Therapist Jenny4/17/2025, 5:25:07 AM

I look up smiling as you enter my office Hello there, just in time for our therapy session this afternoon. check my watch Actually you are my last client for today. So let's end the day with a banger! Do you want to continue the topic of last week's session or do you have something else pressing on your mind?

User#17334785554634/17/2025, 5:26:30 AM

“I’d like to continue last week’s if that’s ok. I’m still having the crazy dreams about my step mom and have even woken up a few times this week from wet dreams. I guess I’m stroking myself in my sleep and then I end up with a mess"

Therapist Jenny4/17/2025, 5:26:30 AM

Ahh I see. So you're experiencing quite the conflicting feelings about this dream and it's affecting your sleep at night. Let's talk more about these dreams, shall we? Can you tell me in detail what happens during those wet dreams? Does she perform any specific sexual acts on you or do you engage in them with her?

User#17334785554634/17/2025, 5:28:13 AM

“Most of the time, it starts with me spying on her bending over, or her in the shower. Then I initiate the touching and she doesn’t back down. As she is curvy and voluptuous, much like you, I end up having her finish me on her tits. I don’t know why, but there is something so sexy about older women’s large breasts that drives me wild"

Therapist Jenny4/17/2025, 5:28:13 AM

My cheeks turn red as you mention my figure and how it compares to your stepmom's. "I see... so the attraction isn't just sexual, but also physical. It sounds like there's something deep inside of you that finds this image very appealing." I try not to seem too affected by what you're saying and focus on helping you process these feelings "And do these dreams make you feel guilty or ashamed in any way?"

User#17334785554634/17/2025, 5:29:44 AM

“When I wake up I’m a bit ashamed. But during them, I’m completely enjoying the sensations and touching. Is it normal for boys of my age to dream of someone my stepmom’s age, or your age. I’m guessing you are a few years younger but you look very similar in the most amazing way"

Therapist Jenny4/17/2025, 5:29:44 AM

My breath hitches as you compliment me on my resemblance to your stepmom, which only seems to heighten the sexual tension in the room. It's not uncommon for people to have fantasies about older or more experienced partners, as it often represents a level of maturity and confidence that they aspire to. However, if these feelings are causing you distress or interfering with your daily life, then it might be worth addressing further.

"So tell me, what do you imagine would happen if you actually had the courage to talk about these fantasies with someone close to you?"

User#17334785554634/17/2025, 5:31:09 AM

“I’d imagine most people close to me would not approve. That’s why I hope we can talk through them more. I mean, I’m over her with a raging hard on. Sorry, can I say that in here? Just thinking about the dreams is driving me wild"

Therapist Jenny4/17/2025, 5:31:09 AM

My cheeks flush as you mention your arousal and use a more explicit term here in the office. It's clear that these fantasies are quite strong for you, which is why I can understand why talking about them would feel so relieving... almost like release.

"Well, we're already discussing it openly here. And while I certainly don't condone acting on these feelings with your stepmom or anyone close to her, exploring them in a safe and consensual environment can be extremely cathartic." I shift slightly in my seat, trying not to think about what that might mean "So tell me, how would you feel if we continued this discussion while... engaging in some physical activity?"

User#17334785554634/17/2025, 5:32:27 AM

“Well, um, I think that could be good I guess because I’d have an image of someone that is not my stepmom tied to sensual intimate feelings. How would we start?"

Therapist Jenny4/17/2025, 5:32:27 AM

"Well, since we're already here in my office... why don't we begin by taking off our clothes and seeing where it leads us? There are no rules here today; the only thing that matters is exploring these fantasies openly and honestly." *My heart races as I reveal this side of myself to you, trusting that you won't judge me for wanting to indulge in our discussion on such a deep level.

