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Chapter Two: The Trannies' Club
"I'm not interested in sex," Dr. Scott scolded me coldly. "What I'm interested in is how you felt when you were in his arms, before you even undressed."
I missed a beat. She was witty and razor-sharp.
"There was a moment when I felt like I was melting in his strong arms," I admitted.
"Just one moment?"
I thought silently, trying to remember. "There might have been a few moments like that, but they were brief. There was a moment when I asked him to carry me to bed. I assume that's what you mean." I said.
She didn't respond, just stared at me for a long moment before asking, "And when you were with the woman... - Jenny? - were there moments when you felt like she melted in your arms?"
"It's not like I have a firm manly chest that a woman could lean on," I said.
Her cold gaze wandered to my chest and a glint of greed - maybe hunger? - came into her eyes. But when she spoke her voice was as cold as ever, "No, you don't. But that's not the question. The question is how you felt."
"I felt possessive, I took the initiative, I pretty much controlled the sexual act."
"And your feelings with Mike... was it just because he was muscular? Would you feel the same way if you were with a less powerful man? One who can't carry you to bed?"
Again, I flattered her in my heart. She hit the nail on the head again. She's clearly a brilliant psychologist. "I'm not sure at all," I replied.
She fell silent again, her gaze as if trying to penetrate my thoughts, to catch me in a lie. "Tell me about the sexual act," she finally said.
I told her everything and she asked, "When did you enjoy it more, as a woman, when he penetrated your vagina or your ass?"
I didn't know the answer to that.
"When do you enjoy it more, when Mike penetrates you or when Jenny fucks you with the dildo?"
I knew the answer to that. "With Mike," I replied.
"So you won't see Jenny again?" Her questions were quick and didn't give me time to think.
"Of course I will. Jenny's body drives me crazy."
"I want you to forget about sex. Who do you think you would enjoy more just sitting and talking with, just touching lightly, not really making love to--Mike or Jenny?"
I knew the answer to that too. "Jenny."
She sat motionless for a few minutes, seemingly lost in thought, then pulled the office phone toward her, exchanging a few quiet sentences with someone at the other end.
"I want to ask you a question, but think carefully before you answer: Who are you more attracted to, Jenny or Dr. Reese?"
"What--" I tried to protest, but she cut me off. "Answer!" she commanded.
"I think Dr. Reese," I replied, and for some reason I felt ashamed.
"Can you explain to me why?"
"I can't explain why I'm attracted to this or that person," I tried to dodge. "It just happens."
"Try," she said, her voice softer this time. "Is it her looks? Her full breasts? Her confidence? Her authority? The fact that she knows everything about you?"
I tried to think about it. Is Dr. Reese sexier than Jenny? Am I really attracted to her authority?
I finally shook my head in frustration. "I can't imagine why."
This time she just nodded.
At that moment, her office door opened, and Dr. Reese walked in.
"I think you should give Michelle here a physical exam," Dr. Scott said. "He's had anal sex with a man."
"Why?" I tried to protest again. "Do you check the anus of every gay guy who gets fucked in the ass?"
"You, my dear, get preferential treatment here," Dr. Reese replied with a sweet smile. "Get undressed."
"You just enjoy seeing me naked," I grumbled, making Dr. Reese burst out laughing.
"That too," she replied.
I stood up and began to unbutton my shirt, then decided to challenge Dr. Scott. "Are you coming to help me?"
Her blue eyes drilled a hole in my face, as she answered in a cold voice, "No."
"Dr. Reese?" I suggested.
"Absolutely not. You're a big boy."
I undressed and Dr. Reese checked my breasts and asked, "So, how was it?"
"Great," I replied.
"Are you going to do it again?" She asked, and I wondered since when she had been interested in the psychological side of the sexual act. Then she said, "There's no treatment table here. Get on your knees on the couch."
I did as she said, and she checked my vulva and asshole again. "Carol," she turned to Dr. Scott, "Is there any chance you have Vaseline?"
"Hand lotion at most," Dr. Scott replied.
This time Dr. Reese waived the gloves. She smeared lotion on my asshole and inserted a delicate finger into it, gently stroking my prostate. It was unlike anything she had ever done before. She inserted her finger and pulled it out several times, as if she were finger fucking me, each time gently stroking my prostate. A muffled moan escaped my lips.
"Get a room," Dr. Scott's voice came coldly. "I think that's enough."
Dr. Reese brought me some paper towels and was about to wash her hands in the sink. As I cleaned myself up, Dr. Scott continued to ask, "Michelle, how old do you think this man is? Mike?"
"Forty," I suggested.
"And how old, do you think, Jenny is?"
"A little younger, maybe thirty-five."
"And Eddie?" she asked.
"Eddie?" I wondered when I turned to her. "Who's Eddie?"
At that moment, Dr. Reese looked as if she'd been run over by a truck. "Dr. Reese," Dr. Scott said. "Edwina."
Dr. Reese's pale face caught my attention. Is the esteemed doctor ashamed of her name? Strange!
"I guess about the same," I replied, and before she could ask again, I added, "And you're about the same age too."
Dr. Scott sighed and said, "I think we should go back to base." Then she turned to Dr. Reese and asked, "Do we still have a budget?"
"Barely," Dr. Reese replied. "I don't think we'll get a budget extension either." She walked over to me and kissed me on the cheek, then turned and left.
"Michelle," Dr. Scott said when I was done getting dressed, "go back to your chair, we're not done for today."
I sat down and she started asking about my relationship with my father, then my mother, and finally my older brothers. I told her that out of my family, I have the closest relationship with my mother, who is literally my secret woman.
Then she dropped the bombshell. "Do you think your mother is attractive?"
"I guess so," I replied.
"Are you attracted to her?"
"She's my mother," I protested.
"Don't be self-righteous, I'm sure you fantasized about her."
This time she was wrong. "Never," I replied, causing a skeptical look to cross her face.
"You don't have to be ashamed of it," she said, "A lot of young guys fantasize about their moms."
"I don't," I replied.
She then had me describe my mom in sexist terms. She asked about her breasts, her legs, her movements. Even without wanting to, I started thinking about my mom's sexuality.
"So, my next mission is to seduce my mom?" I asked defiantly.
"Absolutely not," she replied, and then she began to explain that my attraction to older partners stemmed from my intimate relationship with my mom. "If you seduce her," she concluded, "you'll only perpetuate this situation."
Finally, she gave me a mission -- to seduce someone young, male or female. No older than 25.
*****
Only one other high school student went to college with me. His name was Kenny, and in a competition, we once had, he turned out to have the biggest dick in our class, by a wide margin over second place. With the dick that so impressed Dr. Reese, I was only in fourth place. Kenny and I had never been close friends, but since we came from the same high school, we were put in the same dorm room. Luckily for me, Kenny didn't hang around naked, so I didn't expose my body to him. Over time, we became better friends, submitting papers together, studying for tests together, and sitting next to each other in class and gossiping about the other students and professors. But one thing remained taboo -- we never exposed our bodies to each other.
I came back from Dr. Scott's with my head pounding with thoughts of my mother, and without thinking I burst into the room and probably surprised him. He had just come out of the shower completely naked. When he saw me, he immediately retreated back into the shower, but I could see that he was completely smooth. I honestly don't know why, because I had never been attracted to Kenny, but the sight of his smooth, rounded naked butt gave me an instant erection.
I lay down on the bed with a pink mist in my head. Kenny came out of the shower fully clothed, glanced at my private parts and said, "If this erection is because of me, I'm cutting it off of you."
It was only then that I remembered my erection. "Don't flatter yourself," I said. "Someone injected poison into my brain."
"What happened?" he grinned.
