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(ANOTHER) One of Those Nights

Hello! This is the 2nd installment in the "One of Those Nights" series. I'm sure you can skip that story and still enjoy this one, but feel free to check it out. You can also skip the first part of THIS story if you want to get straight to the action. I've added a TL: DR just before Part 2, (Another) One of Those Nights. Enjoy!

Part 1: The Way Back

I know this may come as a surprise, but it turns out fucking your therapist is NOT recommended behavior for someone who is trying to come to an understanding regarding their gender identity.

Yes, if you're just joining us, a couple weeks ago I took an inebriated plunge into the physical intimacies of womanhood with the help of my charming therapist Dr. Theriault (or "Wes" as he allows me to call him). Phrased differently; Wes and I got drunk in his home and he fucked me like a whore until I came all over myself.

The following week's therapy session had been expectedly awkward. It wasn't just that there was an elephant in the room with us; rather, it was that WE were the elephant.(ANOTHER) One of Those Nights фото

Wes had sat in his customary spot, the mid-century modern lounge chair with the cognac-stained leather. I was seated across from him on the green velvet couch that looked as old as I was.

"So..." Wes began softly, his head down, his eyes looking over the frames of his glasses, "... how did you feel after Friday night?"

Had I been in a position to speak freely and honestly, I would have told Wes the predominant feeling from Friday night had been exhaustion, and that feeling lingered for much of Saturday as well. It was as if my body had been completely drained and perhaps hit by a car (a small one though).

It wasn't until the sun rose on Sunday that it dawned on me: I had sucked cock and allowed a man to fill my ass with his seed. Doing so had left me in a puddle of my own cum from the thrill of it all.

I felt like I had reached a mountain top, but I didn't know what direction I was going to descend from it. The path back to being the cisgender straight male I had hoped to validate through therapy was blocked by memories of gagging on Wes' cock. But was I gay? Bisexual? Transgender? There were more questions now than ever.

This brought my thoughts back to Wes. He was the person who had been helping me ask and answer all these questions until this point. In doing so, I had grown rather fond of him. I wasn't sure how Wes felt about me, but I would be lying if I didn't admit I had a newfound infatuation with the man after our affair. Unfortunately, that made me much less comfortable being open with him about what was on my mind.

Prior to Friday night, I had viewed Wes as a professional resource that was helping me on a journey of self-discovery. Following Friday night, he felt much more like a prospective lover that I wanted to think well of me. I knew Wes could probably sympathize under the circumstances, but it felt inappropriate to confess my confusing crush to him.

With all of those thoughts jostling about in my head, I answered his question with:

"Good! I had a nice time." Which I followed with a forced smile.

Wes stared through me, his eyebrows now furrowed and unimpressed.

"We've been working together for months now. You have sex with a man for the first time in your life and that's all you have to say?" He asked again, dismissing my first response.

I sighed and quietly clasped my hands together. With my elbows pressed to my upper thighs, I slowly leaned towards him from the couch. My knees remained pinned together so as to not reveal any glimpse up my black pencil skirt.

"Wes, it's not like I had sex with just ANY man." I replied, my eyes looking up at him, pleading with him to recognize that was the best I could do under the circumstances.

His gaze simmered into mine before he turned away.

"You're right. I'm sorry. I knew this might be uncomfortable." Wes said kindly before chuckling to himself, "It's just harder than I thought it would be."

There were far more quiet moments in that therapy session than usual, and much of the conversation was about anything other than Wes or myself. I was grateful at the end of the session when he said what I was thinking-

"Meaghan, you know that I tremendously enjoy our discussions. But I think it's obvious that what happened is... fresh for both of us. And part of me is worried for how it's going to impact the dynamic in here."

Wes paused to read my reaction before saying anything else. I nodded at him to continue.

"I think it might be for the best if you take a week off from coming in here. Maybe two. You don't have to do that of course, and I promise to keep your time slot open. But right now, I'm not l sure how I can appropriately move forward with you in this environment. Hopefully a little break will provide us a clear path forward."

It felt like he was breaking up with me.

Wes wasn't wrong though. And I didn't feel like coming back for another hour of awkwardness in a week either.

But I couldn't leave without finding out how he felt about our night together.

"Had you ever slept with someone like me before Friday?" I blurted out as an uncouth ice breaker.

Wes' eyes widened at the query.

"What do you mean someone like you?" He asked back.

I stared at him blankly. What DID I mean by that? A crossdresser? A therapy client? A confused man?

"You don't have to answer that-" He interrupted my wobbly train of thought, "-because regardless of what you come up with, the answer will still be 'no', I haven't."

Being told that I was a novel experience for Wes made me wonder if he was experiencing some confusing thoughts too.

"Would you do it again?" I asked quietly.

Once the words slipped out of my mouth, I wanted them back. I didn't mean to make it sound like I was asking him to do it again; I really just wanted to know if I was an enjoyable sexual partner as "Meaghan".

Wes leaned back in his chair, smiling for the first time that day. His eyes were closed as if he was viewing a quick replay of the night in his mind.

"You're something else, you know that? Yeah, I would do it again. I don't think it would be a smart decision, but I definitely would." He answered.