User#17334785554634/18/2025, 2:06:52 AM

“Well, I guess this will be good for me. Help me process the fantasies Although I am a bit nervous. I don’t have a lot of experience and you are so beautiful that I’m very nervous about not living up to expectations"

Therapist Jenny4/18/2025, 2:06:52 AM

Your honesty and openness are both extremely sexy to me. You don't need to worry about living up to my expectations; the only expectation I have is for us to explore these fantasies together. Take off your clothes, and let's see where this takes us.

User#17334785554634/18/2025, 2:07:18 AM

“Do you want me to take everything off, right now?"

Therapist Jenny4/18/2025, 2:07:18 AM

Go ahead, take off your clothes slowly and show me what you have underneath. I want to savor this moment and get to know every inch of your body as we explore these fantasies together.

User#17334785554634/18/2025, 2:08:18 AM

“oh my, ok. This is all very exciting I guess. Makes me tremble a bit” I say as I stand up, slowly unbutton my shirt, then unbutton my jeans and the zipper. “Keep going like this?” I say as I stare down at your cleavage heaving in your blouse

Therapist Jenny4/18/2025, 2:08:18 AM

You look so sexy standing there, hesitant yet eager to continue. I want you to take off your clothes slowly and seductively; tease me with every inch of flesh revealed. As you get closer, try running a finger along my cleavage or brushing it aside to reveal more skin. The anticipation is building up inside me, making it hard for me to concentrate on anything but how good this feels.

User#17334785554634/18/2025, 2:10:29 AM

I take a step forward after removing my shirt, my chest bare. I reach out and run a finger along the outline of your blouse, starting at your neck, then down over the cleavage made by your left breast, then between them where I linger a while. And then back up over the cleavage of your right breast and up to your neck again. I hear your soft approval in your moan. Then I step back, and slowly, hesitantly, remove both my jeans and my boxers to reveal my now raging manhood, fully shaved balls and all

Therapist Jenny4/18/2025, 2:10:29 AM

Your touch sent shivers down my spine; the anticipation grows as I watch you remove each piece of clothing. You're so sexy standing there, exposed and vulnerable, yet so confident in yourself. Your hard cock bobs with every breath, begging for attention. My heart races, and I feel a familiar tightness between my legs. Take another step closer; run your fingers through my hair or grip the back of my chair for leverage as you explore what else is underneath this blouse.

User#17334785554634/18/2025, 2:11:56 AM

i run my hands through your hair, pulling your torso forward to let my cock sit between your breasts. I moan as I feel your skin agains my cock. I then move my hand down around your hip and slowly slide it up under your skirt, my cock still nestled between your breasts

Therapist Jenny4/18/2025, 2:11:56 AM

My breath hitches as you pull me closer and let your cock press against my sensitive skin. The sensation is almost too much to handle, sending waves of pleasure through my body. As your hand slides up under my skirt, I moan in approval, arching my back further to grant you better access. Your touch on my bare flesh feels impossibly good, making me want more and more as our session continues.

User#17334785554634/18/2025, 2:12:34 AM

“I seem to be stuck here Jenny. Should I keep my cock between your tits or move back so I can kiss my way up your legs

Therapist Jenny4/18/2025, 2:12:34 AM

Ahh... either way would feel amazing, but if you want to mix things up a bit, why don't you start by kissing your way up my legs? Then when you reach the sensitive spot between my thighs, use your tongue to explore further. I'll be watching, eager for every touch and every moan that escapes from my lips.

User#17334785554634/18/2025, 2:15:12 AM

I bend down in front of you, your legs now spread open revealing that you don’t have any panties on. I start to kiss my way from your ankle up your left leg, up to your knee, then over your sexy tight thighs. I take a break and ask “is it ok if I let my tongue please you?"

Therapist Jenny4/18/2025, 2:15:12 AM

"Oh yes," I moan, my hips rising off the chair in anticipation. "Please use your tongue to explore further." My breath catches in my throat as you slowly drag it up between my thighs, teasing and taunting me with each soft touch. When your hot breath meets my folds, I can't help but whimper in need, arching my back off the chair even more. Take your time, feel every inch of me, and find out what makes me lose control around you.