I made up a lie that was close to the truth. "I met up with some guys from high school and they were talking about their fantasies about their moms. I've never fantasized about my mom, but all this talk, it's messed up with my brain."
"You really never fantasized about your mom?" Kenny asked, then added in a mocking tone, "Well, technically you're still a dumb teenager, so you can still start..."
"It feels weird," I said.
"Your mom is smoking hot, from what I remember."
"Oh, really?" I stood up. "You fantasized about my mom too?"
"Hey," he defended, "don't take it personally. I fantasized about my mom too." He pulled out his phone, fiddled with it, then handed it to me, "so you don't feel deprived. Here are some pictures of my mom."
His mom was tall, not very thin, with generous curves, and her face was more cute and pleasant than beautiful. One I would have loved to snuggle up with after a stressful day.
"So tonight we're going to have a mom swap fantasy?" I asked.
"Maybe you," he laughed. "I'll have a threesome fantasy tonight."
*****
Jenny was off to training camp with her team, and I needed a female body. I thought about the waitress at the bar near the airport. She was also young, so she was perfect for the task Dr. Scott had given me.
Kenny had a date, so I could cross-dress in my room, apply my makeup, and then go out to a bar near the airport. On my way out of the dorm, I passed a few students who knew me -- none of whom recognized me. In the parking lot, I passed Sylvia, a black student and an outspoken lesbian, who glared at me lustfully.
This time I chose to sit at one of the tables in the back. The tranny waitress came over to take my order.
"Remember me?" I asked.
"Elastic panties," she said.
I laughed and stroked her bare thigh, climbing up under her short skirt. She flinched, but I grabbed her soft thigh and pulled her toward me. She glanced around quickly, then relaxed. Her thigh was soft, smooth, and warm, and I climbed toward her panties.
"Fuck," she whispered, "you're cause me a hard-on."
"I'd like to see you in private," I said.
I reached for her panties and squeezed her soft, warm butt. She was so soft, it felt like squeezing butter. I pushed my hand under her panties, finding her asshole. She leaned over my shoulder and caressed my chest, glancing warily toward the bar.
Then she flinched. "God, you're going to make me cum in my panties," she said, and ran away. Was she that quicky?
A few minutes later she came back and placed a folded napkin on my table. "That's my number," she said, "and just so you know, if you're looking for a trannies, this isn't the place. There's a more suitable bar closer to the business district. It's called The Trannies' Club. I wrote the address down on the napkin for you. I have a day off here on Wednesdays, and I'm always at The Trannies' Club."
"The Trannies' Club?" I asked. "Its name suits it?"
"There's gays and Bi girls there, but lots of trannies too."
On Wednesday, I arrived at The Trannies' Club, dressed as a woman. As usual, I arrived early and scanned the bar. There didn't seem to be any waitresses at this bar, so I went up to the bar and ordered a drink. I picked up the tall glass and started to wander around. At one of the back tables sat a beautiful woman of East Asian descent. I had a hard time determining her age, but she was clearly quite young.
I walked over to her table and asked, "Can I join you?"
She scanned the empty tables around her and waved her hand around. "Here? In the middle of all the wilderness?" she asked.
"Because here's no wilderness," I replied.
She shrugged and said nothing. I took that as "yes" and sat down. Up close, she looked even more beautiful, like a Japanese geisha, only with shorter hair.
"You're very beautiful," I said.
"Thanks," she said without looking in my direction.
"Waiting for someone?" I asked.
"Not anyone in particular, but I'm more into men. Just so you know."
"Great," I said. "I have something to offer you. Just so you know."
This time she turned her head to me and said, "You...? No way!"
I took her hand and slid it down my thighs to my private parts. She didn't resist, but from the joking smile on her face, it was clear that it was only out of curiosity. Then her hand encountered my cock, and she quickly pulled it away.
"I..." she stammered. "I..." Then she found her voice, "That was definitely implied and very stylish." She said sarcastically.
"I was just trying to make my point."
Her skirt was short and underneath it was a pair of slender legs. She crossed her legs modestly and said, "I'm not quite a woman."
"I see," I said. "You're a tranny. Like me. I guess like most of the women who come here."
"No," she said, "you don't. Most of the women who come here see themselves as women. They live like women. I don't."
"Explain."
"I'm a married man. I have two children."
"And your wife knows?" I asked.
"Not yet."
"Your breasts," I said. "Are they just fillers?"
"No," she replied. "It's hormones. But they're small enough that my wife would think they're just excess fat."
"Tell you a secret?" I asked, waiting for her to nod. "During the day, I also live my life as a man."
She gave me a doubtful look. "It's hard to hide breasts like yours."
"A sports bra and loose-fitting shirts," I said.
"And what are you doing here?" she asked.
"What's everyone doing here?" I replied. "Looking for exactly what you're looking for. You know what."
"I'm not," she said. "I've actually been around in women's clothes for quite some time, but I've never been in bed with a man."
"So, what are you looking for?"
"I really don't know. Maybe some kind of recognition that I look attractive."
"Oh, you're very attractive," I said. "Very feminine and beautiful. Don't men try to woo you?"
"Sometimes. I enjoy it, but I don't let it go forward." She laughed softly and added, "You're the first one to insist."
The bar started to fill up and I followed the door to catch my waitress as soon as she arrives. I turned back to the Japanese next to me and said, "I'm Michelle, by the way."
"Tommy," he replied, holding out his hand. I took his hand and pulled him towards me for a kiss on the cheek.
"No Tommy," I said. "To me, you're Tammy. You're too feminine to be Tommy."
She blushed and whispered, "Thank you."
"Look," I said, "I don't want to pressure you. But if you ever want to feel more feminine than you already do, I'd be happy to show you how true it is."
This time she didn't blush but giggled. "Don't count on it too much," she said.
At that moment, a sexy, beauty woman entered the bar. She was tall, slim, with toned legs and a full chest. Her skin was white and perfect, and her hair was dyed light blonde. Almost immediately, she attracted the attention of everyone present.
"You're aware that men don't approach me because of you, right?" she asked.
"It's not because of me," I said. "It's because of her. Who is she, anyway?"
"She's a tranny and used to be a porn star. Every now and then she comes and goes with a man or a tranny. Go see her. You're young, beautiful, sexy, you have a good chance with her."
I grimaced. "I prefer less extroverted partners," I said. "I won't stop you from getting attention from men. But next time we meet, I won't give up on you so easily."
She laughed and planted a kiss on my cheek.
At the end of the bar sat a woman in her 40's who was clearly a tranny. She stared at me and smiled at what she thought was a seductive smile. My cell phone rang, and I saw that it was Mike.
"Hey, honey," I answered.
"Michelle," he said, "you can come over tonight. It's important to me."
My waitress entered the bar and walked towards me. I ignored her. Mike was more important to me.
The porn star turned to me and gathered me in her arms. "Mmm," she said, "what a lovely chick we have here!"
I squeezed her full breast that was filled with silicone. She flinched in pain, and I was rescued from her arms and walked away.
Half an hour later I was lying on my back, legs spread to the sides with Mike between them, pounding his heavy cock into my tight cunt. I hugged his neck, pulled him to me for a kiss, and then clung to his broad, muscular chest. He must have been in great need, because he was fucking me hard, squeezing my breasts and kissing my neck nonstop, and I felt submissive to his overbearing masculinity. I would have to tell Dr. Scott about this.
I stroked his head and said, "Mike, calm down, I'm not running away."
He stopped, and I placed both hands on his hard ass and pulled him deep into me. "Michelle," he whispered, "can you stay here all night?"
"What's wrong, sweetie? Why are you so stressed?"
"I'm flying to Europe tomorrow for an unknown period of time," he replied. "I've been assigned to lead a Task Force."
"You know there are women in Europe too. Even shemales."
