Tracy was immediately entranced, trying hard not to break her role as a virgin. Erin wanted so badly to respond as Megan's experienced lover, not as a virgin getting tutored to kiss by an experienced cheerleader. But she held back. She even allowed herself to giggle at the touch, causing Megan to giggle back before clearing her throat and beginning the kiss again.
This time Erin allowed Tracy to relax into it and felt the virgin inside responding to the experience of her tutor. She timidly kissed back and followed the touch of her teacher. When Ashley kissed, Tracy kissed. When Ashley's tongue touched Tracy's lip, Tracy's tongue responded in kind. When the cheerleader's hands moved down her neck, the virgin's hands came up to touch her shoulders. As the student would follow the tutor, so the virgin followed the experienced.
Ashley backed away and breathed, "Very good." She cleared her throat and said, "Now, if you're in a situation like we are here, in a hot tub, he will probably pull you onto his lap, so when I move you toward me, that's what you need to be ready for. Okay?"
"Okay," Erin breathed with a nervous smile.
Megan reached for her again and they continued from where they had left off. After about a minute, the cheerleader placed her hands on the virgin's waist and pulled her on top of her. Tracy obliged by straddling her thighs and quickly found her ass being squeezed by her imaginary boyfriend. She pulled back and saw Ashley's eyebrows rise in a question and after a moment, she responded with a subtle nod. She surprised herself by actually initiating the kiss this time. Naturally, Erin wasn't surprised, but her character Tracy was kissing back now, and that was the surprise. Erin was actually losing herself in the role and she wondered if Megan was doing the same.
"Um... Ashley?"
"Yeah?" Her voice was quiet.
"Is it normal for the girl to get... you know... excited... when kissing a boy?"
"Totally normal. Why? Are you getting excited?"
"A little."
"Don't be surprised if you feel the boy's... penis... getting hard. Especially if you're on his lap. And especially because you're so beautiful."
"Really? You think I'm beautiful?"
"Abolutely. In fact, I'm sure my brother will be hard when he finally gets to kiss you. If a boy gets hard, you can lower yourself against him and feel it. You can probably orgasm from a good make-out if you grind your clit on his lap." Her voice was almost in a whisper as she explained it. Both girls spoke so quietly that they could barely be heard above the hot tub motor and bubbling water.
"My clit?" Tracy asked. Erin didn't know how much Tracy was supposed to know about her body, but she knew Megan well enough to know which direction she would probably take it.
"Your clitoris," Ashley clarified. Tracy shook her head, looking confused. "Do you ever touch yourself? Masturbate?" Again Tracy shook her head, looking down at the water between them. "May I?" Tracy looked up and smiled, nodding slightly, nervously. A moment later she gasped as she felt Ashley's fingers on her pussy, feeling them glide forward before stopping at the front, sending a jolt of pleasure through her. "You see? Put your hand on mine."
Tracy reached down and placed her fingers on Ashley's fingers. Ashley slid her hand out and covered Tracy's, prompting her to move side to side over her love button. "Oh, my!" gasped the virgin blonde. "That feels wonderful!"
"I know! You can use almost anything to stimulate it and it will bring you pleasure. Now, pretend my wrist is an erection while we kiss, and rub yourself on it."
"Are you sure?" Tracy asked with uncertainty.
"Positive. It won't feel just like a co...I mean...erect penis, but you'll still get a sense of what I'm talking about." Ashley covered her mound with her hand, resting her wrist against her lower belly and as Tracy leaned in to kiss her again, she pressed her hips forward. Ashley felt the familiar softness of her longtime lover pressing against the back of her wrist, and worked her own middle finger into herself as the lithe blonde on her lap masturbated herself on the back of her arm.
"Oh, wow," Tracy began to breathe, her eyes pinched closed. "This feels amazing!"
Ashley breathed back at her, "It feels even better on a real one."
"Really?"
"Really. Okay, I'm going to move my arm to start making out with you like a boy would. You keep touching yourself. First, it feels great, and second, boys like to see a girl touch herself." Tracy just nodded as Ashley pulled her arm out and began stroking Tracy's thigh and up over her hips while their tongues danced. Tracy settled lower and Ashley would feel the back of her hand on her mound as Tracy bumped it as she pleasured herself.