Seeing his smile and hearing him say that made me feel much better about the upcoming hiatus.

"Would YOU do it again?" He asked, taking his turn with the question.

Based off the growing prick in my skirt and the realization that I would have dropped to my knees and sucked him off right then and there, I could have given him an emphatic "Yes". But the part of me that wanted Wes to like me and not think I was a psychopath found the gumption to say the following instead:

"I don't know. I would think so. But this has been a lot. And I think you are right about taking a little break." I replied, thankful that I had come up with something thoughtful in place of what my penis had encouraged me to say.

"That all sounds completely reasonable to me," Wes nodded, standing from his chair as I did the same, "I'm glad you're being responsible about this. One of us needs to be!" He added playfully, with a wink.

I stood there in front of him, still a few inches shorter than him with my two-inch heels on. His emerald green eyes poured over me like a bucket of water. I don't know that I had ever looked at a person like I did Wes, man or woman. Part of me was sad to be saying goodbye, but another part of me knew that I needed to take a step back. I had been through a lot of change over the past three months; I wanted to make sure it was change for the better.

After an extra long hug, I bid him goodbye.

The next few days felt lonely. I had taken a significant step in bringing Meaghan to life, but the only other person that knew about her was gone (for now). I didn't have anyone else in my life that I was eager to talk to about it; anyone else who knew me just thought I had longer hair than normal but was otherwise the same person they had always known.

I was feeling motivated to continue on the current path though. More than one moment had passed where I reminisced fondly about my night with Wes. Thinking about it made me want to be even more feminine. I had gone ahead and scheduled my first eyebrow threading and mani-pedi for the following week.

When Friday night arrived (the first Friday since Wes and I had sex) I couldn't help but wonder what he was up to. I wanted to believe he had told me the truth when he said he'd never had sex with any other clients before. I supposed there was every chance he was fucking any vulnerable person that he fancied, but I hoped that wasn't the case.

There remained a voice in the back of my mind telling me I was being a complete idiot for entertaining such thoughts. I was a grown man pining over another grown man for crying out loud. Four months ago, I was dating a lovely 23-year-old woman; now I was trying to be a lovely 26-year-old-woman for a man at least 10 years my senior. I needed to get it under control.

But I couldn't help myself. Every moment I spent as Meaghan felt infinitely more exciting than any time spent as my male self.

To take my mind off Wes, I decided I would devote the evening to trying out a new eye shadow look I had found on Pinterest the day before. Putting my makeup on always felt therapeutic, and it was rare for me to get to do it without a time constraint.

After a little over an hour of leisurely make up application, I decided I was satisfied with my work. It was coming up on 9 o'clock, so if I was going to put my efforts to any use, it would have to be at a bar.

Looking at myself in the mirror, I was pleased with how passable I appeared. My curly brown hair was kissing my shoulder tops, and I had become proficient at using the makeup to reshape some of my facial structure into a more feminine illusion. With the correct outfit, I wouldn't run into any trouble at a bar until it was time for me to open my mouth and speak.

I was feeling rather horny though, and I didn't want to tempt fate with a stranger just yet. Instead, a harmless idea came to me.

Rushing away from the vanity, I collected the wine-red lingerie set I had ordered a few weeks prior. It was the first complete set I had ever purchased, and with my face fully ready for it, I thought it was the perfect time to try it on.

A pair of stockings, a garter belt, a bralette and thong, it reminded me of something you might see on the girls in an old dirty magazine. My cock was straining against the panties as I carefully made the final few clasps of the stockings to the garter belt. Pre-cum was on the verge of beading through the material.

With the bra covering my chest as a formality, I returned to the vanity mirror to admire the finished product. The view was intoxicating.

I swished my hair from side to side along with my hips to make sure I caught a glimpse of every angle that I could. My sleight frame lacked breasts, but my diet and gym efforts had fabricated a noticeable curve in the lower half of my body. If not from the small bulge between my legs, you'd never know it wasn't a sassy sphinx twirling around in the mirror.

Reaching for my phone on the counter, I opened the camera to document the scene. Snapping a couple pictures in the mirror, I was shamefully enamored with myself.

"No wonder Wes would do it again," I thought narcissistically to myself, "I've never been with a girl that looked like this."

Caught in a trance as I stared at my own pouty red lips in the photograph, a not so harmless idea entered my mind:

"Maybe Wes might like to see this."

Even in the moment, I knew it was a reckless maneuver. It was entirely possible that Wes was trying to be polite when he saw me at therapy on Tuesday and he hadn't meant what he said. Wes also might be uncomfortable continuing any sort of a sexual relationship with one of his clients. Either way, if he wasn't actually "feeling it", this could make things even worse.

As I started to second guess myself, I remembered that it had been reckless behavior that had enticed Wes' cock down my throat last week. Seemed only fitting to continue the trend.

I decided on a photo of myself turned slightly to the side, showing off the curve of my ass in comparison to the straight lines of the fabric connecting the garter belt to my stockings. My eyes were turned towards the phone with a soft smile across my face as if to say, "I like what I see, but what do you think?"

My accompanying message sent with the photo made a sarcastic effort to turn the deviant text into something innocent:

"If we were to get together again (and OBVIOUSLY we shouldn't), do you think I should wear something like this? ;) "

I must have read the question a thousand times before deciding it was the perfect combination of sassy and sleazy.