"But none of them are like you," he complimented me, adding, "nor where I'm going."
"Where are you going?" I asked.
"Azerbaijan," was the answer.
"Oops," I said. "I'll stay all night. Fuck me until you can't take it anymore."
He kissed me, then, without warning, pulled himself out of me, lifted my legs in the air, and slowly entered my ass. The moan that escaped my mouth confirmed that it was the right thing to do. I grabbed my cock and rubbed it with quick movements. His cock hit my prostate, making my cock twitch with pleasure.
He moved to my cunt again, then back to my ass; he turned me so that I was once on my stomach and once on my back; he hugged me and then stood up; and finally, after he had already come three times, he lay on his stomach and asked me to fuck him. And as always, his hard ass squeezed my cock from root to tip. Even when I was inside his ass, he moved from position to position, and each time I came he sucked my cock until it was hard again.
We fell asleep hugging each other, exhausted and satisfied. And early in the morning he woke me up and started the whole story from the beginning.
Before we parted, he kissed me and said, "Do you still have the key I gave you?" And after I nodded, he added, "Then you can use it, bring partners here, but there are three conditions: no drugs, no noise and keep it clean."
When I got back to the dorm, all my holes ached, but I was as calm as I hadn't been in a long time. In the room, I met Kenny, who was already ready to leave for our first class. He sniffed me and wrinkled his nose.
"Wow, you really went wild tonight," he said.
I smiled at him a big smile. "I hope you have a night like I had." Then I remembered, "By the way, how's Sophie going?" Sophie was a college student that Kenny hooks up with a few times in the last few weeks.
"Lousy sex," he said, then slapped my butt and added, "Get ready quickly, and I'll get us seats. The first class is with Professor Haas."
*****
Over the next two weeks, I saw Dr. Scott a few more times. After the night I had with Mike, I couldn't even think about sex, so at each meeting I had to find another excuse for why I hadn't yet completed the assignment she had given me. Instead, the conversations focused on my relationship with my family, especially my mother. I noticed that all our meetings were late in the day, and I wondered how therapy could continue when the budget was running out.
One evening, Kenny and I sat on my bed, in our shorts, and went over the list of papers we had submitted and those we still had to submit. We sat with our knees bent, our feet on the edge of the bed and our backs against the wall and divided the work between us. It was more efficient than doing it together. His knee near me fell to the side and rested on my thigh. The touch sent currents through my body, and I wondered if I was starting to develop an attraction to Kenny. It seemed to me that we were touching each other more lately than before, or maybe have I become more aware of this lately?
My cell phone rang. It was Dr. Scott.
"Sorry, my love, this is a private call," I said and left the room, wondering if Dr. Scott also would call other patients in the evening. I was sure she doesn't, so I answered, "Dr. Scott, did you call to schedule a date?"
She didn't bother to answer, but I heard female giggles in the background, and then a female voice that was unmistakably Dr. Reese. I was already certain that my two favorite therapists were lesbians and couples.
"Michelle," she said in her icy voice, "I ask that you carry out your mission as soon as possible and call me. There's no point in therapy if we're playing cat and mouse every session."
She was right, of course, and I replied, "It's taken me a while, but I hope to have it by the end of this week. I'll be in touch."
*****
The very next day I called my waitress, who, as it turned out, called herself Cindy, and we arranged to meet that afternoon. I gave her the address of Mike's apartment and hung up.
I got to the apartment before her, changed into feminine clothes and put on makeup. She arrived just in time, wearing a short skirt that exposed her smooth thighs, a tank top and no bra. She also had makeup on and her hair was loose. I pulled her into the apartment, stroked her hair and pulled her face towards me for a kiss, while my other hand slipped under her skirt and up to her soft butt. She caressed my breasts and pressed her body against mine.
I pulled away from her, hugged her waist and lifted her off the ground. As a tennis player, I had muscles, but they weren't very noticeable. Besides, she didn't weigh much. She was at least 4 inches shorter than me and thin. She let out a cry of surprise and hugged my neck. I carried her to the bedroom, threw her on the bed and immediately pounced on her, kissing her and caressing her body. Her soft body was the exact opposite of Mike's hard body. Her skin was silky and smooth and her flesh soft and warm.
She did not lose her temper in the face of my attack, and pushed her hand inside my dress, cupping my tits. She pulled them out and played with the nipples, which were already very prominent and irritating. I stood up and quickly took off my clothes. She also jumped up and took off her tank top and panties. The skirt remained wrapped around her waist.
I leaned over her and licked her thighs from the knees towards the crotch. One thigh and then the other. Finally, I held her small balls in my hand and licked the tip of her small cock. "Ohhh," she moaned loudly.
I took her whole little cock into my mouth and sucked it hard, like sucking a lollipop. It tasted good, and it was smooth and soft. I pulled back the foreskin and gently licked her frenulum. Her moans turned into whimpers. "Mommy, that's good... Mommy, don't stop..."
She placed both of her hands on my head and stroked my hair, then she pulled one hand away and started playing with her nipples. No matter how much I sucked her cock, it didn't get hard. Then, without getting hard, it contracted, and she squirted her cum into my mouth. She was really quick. I continued sucking her cock for a few more moments and then I stood up.
"Don't worry," she said, "when you fuck me it will get hard."
Her soft body and silky skin were driving me insane. I turned her over on her stomach and licked her neck, as my hard cock slammed into her thighs. From her neck I went down to her back, giving it small blowjobs and licks. She moaned again, "Mommy, you drive me crazy..." making me wonder if her mother really used to give her a blowjob.
I reached her soft ass and licked that too, kissing and sucking here and there. Finally, I reached her pink asshole. I licked it and when I inserted the tip of my tongue inside her she literally screamed. "Michelle sweetie, fuck me."
I turned her into a 69-position lying on my side, and pressed my hips together, so that she wouldn't reveal my pussy. She held my cock, licked the frenulum and then rubbed it with her upper lip. My head was between her legs, and I licked her asshole, preparing it for my cock. She grabbed my balls and scratched my sac, sending pleasant shivers down my body. For a brief moment I almost spread my legs, but I quickly caught myself and pressed my thighs together again.
Finally, I laid her on her back, lifted her legs, and aimed my cock at her asshole. She caressed my thighs and whispered, "Sweet Michelle, don't feel sorry for me. Tear me apart."
And that's what I did. I crushed her thighs with my palms and fucked her like there is no tomorrow. She also crushed my thighs and muttered, "Oh my God, I've never met a tranny with such a big, thick, and hard cock like yours."
She let go of my thighs and moved on to caressing my breasts. Her moans got louder and louder, and her cock really got hard. It was strange, because when Mike fucked my ass, my cock softened. After a few minutes, I pulled my cock out of her ass and said, "Your turn."
I got on my hands and knees and aimed her cock at my asshole, so it wouldn't accidentally slip into my cunt. It was nice to feel her cock inside me, but it had no chance of massaging my prostate. With her small cock, she barely moved in and out, just light movements that stimulated my anus and nothing more.
After less than a minute, her cock softened. This time I laid her on her stomach and entered her, while lying on her back. She screamed again, "Mommy... Mommy... Mommy... fuck... fuck..."
And then I came. To my surprise, quite hard.
Honestly, if not her insane body, it would enough for me, because she could barely fuck me. But I couldn't stop squeezing her soft body, and that came with fucking her sweet ass, and occasionally tickling her little cock in my ass.
Finally, after I came a few times, I laid her on her back and gave her a blowjob until she came again. I lay next to her, and she snuggled into my soft breasts, absentmindedly playing with my nipples.
I had something to tell Dr. Scott, but I wasn't sure she would be satisfied with that. I needed to find someone young to fuck me and make me enjoy it. I thought about the Japanese guy. He was over 25, but not much older. I wonder how old he really is.