The experienced cheerleader took things to a new level when she slid her hands back to cup Tracy's ass. Tracy gasped and moved her hand faster. The two fed off each other's boldness and pleasure. Ashley became bolder and Tracy became more receptive. She buried her face in Ashley's shoulder as she came on her own hand, convulsing on the brunette's lap. She was about to stop, but Ashley told her she could keep going. She could cum as many times as she wanted to, not like a boy.
Tracy took the hint and picked up again, this time feeling Ashley's hands on her breast. She sat back a little to look down at the contact. When she caught Ashley's eye, she felt herself being pushed back off her lap to stand in the center of the hot tub. The water came to just above her waist. Ashley's hands held her by the rear end and she looked her in the eye as she captured first one, then the other, nipple into her mouth. Tracy gasped and her hand held the back of Ashley's head.
Ashley pulled away for a moment, saying, "Boys won't stop at kissing. They will play with you as long as you let them. They will want to touch every part of you with every part of themselves." With that, she latched back on, this time more aggressively. She felt Tracy's nipples stiffen even more and she grasped her ass and squeezed. Feeling bolder, she brought her hand down low and slid the edge of her index finger along Tracy's labia, enjoying the softness. Tracy responded by rotating her hips, moaning and gasping.
"Oh my," Tracy breathed. "This feels fantastic. It's the best thing I've ever felt."
"Oh, it gets better," Ashley assured her.
"Better than that?"
Ashley stood in front of her. "Here. Sit on the edge."
"I don't know..." She looked nervous again.
"Trust me."
Tracy thought for a moment, making a show of looking to the ceiling with her finger on her lips. "Hmmm... Okay." She smiled innocently, expressing a little embarrassment. She climbed out and sat on the edge, her knees together, one hand on her thigh, and the other arm covering her breasts.
"Still nervous?" Ashley asked. Tracy nodded. "You have nothing to be ashamed of. You're very beautiful. My brother is a lucky guy."
"Do you think a boy will think I'm beautiful?"
"I think they will think you're very beautiful." Ashley took a seat on the bench at Tracy's feet and nudge her knees apart gently. Apprehensive but responsive, Tracy allowed her legs to be spread apart. "Very beautiful," Ashley repeated in a whisper, looking up at Tracy again. "Now, if the boy is a gentleman, he will be interested in your pleasure, not just his own," she said, looking at Tracy's groin and sliding her hands up and down the blonde's thighs. She looked back up into her eyes. "So he may try something like this." She kissed Tracy's inner thigh, then alternated to her other thigh, slowly working her way up as she went.
Tracy was feeling flush, sexually excited, as she watched Ashley get closer to her groin. She naturally spread her legs even more, bringing a moan from Ashley before she felt and saw Ashley's mouth on her pussy. "Oh, my. That feels good."
"What feels good? My mouth?"
"Oh, yes."
"Tell me."
"Your mouth feels good."
"On what?"
"On my... vagina."
"Nope. Your vagina's inside. And you don't want to talk scientific during sex anyway. Call it what others would call it."
"I don't know if I can do that."
"Yes you can. Tell me." She continued to swipe at her between comments.
"Your mouth feels good on my... pussy."
"Oh, god, yeah!" Ashley attacked her with fervor now, her commentary muffled in the pussy of the little blonde on the side of the tub.
Tracy gasped and moaned, her hand resting on the brunette's head. Erin tried so hard not to be herself. She would swear at Megan, driving her on, but she was finding the need to hold back and fill a role, so arousing she couldn't believe it. She had never been quite as innocent as the girl she was pretending to be and she found herself approaching her orgasm more quickly the more she tried to hold back her expressions of pleasure. It was a sweet, sweet conflict she never could have imagined. "Oh my goodness," she gasped, straining, "I think I'm about to have another orgasm."
"Cum. Say you're going to cum in my mouth," Ashley demanded.
"Okay. I'm about to cum in your mou—AAHHH!" She finally lost it. She couldn't even get the words out as she felt herself burst into Ashley's mouth as her tongue ravished her clit.
Erin was dizzy and she felt an arm around her back, and another take her hand and help her settle into the hot tub again to rest.
"Oh, yeah," she heard Ashley laugh. "My brother's definitely going to love you."
"Oh, my God, Megan," Erin breathed. "That was fucking amazing."
"It was fun. I have a feeling those girls onscreen got nothing on us." Megan scooted close and Erin put her arm around her, kissing her on the cheek.
