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The Summer days were warm and Ian took full advantage of them by hanging with his buddies and doing all the things that young men do. As great as the days were Ian looked forward to the cool nights because that’s when he could indulge in his favorite pastime. Now Ian took every possible safety measure to ensure his secret stayed a secret as detection would be disastrous. He drew the drapes and lowered the blinds and window which was a disappointment as he loved the feeling of the cool night air against his skin.
His desk chair was pushed against his bedroom door to prevent anyone from entering the room too easily and soundlessly while not looking like he was baring the door. Although his parents no longer popped in without warning to check on him like they did when he was a child, why chance discovery?
Wearing his y and silky lingerie while masturbating gave Ian pleasure beyond description and each session was better than the last, but he felt something was missing.
About a week after acquiring the nylons and garter belt, he called the lingerie boutique early on Friday of that week and asked for Margo and once again his heart rate increased waiting for her to pick up the phone.
“This is Margo,” he heard her say. “How may I help you?”
“Good Morning, this is the slip stealer,” Ian responded, feeling his heart skip a beat. “I need your advice.”
“How may I help you?” she replied softly.
“My lower half looks and feels better than I ever imagined it would, but my upper body needs help,” Ian explained.
“I have several ideas that will help, but they will cause you some distress,” she replied.
“What kind of distress?’ Ian asked in a worried tone.
“You will need to present yourself to my condo on Sunday, where I have all the solutions to your problem,” she informed him.
“What’s wrong with the shop?’ Ian asked nervously.
“Well, for starters, the shop is closed on Sunday, and our presence inside might be questioned,” Margo said in a firm, quiet voice.
Ian didn’t respond, which allowed Margo to continue.
“Just pack your panties, nylons, and garter belt and head to my place where I will be waiting for you,” Margo crooned in his ear.
“What about the slip?” Ian asked.
“You won’t need it,” she answered.
“OK, give me your address and the time I am expected to be there,” Ian replied with a hint of fear.
Margo gave him the information before ending the call, and Ian headed to his room. Once there, he dug out his nylons, panties, and garter belt from their hiding place and placed them in his backpack. After leaving a note for his parents, Ian began his trek across town to Margo’s condo.
Margo answered the door in a floorlength peachcolored silk robe. She ushered her guest inside, and Ian noticed that the part in her robe offered glimpses of her lace top nyloncovered legs and she moved. Ian was escorted to a small bedroom, where she produced a long silver satin robe and handed it to Ian. She requested that he put on his nylons and join her in the kitchen.
Despite the fear he felt, Ian changed. He carefully donned his nylons, and just the act of stepping into the black satin panties caused his cock to twitch. As he slid his arm into the cool and silky sleeves caused his cock commenced to thicken. By the time he tied the belt, he was fully erect and soon sat across from Margo, who after sliding a cup of coffee toward him. Ian hoped he was able to hide his erection in the voluminous folds of the robe.
“This robe is beautiful,” he commented after sipping his coffee. “Is this the solution you spoke of?”
“This is one solution,” Margo stated as she ran her finger down one sleeve. “But it would be difficult to hide due to its size.”
“There is one question I need to ask before we continue,” Margo informed him.
“What is that?” Ian responded.
“Do you dream of being with a male when you’re wearing your lingerie?” Margo asked.
“No way,” I replied. “I dress up for my pleasure.”
“That’s what I thought,” Margo said as she stood up. She extended her hand toward Ian and asked him to follow her. The next room they visited was a dressing room with racks of lingerie lining the walls. Ian’s eyes widened, and his mouth hung open at seeing so many pretty and silky things.
She asked Ian to remove his robe, but sensing his embarrassment, she opted for him to remove it to his waist so she could wrap a measuring tape around his chest. Seconds later, she stepped away from her guest long enough to root through the dresser drawer and return with a black silk and lace bra. Once again, she had Ian drop his robe while she affixed the bra around his chest. Seconds later, the bra was hugging his chest, and it felt great.
The bra felt even better when Margo inserted some padding between the silky cups and his erect man nipples.
“Now they look and feel real,” she commented as she gently squeezed his left breast. Ian quickly moved to the fulllength mirror to see for himself, and he was impressed by what he saw.
“Here is my solution,” he heard Margo say. “
Ian saw that she had a hanger holding one of the sheerest nighties he had ever seen.
You’ll have to lose that robe to try this on,” he heard Margo say.
Even though he was racked by embarrassment, he began to untie his robe. Sensing his embarrassment Margo handed him the hanger and departed the room so he could change privately. He removed his satin panties when he discovered that the nightie had a sheer pair of bikini panties.
Ian had a devil of a time finding a comfortable position for his hard cock in the sheer panties, but eventually he won. The lace & mesh teddy featured scalloped lace detailing on the cups And highapex strapping, creating a cutaway effect.
Ian moved to the mirror and stared wordlessly at his reflection. His new nightie was now matched with his nylons creating a combination that was an erotic delight for him. He made his way back to the kitchen. He moved slowly as the sensation of the sheer panty rubbing against his hard cock was almost too much to bear and he didn’t want to lose his load until Margo saw him. Margo moaned a sign of arousal at the sight of him entering her kitchen.
“You look fantastic, ” she said after a long silence.
“I feel fantastic,” Ian replied.
As Ian sat at the table, Margo slid her chair closer to his and a heartbeat later her lips sought his and soon their tongues danced in each other mouth. Throwing caution to the wind, Ian allowed one hand to slip into the robe opening and once again he almost shot his load when his hand encountered one of her satiny smooth breasts.
Margo moaned at his touch and gently ended the kiss by standing up and extending her hand to Ian. When he took hold of it, she led him to her bedroom and bade him lie on her kingsize bed. A second later, Margo mounted the bed and placed her knees next to Ian’s nyloncovered thighs as she removed her robe.
Ian was speechless as Margo reached down and took hold of his cock that was being held in check by the seethrough panties and with minimal movement she removed it and placed it at the opening of her pussy. Ian felt the heat emanating from it.
“Are you a virgin?” she asked.
“Yeah,” he admitted with some embarrassment.
“Are you ready to lose your cherry?” Margo crooned.
“Yes, but I don’t know what to do,” he admitted.
“Do nothing. Just lie there and let me fuck you in your pretty lingerie,” Margo replied.
Margo took hold of Ian’s hands and placed them on her hips as she slowly lowered herself onto his hard manhood. The sensation of his cock entering Margo’s pussy was beyond description, she was hot and wet, and very tight. She didn’t rush but took her time so Ian could enjoy every second and when he was buried up to his hilt she began gentle rotations as she reached behind her back and unsnapped her bra.
“You like?” she asked in a moan.
“Yeah,” was all he could say as he was spellbound.
Once again, Margo took hold of his hands and placed them on her breasts and the touch of his warm hands on her satiny skin made her moan even louder. Ian ran his hands over her silky soft orbs and gently flicked her erect nipples.
“Margo, I’m going to cum,” Ian said, not taking his eyes off her tits.
“Then cum for me,” she replied as she increased the speed of her rotations.
“I’m not wearing protection,” he advised her.
“Not a worry,” was her response.
Hearing that caused Ian not to hold back any longer and he emptied himself into the beautiful Margo amid her moans of joy.