And at 9:03 PM, it was "Sent".

"Eeeek!" I screamed like a girl and threw my phone back on the counter. My heart was pounding out of my chest. I'd had plenty of nervous moments around girls in my lifetime, but I'd never tried anything as daring as this.

By 9:04, I hadn't received a response. 9:05 came and went by quietly as well.

"I can't just sit here and stare at it. That'll make certain he never texts back." I told myself in an effort to calm down.

I threw on a playlist of Dua Lipa and Sabrina Carpenter and began to dance around my home like any other white girl in the club. I felt a little silly bouncing around dressed so erotically, but I didn't care. I was just taking a moment to embrace my inner Pop Princess to the fullest.

After four or five songs went by, I let myself check the phone again.

Message: Read, 9:20 PM.

"Oh, shit!" I yelped to myself.

The clock on my phone said 9:31 PM. My stomach started to perform summersaults as my mind began calculating the time that had passed by since Wes had seen the photo. Seemed like a long time to go between seeing the message and saying something.

"I'm sure he's just thinking of a clever response," I assured myself, refusing to let anxiety crash my dance party.

I went back to frolicking around the room, but as each song ended, I came back to the phone to check for a response. By 9:48 PM, I was just sitting on the couch as the music played.

10 PM

11

Midnight

1:21 AM

Nothing came back from Wes.

By the time I gave up on the night, I had wiped away my makeup and replaced the lingerie with sweats and a hoodie. I was stunned that the message had been "left on read".

I suppose it was naive of me, but I was stunned that he hadn't replied. Even if he felt the need to reject me, he could have just said that he needed to keep things professional. Had he been with someone else and that was why he couldn't reply? Was it just such a weird message to receive that Wes couldn't even figure out what to say?

I woke up the next morning feeling like a loser. If I had told a girl that we needed to take time apart, and then a few days later she sent me a late-night lingerie picture, I would think she was a desperate weirdo. If Wes hadn't already decided that I had a few screws loose from our therapy discussions, me sending him unsolicited slutty pictures could have only confirmed that impression.

I figured that Wes had probably come to his senses the morning after we had sex and realized he had drunk too much and fucked a guy. He had been married to a woman, so he obviously wasn't gay. On top of that, it didn't take much time to realize he was a handsome and thoughtful man, so he didn't need to settle for my sorry attempts to appear feminine. How could I be so STUPID to think that a guy like him would actually want to make the same mistake twice?

I wanted to message him and apologize for the picture, but I figured the damage was done. I didn't need to harass him with any more of my pathetic life.

When Tuesday came, I took solace in knowing there wasn't a therapy appointment scheduled. I would have cancelled it out of embarrassment anyway, but I was happy to skip the exercise, nonetheless.

Later that night I was standing in front of the mirror looking at myself. I could see the tiny buds of facial hair beginning to reappear on my upper lip. It was the longest I'd gone without shaving in months.

As I brushed my hair, I thought about the manicure I had scheduled for the next day. I didn't feel like going anymore. Rather, I thought I might just go into a Sport Clips for a haircut instead. It seemed apparent that the "trans-experiment" I had been conducting over the past few months was coming to a close; probably time for a more gender appropriate look.

A vibration came from my phone on the counter.

10:27 PM: Wes Theriault "loved" your image.

"No fucking way...(!!!!)" I whispered to myself.

I opened my messages. Sure enough, days after it had been first read, there was now a heart in the corner of the scandalous picture I had sent Wes.

I took a deep breath and let out a huge sigh of relief.

"OKAY!!" I shouted to myself as I pumped my fist in the air, "We're [Meaghan] not dead yet!"

There wasn't a message, but I could live with it.

"He doesn't know what to say because this is COMPLICATED," I muttered to myself as I began to pace around the room, "And he didn't just 'like' the message, he 'LOVED' it."

And to do it late at night too? I might have been overreacting to iit, but it didn't seem like the behavior of a person trying to diffuse the situation.

I gave him a little more time to add on a message before going to sleep content with the update.

Had I waited another 12 minutes, I may not have slept at all that night.

My alarm woke me up the next morning to a message from Wes:

Wes Theriault, 11:07 PM

"Run it back Friday?"

My head nearly hit the ceiling as I jumped out of bed.

"I fucking KNEW IT!" I cheered to myself. "I KNEW he was into it!"

Doing a little victory dance around my bedroom, I swiftly decided to play it cool in my response.

Meaghan, 6:32 AM:

"See you then"

TL/DR: Meaghan and Wes discover therapy is painfully awkward after having sex together. Not sure what to do, they decide to pause sessions until they can figure it out. Meaghan's lust for another night with Wes prompts her to break the silence. It would seem Wes might be out of the picture to Meaghan's dismay, but Part 1 ends with his request to spend another evening together.

Part 2: (ANOTHER) One of Those Nights

I took a deep breath before adjusting the rear-view mirror to take one final look at myself.

It was something of a pointless exercise: All of my makeup was back home strewn across the vanity counter. If I didn't like what I saw in the mirror, there wasn't going to be much I could do about it.