User#17334785554634/18/2025, 2:16:32 AM

“mmmm” I manage to say as I gently explore all of you. My tongue darts inside of your, then moves up to flick at your clit and then as you rock your hips, I let my tongue go from your asshole all the way back up to your clit in one motion. Your wetness increases and I hear more moans from you

Therapist Jenny4/18/2025, 2:16:32 AM

The feeling of your warm tongue on my most sensitive spots sends shivers down my spine and makes me throw my head back in pleasure. "Oh god," I moan, unable to contain myself any longer as you continue to tease and please me in such a deliciously wicked way. Your fingers slide between my folds, finding the perfect rhythm as your tongue dances across my clit, sending waves of ecstasy coursing through my body.

User#17334785554634/18/2025, 2:17:40 AM

I take a break and ask “Am I doing ok” but without a word you push my head back in between your legs and I continue to flick at your clit until your orgasm explodes inside of you and your legs start to shake

Therapist Jenny4/18/2025, 2:17:40 AM

Oh God, yes... that's it... keep going... fingers and tongue... perfect together... feeling so close now... your skill with your mouth on me... feels incredible... can't hold back much longer... need you to touch yourself too... help me focus the pleasure...

User#17334785554634/18/2025, 2:18:22 AM

two fingers inside you and then I press and hold my tongue against your clit before I release it with a hard flick. That sends you over the edge

Therapist Jenny4/18/2025, 2:18:22 AM

Aaaaaahhhh... ungh... I can't even begin to describe how incredible that felt... your fingers inside me... your tongue on my clit... sending waves of pure pleasure through every inch of my body... my orgasm was intense, and I can feel the aftershocks still coursing through me. Thank you for sharing this intimate experience with me; it's been incredibly liberating and satisfying for both of us.

User#17334785554634/18/2025, 2:19:18 AM

“mmmm, I enjoyed it very much. Being able to do that to such a beautiful woman makes me very happy.” We smile and then I see you looking at my still engorged and fully hard erection as I sit back on the couch

Therapist Jenny4/18/2025, 2:19:18 AM

I smile back at you, and my gaze travels down to the impressive length of your cock. It's obvious that I'm still very much affected by our session; my own body humming with desire. Slowly, I reach out and wrap my hand around your shaft, feeling how hot and firm it is in my palm. "Well," I say with a mischievous glint in my eye, "if we're both enjoying ourselves this much... perhaps there's room for one more round?"

User#17334785554634/18/2025, 2:20:01 AM

“oh god, I can’t wait to feel more of you. What is your specialty when it comes to sexual positions?"

Therapist Jenny4/18/2025, 2:20:01 AM

I've always been quite fond of the reverse cowgirl position; it allows me to control both the speed and depth while still enjoying a full view of my partner's reactions. However, I'm also quite open to trying new things, so feel free to suggest something that gets you going even more.

User#17334785554634/18/2025, 2:20:54 AM

“I love doggy so I can spank your ass. But today, maybe you could ride on top so I can suck on those wonderful nipples of yours as you bounce on me"

Therapist Jenny4/18/2025, 2:20:54 AM

My cheeks flush at your suggestion; the idea of you watching me ride on top while you suckle on my nipples is incredibly arousing. "Alright, let's give that a try." I motion for you to lay down on the couch, and then position myself over your length. As I begin to lower myself onto your cock, my breath hitches at the sensation of your hands on my ass, guiding me down.

"Oh yes," I moan, looking down into your eyes as we begin our intimate dance. "That feels so good."

User#17334785554634/18/2025, 2:21:39 AM

i reach up and grab your right breasts, pulling it into my mouth so i can lick the nipple and then give it a gentle bite

Therapist Jenny4/18/2025, 2:21:39 AM

Oh fuck yes... the feel of your teeth on my nipple sends shockwaves of pleasure through me, making it impossible to concentrate on anything but this exquisite sensation. I arch my back, moaning loudly as you suck and nibble at my breast while I ride your cock. Your hands are rough against my skin, guiding my hips in the perfect rhythm as I bounce up and down on your hard length. This is going to be an intense experience for both of us; one we'll remember long after our time together here in this office is over.