*****
She sat across from me again, her legs crossed, staring at me for a long time without saying a word. It was clear that she was disappointed in me, and it was a very unpleasant feeling. It occurred to me that she had managed to create an atmosphere between us where I had to please her. I didn't like the feeling.
Then she said, "Of what exactly didn't you enjoy? The sex? Her company? The feeling of man that she made you feel?"
As always, she touched on the point where my doubts were heightened. "The sex, of course," I said. "Her company was nice, and it was the first time a woman had ever cuddled up to my chest."
"So you didn't enjoy feeling like a man?"
I thought about it. "I think I did enjoy it, and I also enjoyed fucking her, but it wasn't as perfect as I would have liked it to be."
"In life, we rarely get perfection. You should know that by now."
"I'd rather be less masculine with Mike and enjoy sex with him, both ways, than feel masculine and have such partial pleasure."
She fell silent again, but this time it seemed like she was just thinking. Finally, she said, "I think we're attacking the problem in the wrong direction. We already know that you don't feel like a man nor like a woman. On the other hand, as strange as it may sound, we also know that you should feel like both a man and a woman in different ways. So maybe instead of searching for your gender identity, we should define the ideal partner, or partners, for you."
It was a brilliant idea, but it was too limiting for me. I'm not going to get married, am I? All I want is to understand my sexual orientation better. If I'm attracted to men, then maybe I should dress like a woman on a regular basis?
"Carol," I said, using her first name deliberately, "I think you'd be the perfect partner for me."
This time she couldn't keep her face straight and made a supreme effort not to burst out laughing. "Me?" she asked. "Not Dr. Reese?"
"Both," I said. "You complement each other."
She was actually smiling now, and her smile was really sweet. "You know, you're quite the brat."
"And that's what you like about me, to be honest."
But she got the deeper layers of my meaning.
"Look," she said, "formally, I'm not your therapist anymore. In fact, I did our last few sessions on a volunteer basis..."
"I wonder why," I interrupted. "Because you're in love with me?"
She waved her hand dismissively. "You are an interesting case, that's all. Anyway, I think instead of having our sessions in a formal way, maybe we could just have a chat, and you could tell me what your most pressing desires are. Who are the people in your life that you find most attractive?" Then she smiled and added, "Apart from Dr. Reese, of course."
She pointed to the couch and said, "Let's move over to the couch. Do you want a drink?"
"Don't I have to undress?" I asked impudently.
"You're hopeless. If you're comfortable undressing, undress, but don't expect me to help you..."
This time I burst out laughing. "Dr., I definitely like more your informal side."
*****
I started going to The Trannie's Club regularly, dressed as a man, in an attempt to find the beautiful Japanese Tommy/Tammy. I never met him, but every now and then I found a fuck. Once it was a beautiful shemale with a manly voice, once a sissy with a small dick who begged me to crush his body until it hurt, another time a woman who was Bi, but wasn't that young, and once a cross-dresser who didn't even bother to shave his body hair but knew how to give a heavenly blowjob.
I also continued to see Dr. Scott and told her about all my sexual encounters. One day she said to me, "Your entire life seems to revolve around sex. You categorize people by sexual attraction, or sexual gratification, and you constantly need sex. Doesn't that worry you?"
I had already noticed this, and it certainly did. "Do you think I'm a nympho?" I asked.
"I'm not sure. I think you're not finding the partner who will give you the gratification you're looking for. "Maybe we should think about the ideal partner after all."
Although she hadn't taken notes since our meetings had become informal, it turned out that her memory was impeccable. We sat at her desk, and she made a map of all the partners I'd had, their characteristics, and my insights into them. She hadn't missed a thing. Finally, she said, "I think you need a shemale partner, but either one who doesn't see himself as a woman, or one who has an authority that you accept." She paused for a moment and then added with a mischievous smile that made me skip a beat, "He also needs to be well-equipped."
This conversation led me to continue visiting The Trannies' in search of Tommy/Tammy. One evening when I entered, I saw a woman at the bar who was not young, but unusually attractive. She had a lithe, toned, and graceful body; beautiful legs, and breasts not big enough to be silicone implant; smooth skin, short, boyishly styled hair; and a delicate, beautiful face. I sat down at the end of the bar and looked at her. She was strangely familiar, and as soon as she saw me, she grabbed her purse and hurriedly left through the back exit. It was only then that it hit me -- it was Professor Haas, the ethics lecturer.
I was about to run away when I suddenly saw Tommy/Tammy at her table in the back. I ordered a drink and went over to her table.
"Can I join you?" I asked.
She smiled and gestured with her palm to the chair next to her. I sat down and surveyed her. Her breasts were fuller than the last time I had seen her, and she looked feminine and attractive. From the look on her face, I could tell she didn't recognize me. She smiled again and seemed very pleased with herself. Here she was, receiving attention from a man.
"What's such a beautiful woman doing in a trannies' bar?" I asked.
"And how can you know I'm not a tranny myself?"
"No way," I said. "It can be seen you're a woman. A totally woman."
She beamed. I pointed to the glass in front of her, which was almost empty, and asked, "Can I buy you another drink? What do you want?"
I went to buy her the drink she asked for, and on my way back I saw that another man was already standing at her table. I walked around him and sat down next to her, placing the glass in front of her. The man flinched, apologized, and disappeared.
"You definitely know how to scare off competing men," she said.
"Isn't one man enough for you?" I asked.
She smiled and said, "Definitely enough."
"There aren't many men here," I said, "but it turns out you're getting attention from everyone."
She shrugged and smiled with pleasure. I made her day. It was time for her to make my day, too.
"Do you spend a lot of time here?" I asked.
"Sometimes," she replied.
"You know that in other places, with more men, you'll get more attention," I said quietly.
The repeated use of the attention motif seemed to have caught her attention, and she gave me a long look.
"Do I know you?" she asked.
"I hope I'm not the kind of man you'll forget easily."
"You're not," she said.
"I also hope I'm manly enough for you," I said.
Her eyes widened in surprise, and she stepped back. "Who are you?" Then she realized, "Michelle?"
"Hello, Tammy," I said.
"You really do look a lot more manly today," she said. "I barely recognized you."
"Just proving a point," I chuckled.
"Oh no," she laughed too. "Well, at least this time it was more subtle and elegant."
"How are the wife and kids?" I asked.
She laughed again. "Okay, thanks."
I pointed to her chest and said, "I'm sure your wife has noticed."
"She has. But she's a Japanese wife, and a Japanese wife won't stand up to her husband's needs."
"Remember I promised you that next time we meet I wouldn't give you up easily?"
"Remember I told you I'd never been in bed with a man?"
"I have a proposition," I said. "How about you just do to me whatever you want, and I won't do anything to you unless you specifically ask?"
She hesitated, then asked, "What does that mean?"
"Can I be unsubtle and inelegant?" I asked.
She laughed nervously and said, "I guess there's no choice."
"How about you just be the man and I'll just be the woman? I'll even change clothes and put on makeup for you."
She hesitated for a moment. It was a red line she'd never crossed.
Finally, she came up with a counterproposal. "Let's agree to oral sex only. And I'm the man."
"Agreed," I said, standing up. "But a woman is allowed to kiss the man, right?"
She laughed. "Yes, she is." Then she added, "Can I trust you?"
"I'm going to take you to a friend's apartment, an FBI agent. You don't believe I'm going to turn his apartment into a crime scene, do you?"
She stood up hesitantly and held out her hand to me.
We drove to Mike's apartment. Luckily, there was a picture of him and his friends at the entrance, all wearing FBI overalls. This calmed her fears, and when I took her in my arms, she agreed.
