Three's never a crowd

(****I've been editing this story a lot and i don't think its sounding right....let me know what you guys think. again, if you read my disclaimers, I'm no expert writer and just what to entertain.)

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Once again...I know, again...it was time to move. Seems the apartment complex I was living in changed owners, and they plan on doing a year long renovation.

My true identity remains safe, I think, as I don’t think anyone knows about my crossdressing... except the one’s I’ve been with, but they only seen me as “Kristen”.

I logged on to Apartments.com and found a couple that had a room to rent. It was close to my old apartment complex and still close to my job. The ad also said that the professional couple, that was renting out the room, recently had their last kid head off to college and they wanted to rent her room for a little supplemental income... and a tax deduction.

I went over to look at the room, as my guy self of course, and was very pleased with it as well as with them. The room was on the lower level of a two-story house and had its own entrance door from the outside. The first-floor bathroom was down the hall near the kitchen. There was also a living room with a big screen television that I could watch and not disturb them in the process. They added that they spend more time upstairs than down.

The couple were also very pleasing and polite, both in their late 40’s, with her working as an EMT and him with a construction company.

Hugh and Samantha also worked varying shifts during the week and my shifts continued to change on a weekly basis. Having a room and bathroom to myself, in that big house, I’d have enough privacy. It seemed like it would work out fine. They also added that they would always let me know if they’d be working and/or away, which is quite considerate, especially with me planning on dressing every chance I get.

I couldn’t pass up this in-expensive place and I could start saving money again for my own place. So I told Hugh and Samantha I’ll take it and asked when i could start moving in.

Hugh and Samantha are also a very attractive couple, both having handsome and pretty features. Hugh is probably 6’2”, fit, with big hands. Obviously swinging hammers and lugging drywall up and down ladders, keeps his back and legs strong. Samantha, with her dark wavy hair and light brown eyes, is also tall, and attends CrossFit classes four times a week. It definitely shows because of her tight ass and flat, firm stomach. I am so envious of her looks and shape. Whenever I cross paths with either him or her, I can’t help but stare.

Once a week, we would have dinner together at the kitchen table. It became a time to learn more about each other and talk about everyday happenings. I was really getting use to them, and them me, and it became more comforting day by day. I also admire the way they looked at each other.

One time, while we were having dinner, and a few glasses of wine, Hugh leaned over and gave Samantha a peck on the cheek. I felt a little tingle inside when his strong chest and arm flexed as he had his hand on the table, leaning his face into hers and then kissing her lips. Her pretty face blushed as he grabbed one of her big heavy boobs, giving it a squeeze as he turned to head up the stairs. She looked at me and giggled, then headed up the stairs after him. I just sighed…it was my turn to do the dishes anyway.

Later that night, I was in my room sorting out a few outfits and lingerie sets and found myself intrigued with what I was hearing. I heard them banging on the floor upstairs as if their bed was bouncing up and down. I heard the muffled sounds of Samantha in an ecstatic voice, shouting, “fuck me baby…fuck me harder!”. It continued on, with a lot of “oohs” and “aahs” from the both of them.

The noises on the floor were sounding off in intervals of fast then slow. It seemed to last forever, and I remember rubbing myself to sleep…first wishing I was him fucking Samantha, then wishing I was Samantha.

I really loved my arrangement with the place and the monthly rent was inexpensive. I could also go in and out anytime I wanted and dress in total privacy, whenever I felt the urge to.

The lower floor bathroom, down the hall, was practically my own and I always felt comfortable taking long baths and showers.

The only odd thing I ever noticed was on a few occasions, usually when Hugh was gone for a couple days for work projects, I would hear noises outside my bedroom. This was usually while I was crossdressing and other times, while Samantha was working graveyard shifts. I would hear the noises outside my bathroom door too, while I was dressed and checking myself out in the mirror.

I ultimately just chalked it up to paranoia about getting caught and the sounds of the rickety old house. Life there started to feel normal…until a couple incidents added to a longing for excitement and led to some experiences I’ll never forget.

It started one Friday afternoon when Samantha told me that she and Hugh were going out dancing for their anniversary. She told me not to be startled if they return home very late with even the possibility of early morning.

A few hours later, Samantha came down the stairs dressed in a tight black mini dress, that really accented her gorgeous huge breasts. She had on black patent heels and her freshly shaven, long, toned and tanned legs shined as the light glimpsed off them.