"Having to hold back and pretend I didn't know anything made everything so..."
"Hot."
"FUCKING hot!" Erin laughed.
The two sat silently in the hot tub for a few more minutes before finally drying off and going back inside to get dressed and finish their movie before anyone got home. That evening and the next morning they took advantage of whatever time they could get, and brought each other countless orgasms. Erin even decided to return the favor and lick Megan's ass for the first time while she worked her over with Megan's favorite vibrator. On Erin's return home, she decided to go into town for one more stop.
Cory wasn't quite sure how the evening was going to play out, but he was excited just the same. He knew what Erin had told him was right, that Vanessa knew who he really was and didn't expect him to blow his money on her, money he didn't have. After work, he came home and cleaned up before washing and detailing Erin's Forerunner. As Labor Day approached, he began to look forward to the fall weather and the change in scenery. He could already tell a difference in the evenings as the breezes that swept through became cooler. He made a mental note to bring a thin blanket and a light jacket, just in case.
As the afternoon closed down, he went inside for a shower and change, putting on his cologne, the golf shirt that drew compliments from both his mother and sister, his best jeans (he only had two pair that weren't used for warehouse work), and dark shoes. He was out of the house by 4:30, wanting to be able to pick Vanessa up for her date like a gentleman. He had planned to use this time to shop for the snacks and to fill the cooler. The weather report had called for overnight rain and he really hoped it would hold off until after their date.
Michelle arrived home to an empty house, excited about her date, but a little disappointed at having no one to greet her when she walked in the door. Oh well, she thought, I'll be with Cory soon enough. She went to her room and drew a bath, filling it with her favorite scented bubble bath. As she peeled off her bra, she noticed that her nipples were already erect, which matched the tingle in her stomach. Sliding her panties down her legs, she felt the cool air on her moist pussy and noticed that the crotch of her panties was stained dark from her excitement. "I've been leaking all day," she mumbled with a laugh. Standing up, she tossed her panties with her bra into her hamper and scratched lightly at her thatch of dark hair.
Lowering herself in the bath, she enjoyed the luxury of the enveloping warmth mixed with the soft aroma of the bubbles. She ran the loofah over her body lightly, sending tingles over her own skin and down her spine. She touched her nipple and felt how tight and hard it was just from her own hand and the thought of being with Cory again. It didn't take long before she had set the sponge aside and set to work intentionally stimulating herself. As she rolled and pinched and pulled her nipples, and squeezed and stroked her breasts, her other hand stroked her pussy, dipping fingers into herself and stroking her clit. She even inserted a finger into her ass as she thumbed her clitoris. Her orgasm wasn't enough to satisfy her, but it was enough to relieve a little pressure before her date. She finished her bath by refreshing her shave so she was smooth in all the right places.
She stood from the tub and looked at herself in the mirror as the bubbles ran down. For the first time in her life, well, in a long time anyway, she saw herself as genuinely sexy. She had come to believe what Cory and Erin had been saying about her for the last few weeks. She had spent so much time being criticized that she found it hard to believe many good things about herself, but she was coming around. She saw it now.
She dried off, put on her peach-colored bra and thong set she bought at The Closet and began getting ready. Using a little dry shampoo to clean her hair, she styled it, reapplied her makeup, sprayed her son's favorite perfume and put on a short, casual skirt, a maroon v-neck baby doll t-shirt and some black casual flats. After brushing her teeth, she put on a dark red lipstick and a light gloss over it. Checking herself in the mirror, turning around and then facing it again, she winked at herself and said, "I'd fuck me."
She looked at the clock and saw that it was 6:20. She heard the doorbell right as the clock turned to 6:21. "Someone's early," she giggled as she made her way downstairs.
Cory stood nervously on the porch, hoping she didn't feel like he was an idiot for picking her up like this.
He needn't have worried.
Michelle opened the door, nervous as a schoolgirl. Even though it wasn't her first date with Cory and even though it definitely wasn't a blind date, she was nervous and excited and horny and apprehensive all at the same time. She was wondering how her identity as Vanessa was going to unfold, or if it was. Was Vanessa a safe place for her, like it was for Cory? Or was it merely a name to use in public? She wasn't quite sure.
