Valentine's Day Lingerie Shopping

“I want to make Valentine’s Day special,” Vanessa said as she curled into her husband’s lap.

Derek softly kissed his wife’s cheek and asked, “What did you have in mind?”

“Lingerie, of course. Not just any lingerie, though. Agent Provocateur offers private fittings with a personal shopper. I made an appointment for us tomorrow. She can help me find something naughty to wear for Keith and you can pick out a pretty pair of panties for your little dicky. How does that sound?” Vanessa said.

Derek’s cock stirred to life. He was certain Vanessa could feel it pressing into her ass. It robbed him of the ability to deny the idea excited him, so Derek said nothing at all.

“I can feel your excitement. Your little dicky is getting so hard at the idea of wearing a pair of panties from Agent Provocateur. You know how naughty their lingerie is. You know how good I look in it. Just imagine how good your cute little dicky is going to look in it,” Vanessa said.

Her excitement was infectious and she was right about Derek. He couldn’t bring himself to admit it, but he loved the idea of being put in a pair of sexy panties while his wife fucked her boyfriend on Valentine’s Day.

“Does my cucky want to taste my pussy?” Vanessa asked in a soft, seductive whisper that made Derek’s cock impossibly stiff.

“Yes, please,” he said.

She jumped off of him and slid over on the couch. Derek pulled off her shorts and panties and quickly took his place between her legs.

“That’s it, cucky. Lick my pussy. Show me what a good hubby you are. Show me how much you love your wife’s pretty pussy,” Vanessa said as she pulled Derek tight against her mound.

She was dripping with excitement. Clearly the idea of buying lingerie to wear for her boyfriend and a pair of panties for Derek turned her on immensely.

“Think about Keith pounding this tight little pussy. Think about him fucking me on Valentine’s Day while you rub your little dicky in the pretty panties we’re going to buy you. Think about how your little dicky belongs in women’s underwear and his big cock belongs inside me,” she urged him.

Derek did as he was told. His mind filled with images of Keith’s big cock pounding his wife’s pussy, as he’d done so often since they started dating. He thought of Vanessa’s legs wrapped around her boyfriend as she urged him to fuck her harder and faster. He thought of how they both liked to laugh at his little cock after they were done fucking.

“I’m cumming! I’m cumming!” Vanessa screamed as Derek brought her to a powerful orgasm with his rhythmic licking of her clit.

In the aftermath of her orgasm, Derek stayed between his wife’s legs and gently kissed her thighs as she purred. “How did I end up with such a loyal, loving cucky like you?” she asked.

“I guess you just got lucky,” Derek said.

“I guess so,” Vanessa smiled before turning over. “Worship my ass, cucky,” she ordered before pulling out her phone and opening Instagram while Derek buried his face between her beautiful ass cheeks and did as he’d been ordered.

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When they arrived at the Agent Provocateur boutique, Vanessa and Derek were greeted by a tall, staggeringly beautiful, elegantly dressed blonde.

“Vanessa?” she asked.

“That’s me,” Vanessa said with a smile.

“I’m Alessia. We spoke on the phone about your private fitting. It’s a pleasure to meet you both. Why don’t you follow me,” Alessia said before turning and leading Vanessa and Derek to a private space at the back of the store.

“The lingerie here is breathtaking,” Vanessa said as she walked by the erotic offerings on display. “It’s absolutely perfect for a Valentine’s Day treat, wouldn’t you agree honey?”

“Absolutely,” Derek said as he too admired the various bras, panties, baby dolls, one pieces, and more.

“So, how can I help you today?” Alessia asked as she offered Vanessa and Derek glasses of champagne.

“Thank you,” Vanessa said as she took the glass and enjoyed a slow sip. “I want to find something utterly breathtaking to wear for my boyfriend on Valentine’s Day and,” Vanessa turned to Derek before continuing, “my sweet, loving cuckold husband wants to help.”

A surprisingly naughty smile crossed Alessia’s face and her posture relaxed almost immediately. It was like she transformed into a more seductive version of herself in an instant. “How very open-minded of you, Derek,” she said. “It would be my absolute pleasure to help you. Did you have anything in mind?”

Vanessa put down her champagne glass and stood up. She looked around to confirm they were indeed alone in the private room and asked, “It’s just the three of us here, so would you mind if I just showed you what I’m working with and maybe you could tell me what would look best on me?”

“Of course,” Alessia said.

“Will you help me, dear?” Vanessa asked Derek.

He stood and unzipped the lovely red dress Vanessa had worn for the occasion. It fell to the floor and she stepped out of it. Derek picked up the dress and carefully hung it over the edge of a chair to prevent wrinkles.

“It must be nice to have a husband who’s so…eager to please,” Alessia said as she smiled at Vanessa.