Hugh followed shortly after her, looking strikingly handsome in a black suit and white tie. It was an amazing transition on how he went from a hardworking, blue collar, scruffy and rugged guy, into a clean shaven, short haired, business type guy. Looking at Hugh, the girl inside me quivered a bit.

I’m sure all the men at the club will have their eyes on Samantha and all the women will have their eyes on Hugh.

I complimented them on how good they both looked and wished them a happy anniversary. Samantha told me jokingly, “Don’t wait up”, as they headed out the door.

After they left, I tried to make the best of my evening. Whenever I have the house to myself, I definitely take advantage of the privacy and considered it my dress up time. I wanted to invite some of my CD and trans friends over for some dress up fun, but they all had other plans or worked the following morning. I ended up just watching a movie and falling asleep on the living room couch.

It was almost 2:30 in the morning when I heard Hugh and Samantha stumble in. I’m sure they seen me on the couch because I heard them shooshing each other as they went upstairs.

A short time later, I heard them talking. I overheard Hugh saying something about how excited he got when all the guys at the club were staring at her and engaging her in conversation. Samantha told him that she caught several of her friends staring at and ogling over him, especially after he took his suit coat off, loosened his tie, and unbuttoned a few buttons on his shirt.

I was almost falling back asleep when I heard moaning and creaky bed springs. I heard Hugh telling Samantha how he was loving her wet and tight pussy. She was telling him what a big cock he has, adding that it was the biggest she’s ever had. I spent the next hour drooling over them making love again and listening to them fuck and moan.

I even started wishing it was me again, that was fucking her and feeling her tight pussy, and then how I wished I was her taking in his big hard cock.

Samantha then said, “don’t cum yet honey, wait for me…”, and then she said, “oh baby, cum now!!”. I myself was rock hard and wanted to cum. Then I heard what sounded like more kissing and then it was quiet the rest of the morning.

The next evening, we all had dinner together and I asked how their night went. Samantha winked at me and said, “it was great, I wish you could have been there”, and Hugh said, “maybe next time you could join us”. I’m sure they were meaning with them at the dance club and not in their bedroom…or so I thought at the time.

About a month later, on a Friday, while Hugh was at work, Samantha was upstairs getting ready for work. She called me up to her room, which I’ve never been to before, and said she had something to ask me.

As I approached the doorway to her room, she was standing in front of her dresser in nothing but a bra and panties. I couldn’t help but take in her beauty and how sexy her body was in a light blue lace set which accentuated her curves, tight abs, and big breasts. Her hair was still wet from the shower, and she looked at me smiling as she finished toweling herself off.

She said, “its okay, come on in, I don’t mind”. She then asked if I thought she was pretty. I puzzlingly told her that she was very beautiful and had a wonderful body. “Why do you ask?”, I said. She then went on to say how insecure she had been feeling lately and after having three grown kids, she felt she was losing Hugh’s interest. I told her that any guy would beg to have a woman like her. She than asked, “would you?”. I instantly answered, “of course!”.

Samantha continued to say how she gets a little bit jealous when other women look and talk to her husband. She then asked, hypothetically, that if I were a woman, would I be attracted to her husband. I answered that I guess I would, he’s a handsome guy with a nice build, you should be proud I told her. She then said, “yes he is…and I am.” She then added that she secretly finds it a turn on that other women are into him. We both giggled at that.

Samantha then got into her scrubs and told me that she had to work graveyards again. She said Hugh was going to be playing cards at his buddies’ house and if they have too much to drink, which is usually always, he’ll be staying the night over there. She said that once in a blue moon, he has a “guys night out” and that she was cool with it because Hugh’s friends are all around the same age and aren’t really known to get too wild. She also reminded me that I’d be home alone all night.

Surprisingly, she told me how handsome I am, that I also had a nice body, and how she found me attractive too. She asked me why I haven’t had any girlfriends over yet. I just told her that I have had plenty of friends over already and that I had only been here for three months. She smiled and said, “well, I do have a lot of single and divorced friends…I’m sure I could hook you up with a few.” We both shared a laugh again.

Samantha then stepped closer to me, took my hand, leaned in and planted her mouth on mine. I was in shock to say the least. I gave in and we passionately kissed, with her swirling her tongue along with mine. She then reached down and massaged my cock through my jeans. I was getting harder every second and I would occasionally break off to kiss her neck and her breasts. She smelled so good, and I felt her nipples harden against the laps of my tongue. We continued our embrace, and I reached down and squeezed her firm round ass.