Cory was awestruck. He had just realized why he wanted to start the date off by picking her up. It was this moment right here: the moment when a guy stands on the porch waiting for his date to open the door and to reveal herself to him for the first time that night. And she looked amazing: casual like he had asked, but stunning just the same. He continued to be amazed. She could have put less effort into her appearance, but she didn't. Everything from her hair to her painted toe nails screamed SEXY!
"Um... wow. Vanessa, you look amazing!"
"Why thank you, Cory. You look very handsome yourself." There was a pause as she watched him scan her body, and she thought she could actually feel herself leak into her panties. "Are those for me?"
"Oh! Yes. My mother always told me never to show up for a lady empty-handed." He handed her the bouquet of brightly colored flowers he had picked up at the grocery store with his snacks.
"They're beautiful," she said, burying her nose in one of the bright blue petals, "And they smell wonderful." She looked up at him. "Your mother sounds like a smart woman."
"Yes, ma'am. She's an amazing woman." Vanessa smiled at that. "Would you like me to put those in some water?"
"I'll just set them here. They seem fresh enough to wait until I get home." She placed them on the table in the foyer before turning back to the porch and closing the door behind her. She locked the door and put her hand in the crook of Cory's elbow as he walked her to the car.
"Oh. You have Erin's car tonight?" she asked, surprised.
Cory opened her door as he said, "Hers is better suited for our evening, so she agreed to trade with me." He helped her into her seat and eyed her thigh as her black skirt rode up a little. He heard her giggle and looked up to see that she had seen him looking. "I can't help it, Vanessa. You're very beautiful."
"That's okay. I didn't wear it to keep you from looking." She smiled at him before facing the front. He closed the door and went to the driver's side.
As he drove, they talked about their day. Cory told her about the decreasing workload that still kept him busy, but that he could see the light at the end of the stack of boxes, so to speak. Vanessa told him about a couple of big deals she was trying to land, which would mean very big bonuses.
Twenty minutes later, they turned down Morgan Boulevard to blend in with Friday evening traffic, which was a mix of people getting off work and people going out to relax. Cory figured this was as good a time as any.
"Vanessa, I need to tell you that our first date was great, but it will be pretty rare. I don't have the money to do that very often, as much as I think you're worth it. So tonight you'll get more of a taste of what I can do regularly."
"Good! I'm excited just to spend time with you. I have my own money, Cory. I don't need you to take care of me. I'm glad I'm getting to see what our time together will be like. And if it's okay with you, there will be times that I want to be the one to pay for our dates. I want to be able to surprise you sometimes, too. Okay?" She placed her hand on his arm.
He nodded and smiled. "Okay."
"Okay," she smiled.
Cory pulled into one of the middle-of-the-road chain restaurants that had a mix of families and couples, knowing that the two of them could get out for about $40. They enjoyed their meal and talked and laughed, both of them sharing some of their embarrassing stories that neither of them had shared, and they genuinely drew closer. They walked hand in hand to the car and he again opened her door. This time she intentionally hiked her skirt up a little bit, giving him another few inches to look at. He smiled at her and she smiled back.
They didn't have to travel far, just past the mall and the movie theater to get to their next destination.
"No we're not," Vanessa laughed, covering her mouth. "I haven't done this in years!"
"I thought it would be fun. As long as you don't mind losing."
"Prepare to have your butt kicked by an old lady."
"Did you say you were going to kiss my butt? That's what I heard."
She slapped him on the arm and laughed before opening the door. He met her on the other side and took her hand before walking with her to the little wooden hut with the skull and crossbones on it.
"Ahoy, matey," muttered the unenthused teen in the pirate hat. "Welcome to Jolly Roger's. Are you a member of our pirate crew?"
"Uh, no," Cory laughed, Vanessa laughing with him, trying to stifle it for the sake of the poor kid who had to wear that hat and say, "Ahoy, matey." "Just two single rounds please."
Vanessa picked up two rubber putters and two balls out of the basket on the counter while Cory paid for their rounds. They walked past the "Buccaneers" and "Wenches" bathrooms to the wooden sign that pointed left to "Spanish Main" and right to "Flying Dutchman". Vanessa pointed left. At the first tee there was a skeleton sitting propped against the rocks with a sign listing four rules hanging around his neck.
"Ladies first," Cory prompted. Vanessa handed him one putter and a pink golf ball. "Pink? Seriously?" he asked with a laugh.