“You have no idea,” Vanessa replied. “So, what do you think would look good on me?”

“Your body is lovely, if you don’t mind me saying,” Alessia said as she admired Vanessa’s lean frame. Her near-daily workouts continued to pay dividends.

“Thank you,” Vanessa said with a flirty smile.

“May I ask what kind of man we’re shopping for?” Alessia said as she continued to admire Vanessa’s nearly naked body.

“Keith is everything you imagine an alpha male would be. He’s tall, strong, handsome, and exceptionally confident. He’s deeply skilled in bed and…well, he’s equipped with everything he needs to take me to heavenly places when we’re together. That’s why I want to blow his mind on Valentine’s Day. I want to remind him that I’m the kind of woman that’s hard to find, too,” Vanessa said.

Alessia looked at Derek to judge his reaction to Vanessa’s long description of Keith’s many positive attributes.

“And what do you want for your wife, Derek?” Alessia asked.

Derek saw no point in holding back. His humiliation had begun when Vanessa made this appointment and there was no stopping it now. “I want my wife to have everything she desires, including the most enthralling, arousing lingerie set you have in stock. I want Keith to be overcome with lust when he sees her.”

“You’re a very lucky woman,” Alessia said as she turned her attention back to Vanessa. “I have a few things in mind. I’ll be right back.”

Alessia disappeared into the store as Vanessa turned to her husband. “That was lovely to hear, cucky. You really do want that for me, don’t you?”

“Of course,” Derek said as he turned his lust-filled gaze to her.

Vanessa straddled Derek in his chair and kissed him forcefully. Her tongue pushed into his mouth as she ground her crotch against his. Arousal surged through him. Vanessa stood up again as quickly as she’d sat on him.

“Look at your cute little dicky. Look at how hard it is. Is that because we’re buying lingerie for my boyfriend? Does it excite you to spend hundreds of dollars to make me look beautiful for another man?” Vanessa asked.

“More than you can possibly know,” Derek answered.

Alessia entered the room with three lingerie sets draped over her arm. She quickly glanced at the small but noticeable erection in Derek’s pants before handing the first set to Vanessa.

“This is the Davinah set,” she said. “It includes a bra, panties, and garter belt with suspenders. I promise it will look breathtaking on you. You can change in there,” Alessia added as she pointed to a curtained-off dressing area.

Vanessa stepped into the little room and pulled the curtain closed as Alessia moved closer to Derek.

“It’s very brave of you to let another man satisfy your wife,” Alessia said.

“It’s what she deserves,” Derek said. “I can’t give her what she needs and I don’t want to lose her. This way we both get what we want.”

“What do you get?” Alessia asked.

“Nothing makes his little dicky harder than knowing that another man has satisfied his wife,” Vanessa answered as she stepped out of the dressing area. She walked towards Derek and said, “Isn’t that right? You might get more pleasure out of me fucking Keith than I do.”

“I might, yes,” Derek admitted.

“What do you think?” Alessia asked as she admired the lingerie on Vanessa’s body.

“It looks remarkable,” Vanessa answered as she looked in the mirror.

“He’ll love it,” Derek added.

“I’d like to try the red one on,” Vanessa said as she turned to Alessia.

“Of course,” the beautiful blonde said.

Vanessa returned to the dressing room and Alessia once again turned her attention to Derek.

“I’ve never met a man like you,” she said. “It actually turns you on that your wife has a boyfriend and that her boyfriend is superior to you in bed?”

Derek felt intensely humiliated as Alessia questioned him. He knew his wife wasn’t going to stop it. In fact, she likely would encourage it. She knew that deep down he enjoyed being humiliated, that admitting to being her cuckold turned him on in ways he couldn’t explain.

“I love it,” Derek said. “I know it sounds insane, but I love it so much. Nothing turns me on more than when I know my wife is in Keith’s bed enjoying his…well, his many talents.”

Vanessa emerged from behind the curtain in a simple, exceptionally sexy red bra and panty set. “Wow, honey, that’s perfect. It’s very Valentine’s Day,” Derek declared.

“I think so too,” Vanessa said as she approached her husband. “Do you think Keith will like it?” she asked.

“I can’t see how he could resist you in it,” Derek said as his wife held his gaze.

“Stand up for me, cucky,” Vanessa said.

Derek looked at Alessia as he stood. He knew she was going to see his erection. He couldn’t help it. The thought of his wife and her boyfriend fucking always left him hard.

“Do you see why I have a boyfriend?” Vanessa asked Alessia.

The beautiful blonde looked at Derek’s crotch and smiled. “I do. He’s quite small, isn’t he?”

“Why don’t you show her just how small you are, cucky?” Vanessa said.