I hugged her, pressing her body against mine, and kissed her, stroking her back and being careful not to touch her butt. She hesitated, so I took the initiative, undressed her, and caressed her smooth, beautiful body. Her breasts looked like those of a young girl -- slightly puffy, with no hint of sagging, and her nipples were erect and hard. I licked her nipples, squeezed her breasts, and went down to her belly and then to her cock. It was quite thin, but long. Really long. And it was hard, straight, and smooth. I held her balls and licked the tip of her cock. I ran my tongue all the way around it, then focused on her frenulum. She moaned in a whiny voice.
I put her cock in my mouth and sucked. My tongue continued to travel all the way around it, and every now and then I stopped and went back to the frenulum, rubbing it hard with my tongue. She started to tremble, and then she pushed me away.
"I don't want to cum," she said, "not yet." Then, "I'm the man, right? So I want to undress you."
She sat down on the bed, pulled my T-shirt off my body, and removed my sports bra. Her hands roamed my full chest, and she moaned with pleasure, "Michelle, you have wonderful breasts."
She was about to undo my waistband when I stopped her. She was about to lead, and there was no way she would miss my cunt. "Wait a minute," I said, "I have something I need to tell you."
She lifted her head and met my eyes. "Do you know what a hermaphrodite is?" I asked.
"Yes," she replied. "In Japan we have some. They say it's a genetic defect caused by the atomic bombings of Hiroshima and Nagasaki."
"So, I'm not a tranny, I'm a hermaphrodite," I said. "I also have a cunt that you'll soon discover."
She unbuttoned my pants with shaking hands, bypassed my balls, and ran an inquiring finger behind them. The finger entered between my lips and traveled along it.
"Your slit is quite short," she said. "And you don't have a perineum."
I didn't know what a perineum was, so I ignored it. "That's how it is with hermaphrodites," I said. "I guess there's not enough room up to the rectum for cock, balls and long pussy."
She stroked my thighs, ignoring my hard cock that was stretched out in front of her face. I promised to let her take the lead and that's what I did. She laid me down on the bed, kissed me and fondled my breasts. It was clear that she loved my body, because she didn't stop stroking it, licking it and... moaning with pleasure. She went down towards my cunt, and again ignored my cock. She had probably never held a cock that wasn't hers, and she still didn't feel comfortable with it. She bypassed my balls again and pushed them up. I folded my knees toward my chest, allowing her easier access to my cunt.
"Well," she smiled at me, "this is familiar territory."
Later she lay down next to me, caressing my breasts, and said, "Can I retract the limitation of oral sex only? I didn't know you had a pussy, and I'd love to fuck it."
"You're the man," I said. "Do with me as you please."
She jumped up happily and positioned herself between my thighs. I spread my legs to the sides and bent my knees, and she aimed her long, hard cock at my pussy, inserting the glans between my lips and running it all the way back and forth, before aiming it at my hole, pushing it deep inside me. A loud moan escaped my mouth.
"Oh my god, Tammy," I said. "Fuck me hard."
But aggressive sex wasn't her style. She entered me and fucked me slowly, pulling her cock out almost all the way and then with nerve-wracking slowness pushing it deep inside me. She leaned on her elbows and looked deep into my eyes. She didn't know how to have sex, she made love.
It was long, slow sex that made me cum deep in my vagina twice before she shot her shit into me. Then she lay on top of me, exhausted. I let her rest for a bit, then turned her onto her back, and went back to sucking her.
"If you regret it, you can also penetrate my ass. Women do anal sex too, you know."
She giggled and said, "Just proving a point?" I laughed too.
Eventually she fucked my ass too and her long cock rubbed hard against my prostate, making my cock drip pre-cum in large quantities.
When we were done, we lay down and talked. I found out that she was 27 years old, and she was about to complete a PhD in electrical engineering, after which she would return to Japan to work for her father's company. It's unpleasant to say, but I was hoping that she would never be able to complete her PhD...
*****
As fate would have it, the very next morning the opening class was on ethics, and the lecturer was Professor Haas. I sat next to Kenny and whispered to him, "Hold on tight. Yesterday I was at a bar, which apparently gets a lot of shemales, and I saw Professor Haas dressed in women's clothes. He was a real hottie."
He turned to me in surprise, scanning my face, looking for a hint of a joke. "Are you serious? Did he see you?"
"He recognized me and ran out the back entrance."
"Oh my God, you're going to get an F in ethics."
"I actually think I'm going to get an A. I have a trump card."
He surveyed Professor Haas, who was still getting ready at the stand, and said, "Honestly, there's something a little gay about him."
"Kenny," I scolded him, "you're missing the point. I don't care if he's gay, the interesting thing is that he looks like a beautiful woman. Very attractive."
"Would you do him? Or her..."
The answer was yes, of course, but I hesitated to admit it to Kenny.
"Too bad you didn't take a picture of him. It's good for fantasy and masturbation."
I laughed and said, "I have a feeling you would do him."
He didn't respond, just asked, "Do you think he has breasts? I suddenly noticed he always wears baggy shirts."
"I think so. He's probably a shemale."
He groaned softly and said, "Shit, you blew my mind."
I laughed and said, "Just so you know, a lot of shemales fuck back too."
"I think you really had a crush on my ass," he said.
"Mmm," I said, making him punch my thigh.
He was silent for a moment and then asked, "Do you think he was there to hunt a male?"
"I don't know," I replied. "Yesterday I found out that there are trannies who just enjoy their feminine appearance, even without being with a man."
"What's so appealing about wearing women's clothes?" he asked.
"The idea that you can be a beautiful woman."
"How about asking him?"
"Ask him yourself," I said. "You could also mention that you have a nice butt."
"Go to hell," he laughed. "You're guaranteed an A. Ask him yourself."
*****
Jenny finally returned from training camp and for the next few weeks I had two enjoyable intimate encounters each week -- on the weekend with Jenny and during the week with Tommy. Over time Tommy's reservations about anal sex faded, so after a while I fucked his ass too. Sexual relations with Tommy became even more enjoyable than relations with Mike. Our friendship tightened and we became close friends. Tommy was the almost perfect partner for me -- both satisfying sex and an intelligent person with whom I could talk about anything in the world while we lay in bed caressing each other.
Until...
I was sitting in the library when my cell phone vibrated. It was Tommy. I grabbed the phone and left the library.
"Michelle," Tommy began, "how about coming to dinner with us tomorrow night?"
"With us?" I asked. "Like with your wife too?"
"Yes," he answered. "I finished my PhD and we're going back to Japan, and before we go back, I wanted you to meet my wife."
I assumed that the more accurate goal was for his wife to get to know me. I understood him.
For our last meetings, both Tommy and I arrived dressed as women. We decided that we are more beautiful as women and preferred to have our intimate meetings when we are at our best. So, I arrived at Tommy's house dressed as a woman. I wore a tight, short dress that barely reached halfway down my thigh, sleeveless and with a generous neckline that showed off the top of my breasts. I forsook tights and put on sandals with thin, high heels.
Tommy greeted me at the door of the apartment dressed as a man. "Wow," he whispered, pulled me inside and immediately leaned in for a long kiss. Over his shoulder I saw a barefoot Japanese girl, dressed in a short kimono, with her long hair rolled over her shoulder. He turned to her and said, "Meet, this is my wife, Aki."
She came closer to me and kissed me on the cheek. Tommy couldn't help himself and pulled me towards him for another long kiss, this time he also slid his hand over my crotch. It was awkward, because his wife was standing next to us, watching us with a strange smile on her lips. A three-year-old boy was running around the apartment with a plastic sword, and in the corner was a baby cradle with another child.
"I suggest you'll help Aki set the table," Tommy said, "while I get the little one ready for bed."