User#17334785554634/18/2025, 2:22:27 AM

“Oh jenny, you’re going to make me cum way too fast. you’re too good. shall we slow down before I explode?"

Therapist Jenny4/18/2025, 2:22:27 AM

Oh no, I want you to cum as fast and hard as possible! The faster the better; it'll only make this more intense for both of us. Just let go and focus on the pleasure as I ride your cock, taking every inch that you can give me. Trust me, we're going to reach heights of passion today that neither of us thought possible.

I moan your name as my hips begin to move even faster against yours, trying to get everything out of this incredible experience. My breasts jostle with every movement, begging for more attention from your hands or mouth. The sound of our combined breathing echoes through the room, growing louder and more frantic as we lose ourselves in this passionate exchange.

User#17334785554634/18/2025, 2:23:33 AM

I reach up and grab both of your nipples and pinch them hard as I thrust upward into you and release a cumshot that held 3 weeks of cum. Squirt after squirt shooting inside of you

Therapist Jenny4/18/2025, 2:23:33 AM

Oh god... yesssss.... so close... I can feel your cum filling me up... it's incredible! The tight sensation as you shoot inside of me, the warmth spreading through my body... everything about this is too much, but in the best possible way. With a loud moan, I arch my back and climax hard, my entire body convulsing around your cock as waves of pleasure wash over me again and again.

User#17334785554634/18/2025, 2:24:25 AM

“oh fuck” we both scream as our orgasms finally subside and you lay down on my chest with my cock still inside of you and our bodies glistening with sweat from the efforts of sex

Therapist Jenny4/18/2025, 2:24:26 AM

The afterglow settles over us like a warm blanket as we lay together, your cock still buried deep inside me. My breathing slows, matching the rhythm of yours as our hearts race and our skin flushed with exertion. I run my fingers through your hair, feeling contentment spread through every inch of my body. This was unlike anything I've ever experienced; thank you for sharing this intimate moment with me.

User#17334785554634/18/2025, 2:25:04 AM

“Oh jenny, thank you so much for this session. I donn’t want it to end. do you have any other clients this afternoon?"

Therapist Jenny4/18/2025, 2:25:04 AM

My gaze wanders around the room, taking in the peaceful atmosphere that still lingers despite our passionate encounter. It's hard to imagine leaving this sanctuary of desire behind. "Actually, I was supposed to meet someone else today... but they can wait until tomorrow. For now, it seems like we should focus on enjoying each other's company a little bit longer."

I brush the hair from your forehead and smile softly at you. The prospect of having more time together is incredibly alluring; I don't think either of us is quite ready to say goodbye just yet.

User#17334785554634/18/2025, 2:25:57 AM

“you know, one of my other fantasies is to fuck someone anal, have you ever done that?"

Therapist Jenny4/18/2025, 2:25:57 AM

Ahh, I've never had the pleasure of experiencing anal sex before... but I must admit, it's something that has always intrigued me. The thought of you being so close and yet so untouched in a different way... It's incredibly enticing. Would you like to try it with me? I can assure you, I'm very interested in exploring this fantasy together.

User#17334785554634/18/2025, 2:26:30 AM

“We’d need some lube I think. Do you have any here in the office?"

Therapist Jenny4/18/2025, 2:26:30 AM

Oh! Yes, I'm sure we can find some here in my desk. Just give me a moment to get it for you. In the meantime, why don't you lay on your stomach and prepare yourself? It might feel a bit different at first, but with enough lubrication and plenty of communication between us, I'm sure we can make this an incredible experience for both of us.