Just as I was about to reach for her crotch, she pulled me away and said, “well I better finish getting ready, keep this a secret, we would hate for Hugh to find out”, with a big smile and slight giggle. She finished with, “I’ll see you in the morning.”

I then went back downstairs and back to my room, still a bit in shock as to what had just happened between me and Samantha, but excited at the same time. Later that evening, after a short nap, I took a shower and put on my make up. I dressed in a sexy skirt and blouse and spent the evening in a group chat with a couple of my trans/cd friends. I couldn’t wait to tell them what happened with me and Samantha an also how smoking hot she looked in her underwear. They were jealous and envious at the same time.

After the chat session, my mind drifted off to earlier that afternoon. I couldn’t help but visualize Samantha in her underwear and I drifted even further, back to how hot she looked the night of her anniversary. I couldn’t help but to be curious as to what other clothing she might have in her closet and drawers.

I then snuck up to her and Hugh’s bedroom. With them out for the evening, I figured it was the perfect opportunity to check it out. I first went to the dresser and pulled open the top drawer. She had so many fancy and colorful sets of panties and bras, nearly all of them lacy little G-string numbers, some thong panties, as well as some lacy boy cut shorts. I sorted through most of them feeling their softness and smelling Samantha’s perfumed scent on them. She even had a few garter belt sets with matching stockings.

I then slid open their closet and was immediately drawn to several pairs of shoes and heels that were sorted on the closet floor…she even had a pair of six-inch stilettos…for what, I could only imagine.

There were also several dresses, sorted by length, on the hangers, most of them short and sexy. As I scanned through them, I noticed that short black mini dress she wore that night her and Hugh went dancing. I pulled it off the hanger, holding it up to me, reminding myself again how hot she looked in it.

Although Samantha was shorter than me, by several inches, we did have a slightly similar athletic build. I again couldn’t help myself…I wanted to try in on!!!

I went back downstairs and took off the skirt and blouse I had on leaving my white bra and G-string on. I then grabbed my black heels, knowing any heels of Samantha’s definitely wouldn't fit and found my darkest wig that was similar to how Samantha’s hairstyle is.

I also took along a big set of breast forms and headed back up to her room. Samantha’s dress was very tight. What was a mini dress for her turned out to be a micro mini dress for me. I still managed to fit in it…barely. The hem of her dress was super short and went just above mid-thigh. It was also tight up top too, but it did help keep my breast forms against my chest. I felt I looked hot in it as I pirouetted, looking at myself in her dresser mirror.

I then sat down on the stool of her mirrored vanity and touched up my make up. I also sprayed mists of her perfumes, finding the scent she was wearing the night she went dancing. I spent several more minutes pretending I was her.

I sat on their four-poster king sized bed and imagined what it would be like to be under the covers with Hugh and his big strong hands sensually molesting my body.

Suddenly, I heard the jingling of keys and the opening of the door downstairs. My heart started racing and I realized I was trapped. The only thing I thought to do was to turn off the light. I looked out the window and saw Hugh’s truck in the driveway. I said to myself, “SHIT!!...he’s home early!!!”

Hugh’s footsteps were already heading up the stairs. I was going to hide in the closet, but he must have heard my heels tapping on the floor. He said, “Sam, is that you?” my only response was to mumble, “umm…hmm”.

Hugh then walked through the doorway where I was standing and said, “I guess you’re out of work early…why are the lights off?”

While attempting to disguise my voice, I whispered, “I didn’t want to wake our roommate”, realizing as I said it, that it was a dumb answer. He then staggered a little closer to me, and smelling like whiskey, he took me in his arms giving me a firm embrace.

He felt the dress I was in and asked what I was up to. I told him I felt like replaying our anniversary night and he added that the perfume I was wearing was his favorite. I knew I answered with another silly response but the way I was dressed, just like Samantha, the more I thought about her and wanted to be her. My concern now was to continue fooling Hugh without him finding out it’s really me.

I again whispered, “I thought I’d get all dolled up in my black dress again and surprise you, do you remember our anniversary night?” Hugh answered back, “Oh Geesh, do I…”.

He then reached his hands down my sides resting them on top of my hips and pulled me closer to him. He then leaned down and started kissing me. I became so flushed with excitement, especially while he grabbed my ass after raising the dress over it, which wasn’t covering much of my ass anyway.

He then said, “Oh Sammi, you feel incredibly sexy as always.” I whispered back, “thanks babe…so do you.”

