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Chapter 3 by Twisted_Fellow Twisted_Fellow

Should he pick what he wants? Or should he let Jaclyn give it a go? (Alternate answers welcome.)

Jaclyn gives it a go

Sagira's head turns slightly to the right and tilts a bit downward. His cheeks turn even more red while looking off to the side. "I, I've never shopped for myself before. So, I don't know what would look good on me." Jaclyn giddily smiles. "You are so cute. I could just eat you up! ♥" Her eyes quickly run over his baggy clothing. "Hmm, I'll need to measure you before we can begin." She gently takes his hand and pulls him toward the fitting rooms. She escorts him inside one of the rooms while smiling at him. "Please undress while I go grab the measuring tape."

He blinks several times. "But..." She giggles while walking away. "Don't worry. It's just us girls here." He nervously starts to undress but leaves on his beige t-shirt bra and boyshorts. The thought of a woman seeing him like this made his dick stir. Within seconds, he is fully erect. 'Oh no! My excitement is going to ruin everything!' His heart was racing a mile a minute as his dick throbs with excitement. 'No, no! I got to hide it.' He turns away from the door while trying to think of how to hide his throbbing bulge. That was when she came back in.

He reflexively covers his cleavage and crotch with his hands. "Um, I just need a minute..." His hand reaches into his boyshorts to tuck his erection in between his legs. Due to his dick being so small, it is easily hidden. She giggles while watching him. "You don't need to be so nervous. I'm not going to bite you." He glances at her as she speaks. She visibly licks her upper lip. 'I don't know if she wants to really eat me or if she just likes cute things.' He moves his thighs closer together and turns around. "P-promise?"

She nods, a little smile is present upon her lips. "Of course, but I'm going to need you to take off your bra." He swallows, doing as he is told. Within a moment his perky C-cup breasts are set free. Her lips slightly part as she softly gasps but doesn't make it too obvious. She reaches around him to carefully take his measurements. "Let's see... Thirty-eight-inch bust, thirty-five-inch band, thirty-one-inch waist, and forty-two-inch hip." Her eyes look over his curves gently. "Mm, you have such a lovely figure." His hands cover his breasts and crotch once more.

A little smirk creeps upon her lips. "Aww, you're so cute. You know what? We need to boost your confidence!" He tries to say something, but she stops him by putting a finger to his lips. "Shh, just let me do this. I have just the outfit in mind. After you try it on, we'll talk about other outfits you need." He was left speechless as she walked out of the room once more. 'Was I just manhandled?' His body quivered lightly. However, he liked the way she looked at him. 'I, I hope this is what I think it is. I don't mind playing dress up, but I want to touch her and kiss her.'

His mind sank into the gutter. 'I would love to eat her pussy and play with her tits too. ♥♥' He knew the chance of getting his dick sucked was almost nonexistent, but that was rattling around in his head too. When he came out of his mental haze, he saw a beautiful deep v-neck backless halter slit silk maroon gown hanging from the hook on the back of the door. It looked like something a noble or royal would wear to a party. He gently touches his left hand's fingertips to his lips, forgetting for a moment that he wasn't wearing a bra. "This is gorgeous. A-are you sure I should wear this?"

He glances at her. She smiles brightly. "It'll look stunning on you. I promise." He takes it off the hanger. "I'll need a..." She interrupts. "The bra is right here." She points to the maroon halter bra behind the dress. He felt his cheeks turn bright red. "You've really thought this through." He gasps, realizing that he was topless and moves the dress in front of himself. "I'll try it on now. But, um, I prefer not to be watched." She giggles, placing her right hand's fingertips over her mouth. However, without saying a word she leaves the changing room.

He lets out a soft breath before putting on the maroon halter bra first then the deep v-neck backless halter slit silk maroon gown. He looks in the full-length mirror. 'Oh my...' The dress looked better on him than he would have ever anticipated. Having his cleavage on full display would take some getting used to. However, the slit was the real problem. It stopped just short of his ass while accenting his left leg beautifully. 'Am I supposed to feel naked while wearing this thing?' He twirls once, noticing that the bottom of the dress didn't touch the ground. It happened to hover just a couple of centimeters above it. 'This dress makes me feel oddly pretty. I guess it'll be okay.'

There was a soft knock on the door. "Would you like a hand?" He swallows, thinking of what might happen then. "No, I was just checking how it looks on me. It looks quite lovely." There was a short pause. "Well, don't keep me waiting. Please come out and show me how it looks on you." He opens the door and steps out. She gasps while looking over his form. "Lovely! You make that dress look gorgeous." She gently touches his left arm with her right hand. "How does it make you feel?" He swallows, feeling his dick twitch.

He looks off to the side again. "Pretty." She brightly smiles. "Good. Because you are pretty, miss." He blinks while looking at her. It was a little hard to tell if she was hitting on him or just being nice. He didn't have experience with this sort of thing. That was when he realized that he hadn't told her his name yet. "Oh. Where are my manners? I forgot to introduce myself. I'm Sagira." She tilts her head slightly. "It's a pleasure to meet you, Sagira. I'm Jaclyn." Her hand slowly slides down his arm. "Now that you know what I think looks good on you. Do you want me to continue? Or would you like to give it a shot?"

He wasn't sure how to answer that. His dick was still rock hard tucked between his legs and her touches were making it so much worse. He was so turned on that it was getting hard to think. Should he let this continue? Or should he take charge and give it a shot?

Option 1 or 2? (Alternate answers welcome.)

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