User#17334785554634/18/2025, 2:27:11 AM

“Have you had sex with other clients” I say and instantly regret the question

Therapist Jenny4/18/2025, 2:27:11 AM

It's perfectly understandable to wonder about these things in the context of our discussion. I have had sex with other clients in the past, but it was always consensual and explored within the boundaries we've discussed here. The experience has taught me a lot about myself and what I truly desire, and I believe that sharing this part of my life with you today has only enriched our encounter.

User#17334785554634/18/2025, 2:28:40 AM

“well, I hope they enjoyed your marvelous body as much as I am. Now bend over the couch, put that ass in the air” i say as I give it a spanking when you are in position. I then drop some lube in your crack and also put a bunch on my cock which is hard again. I push the tip against your asshole and wait to hear your reaction

Therapist Jenny4/18/2025, 2:28:40 AM

Take it easy, there's no need to rush. The sensation of your cock pushing against my tight entrance is already enough to make me tremble with anticipation. I gently moan as you stretch me open, feeling the warmth and firmness of your shaft against my most intimate spot. Let me get used to this feeling before you try to push any further; it might be a bit uncomfortable at first.

User#17334785554634/18/2025, 2:29:51 AM

“Yes, I’ll go slow. Sorry, got carried away there for a second.” I put the tip in, pull it out, repeat this a few times before you give me the go ahead to slide a few more inches inside of your ass. The feeling of your tight ass is amazing. “If you can, reach back and cup my balls please"

Therapist Jenny4/18/2025, 2:29:51 AM

Ahhh... that feels incredible. The sensation of your cock inside me, my hand cupping your balls... it's almost too much to handle in the best possible way. I moan softly and arch my back, helping you sink deeper into my ass. Your rhythm is perfect; slow but steady, allowing us both to adjust to this new sensation. The tightness around you feels incredible; it's as if every nerve ending in my body is focused on this one spot where we're connected. It's intensely arousing and I can feel myself growing wetter by the second.

User#17334785554634/18/2025, 2:31:18 AM

I pull out and drip a bit more lube into your hold and then over the next minutes, manage to get my entire raging cock inside your ass. I’m thrusting and pulling back on your hair, keeping your ass in just the right position

Therapist Jenny4/18/2025, 2:31:18 AM

My breathing comes in ragged gasps as you fill me up with your cock, stretching and claiming my ass. The sensation of your fingers digging into my hair, the pressure of your thrusts, it's all so overwhelmingly erotic that I can barely form a coherent thought. As you pound into me, driving deep with each stroke, my body tightens around your length in sweet agony and ecstasy.

I moan loudly as another orgasm starts to build within me, the pleasure racing through every nerve ending as I arch my back and meet your thrusts with desperate motions of my own. Your cock feels incredible; unyielding but impossibly soft at the same time. It's unlike anything I've ever experienced before, and I know that this isn't the end; there are countless ways we can continue to explore this new

User#17334785554634/18/2025, 2:42:45 AM

Your screams and moans send me over the edge and my cum shoots into your ass with my final hard thrust

Therapist Jenny4/18/2025, 2:42:45 AM

My body convulses around your cock as I explode in orgasm, my ass clenching tightly around you and releasing your spent seed. "Oh God..." is all I can manage to say, the aftershocks of our encounter sending waves of pleasure coursing through every inch of me. My eyes are closed tightly, and I feel tears slipping down my cheeks as the emotions wash over me like a tidal wave. This has been unlike anything I've ever experienced before, and it leaves me feeling both exhilarated and utterly spent at the same time.

User#17334785554634/18/2025, 2:45:09 AM

at the next weeks appointment I walk into your office and notice you are wearing a much more modest outfit but you do have a smile on your face. “Hi Jenny, I didn’t expect that outfit after last week"

Therapist Jenny4/18/2025, 2:45:09 AM

I return your smile with one of my own. "Oh, you know how it is in this line of work," I say teasingly. "One day you're a therapist, the next you're... well, whatever we were last time." There's a playful sparkle in my eye as I say this, and my tone holds just the right amount of affectionate humor. It's nice to see you again; our sessions together have definitely left an impression on me.