Lucky for me, things looked good.

It was 8 PM on Friday, and I was parked in front of Wes' home preparing myself to walk up to his front door. There hadn't been any additional correspondence since his concise invitation from earlier in the week, not even to set a time for the rendezvous. It just hadn't seemed necessary. He knew I'd be there. I knew he'd be waiting.

I carefully stepped out of my car, deliberately setting each of my 4-inch heels down on the parkway's pavement. With my feet planted, I stood up from the car and casually scanned the neighborhood. The homes were large and spread apart, but there wasn't anything that would have deterred a nosy neighbor from scoping out the person approaching Wes' home.

I strutted confidentially up to the drive to Wes' front door, the curls on my shoulders feeling especially bouncy from the blowout I'd received that afternoon. The black lace extending down my sleeves seemed to melt into the tan skin of my hands. The stubborn heat of the hot summer day was contributing to that sensation.

Despite teasing Wes with the lingerie photo, I had decided on a slightly classier outfit for our encore performance: A long-sleeved romper with intricate black lace, it showed off a substantial amount of my smooth-shaven legs. As optimistic as I was that the night might end in the bedroom, I didn't want to seem desperate for that. I figured as long as everything went how I expected it would; things would take care of themselves.

 

When I made the turn from the driveway onto the path for the front door, I noticed a red Porsche parked in front of the garage.

"Wow," I thought to myself, slowing my gate to admire the car, "maybe Wes has even more money than I thought."

It seemed odd that he didn't have the car parked inside. I didn't remember seeing it the last time I had been to his home, and it seemed far too nice to leave outside.

The tall oak front door with an arch at the top had an iron knocker that looked more decorative than functional, so I opted to ring the bell and waited. I had only felt excitement throughout the day as I had impatiently waited for the moment to arrive; the kaleidoscope of butterflies that hatched in my stomach at the sound of the bell caught me by off guard.

I thought I could hear faint footsteps approaching inside.

The door swung open.

It wasn't Wes.

Standing in front of me was a woman in her late 30's with fair skin and jet-black hair. She was slender, and she would normally be an inch taller than me if I wasn't wearing heels that gave me a height advantage over her panty-hose clad feet.

She wore a black leather skirt that came to hardly below her knees and a cream-colored blouse that showed just enough cleavage to draw your eye. Her expression was stern, her eyes scanning me up and down under eyelashes that looked like they were primped at the start of the day. She didn't appear bothered that I was at Wes' front door, but it seemed obvious that she was determined to figure out for herself why I was there.

"Hey... I... uh...." I began shakily, not sure if I should tell this woman who I was, or ask to see Wes, or perhaps turn around and leave altogether.

I had never been one to put forth a lot of effort into fabricating a feminine voice, and I could tell hearing me speak had caught the woman off guard. Her eyes widened before she brought her scan back to my face, squinting at me as if to take an X-ray of the person standing before her.

Suddenly, she gasped, and her hands raced to cover her now gaping mouth. We stood there in silence for a couple seconds (which felt like an eternity) while she stared at me with her large brown eyes. She pulled her hands down away from her face to reveal a large smile had appeared, and the stiffness that had been in her body vacated. Nonchalantly, she crossed her arms and leaned against the door frame.

"Wes! Your 'date' is here!" She called over her shoulder, "Although you probably knew that already..." She muttered to herself with a smirk as she turned back to face me.

I could hear footsteps hurriedly making their way to the door before Wes appeared.

"Meaghan- WOAH!!" He stopped as soon as he saw me, taking a moment to admire me as I remained there awkwardly on his front step. Normally, I would be over the moon to have Wes standing there with a smile as he checked me out, but I was preoccupied with the woman who was crashing our evening.

"Keep your dick in your pants, jeez Wes." The woman smacked him on the arm while rolling her eyes, "Are you going to invite her in or are we just going to stand here like we're deciding whether or not to buy Thin Mints from this provocative girl scout?"

"Provocative girl scout?!" I thought to myself.

"Well, if you would have taken a HINT, you would have been on your way by now." Wes said sternly to the woman before waving me inside.

The woman led Wes and I into the Great Room where he and I had spent the evening drinking wine together a couple weeks prior. Making herself at home, the woman plopped herself down on the couch where Wes and I had sat. Pulling her feet up onto the couch with her, hugging her knees with her arms, she grinned back at the two of us.

I turned to Wes. I hoped he would offer some insight into what was going on. He was busy glaring at the woman on the couch with a befuddled look on his face.

"What are you doing? It's time for you to go." He barked at her calmly.

The woman did not budge. She simply smiled back at Wes.

"Oh, I am most certainly NOT going right now. Things just got interesting! And to think, if you had just told me why you wanted me out of the house, I would have gone!"

Wes let out a scoff.

"Give me a break. There's no chance you would have left if I told you Meaghan was coming over."

The woman raised an eyebrow at Wes before shifting her eyes over to me.

"You're so right." She threw her head back and laughed before jumping up from the couch and prancing over to me, "I never would have missed this." She said softly, now standing no more than a foot from my face.

I was growing impatient. I was bothered by this woman's presence in Wes' home and her apparent enthusiasm for me.

