Finding the Limit

"I'd rather we go to Jared's room," you say, rejecting Sharon's offer to show you to the master bedroom.

Sharon's confused by your refusal. "Jared's room? Why?"

"I'm not going to recover from my trauma in a single session. We're going to be repeating this often enough that I think it would be best to have a designated spot for it. Jared caused my trauma. The least he can do is donate his room so I can recover."

Was the lie necessary? You had told Sharon about Jared bullying you, you had made her care about you, and you had **** her to prioritize your recovery over everything else. She had already given you a blowjob and offered to keep her son from returning home to aid in your recovery.

Could that be pushed further? If you told Sharon that you wanted to hurt Jared- that the only way for you to recover was to hurt Jared like you had been hurt- would she aid you? Or would deliberately hurting her son be a bridge too far?

One day, you were going to fuck her doggy-style while she demeaned her son, but that day isn't today. You hadn't given her enough commands to ensure things would go smoothly and rather not risk failure. Sharon would have another trance tomorrow. When she did, you could expand what she was willing to do. Until then, exercise self-restraint.

"If you think it'll help you recover." Sharon is holding your hands. You had insisted on skin contact and she hadn't argued. She tugs on your hand to guide you up a flight of stairs to the second floor.

The main hallway is narrow and simplistic, possibly because the designer wanted to ensure the rooms were as large as possible. You see three doors. Three rooms for the entirety of the second floor means that each room is likely to be spacious.

A pang of jealousy. Your room is the size of a walk-in closet. It has enough space for a bed and a wardrobe and nothing else.

The first door is opposite the stairs. The door hangs ajar, and as Sharon guides you past it, you peek in. A cream-colored high-pile nylon carpet adorns the floor. A simplistic white vanity rests against a wall. A Queen sized bed with red and gold covers is stacked opposite the vanity.

You assume the room's the master bedroom. Due to your request, Sharon doesn't stop at the room, pulling you to the second door on the floor. The door is identical to the first in all respects, save that it is closed. Sharon easily wraps her hands around the knob and twists, opening it and letting you look inside.

Jealousy mounts. Jared's room came with everything you wanted but was never given.

The room has four walls. Against one is a sophisticated gaming set, equipped with a PlayStation Five and a Plasma Screen TV. Opposite to it is a green couch, where Jared can lounge playing his games. And against the third wall is a king-sized bed.

Arms flex, trying to relieve tension as you take in how spoiled your bully is. Upset, you turn to the person who had spoiled him and got a pleasant surprise: Sharon is undressing.

Back in the mall, you had established skin contact- intimacy- as a therapeutic procedure. It made sense that Sharon would be undressing. As far as she was aware, your visits were meant to heal trauma from what Jared did to you, and being intimate was a part of that procedure. There was nothing inappropriate or unprofessional about her getting undressed before you.

Consequently, Sharon had taken off her outer garments while you were looking around. She's down to her bra and panties: a matching black set.

Interestingly, she doesn't make a move to take her undergarments off. This is the most she's willing to take off.

Back in the mall, you had pushed for sex but Sharon had shot that down. “Could we… could we do something else? I don’t think I’m ready to do that sort of thing with you. I know as your therapist I’m supposed to do whatever it takes to help you, but there are some boundaries we need to set.”

Despite her ****, you had managed to still get a lot out of her. She had been willing to kiss and grind on you without any further incentives. She had also been willing to give you a hand job, but initially, she hadn't been willing to give you a blowjob. She only agreed to use her mouth when you pretended to be in pain.

Sharon wants to alleviate your pain and is willing to cross some of her boundaries to do it. You remember the moments before you came on her. You recall how her eyes had shimmered with unshed tears as she **** herself down your cock, far past what she could comfortably handle.

You get an idea. "I see you spoiled Jared."

"I didn't know he was bullying you," Sharon's tone is defensive. "My divorce with Doug made things difficult and Jared hadn't been taking it well. I was trying to make things easier on him."

"And you succeeded. After bullying me, Jared got to come home to a king-sized bed, a plasma screen TV, and a PlayStation Five. After being bullied, I went home to a twin-sized bed. Does that sound fair?"

Sharon bit her bottom lip, before admitting, "I spoiled Jared in the past, and that was wrong. He didn't deserve any of the things I gave him." A weak smile, "If you give me a chance to make things right, I will. I'll give you more than I ever gave him."

That's what you want to hear. Take the opportunity to push Sharon's boundaries even further: "Actions speak louder than words. What do you intend to give me?"

Sharon kisses you. Her body molds against you and her hands wrap around your wrist, guiding you to her ass. Sharon's offering you her body, but as the fabric of her panties reminds you, she isn't offering all of it.

What she is offering is too meager to satisfy you, but you can't be too aggressive today. Tomorrow will be a different story, but today, you had to exercise restraint.