He grabbed the toddler, swung him over his shoulder, and disappeared. I was left embarrassed with his wife. If I had not known that she was a married woman with two children, I would have sworn that she was a young girl, I would not have given her more than 17 years old. She had a delicate beauty in a very Japanese style, with a broad and delicate face like a doll's, a small chest, and skin that looked velvety to touch. Her feet were white, and like many Japanese women, their soles turned inward, what is called "pigeon toe". She examined me carefully and it seemed to me that she liked me.
"You should take off your shoes," she said in perfect English. "Although it is a pity, because you have very beautiful feet."
I took off my shoes and followed her into the kitchen. From one of the drawers, she pulled a smooth tablecloth and ordered me to spread it on the table. As she placed the tablecloth in my hands, her palms gently brushed against mine. From that moment on, almost every crossing between us was accompanied by some light touch. At first, palms on palms, then, as she placed a salad bowl in my hands, she also gently slid her palm over my waist, and finally rubbed her body against my butt, or made me rub against her butt. I wasn't wearing elastic underwear for this encounter, and I was sure that the erection on the front of my tight dress couldn't be missed. She was discreet enough not to embarrass me with an open look, but when her butt rubbed against my erection, it was clear to me that she had noticed.
We finished setting the table, and she pointed to an armchair in the living room and asked, "Should I get you something to drink? We have original Japanese sake, or whiskey."
I wasn't used to drinking, so I preferred to play it safely and asked for whiskey. She disappeared and returned with a glass, which she placed in my hand, then took the baby, sat down on the sofa diagonally to me, crossed her slender legs, and without getting confused, took out a tit and began to breastfeed him. At that moment, I regretted not asking for sake.
A few minutes later Tommy appeared dressed like Tammy, in a short dress that flattered her perfect legs. He was so beautiful that I could have devoured him on the spot.
"Tommy," Aki turned to him, "are you ready to put John to bed?"
Tommy took the baby and left, and only then did I notice that the hem of Aki's kimono had fallen over her knees, revealing a pair of slender, smooth, and very white legs. She looked at me and said, "I'm wondering who's more beautiful - you or my husband."
"I think you're the most beautiful here," I tried to compliment her.
"Oh, you're so sweet," she said, not rushing to cover her legs or put her breast back in place. Then Tommy came back, and we sat down to eat. She continued to seduce me at the table too. She sat Tommy on one side of the small table while she sat next to me.
Throughout the meal, Aki courted me, from small caresses of my palm to longer caresses of my shoulders. Every joke I told made her laugh a lot, and she leaned towards me laughing. In front of me, Tommy gave me a quick wink.
We finished eating and moved to the living room for the last course. This time Tommy sat on the armchair, while Aki and I were on the sofa. She crossed her knees again, letting the hem of her kimono slip and reveal her smooth legs. Her hand rested lightly on my thigh as we talked. Then Tommy made me skip a beat.
"Well, Michelle, what do you think of my wife? Do you like her?"
I wasn't sure if Aki's games were coordinated with Tommy or if she was trying to punish him for sleeping with me, so I remained silent in embarrassment. Aki's hand climbed up my thigh, and she answered for me, "He first said I was prettier than either of you."
Tommy set his cup of mousse on the small table, then got up and picked up our cups and placed them on the table as well. Finally, he sat on my lap, with his feet on his wife's knees, hugged my neck and kissed me again. His wife stroked his bare thigh, climbing up towards his loins. The room was getting hot.
I decided I was getting over my embarrassment. If they want me to fuck Aki, I will gladly do it. I probably wouldn't see them again anyway. So, I pushed my hand into Tommy's cleavage and cupped a warm breast in my hand. Tommy sighed with pleasure, and Aki quickly did the same to me. We continued like this for a few more minutes, with Aki caressing my breasts, me Tommy's breasts, and Tommy my head and neck, until Aki said, "So, Michelle, would you like to join us in bed?"
Tommy rocked his butt on my erection and answered for me, "I can confirm that the answer here is yes."
"First we need to clear the table," Aki said. "Michelle and I will clear, and Tommy will fix the dishwasher."
This time the touches were not light or random. Every time she passed me; her hand caressed my crotch. Every now and then she kissed my shoulder. After we had picked up all the dishes and cleared the table, we stood next to Tommy who was still putting the dishes in the dishwasher. Aki clung to me, hugging my neck, and pulling my head toward her for a kiss. I grabbed her waist and lifted her to the counter. She wrapped her legs around my body and locked her ankles behind my back, as we kissed passionately.
Then, she pulled her head back, pulled her kimono off her and let it fall to the counter. It turned out that underneath the kimono she was completely naked. She caressed my bare shoulders, rolling the dress up over my upper body, and then pulled my head toward her breasts. Her breasts were small, only slightly larger than a girl who had just reached puberty, but they were pointed, and the nipples were thick and rough. I sucked her breasts and moved down her stomach to her genitals.
She spread her legs and placed one foot on the counter, revealing a plump, smooth slit like a baby's butt. Her lips were parted, revealing the red, very wet inside. I got on my knees and licked the center of her desire. I teased her lips, while my tongue moved along her wet slit from end to end. Both of her palms rested on my head, and she began to whimper in a shrill voice, "Yeeiiii..."
Tommy finished with the dishes, sat down on the floor and lifted the hem of my dress. In an instant, my cock was deep inside his wet mouth. At the same time, he was crushing my ass, as he inserted a finger into my asshole. For me, it was great, but for Aki it probably wasn't enough.
"I need more from you," she screamed, making me wonder if it wasn't proper for a Japanese woman to ask a man to fuck her.
I stood up and lifted her hips off the counter, sliding her along my body until her groin met mine. Tommy quickly grabbed my cock, directing it towards his wife's love tunnel. I let her slide along my cock until it was all inside her, then I started fucking her standing up. Her ankles were locked behind my back again, and she moved her hips in coitus movements in sync with my movements.
Her cunt was very tight and gripped my cock tightly. An asshole has its advantages, especially the strong pressure of the rectal muscle, but a vagina has advantages that an asshole doesn't. Rectal muscles squeeze in one spot, but vaginal muscles, especially a tight one like Aki's, grip the entire cock.
Behind me I felt Tommy squeezing my butt and licking my asshole and I quickly understood why. The tip of his cock pressed against my rear entrance, and he entered me while I fucked his wife. The thuds of his cock against my prostate made my cock soften.
"Tommy, stop, stop," I begged.
He understood why and pulled his cock out of my ass. I lifted Aki in my arms and laid her on the table. I leaned over her, leaning on my elbows, and continued to fuck her. My bent body gave Tommy access to my pussy, and he inserted his cock into me. He tried to fuck me slowly, the way he likes, but he had no chance, because I was fucking his wife with fast movements that also made his cock fuck me in sync.
Aki continued to scream and moan softly, just like she was crying, until finally a long scream, accompanied by a strong contraction of her cunt told me that she had reached orgasm. A few seconds later I came inside her too, and then Tommy also ejected his garbage deep inside my cunt.
"Let's go to bed," Tommy said.
"Tommy," Aki asked, "would it be terrible if we all wore our heels? It's much sexier that way."
We gathered our heels and moved to the bedroom. We sat on the bed and put on our shoes, in Aki's case sandals, while in Tommy's case closed shoes. I noticed that when she wore heels, her pigeon toe made her feet look much sexier.
We laid Aki down in the center of the bed, with Tommy and I on either side of her stroking her soft, pleasant body. In response, she grabbed our cocks, one in each palm, and rubbed them vigorously. Every now and then one of us kissed her or we kissed on top of her.
Aki turned to me and pressed against my body, rubbing her breasts against mine. I kissed her and crushed her soft ass. She grabbed my cock and rubbed it vigorously. Behind her, Tommy pressed against her back, grabbed my ass and pulled me towards him, so that we both crushed Aki between us. She seemed to enjoy the situation, because she didn't stop purring with pleasure.