"Can somebody tell me what's going on?" I asked the room.

The woman answered:

"I'm terribly sorry Meaghan, where are my manners? My name is Sarah. I am a doctor of psychiatry like Dr. Theriault here. More so, I'm a friend of Wes'. Like the two of you, he and I have own sexual past together, but that's ancient history now..."

I glanced at Wes who was becoming increasingly annoyed with Sarah's presence in his home.

"Anywho," she continued blissfully, "I was just dropping by to grab some files and I would have been only a second, but Wes had been especially pushy for me to leave. He wouldn't tell me what the rush was all about when I asked, and that's not like him. Wes isn't exactly a man with many personal secrets..."

Sarah's brown eyes dripped into mine as she spoke. Her voice was silky, each word out of her mouth carefully placed after the one before it.

She kept going.

"Anyway, that was 15 minutes ago. And now that you're here, I can see why all the secrecy. Last week Wes had called me to tell me about a moment of weakness he had with one of his clients. He said that he had provided a home appointment and that things got a little out of hand. As long as I have known Wes, he's never so much as flirted with a client. Most of us in the business all are guilty of a sexual conquest with a patient or two, and I'm certainly no exception. But Wes had never tiptoed down that path, until you came along."

I didn't know what to say. I looked over to Wes, but his face was turned away. I could see he was biting his lip.

"When he told me that you were a potential trans-woman," Sarah said skeptically, "I assumed this was some sort of a fetish thing for him. But now that I'm here..."

She paused, raising her fingers up to pull a strand of hair from my face, her eyes snapping back and forth between my eyes and my nude-colored lips.

"... I can't say that I blame him. You look far better than I ever would have imagined." She whispered sensually into my ear.

Wes interrupted her-

"Well, now you know, so will you please be on your way?" He asked, putting an end to her monologue.

Sarah's eyes remained fixed on me, seemingly pleading with me to allow her to stay. I didn't feel like it was my place to decide whether she was allowed to linger in Wes' home or not; I was a guest just as much as she was. Even so, I couldn't deny the energy Sarah's presence had introduced to the environment. Rather than dampening the sexual mood for Wes and I, it was as if she was somehow acting as a catalyst for it.

I turned to Wes who, like Sarah, had been waiting on me to decide her fate. Torn between wanting Wes to myself and feeling a bizarre lust for the woman, I shrugged my shoulders at him.

Wes sighed.

"One drink, Sarah. Then you're gone."

"One drink!" She assured him.

Sarah did not leave after one drink.

Much like the prior night with Wes, we commenced to spend the next couple hours sitting in the Great Room talking and drinking wine. But instead of Wes and I continuing to get to know one another, we were regaled by Sarah with stories of her most mentally twisted clients and her own sexually explicit conquests. Listening to her talk, I had to believe there were many HIPAA violations committed, but it was hard not to want to hear what would come next. In a perverse way, hearing about some of these people made everything going on in my life seem nearly normal.

As the night stretched on, Wes and I exchanged multiple lustful glances at one another while Sarah spoke. He looked as if he may have spent the afternoon on the golf course, donned in an unbuttoned white polo and periwinkle blue shorts that revealed strong tan legs. With each finished story, I was increasingly ready for Sarah to be on her way.

When it was discovered that the 2nd bottle of wine was empty, Sarah stood up to announce her departure.

Or so we thought.

"So, are we going to do this?" She asked, turning to Wes and I.

Wes and I looked at each other blankly.

"Do what?" He asked.

"What do you mean 'do what'," she jeered at him, "THIS!" She emphasized, waving her arms in a sort of circular motion as if to encompass all three of us together.

"Oh... OH!..." Wes exclaimed, now catching her drift. Out of the corner of my eye, I could see him look to me for an opinion, but I was locked on Sarah, shocked by her question. Yes, she had seemed a little "forward" when I came in the door, but I assumed that was merely a byproduct of her personality. I had not garnered the impression that she was trying to make a move on myself or Wes.

Before I said anything, I stopped to take her in. Sarah was not the type of woman I had typically attempted to court when I had been chasing after girls. She was confident, sassy, clearly someone that would not tolerate bullshit from the world around her. I didn't have any issue with those things, but I was always under the impression that a woman like her would have no interest in a guy like me.

But maybe she would have interest in a girl like Meaghan?

Wes stood up from his chair and began to speak.

"I guess I don't think that seems like a good idea. What do you say, Meaghan?"

I rose from the couch as well, now standing between them. I could tell Wes had said what he said because it was the "right" thing to say. He wasn't shooting Sarah down as much as he was trying to look out for me.

I appreciated his thoughtfulness. But I didn't know when this opportunity might present itself again.

I smiled at Wes and gave him a quick wink before turning back to Sarah:

"I don't know... might be fun?" I whispered to her.

A deviant smile came over Sarah's face and she raised her eyebrows at me. Cutting the sexual tension that had been building since I arrived a couple hours prior, I leaned in to kiss her lips. Sarah opened hers wider, allowing my tongue to slip inside.

"Damn..." I heard Wes murmur happily to himself, trying to conceal his excitement at the direction things were moving.

