people go to church on Sunday mornings. Sam and I? We like to spend the morning in bed.
I woke up when Sam crawled back into bed with me. Completely naked, he kissed his way up my body, stopping briefly at the spots he likes to play with. By the time he got to my face, I was wide awake and more than a little turned on. Running my fingers into his hair, I kissed him passionately. He had already brushed his teeth. "Good morning, beautiful!"
"Good morning, honey!" I kissed him again and pushed him off. "I've got to pee. I'll be right back."
Brushing his mop of blonde hair back from his eyes, Sam rolled off of me. He grinned as I stripped off my nightshirt and dropped it on the floor before walking seductively to the bathroom, swaying my hips and making sure he watched my tight ass wiggle. "Hurry back, babe!", he said.
After peeing, I brushed my teeth quickly. I probably had morning breath, but Sam was too much of a gentleman to ever complain about that.
When I returned to the bedroom, Sam was lying spread-eagled in the middle of the bed, covered by the sheet. Quietly fake-snoring, he pretended to be asleep. Playing along, I slid under the sheet and rubbed my hands up his hairy legs until I came to his dick. I've played with him while he was sleeping before, and I know he only gets this hard when he is awake. He continued pretending to be sleeping.
I played with him a little before starting to lick his dick. Covered by the sheet, Sam wasn't able to watch what I was doing, so he continued to snore until I took him into my mouth all the way to the root. A moan replaced the snores. "Oh, yes!"
Continuing the blowjob, I massaged his balls with my left hand, and jerked him off with my right. I made love to his dickhead with my mouth and tongue. I don't really like the taste of cum, but Sam loves it when I swallow. So I do.
Holding his dick in my mouth as he came, I swallowed each squirt of cum. Once he started to go soft, I kissed my way up his body, stopping at the parts I like to play with, like Sam had.
Sam whipped the sheet off and hugged me close. With a grin, he said, "That is a great way to wake up in the morning!"
Hugging him in turn, I kissed him before rolling onto my back. "I know, and now it's your turn to return the favor!" I spread my legs while grabbing my nipples. Since I'm small on top, I am able to cup my whole breasts in the palms of my hands while massaging my nipples. Grinning at Sam, I started to fake snore, too.
Laughing, Sam went down on me. I love to watch him work, and when he latches on, he returns my gaze. Usually, he is too busy watching his fingers and tongue explore my sex to look at me, and I love the look of concentration on his face as he works to bring me off.
While licking my clit Sam was fucking me with two fingers. Enjoying the sensation with my eyes closed, I felt fingers from his other hand touch my anus. As I opened my eyes, I saw Sam staring up at me. Smacking him gently on the head, I said, "I said no."
Rolling his eyes, Sam went back to giving me the pleasure that I wanted.
Later that day, after a second vigorous round of lovemaking, Sam held me and asked again, for at least the hundredth time, "What can I do to get you to let me try anal?"
Honestly, I was annoyed that he kept pushing it. "Why do you want to do that? Isn't what we already do enough for you?"
"Of course it is! I'm just curious, is all. I want to know what it feels like."
He had asked so many times that I had obviously thought about it. I have even done some internet "research". It still wasn't anything I particularly wanted to have done to me, but I had seen some things. "Fine. I'll tell you what. You let me fuck you in the ass first, and then you can do me. Once."
Looking surprised, Sam asked, "Wait, what? Really?"
"Yes. You let me fuck you until you come, and then I will let you fuck my ass. Then maybe I'll fuck you a second time just to be sure you really like it. We've got to work up to it, though." Sam hugged me and grinned like a fool. It's a good thing I love the guy.
Several other things happened that same day. First, Brenda called and invited us to their Third Annual Halloween Costume Party. It's a pretty big yearly kids-free event since most couples in our circle either don't have kids yet or are certified child-free. Couples' costumes are encouraged, and some people go all out.
Second, Sam talked to our neighbor, Mrs. Johnson, and came back inside with a smile. Mrs. Johnson is a little hard of hearing, and her eyesight isn't the best. Sam said that Mrs. Johnson had called him by my name the whole time they were chatting. As I've said before, this has happened to each of us several times. And not just with Mrs. Johnson.
I had been racking my brain for a suitable couple's costume, and the thought of each of us dressing up as the other made me laugh. "Hey, Babe? I've got an idea for our costumes for Brenda and Steve's party."
Sam had been trying to think of something, too. "Really? What is that?"
Grabbing his ass, I pulled Sam close. Then, while squeezing that muscular butt, I lowered my voice and said, "I go as you, and you go as me."