Derek turned red with embarrassment. He couldn’t imagine subjecting Alessia to that.

“It’s okay,” she said. “It won’t be the first small penis I’ve seen.”

Derek looked at his wife and silently pleaded to be released from this humiliation. She offered him no such reprieve.

“Do it,” Vanessa demanded. “Show her your little dicky.”

Derek looked down as he unbuttoned his pants and pushed them to the floor along with his underwear. He couldn’t bear to look at his wife or the beautiful blonde standing next to her.

“Oh, it’s even smaller than I expected,” Alessia said. “I can see why you’d need a boyfriend to provide you with the kind of pleasures a woman of your beauty deserves.”

“Exactly,” Vanessa said. “I have one more request, if you don’t mind.”

“Of course not,” Alessia said as she continued to stare at Derek’s small cock.

“My cucky wants a pair of pretty panties for himself. He wants something to wear on Valentine’s Day while Keith and I are fucking. Do you have something that might work for him?” Vanessa asked.

Derek burned with humiliation. He couldn’t believe this was happening. His cock hadn’t stopped throbbing though.

“Absolutely. Did you have anything in mind?” Alessia asked.

“Something feminine and sheer would be ideal. I want him to be able to see his little dicky through the pretty panties he’s wearing,” Vanessa said.

Alessia smiled and let her hand brush against Derek’s arm as she left the private room to find him the panties he would wear while his wife was out fucking her boyfriend.

“I think red is the way to go,” Vanessa said as she admired her lingerie-clad body in the mirror. “I can’t wait for Keith to see me in this. I can’t wait for him to peel off these sexy panties and fuck me like I deserve.” She turned to Derek and ran her fingers over his erect cock. “I’m so wet for him, cucky. I need him so badly.”

Derek closed his eyes and quietly moaned as his Vanessa teased him. If she just stroked the head of his cock he might cum.

Alessia returned with a pair of sheer, peach-colored bikini cut panties and handed them to Derek. They featured a delicate floral lace design along the waistline. “I think these are perfect for you…and your little dicky,” she said with a delighted smile.

Vanessa couldn’t contain her joy at Alessia gleefully humiliating her husband. “Go ahead, try them on honey.”

Derek stepped out of his pants and pulled the sheer, feminine panties up his legs. The material felt considerably higher quality than the panties he’d worn before. Goose bumps rose on his skin as he pulled the women’s underwear into place. He closed his eyes and luxuriated in the incredible feel of the material against his cock, ass, and balls for a few moments.

“They’re perfect,” Vanessa said. “Look at how cute his little dicky looks in them.”

“They really are perfect,” Alessia agreed. “He’s a lucky man to have a wife that helps him pursue the things that bring him such pleasure. I don’t think a man has ever been as thrilled to be in panties as your husband is right now.”

“You are lucky to have me, aren’t you cucky?” Vanessa asked.

“Yes,” Derek admitted. “And thank you, Alessia, for finding me a perfect pair of panties.” He meant it, but thanking her was deeply humiliating. His cock throbbed as the words left his lips.

“My pleasure,” Alessia said before turning to Vanessa. “Is there anything else I can help you with?”

“I think we’ve found everything we’re looking for. Thank you so much for your help. We’ll change and be right out to pay,” Vanessa replied.

After Alessia left the private room, Vanessa stepped closer to Derek and played with his little cock in the impossibly soft and sexy sheer panties.

“Don’t they feel good?” she asked. “Doesn’t it feel like this is exactly where your little dicky belongs?”

“Yes,” Derek said as he closed his eyes and enjoyed the way she skillfully teased him.

“I want you in panties every day, cucky. No more male underwear for you. Your little dicky belongs in women’s underwear from now on,” she whispered.

“Okay,” was all Derek could say. He was too aroused to think about anything, including resisting his wife’s desires.

They changed quickly and brought their lingerie to the register. Alessia smiled as she rung them up and Derek eagerly pulled out his credit card.

“I hope you enjoy your Valentine’s Day,” Alessia said as she handed Derek the receipt and a pen to sign. “I’m sure Keith is going to love what you picked out for him, and I know you’re going to love wearing those pretty new panties, Derek.”

He signed the receipt and smiled at Alessia. “Thank you,” Derek said. He felt genuinely grateful for her help, and though he wouldn’t come out and say it, he was grateful that she’d willingly participated in humiliating him with Vanessa. He knew his next orgasm would be so much more powerful because of it.

As they walked out of the store Vanessa said, “I want you to go to the bathroom and put your new panties on right now. Toss your boxers in the trash on the way out. Your little dicky belongs in panties from now on, cucky.”

“Of course,” Derek said as his cock throbbed with excitement. He couldn’t wait to put the elegant, beautiful, expensive panties on again.