Embracing the aroused energy that had filled the room, Sarah jumped from the floor, wrapping her arms around my neck and her legs around my waist. Still wearing my 4-inch heels, it was a miracle that her leap of faith didn't send the night crashing down before it could start. Fortunately, I had just enough core strength to steady myself, which also permitted me to carry her off the master bedroom with Wes following closely in tow.

Arriving there, Sarah gracefully dismounted from my arms in a calculated fall down onto the bed. As I freed myself from the heels, she took the initiative to remove her blouse, revealing a pair of small but shapely breasts that had been resting under the silky material without a bra. Wanting to undress as well, I remembered that the only way out of my romper was a zipper in the back that would need to make its way from my neck to my waist.

Wes was a step ahead, quickly stepping behind me to assist in the process. I could feel the bump of his already hard cock in his shorts nuzzling up against my ass as he lowered the zipper. Once his work was completed, I spun around to grab him by his shirt and lowered his face down to me. Wanting to make sure he wasn't feeling left out of the moment, I gave him a deep kiss which he hungrily returned. I couldn't help but remain there for a moment; after the emotional rollercoaster of the past two weeks, it felt wonderful to back there with him.

Returning to Sarah, I slipped my shoulders out from the sleeves of the romper, allowing the piece to fall to the floor. Looking down, I could see that my hard penis had completely escaped the thong I was wearing, so I discarded that as well. I was fully nude by the time I had crawled onto the bed to join Sarah, who was still wearing her leather skirt and pantyhose.

She and I resumed making out, my hands caressing her supple breasts, while she casually stroked my cock. I had forgotten how nice it was to be in this position with a woman. Her soft hands stroking me, it felt like a surprisingly intimate moment despite Wes patiently waiting nearby for his turn to join.

I began the process of removing Sarah's skirt, and I could sense that behind me Wes had started removing his clothes. That was confirmed when Sarah called out to him,

"Looks like you've let yourself go Wesley."

Twisting my head to look at him, I assumed Sarah must have been joking as I turned to see Wes was in only his underwear that was doing a terrible job to conceal his large penis that appeared to be at full song. The dim light of the nightstand lamp cast shadows across his tailored physique. He waved her off, not wanting to interrupt what I had been working on.

I was ready for him to participate though.

Picking up the pace, I peeled Sarah's skirt off of her and went back to remove the pantyhose as well. She was now completely naked on the bed, ready for whatever Wes or I might do next.

Kneeling at the end of the bed, I paused and looked back at Wes as if yielding to his discretion. His penis made it difficult to maintain eye contact with him, but I kept my focus on his face as I tried to make sure everything I was doing was okay. Part of me felt like I was being rude by keeping this tantalizing woman to myself while he stood there with a cock that dwarfed my own.

Seeing my hesitation, he extended his arm out towards Sarah and said gently,

"After you."

I turned back towards her, feeling like it might be inappropriate to insert myself into a woman whom I had hardly met. Instead, I dove face first for her vagina, deciding a bit of oral would be a good way to acquaint ourselves.

I know some guys don't like giving oral, but I never minded. I had always been someone who took pleasure in other people's sexual enjoyment, so I was always happy to provide the service. In fact, it was one of the few things about sex that I perceived I might actually be good at.

Sarah's pubic area was neatly trimmed, offering an unabated view of what appeared to be a well-cared-for vagina. With a few introductory pecks and licks around the perimeter of her vagene, I got to work.

The taste of Sarah hit me like sexual nostalgia. The soft purrs from her lips and the deep breaths escaping from her rising and falling chest awakened something inside of me that had been dormant for months. I was reminded that the sound of a beautiful woman experiencing sexual bliss was nothing short of intoxicating.

Knowing that Wes was behind me watching me work, I started to arch my back, sticking my ass as high in the air as I could while still offering my full attention to Sarah's now dripping vagina. I figured I ought to make the view as enticing as possible for him.

Instead of wasting any time admiring my round cheeks, Wes hopped up onto the bed behind me and placed his hands on both of my hips. I flinched slightly at the sensation of his large, warm, stiff hands. As much as I wanted to diligently offer services to Sarah, it was impossible to ignore the fact that I was presenting him the invitation to do anything and everything he might want to do to me.

My body relaxed slightly when I felt his breath on my asshole, and I nearly turned into a puddle when his tongue began to rub on my antsy hole. Wes worked deliberately, lacing the entire perimeter with his saliva before pushing inside, only to repeat the process again and again. After a few minutes of this, I peered up at Sarah and could see her watching Wes with her eyes focused. Her right hand had begun to caress her fully erect nipples as she took in the view. Noticing that I was taking a peek at her, she took her left hand and grabbed a handful of my hair, yanking my neck up to look into her eyes.

"You're going to be a good girl for me and get me to the finish line, right cutie?" She said to me in a soft but stern voice.

"Absolutely!" I garbled back, my lips dripping with a combination of fluids from each of our bodies.

Her eyes rose from mine and met Wes':

"Fuck her. Slow and deep."

I hadn't had time to think about the order she had given before Sarah shoved my head back down to her crotch. From there, she leaned forward over the top of me to spread both of my ass cheeks open for Wes' viewing. Feeling so exposed brought me to the brink of an orgasm, but I used every ounce of sexual fortitude I had to keep from blowing my load down onto the bed. I knew that if I came too soon it would dampen the mood.