Laughing, Sam replied with a falsetto, "Oh, Sam, that's a wonderful idea!"
===
Two weeks before the Costume Party:
"Ugh. I don't know how you can stand pantyhose! This is terrible!"
Laughing, I raised my wine glass. "We don't usually wear three pairs at a time, for one thing!"
Sam was trying to find a dress from my closet that would work. In an effort to cover his hairy legs, he had put on the three layers of hose. They did look smooth, and we couldn't see any hair, but he had been complaining about the constriction the whole time. The pressure on his groin was enough to keep him pretty hard, which was very entertaining for me as he slipped in and out of my dresses.
I see why guys like their women undressing for them so much. It's pretty sexy. Especially when he asked for my help. My "costume" was just a pair of Sam's khakis, and a dress shirt with the cuffs rolled up a little so that I could wear one of his fancy watches. I was getting into the fantasy of being a man watching my woman dress for me.
"Here, zip me up again." Sam turned his back to me, and I massaged his butt as I pulled up the zipper. We had settled on a classic little black dress. Because of his shoulders, it would have been a little too tight around his chest, but since he didn't have any breasts at all, he had enough room. He patted his chest. "I don't fill this as much as you do."
"Don't worry, I'll get a padded bra that will make you look like you've got a little something-something on top. "
Twisting his hips as he looked at himself in the mirror, Sam's dress flared out at the waist; his hard dick wasn't visible even as the fabric moved around. The skirt fell just above Sam's knees, so we definitely had to do something with his hairy legs. The hose was just the first choice. Since the dress had no sleeves, we would have to do his armpits, too.
Standing next to each other in the mirror, we looked so much like one another it was crazy. Sam said, "If we get haircuts, it will be almost perfect."
Sliding to my knees in front of my husband, I said, "I've got to shop for a couple of things, but haircuts would put us over the top." Pushing his skirt up, I told him to hold it out of the way. Then I pulled the pantyhose below his balls and dove onto his dick. I was able to watch myself in the mirror; it looked like I was a guy blowing a woman. It was very sexy.
===
One week before the Costume Party:
"That thing is huge!" Sam was surprised at the size of the strap-on that I had purchased.
"Oh, are you going to back out?" I was wearing a harness, with the fake dick already in place, because I wanted to try walking around with it. Honestly, it was barely bigger than Sam. The kit had come with a harness and two pegs. The peg I was wearing was six inches long and had space for a bullet vibrator inside. The bullet was going full speed, and it was vibrating my groin a little, but it wasn't anywhere near my pleasure zone, so it wasn't doing anything for me. That would be for Sam, if we needed it.
"Ah, no. No, of course not." Sam did look nervous, but excited at the same time.
"Ok, because we can stop any time you want to." There was no way he would back out at this point.
"Now, I also got this other stuff. We can start with you today, and if you want, we can try wearing these at the party next week." I pulled two small anal plugs from the box and handed one to Sam. Then I pulled out the lube.
"So, do you want to test yours out today?"
Both of the times we fucked later that day, Sam had his plug in place, and he came harder than ever. Maybe this wouldn't be as bad as I feared. Sam, at least, was really enjoying himself.
===
Early in the day, the day of the party:
"Oh, this feels so sexy!" Sam was rubbing lotion into his now-bare legs. I admit, when I shaved his legs I got a little carried away because I also shaved his pubes, ass, and balls. The rest of his body doesn't have much hair, so other than his armpits we skipped the rest.
Massaging his now-hairless balls and watching his dick leak pre-cum I said, "Oh, I guess I better stop." I grinned up at Sam's horny-as-fuck face. We were both naked and freshly showered.

We had already gotten our hair done, and from behind, we looked very similar.
Now it was time for me to put out a little. "Ok, I'll let you put my plug in first, then I'll do yours. Then we can get dressed, and I'll do our makeup."
I was not looking forward to this at all, but we had both watched a couple of videos, and I had put Sam's plug in the week before. Waiting on my hands and knees on our bed, I wiggled my ass at Sam. As he poured a little lube onto my crack, he said, "Try to relax, babe," and started massaging around my opening with a fingertip.
"I am trying to relax!" Once he got a fingertip in, I clenched up. That was not the right choice. Dropping my head to the bed, I took several deep breaths. "Ok, keep trying."
Sam kept adding more lube, and was able to get one finger to slide in and out. After several more deep breaths on my part, he was able to add a second. The feeling of his fingers twisting against one another was very odd. Pausing for a moment, he picked up my plug. "Relax, I'll go slow."