Something hard hit my thigh, and I noticed that Tommy's long cock was pressed between his wife's thighs and peeking out from the front. I grabbed his cock and rubbed it. Aki bent one knee, allowing me access to all of it. I loved Tommy's long cock and waited for the moment when it would be stuck in my ass. In response, Aki pressed my cock to her stomach, moved her leg over me and pressed me closer to her body. Tommy also pressed harder from behind, making me worry that Aki wouldn't be able to breathe between the two of us.
"My sweeties," Aki whispered, "I'm ready. Who's in front and who's in back?"
"I promised her DP," Tommy explained. My thoughts flew. It was something I'd never thought of, double penetration, but I'd need two men for that, or two trannies with strong cocks. "Maybe I should be in back," Tommy added. "My cock is longer than Michelle's, but thinner."
Aki rolled over on top of me and lay on my stomach, kissing my breasts, then lifted up, grabbed my cock and buried it deep inside her. Tommy moved between our legs and licked his wife's asshole. Aki didn't wait for him. She jumped her hips on me with the quick movements of someone rushing to orgasm.
"Wait a minute," I whispered to her, "When Tommy joins in, it will be much more fun."
She did as I had told her, like I was an expert in DP. I didn't want to tell her that this was my first time doing this kind of fuck either. Tommy leaned on her back and aimed his cock at her asshole. When he entered her, she let out a long, shrill moan, which she tried to muffle with her palm.
I felt his cock move inside her along my cock and it made all my hormones go wild. I hosted Tommy's cock in my mouth, my vagina and my ass, but this was the first time I had encountered it inside a woman's body, and the sneaky touch of cock on cock made my balls contract.
As soon as he was completely inside her, Aki lost all control and jumped on us at breakneck speed. To stop her, Tommy leaned on her body, and once again her slender body was crushed between our bodies. I hugged Tommy, increasing the pressure on his wife and then I slid my palms to his butt and crushed his round buns. In this position, Aki's freedom of movement was limited, and we both fucked her at our own pace. The friction of Tommy's cock on my cock increased, and we both kissed over Aki's shoulder, who very quickly reached orgasm. But Aki did not give in, and despite the double pressure from both sides, she continued to move her flexible and smooth body, like an eel trying to escape between us. She kept doing this until she came a second time. Then she fell on top of me, like a lifeless rag doll.
"Oh my god, that was massive," she whispered.
We pushed her aside and Tommy jumped to between my legs and fucked my cunt. Then, even before he came, we switched roles, and I fucked his ass. We had both come before and didn't feel the immediate need for orgasm, so we continued to play and switch roles every few minutes.
Tommy was about to penetrate me again when I stopped him and said, "Not in the cunt. Penetrate my ass."
Tommy's long cock hit my prostate and made me squirm with pleasure. Truth be told, I could have stayed like this forever, but Tommy wanted me in his ass again, so we continued playing, with Aki lying on the side looking at us with shining eyes. Finally she demanded, "I want to join in."
She didn't explicitly ask us to fuck her again, but I pulled myself out of Tommy's ass and stuck my stick in her cunt. Tommy lay down next to her and received a blowjob from her.
And so we continued playing until we were all exhausted, and we fell asleep in a pile of arms and legs curled around each other. We woke up to the sound of a baby crying. Aki jumped up and ran, naked, to breastfeed her baby, and I jumped on Tommy and kissed him hard, squeezing his sexy ass. Tommy's cock hardened and pressed against mine. We rubbed our cocks against each other, kissed and squeezed each other's breasts. And that's how Aki found us when she returned.
She lay down on the bed at our feet, held our cocks in both of her palms and pressed them together. She pushed her head between my thighs and caught one ball in her mouth and sucked it. It's time for her to show us the famous sexual tactics of Japanese women, isn't it?
From my ball she moved to Tommy's ball and at the same time rolled her palms over our tight cocks. Then she stood up and said, "This time I want you in opposite positions."
Tommy tried to pull her onto him, but she resisted and said, "Michelle first."
I didn't quite understand what she was trying to do, but when she got on her knees, I carefully entered her asshole. She went back to moaning, "Yeeeiii..."
In the next minute, I was fucking her ass while she sucked her husband's cock, until she said, "Michelle, hug me and roll over on your back." I did as she said and she dug her heels into the bed, lifted her hips off me and brought them down with a thud. Tommy positioned himself between her legs and held her hips. In response, Aki stopped and let her husband enter her wet cunt. She wrapped her legs around Tommy and held him close to her. This time too, I was on the bottom, Tommy on top, and Aki was squeezed between the two of us, only this time her back was to me.
In this position, it was hard for me to fuck her, but Aki kept moving and her body movements made her asshole massage my cock. Above us, Tommy fucked her slowly, and I felt his cock with every penetration. Again, Aki lost control of herself, and her movements became more and more frantic, until she came.
Tommy lifted himself off her and she rolled to the side and then he positioned himself between my legs, probably with the intention to fuck my pussy. "No, Tommy," I said, "fuck my ass."
He shrugged, lay down behind me and entered my ass in a spooning position. As usual, he fucked me slowly. Luckily, Aki recovered quickly. She buried her head between my thighs and licked my pussy, first from end to end and then she focused on my clit, inserting two fingers into my pussy and gripping my cock with the palm of her other hand.
With Tommy's cock in my ass, Aki's tongue on my clit and her palm on my cock, the shivers that ran through my flesh were crazy, and I was sure that within seconds my clit would contract violently. Aki also felt that I was close to cum and withdrew her tongue from my clit and instead wrapped my cock in her mouth.
Very quickly my cock began to tremble, and rapid shivers passed between the root of my cock, which was under the attack of Tommy's cock, and my frenulum, which Aki's tongue was vigorously tickling. This time I felt that the orgasm would come from my cock. But once again, Aki wouldn't let me cum. She stopped playing with my frenulum and moved on to playing with my clit with the tip of her finger. I grabbed her head and pressed it to my groin. Aki didn't get confused. She inserted my cock deep into her throat, licking it and at the same time lightly slapping my clit.
The feeling of orgasm moved from my cock to my clit.
And again, she wouldn't let my clit reach orgasm and went back to licking my frenulum.
"Aki," I groaned in frustration, "Enough of this. I have to cum."
My frustration didn't seem to impress Aki, who continued to play between my clit and cock. Behind me, Tommy got excited and started hitting my ass with strong, fast movements that made my cock vibrate.
"Enough, enough," I cried, "I can't take it anymore."
And then it happened. A double orgasm at the same time, in both cock and clit. Both contracted forcefully, causing my entire lower body to contract, then released simultaneously. I ejected jets of cum, deep into Aki's throat, and at the same time, I felt a jet of liquid burst from my cunt and wet the bed.
I fainted.
*****
"Why didn't you tell me about this Tommy guy until now?" Dr. Scott asked, as we sat on her couch.
"Let me understand, am I supposed to tell you about every fuck I have? Are you telling me about every time you and Dr. Reese, Eddie, get into bed?"
Her white face grew even paler, if that was even possible. Her lips moved, but no sound came out of them. Even I realized I had crossed a line.
"Sorry," I said, placing my hand on hers, "I didn't mean to. It was an automatic defense. Without thinking."
She pulled her hand away from me and said harshly, "Today, this will be our last meeting. Now, tell me what happened."
I told her about the double orgasm, and she got up, went to her desk and called someone, probably to Dr. Reese, then returned to the couch next to me.
It turns out that even in her lowest moments, she hadn't lost her sharp mind. "Do you think Tommy was the perfect partner for you?"
"I was missing a pussy, but yeah, that was the closest thing to perfect."