When Wes rested his cock at the top of my ass crack, I could tell he was already rock hard. Even with his organic lubricant dripping from my puckering asshole, I knew his entrance was going to sting.

As if taunting me, he allowed the head of his penis to slowly slip down between my cheeks, only moving an inch at a time until it stopped at my anus. As he paused there for a moment, I felt a fuse light inside of me. It was as if I needed someone to release me from the sexual anticipation or else I might explode.

While I continued to slobber all over Sarah, my hips began to rock involuntarily into Wes' cock in an attempt to swallow up his penis on their own. Receiving the message, Wes placed one of his hands on my ass to stop the motion and then used his other hand to guide his cock to its insertion point. As it pressed against my back door, I started to think that we were going to need actual lube to continue, but it popped inside.

"Ohhhh...." I moaned, pulling my face away from Sarah, trying to become acclimated to the stretch I was feeling to accommodate Wes.

After a few seconds, Sarah yanked me by the hair so she could look me in the face.

"Hello? What did we just talk about? Did I say you could stop?"

Before I could respond, she dropped me back down to where I was face first with her clitoris once again. I was no more than a toy being shared by the two of them; it was a dream come true.

Over the next few minutes, it became nearly impossible to focus on what was going on. My tongue wanted to keep exploring Sarah, but my mind was growing fuzzy with each thrust from Wes as he plunged deeper and deeper inside of me. Eventually all I could do was keep my tongue fully extended while Wes rhythmically skewered me, his thrusts managing the motion of my mouth across Sarah's clit. In a way he was fucking us both.

Sarah's moans were turning into sexually satisfied whimpers, and ultimately, she spoke out to say:

"Just a little faster Wes."

I took that to mean I was to say the course and so I continued to lay there as Wes' cock split me open. His pace increasing at Sarah's instruction, the thrusting motion of his hips travelling through my body was translating into the ideal clitoris rub for Sarah. I was just a means to an end for the two of them.

As Wes reached his next gear, Sarah cried out-

"Yes Wes! Please, just like that! Keep going, don't change a thing!"

Nearly drowning in Sarah's vaginal fluids as she approached climax, I didn't dare move a muscle. I could hear Wes grunts growing breathy, not from fatigue, but instead his own concerns over an early orgasm.

Instinctively, I tried my best to clench my tired hole so as to offer some additional resistance. I suppose I shouldn't have taken the chance of spoiling Sarah's orgasm for my own pride, but I was craving his load inside of me.

 

Wes definitely noticed.

"Oh, fuck Meaghan!" He shouted, slowing his pace for just a second so as to not ejaculate from the sudden tightness around his throbbing shaft. Then leaning down over me he whispered-

"You think you're real funny, don't you?"

"Mmhffehmmm" I mumbled back, trying not to choke on the fluids overflowing from my mouth.

"Sorry Sarah, hang on..." Wes said as he grabbed me with one hand by the hair and another by the throat, lifting me away from Sarah's crotch.

"Hey!" She yelled at him, agitated that her human vibrator had been taken from her just before finishing.

My head and torso suspended in the air in front of Sarah by Wes' grasp, he began to violently pound my ass as if he were teaching me a lesson for trying to make him cum prematurely. His hand around my neck was making it difficult to breathe and my vision was starting to blur, but I could make out Sarah staring at me, her left hand starting to rub her clitoris, her right hand grabbing her nipple.

Wes' cock was beginning to seize inside of me, but he was showing no signs of slowing down. Sarah was rubbing herself rapidly now-

"Oh my gosh! Fuck Wes, this is so hot! Fuck that little whore!" Sarah shouted at him as her fingers worked wildly on herself.

I began to lose focus on Sarah's face as my eyes were starting to roll to the back of my head. She began to let out a scream before the noise quickly turned to loud and long moans.

Wes let go of my hair and throat just before I blacked out, my head crashing back down onto the bed. Struggling to breathe, I looked up to see Sarah writhing in orgasmic pleasure just in front of me, her eyes glazed over as she stared emptily at the ceiling. She had finished from watching Wes nearly kill me with his cock.

My vision starting to come back as oxygen returned to my body, I looked back to see Wes' cock remained hard. I was astonished that he hadn't climaxed from all of the excitement of the recent pounding. Looking down at myself, I could see that I too was still firmly erect, albeit it wasn't quite the same as looking at Wes' thick tool.

In a daze from his dominance over my body, I was hopeful that this might be time for intermission, but Wes had other ideas. Stranding up from the bed, he side-stepped next to me so that he could grab me under both of my arms as if he were picking up a child. With my limp body gathered in his arms, he spun me around and placed me against the wall, before lowering me back down onto him.

In the final moment before his reinsertion, I regained awareness and became terrified of the impending impalement on his cock, but it was too late. He had already made his way fully back inside.

My body suspended in the air with his member as my support, Wes leaned back to take a look at my face. I'm sure he could see that his abuse of my ass and throat had sucked my soul from me, but my penis stranding straight up towards him provided reassurance that I wasn't completely gone.

"You ready cutie?" He asked caringly.