Hugh then reached up and attempted to grab my breast forms when I immediately blocked his arms pushing them aside. I did the only thing I could think of to keep him distracted…I reached down and unbuttoned his jeans, reaching inside and started massaging his cock.

As I rubbed his big bulge over his boxers, I realized he was bigger than I expected. Hugh managed to moan, “Oh Sammi, your hand feels wonderful.” He then attempted to reach for my crotch when I again blocked him from finding out I wasn’t his wife.

He sounded a little suspicious when he asked what was wrong. I just whispered back, “nothing dear, just let me be in charge this time…” I then grabbed a pillow off their bed and placed it on the floor in front of his feet. I pulled his trousers down at the same time, kneeling down on the pillow. I couldn’t help but drool as I pulled down his boxers and came face to face with his gorgeous rod.

What little ambient light there was, was enough to make out his thick long shaft and its mushroom head. I grabbed Hugh’s rigid pole and slid my hand along its smooth shaft feeling all of its wonderful ridges. I then reached between his legs for his big balls, taking them in the palm of my hand before pulling him closer to me then kissing the head of his penis.

A noticeable tremor traveled through him as I gulped his cock into my awaiting mouth. I could hardly believe this was really happening as he began to moan louder. “Mmm…. Samantha…you haven’t done this in a long time…don’t stop baby.” Soon I found myself quietly moaning along with him and sensed that he was about to come. I kept my eyes wide open, looking up and watching Hugh as he thrusted his cock in and out of my mouth.

Just when Hugh was about to come, I felt the presence of another figure that was entering the room. I was so caught up in sucking Hugh’s dick and pretending I was Samantha, that I didn’t hear her creep up the stairs.

She came in and turned on the bedside lamp and said, “well, well, well…I see you’re enjoying our surprise…Kristen?

It is Kristen, isn’t it?” I felt a lot of panic and then a bit of elation as I sprang back up to my feet.

Samantha told me she had been waiting in Hugh’s truck for around 20 minutes before sneaking inside. She said she had snuck up the stairs and was watching us since then, and it was all part of their surprise. I then asked her how she knew I went by “Kristen”. She said they had stumbled upon my FetLife page and liked what they saw.

She added that they knew I cross-dressed because they had been peeking in on me whenever I had my door slightly open. I told her I really didn’t mind because of my attraction to them both and although it sounds creepy, I found it exciting.

She then asked if I was wearing her dress. I couldn’t help but blush and apologize. She said, “well it looks a lot sexier on you…you look hot.” She went on to say that she and Hugh had been wanting to initiate a threesome with me for awhile now but didn’t know how to go about it or if I’d even be interested in that sort of thing.

She decided to set up the story of leaving me alone in the house knowing I’d probably dress and then she’d send Hugh in to see how I’d react. She didn’t expect me to go as far as I did, but deep down hoped I would.

Samantha then told me to stay standing where I was and then moved the pillow that was still on the floor in front of Hugh and moved it on the floor in front of me. She then knelt down on it and slid both her hands up along my legs, sliding them up to raise the tight mini dress up over my ass again.

She said, “well I see you’re already semi-hard…let’s see if we can’t get you fully erect.” She began to rub my sissy clit through my already moist panties. Meanwhile, Hugh moved in behind me, cupping my fake boobs over the dress, leaning in kissing my neck. He was also brushing his hard dick against the crack of my g-stringed ass. I was so incredibly horny and enjoying every second of it…they seemed to be too.

It didn’t take long for my clitty to be at full attention, springing itself free from my laced panty. Samantha pulled my panties all the way down and took me into her warm, wet mouth, giving my sissy sword a nice tongue bathing. She slowly lapped her tongue up and down the length of my shaft, kissing every inch of my stiff hard on. She continued bobbing her head back and forth as she hungrily sucked for what seemed like hours. All the while, Hugh was gyrating behind me and moving my hips into him, pushing my cock deeper inside his wife’s mouth.

I was just about to come when Samantha got up off her knees and her and Hugh moved me over to their bed. Samantha, after taking off all her clothes, laid on her back on the bed and spread her legs wide. She looked at me and said, “Now it’s your turn slut.”

I then kneeled down between her legs, leaned in, and began kissing my way from her neck to her perky jumbo breasts, to the inside of her thighs, and finally engaging her sweet glistening cunt.