Hands trail up her body, trailing against her bare skin as they reach for her bra. Sharon had let you play with her tits at the mall, so you knew it wasn't a step too far. Sharon confirms it isn't by not resisting as you unclasp the garment and let it drop.

The bra hits the ground, and you end the kiss. "You permitted me to play with your breasts right? Does that mean I can do whatever I want with them?"

"What did you have in mind?"

Sharon had answered your question by kissing you. It was only fair that you answer her question by lowering your mouth to her nipple. Don't bite down. Sharon's areola- the darker area around the nipple- is smaller than your mom's by a large margin. It's small enough that you can trace an outline by swirling your tongue.

Above you, you can hear Sharon moan. It's a **** moan.

To her, this is therapy. Enjoying it is, in her words, "Completely unprofessional and wrong." As your therapist, she isn't supposed to be getting off on treating you.

You recall how she reacted in the mall. You had kissed her and she had kissed back, but afterwards, she had been embarrassed by her reaction. She had calmed down when you had assured her that you didn't mind her kissing back.

Consider permitting her to moan as well. You don't mind your partner being vocal, and Sharon's moans are adorable.

Decide against it. As your tongue continues to swirl, Sharon's moans get louder. Despite her best efforts, she's losing control. You look forward to the day that you could get her to wail like a banshee, despite her better judgment.

Was that day today? You don't think so. Sharon isn't okay with fucking you, so your options for pleasuring her is limited. How limited?

Abandon your prize. Sharon keens, disappointed, as your mouth leaves her nipple without suckling. Four kisses- the first on her rib cage, the second on her upper abs, the third on her belly button, and the fourth on her hip- lead you to her still clothed pussy. A fifth kiss lands on the fabric above her slit.

Sharon tenses. "John," she whispers. "Boundaries."

Kiss around her slit thrice and then turn your head to focus on her bare inner thigh. Keep her hot and flustered so that when you pull back to answer, she is on edge. Keep the pressure up, even while you answer.

Hand replaces mouth. Fingers trace her pussy as you answer, "I am respecting your boundaries. You sucked me off, so now I'm going to eat you out."

She hesitates, "I guess as long as we stick to oral sex, it's fine if we-"

She doesn't get a chance to finish her sentence. She has given you permission, so you hook your fingers around the waistband of her panties and jerk it down. Sharon gasps as her treasure is exposed to you. For the first time, you see Sharon nude.

A thrill runs through your spine. You're not sure if it's from seeing her naked or from the feeling of accomplishment that comes with the new milestone.

Sharon fidgets and blushes under your gaze. Her blush becomes more severe when you call her, "Beautiful."

"Am I? Wouldn't you prefer a girl your age?"

A rebuttal is on your lips. If you were into women your age, you could have asked the entity to give you the ability to control women in your age group. You hadn't because you preferred MILF's and Sharon is a Grade-A MILF.

The rebuttal never manifests, killed by your better sense. You see an opportunity to go further. "Thanks to Jared, girls my age won't touch me. You'll have to make up for that. Everything I can't do with girls my age, I'll do with you."

Keep her from realizing her worth and play up her guilt. Together, they'll make her overpay- which in this scenario, means she'll offer more of her body to you. Exactly what you're looking for.

Consequently, let the sentence- and her guilt- linger. Don't allow her to stage a counter-argument. End the conversation by changing the subject. "I could use another blowjob."

Sharon doesn't resist. She had been willing to give you a blowjob in a Macy's changing room. By comparison, a blowjob in her son's bedroom is far more palatable. "Of course."

She makes to sink to her knees, but you stop her. "Didn't you hear me? I'm going to eat you out."

"But I thought you said I was going to be giving you a blowjob?"

"I can eat you out while you give me a blowjob."

Sharon realizes what you're suggesting. "Are you strong enough to carry me?"

You're not- and that hits your ego. You'd seen Jared's dad- Doug- before and the man had been ripped. You doubted he would have trouble holding Sharon.

Don't draw attention to your inadequacy. "If I wanted to carry you, I wouldn't have opposed you when you suggested using the master bedroom. I always intended to use Jared's bed. Really make it ours, you know?" Punctuate the statement by reclining on the bed.

Sharon doesn't voice any doubts, so you think she buys it. She climbs on top of you and orients herself so that her pussy is above your face. It blocks your vision, keeping you from seeing the rest of her, but you can feel her take care of your dick. She gives it a few quick strokes, and then her lips seal around your member as you re-enter a familiar heaven.

Reciprocate. Kiss her pussy lips. She's wet, and the juices taste sweet. Dig in.

Are you satisfied with this? You'd had plenty of oral sex between Sharon and your mom. You had gotten to grope and fondle- but you hadn't gotten to fuck. Thanks to Sharon's aversion, you wouldn't get a chance to progress now either.

Tomorrow.

Tomorrow, Sharon will have another and you will be able to push her further. You are looking forward to it.

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