The plug was well lubed, and I felt him twisting it as he slid it fully into my ass. I let out a breath and lay there with my ass in the air for a couple of minutes. When Sam came back from washing his hands, he helped me to my feet. It felt weird. Not bad. Just full. And weird.
Moving a little stiffer than normal, I got Sam into position on the bed. He wasn't nearly as tense about it as I was, so he had a much easier time with the insertion. His dick had softened a little while he worked on me, but by the time I had his plug in place, he was rock hard again.
The brand new underwear I purchased just for this occasion fit Sam well. The bra was padded enough to give the illusion of my a-cup breasts, and the panties were the softest and silkiest that I could find. Tracing his dick through the fabric, Sam said, "God Sammy, this feels so sexy!"
"Yeah, that is why we like to dress like that. As compared to this shit." Having pulled on my brand new cotton tighty whities and a man's undershirt, I didn't look, or feel, nearly as sexy as Sam. I looked even more manly than normal because I was wearing a compression bra to flatten my already small chest.
After helping Sam into my dress, I applied his makeup. I didn't use very much on him since I usually don't, but it was enough to make him look even more like me. While I worked, Sam squirmed around on the chair, but I couldn't tell if he was uncomfortable or if he liked the plug in his ass.
Dusting my cheeks with a little black eye shadow gave the illusion of five o'clock shadow. It seemed to work fine; I looked even more like Sam.
===
At the party:
Our costume was a big hit. Everyone laughed at how much Sam and I looked like one another. Almost everyone did a double-take at one point or another. It was a lot of fun.
When I saw Amanda's costume, I was a little surprised. It was very simple; she was just wearing a short black skirt and an orange T-shirt with a jack o'lantern face on it. I greeted her with a deep, "Hi, Amanda!"
"Hi Sam!" Amanda blinked twice, laughed, and hugged me. "Sammy! You got me! Is Sam dressed as you?"
"Yes. Where is Jim?" I pointed across the room to Sammy, who was chatting with a banana and an apple.
Jim walked up at that moment and handed Amanda a glass of wine. He was just wearing normal clothes, jeans and a black t-shirt. He could tell I was confused because he pointed at his name tag and then offered his hand. "Hello. My name is Peter. Peter Peter."
Shaking his hand with my most manly grip, I looked at Amanda in her pumpkin shirt. Then I laughed. "Ok, I get it now." Amanda and Jim both laughed with me.
Amanda said, "I know it's not our usual standard, but I've been busy at work. It won't win anything, but it is funny."
Jim smiled and said, "And true, too."
Blushing a little, Amanda glared at Jim, "Stahhp it!"
Laughing, Jim said, "This costume was your idea, honey!"
The whole time we were at the party, I was distracted by the plug in my ass. It wasn't that it felt good, really; it just made me feel full. It didn't feel bad, either, but it was a constant reminder of what Sam and I had planned for later that evening. And that constant reminder made me feel sexy and turned on, so I guess it was worth the weirdness.
Partway through the evening, I bumped into Brenda, the hostess. "What the hell was that?" she asked. Passing behind her as she bent over to pick up an empty glass from the coffee table, my groin had grazed her ass.
Giggling, I asked, "Wanna feel it?"
Brenda's eyes got wide, and she looked around. "Yes!"
Men's underwear has a weird pocket in the front to allow guys to pull their dick through. I doubt guys ever use that pocket, but I had put a vibrator in mine. It wasn't turned on, but I was walking around the party with a small plastic hard-on. It was pretty thin and only four inches long, but it was enough that I knew it was there. And now Brenda did, too.
Looking around, Brenda saw that nobody was looking, so she quickly patted the front of my pants. "Why would you do this?"
Grinning, I said, "As long as I'm dressed like this, I wanted to see what it was like to have one of these. All the sexy costumes here have made me hard!" Glancing down at Brenda's cleavage, I leered at her. Then we both laughed.
The party was a lot of fun. Our friends are a bunch of sexy people who were all dressed in sexy costumes, and there was more flirty sexual innuendo than I thought possible. Everyone had a great time, but Sam and I only lasted about three hours. We weren't the first couple to leave, but we were the second.
As I hugged Brenda goodbye, I felt her hand brush my groin. "Have fun with that tonight!"
I kissed her on the cheek, "No way, I'm getting the real thing!"
===
After the party:
The drive home was quiet, and nice. Sam held onto my hand as he drove. I know it's not safe, but I wasn't holding his hand; I was letting him hold mine. We chatted about everyone's costumes and how our friends were doing.
We were both squirming in our seats a little, though. I was really focused on the fullness in my ass and what I knew we would be doing once we got home.
We held hands as we walked into the house. Sam asked, "So, are we really going to do this?"