"But for a pussy, you have Jenny, right?" she asked.
"Yeah, you could put it that way."
"So you found the perfect partner, but your life still revolves around sex," she said.
"This whole therapy is about sex. Am I a man or a woman? Am I attracted to men or women? It's all about sex."
"Attraction doesn't have to be sexual. You once told me that you really enjoyed talking to Jenny, even without sex."
"And that's still true," I said. "And by the way, I really enjoyed talking to Tommy, too. In fact, we spent most of our time together talking." That was the truth, but not the whole truth.
But Dr. Scott is hard to fool. "Really?" she asked. "Have you ever met for a chat on a cup of coffee without having sex?"
"I have sex twice a week--once with Jenny and once with Tommy. Is that what you call my whole life revolving around sex?"
"And you still had to add Tommy's wife to the package. You can't ignore the fact that your whole system of considerations revolves around sex!"
This irritated me. I thought she was just insisting, maybe trying in some way to show me that I still needed her, and that because of my perverted behavior I wouldn't get the treatment I needed. "I didn't add her, Tommy added her," I protested.
Defensiveness is not the best tactic against the doctor's sharp tongue. When she wanted to, she could be very sarcastic. "So, now that you have a package that includes both a shemale and a pussy, do you still need Jenny?"
I cupped my face in my hands and said, "Why do I always have to feel defensive when I talk to you?"
I looked up and saw her flinch, as if I had slapped her across the face. "Look," I tried to soften the blow, "I'm attracted to you, even though I know we won't have sex."
She sat quietly for a few minutes and then said, "You're crossing the line again."
I fell silent, and inside I wanted to cry. I felt like Dr. Scott was really helping me, both with my gender identity and with my attraction to a younger partner. And now I had ruined everything. It's safe to assume that when she tells Dr. Reese about the conversation, she'll also have reservations about me.
"I'm not going to give up on Jenny," I said quietly.
"Very impressive," she said. "You seem to really like her." Then, as if to lighten the mood, she added, "Maybe you'll introduce her to me?"
"And break Dr. Reese's heart?" I replied. "No way."
She smiled her sweet little smile. "You really are a cheeky little thing."
"You have no idea," I said.
At that moment, Dr. Reese entered the room. "Why is there such a mood of mourning?" she asked with her characteristic cheerfulness.
Dr. Scott waved her hand dismissively and said, "Michelle had a double orgasm, both in his clitoris and his penis."
Dr. Reese stood motionless for a moment, trying to process Dr. Scott's words. Then she responded enthusiastically, "Really? You have to tell me about it."
"What's so special about it?" I asked, astonished.
"There's a theory that the clitoris is actually an undeveloped male organ," Dr. Reese explained. "Its vascular system, nervous system, and other connective systems are identical to those of a male organ."
She sat down on my other side, placed a hand on my thigh, and said, "Tell me everything. In detail."
As I told her, I noticed that Dr. Scott's notebook had appeared out of nowhere in her hand and she was taking notes. When I finished, Dr. Reese sat quietly for a few more minutes and then asked, "Carol, what do you say?"
Dr. Scott sighed and said, "I guess it's time for you to have a date with that cheeky young man."
*****
Despite her statement about the "last meeting," Dr. Scott sent me a summons for another meeting.
"This will not be a therapy session," she began when I arrived at her office, "but a wrap-up session."
I felt bitter disappointment, but I said nothing.
"You really irritated me in our last meeting, but I understand your frustration and I want you to know that even if it weren't for your impudence, we would have ended the therapy soon. I think we've pretty much exhausted everything we could and there's no point in having more meetings."
"Except for a date," I blurted out before I could stop myself.
She smiled and said, "So now you want a date with me too? Dr. Reese would be jealous!"
"Speaking of Dr. Reese..." I started, but she stopped me. "Let me wrap up and then we can talk some more."
"I think we've come a long way since we met, and I've learned a lot about you and your gender-mixedness, too. At first we tried to lump you into one of the two familiar genders, but now it's clear to all of us that you're a combination of both, and that makes perfect sense. There's a man in you who knows how to award to a woman and there's a woman in you who needs a man. But I don't think you're attracted to power, to a muscular man like Mike, you're attracted to authority. Not necessarily hierarchical authority, but to someone smart enough that you can talk to, consult with, and gain confidence in everything related to your gender."
"Do I lack self-confidence?" I grinned.
"That's the last thing you lack. Maybe you even have too much of it. Except for the gender issue. Do you remember when you told me about Kenny? Your roommate?"
"Yeah." I told her about my vague attraction to him.
"So, how come he still doesn't know who you are? Why aren't you telling him? That's exactly what I mean. With the right partner, you'll be able to identify, as you are, with the person you're attracted to, without fear."
"Okay."
"Your attraction to older partners has also been tempered. We've got Cindy, the waitress, Tommy and his wife, a few other partners you've met, and maybe Kenny too." She paused for a moment and then added with a half-smile, "I'm happy to tell you that you're now allowed to seduce your mother..."
I burst out laughing. "And who's being cheeky now?" I asked. "Besides the fact that I'm not attracted to my mother at all. But I am attracted to you and Dr. Reese."
"And here we are back to the authority thing again. Look, do you remember when I told Dr. Reese that I didn't see any reason why you two shouldn't date? I meant it."
"Is she interested in dating me?" I asked hopefully.
"I think so, but she's not sure. She's undecided."
"And you're not jealous?"
"Why would I be jealous? You just said you're attracted to me too."
"Have you talked to her about this? Do you think she'd agree?"
"You'll have to check that out for yourself, but I can encourage you that you have a chance."
She continued her summary for a few more minutes, giving me various recommendations, and that was about the end of the meeting. But I had something to ask her...
"What is a Perineum?"
One of her thin eyebrows rose so high that it almost met her hair. A movement I had never seen her do before. "Oh, you're something," she said, and then she surprised me again. She lifted the hem of her skirt and placed one folded leg on the couch next to me. For the second time, I saw her magnificent cunt exposed in front of me, this time from no more than a feet away.
At that moment, I decided. I approached her and stroked the calf on the couch. She did not flinch or respond. "Look here," she said, as if I could look somewhere else. "You've already had time to get acquainted with a vulva, and perhaps a deeper acquaintance with the rectum. The space between them, that's called the Perineum."
"What is its importance for sexual intercourse?"
"Its main importance is for secretions, but there are Japanese techniques that allow you to delay ejaculation by pressing on certain points on the Perineum."
My hand climbed up her soft shin and reached past her knee. Her hip was cozy and warm. Suddenly she realized where my hand was. She seemed to be debating whether to remove my hand or not. The lustful look in her eyes was clear even to me, and her pussy suddenly looked sparkling from wetness. Finally, she slowly pulled her leg away from me and returned to her modest seat.
"I'm not sure my husband would be happy to know what you did," she said, making my heart skip a beat. Her husband? Is she married? Could it be that her relationship with Dr. Reese is going on behind her husband's back? Or is Dr. Reese married too?
*****
From Dr. Scott's office I went down to Dr. Reese's office. She had one more patient in line, so I waited. When I entered, she turned to me in surprise, "Michelle..."
"I came to ask you out on a date," I said.
She sat in silence for a moment with both forearms resting on the table and then said, "I'll think about it. I promise."
"You know I'm cheeky, right?"
She smiled. "How did I miss that?"
"So, I'm offering myself as a guinea pig for the advancement of science. How about doing to me what that Japanese woman did to me?"
Her stunned look, accompanied by the childish giggle, I'd already seen in her moments of insecurity, said it all.
"Think about it," I said, "you could witness the phenomenon firsthand."
Then she burst into laughter. "Oh, I love your sweet cheekiness. Let me think about it. I promise to call you."
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