I looked up into his eyes. There was sweat beading at his temples, but otherwise he looked as good as when I'd come in the door. You would think this was just a nice workout for him if you didn't know any better.

I shakily nodded my head and cooed back to him, "Whatever you want, Wes."

Looking over his shoulder, I could see Sarah had regained her composure and was ready to see the finale. She had snuck her lower half under the covers of the bed and was sitting at attention to ensure she had a good view.

Wes resumed fucking my ass, his hands supporting each of my ass cheeks as I bounced up and down on his cock. With my arms wrapped around his neck, I threw my head back so that I could fully appreciate the length of his penis as it reached well up my spine. I felt wonderfully helpless yet safe in his arms. Even as he relentlessly tore me in two, I knew I would always be willing to give my body to this man.

After a few minutes of effortless springing up and down on his dick, I brought my head back up so that I could look him in the face. All those conversations in the therapist's office, those hard questions, those reflective moments. Never would I have imagined they could bring to this moment.

But I was grateful that they did.

I kissed him passionately as he used me in his campaign towards orgasm. My cock had been rubbing against his chest and I knew that at any moment the clapping of my own ass cheeks in harmony with the friction of his abs massaging my dick would send me over the edge. I would allow it to happen.

Just before the time came, I pulled my lips off of his and said quietly to him,

"Here I go."

Wes stopped and looked at me sternly for a second as he realized what I was saying.

"Hang on!" He cried hurriedly.

In the blink of an eye, he whipped me around and placed me back on the bed, facing up at him. My orgasm delayed by the sudden change; he lifted my hips high so as to grant his penis full access inside of me. With his body on top of mine, I wrapped my legs around his back so that he might reach as deep as he desired.

As his thrusts resumed, as did my orgasm, and we hadn't been back on the bed for more than a minute when my cum began to splash between our bodies.

"Oh fuck, Wes. This is incredible." I wailed at him, my eyes closed, my body shaking in pleasure as his thrusts continued.

My climax pushed him to go harder and faster than before, which threatened to take my orgasm from incredible to unbearable.

"Fuck Wes, oh no, PLEASE! It's too much! I can't take it like this!" I whimpered at him, tears of excessive sexual satisfaction forming at the edge of my eyes. He ferociously continued.

I looked to Sarah for help, but she was silent, staring at me with her eyes wide.

"STOP! PLEASE! OOOOOOOOHHHHHHH!" I screamed out loudly, my dick spasming aimlessly, but no more cum escaping. I tried to try to shove Wes off of me in a panic, but it was no use. With his arms wrapped tight around me, there was nothing I could do to escape the overdose of dopamine. I thought my mind was going to overload from the painful pleasure.

As the tears began to stream down my face, I finally felt the burning heat of Wes' seed deep inside of my body.

"Fuuuuuuuucccckkkkk" Wes groaned out, relieved to have made it to the end.

His thrusts slowed, but he let his cock sway back and forth inside of me to ensure he got every ounce of semen out of his body and into mine. At the slower pace, my body was finally able to calm itself, and I could begin wiping away the tears as his sperm drained into me.

Once he was content, Wes slipped out of me. He left me flat on my back with my asshole gaping. My insides were flooded by his seed; my stomach was glazed in my own. I picked my head up to see him looking back at me from the side of the bed, clearly concerned for how he had treated me in his sexually insatiable state.

We both turned to look at Sarah who was still under the covers at the head of the bed, looking back in our direction, but not at either of us in particular.

"Well," she said, "I'm glad I stayed." She stated plainly, seemingly stunned by everything that she had just done and seen.

******************************

Everyone took their turn in the shower, taking a moment to cleanse themselves from the small orgy. Sarah had jokingly asked if we might be up for a second round; Wes and I each respectfully declined. I couldn't speak for Wes, but after an hour and a half of being railed by him, I didn't know what else I had to offer.

Before she left, Sarah said to me-

"Meaghan. Great to meet you. Next time, I'll trade spots with you if you'd like. Looked like a good time, although Wes NEVER fucked me like that. Maybe if he had, something more might have come of the two of us," She winked at me, before looking at Wes who rolled his eyes.

Walking over to him and grabbing his cheek, she continued-

"And you Dr. Theriault. Fucking your patients. Very inappropriate. Maybe you need a dick in your ass next time so that you'll behave yourself."

With that, she gave him a soft slap on the cheek and wished us goodnight.

The bedroom still looked like it had been hit by a tornado, and the only light that was on remained the nightstand lamp that had illuminated the threesome.

Feeling a little strange alone the room alone with Wes again, I decided it might be best if I made my way home as well.

"Well, this was fun!" I said as I hopped up from the bed, now dressed in an old t-shirt and pajama bottoms that Wes had provided me. Standing again, I could feel his ejaculate continuing to slip from my exhausted asshole.

He stood up too.

"I'll see you at therapy on Tuesday?" He asked, his face showing no expression.

I looked at him, incredulous at the question, trying to see if he was serious. He gave me a big smile to assure me that we weren't trying that experiment again.

I shook my head and laughed.

As I turned to walk to the door he called after me-

"When AM I going to see you again though?"

I stopped to look back at him.

"Whenever you want."

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