I nodded, "If you still want to."
Sam grinned at me and gave me a quick hug. "Yes, please!"
I kissed him, "Ok, keep the dress on. I want to fuck you while you are still wearing it."
I used the bathroom first, but left my plug in since I wanted to stay stretched as long as possible. While Sam was peeing, I took off my pants and underwear and put on the harness. Then I pulled his pants back on and my fake dick stuck out through the fly.
Sam's eyes got big as he approached. "Thank you for doing this for me, dear."
With a deep voice, I said, “Bend over the bed, buttslut."
Sam laughed, but did as I told him. He even wiggled his ass at me. After flipping the dress up onto his back, I massaged his silky panty-clad butt. I then slipped the underwear down his legs and kissed his smooth ass. Tapping on his plug, I drizzled lube around his opening. Then I took a long time using very small movements to move the fresh lube around before removing the plug. Sam sighed as it came loose; since he was already open, I squirted a bunch of lube in all at once.
I slapped Sam's ass as I stepped up behind him. Rubbing my slicked-up juicy hand over my fake dick, I asked, "Are you ready?"
As he moaned out, "Yes!" I slapped his crack with the fake dick. His opening twitched a little.
With lots of small movements to make sure my dick stayed lubed up, I entered Sam slowly. Since I couldn't feel him directly, I was focused on watching what I was doing. By the time I was taking full-length strokes, Sam was already moaning. He was also jerking off much faster than my strokes.
Watching in the mirror, I saw myself as a man fucking a woman from behind. That was kind of exotic and erotic, and Sam's moans showed that he loved it. It didn't take long for him to cum, he had been turned on and ready all day long.
After ejaculating all over the sheets, Sam collapsed away from me, pulling my cock from his ass. As he lay there breathing heavily, I wiped my dick off and then wiped the lube from his crack. As I started to disrobe, I saw his eyes focus on me, and he watched as I slowly and seductively removed all my man clothes and turned back into myself.
Crawling onto the bed next to Sam, I kissed him and asked, "So, based on this mess, it seems like you still want to do my ass, right?"
"Of course, dear, but only if you want to." He kissed the back of my hand.
"I do, but you've got to eat me first. I've been horny all day long!" Fucking Sam in the ass hadn't really stimulated me directly, although I did like how much he enjoyed it. I wanted to make sure I would get something out of his butt fucking me. Besides, giving him a little more time to recover would let him come quicker once he was inside.
Turning his back to me, Sam asked, "Unzip me?"
Sliding my fingers to the zipper, I said, "I will, unless you want to keep it on while you do me."
"Yeah, leave it." Sam slipped off the bed and between my thighs. So far I was only a little turned on by everything, but as he went to work, I quickly warmed up. While licking up and down my folds, he started using two fingers to probe my vagina. He also started playing with my plug, and I'll admit that it did feel good.
It turns out that the plug made my orgasm stronger than normal, too.
Once I calmed down, Sam started working to remove my plug. I loved the look of concentration on his face as he added lube and slowly worked it out of me. When it came loose, I let out my breath. I hadn't even realized that I was holding it.
Sam looked up at me and asked, "Are you ready?"
I nodded, "Yes, just go slow."
Standing between my thighs, Sam was still wearing my little black dress. He held the skirt up as he applied lube to his dick. The first touch to my anus made me jump a little. The head felt hot against me. Pulling my knees up, I held my hips wide as Sam focused on working himself into me.
As his dick slid inside, he looked up; I smiled back at him. "Is this ok?" he asked as he continued slowly moving back and forth.
Grimacing a little, I replied, "Yes, just go slow."
Focusing on moving slowly and making sure not to hurt me, Sam didn't realize that I was watching him; watching him enjoy his pleasure. By the time he got all the way inside, I was loosened up enough, and lubed enough, that Sam started making full-length strokes. He was holding his dick with one hand and holding our dress out of the way with the other.
Lifting my legs onto his shoulders, Sam gently kissed my ankles. Since I was no longer holding my legs, I moved my fingers to my sex and started masturbating and rubbing my clit. The combined feelings showed me how someone might like to be double-teamed.
Looking at me with restrained lust, I could see Sam holding himself back. I said, "You can go harder. Really fuck me now. I'm ready for it!"
He went for it, and after just a few minutes, his eyes glazed over, and he started to spasm deep inside me. Seeing his orgasm face drove me to my peak, too, and I came with him.
When Sam collapsed on top of me, I squeezed him with my arms and legs. After he caught his breath, he said, "That was great. Was it good for you?"
I smiled at my loving husband and hugged him tighter. "It was good. Maybe we can do this again."