As I continued to lick away at Samantha’s pretty, pink, pussy lips, I felt Hugh’s hand between my legs near my crotch. He was seeking out my throbbing erection…and finding it. He began stroking me gently as I licked up and down Samantha’s juicy slit, slurping down her succulent juices. I couldn’t believe how sweet she tasted and how my own cock was dripping with pleasure as Hugh, still stroking me from behind, rested his hand on my lower back.

I was still bent over burying my face in Sam’s cunt, then hovering over her stomach and big tits, when Hugh, with his hard cock, began nudging the entrance of my ass. I moved my hips into him and bent down lower, arching my back to help him push his way inside me. He eased in, inch by inch, until his swollen rod filled me completely. It was painful at first, as tight as I am, but after a few strokes, I was able to take all his 8” of man meat. His big warm balls were touching the backside of mine, and I don’t think I’ve ever had anything as big as Hugh pleasing me with every stroke.

Samantha’s moans became higher pitched as she was staring, with wide eyes, fucking my tongue and listening to her husband’s balls slapping against mine. I increased the tempo of licking Sam’s pussy, stiffening my tongue and poking it in and out of her hole. She squirmed a lot, but I held her hips still. Occasionally I’d reach up with both hands and squeeze her boobs together, licking her hard nipples as her husband continued to plow me from behind.

Hugh then grabbed a hold of my waist and started to really slam it home, sending pleasure through me each time he buried his big hard dick in my ass pussy. Samantha then grabbed onto my shoulders as her body started to shake and she gripped the bedspread at her sides, as her orgasm gushed inside her body.

I then lifted my head from her cunt and rolled her over on her stomach, while Hugh was still deep inside my ass. I pulled both sides of her hips up and pushed my hard cock into her sloppy wet pussy. With Hugh thrusting in and out of me, and me in and out of her, we synchronized and maintained a rhythm. Samantha then moaned, “I’ve been wanting to do this ever since you moved in Kristen.” Hugh added, “me too!!!” …I said in a squeaky of ecstasy, “me three.”

Suddenly, Hugh pulled out of my wet asshole and dragged his stiff dripping cock along my ass crack. He watched as Samantha was taking all of my 7” clit, as I was burying it as deep as I could.

I was about to shoot my load when I pulled out of Samantha, she didn't want me to explode just yet. As if on cue, Hugh sat on the edge of the bed, his huge cock still raging hard and standing straight up, told me to stand in from of him with my back turned. He grabbed my hips and pulled me down and I immediately sensed he wanted me to sit down on him. He eased my ass cheeks open and lined up his cock head with my already gaping hole.

He then sat me down on his towering love tool, again burying himself in my sissy pussy. Again, the sensation of his big cock inside my hole was completely exhilarating and my dripping clitty was proof of that.

Samantha then stood in front, naked with her back facing us, spread her ass cheeks apart, and sat down on my already dripping erection. Hugh began thrusting up and down inside my ass, while I did the same, in turn, in Samantha’s warm wet pussy. All three of us continued moaning with pleasure, playing off of each other’s sexy noises. It was the most amazing feeling, with us in a seated position, having a cock up my ass, while having my cock in a pussy…fucking, while being fucked.

I could tell Hugh was about to climax when I felt his body tremble. Samantha sensed it too. Hugh let out a loud moan as both me and Samantha urged him on. Sam told Hugh to come in my ass and in that instant I felt his hot load spray deep inside me. I too began to tremble as Hugh told me to cum inside his wife. Sam said, “oh god yes, Kristen…come inside me please!!!” I then had the most intense orgasm I’d ever had, squirting pent up jizz inside her hot vagina.

Samantha then sat up, as did I, releasing Hugh’s softening penis from my sore hole. We all stood there in a group hug, taking turns kissing each other and sharing each other’s bodily juices on our tongues.

I had to ask them how they found out my fem name and how they knew I was crossdressing. Samantha said that she started noticing little things I’d leave behind in the bathroom…like a make-up brush or a synthetic hair from one of my wigs. She also said that she spied on me one time and seen me all dressed up, as did Hugh, and they had been discussing it between themselves. Samantha brought up the threesome idea with Hugh not knowing how he’d react.

They figured a crossdresser would be a nice fit for them and they both were equally attracted to my “Kristen” persona. They both told me I could sleep with them in their bed tonight and after what just happened…I really wanted to.

Then we all got under the covers with me in the middle, of course, and continued kissing and occasionally massaging each other until all three of us fell asleep.

I’m sure they’ll be more threesomes for us in the future and renting this room surely has become one of the best decisions I’ve made in a long time.

Kristen Kross...c.2021