Chapter Five

Megan is feeling very left out. She has not had any intimate experiences…ever. Megan wants a guy to be interested in her too. Robin agrees, at Megan’s request, to give another report on next week’s date with Tony.

They following week’s sex report, from Robin, is similar to the week before. Tony took her top off, felt her bare titties, and rubbed her pussy over her skirt. That was where the similarity in the dates ended. Robin wore a skirt. Tony would be able to put his hand under it…if he wanted. She also did not wear any panties.

Tony put his hand under her skirt, just as Robin figured. His hand moved toward her pussy; Robin spread her legs a little to make it easier for him. When his finger touched her bare pussy, for the first time, Robin felt him tremble. She placed her hand on his hard cock…cramped in his pants. Ten minutes later, they were naked and screwing.

Megan has not said a thing during the story. She has a blank look on her face; her mouth is slightly open. She is astounded. Her best friend had intercourse the night before. Megan has not done anything except hold hands a couple times. Megan is feeling left out and unwanted. Robin’s story has made Megan horny and curious about being naughty with a guy.

Back on the chaise lounge at the Cabo resort with Julie, Megan remembers how it felt to be unwanted. She remembers Robin being happy and excited about her intimacies with Tony. At the time, Megan wanted a guy to be interested in her. Her mind drifts back to the ice cream shop a week after Robin got her first fucking.

***

Megan is working in the ice cream shop one Sunday afternoon when a guy, she sort of knew from high school, comes in with his date. It is Stanley Hollingsworth. He was ahead of her in school, being a senior when Megan started high school. Stanley never knew Megan, but she knew him. He was the student body president, yearbook editor, and the captain of the baseball team. He was smart, handsome, and popular. Now, almost four years later, he is home for the summer from a big university back East.

Megan tells Robin she wants to wait on his table. She takes his order and exchanges a few pleasantries with him. His date orders a small dish of Almond Rocha ice cream; Stanley orders a hot fudge Sundae.

When Megan makes the sundae for Stanley, she gives him extra hot fudge, a big glob of whipped cream, and plenty of nuts. When she delivers it to their table, Stanley compliments her on how delicious the sundae looked. He has never talked to her before. Even a small compliment from Stanley Hollingsworth is a big deal for Megan.

Stanley does catch Megan looking at him a few times. One time when their eyes met he smiles at her. Megan is feeling good about herself. When Megan brings the bill for the ice cream, Stanley tells her it was the best Sundae he has ever eaten. His smile at her makes her feel tingly inside. Stanley comes up to the cash register to pay. His date is in the restroom. When Megan takes his credit card, he says, “Great sundae! Hi, I’m Stan.”

“Stan? I remember you from high school as Stanley.” She puts out her hand. “Hi, I’m Megan.”

He holds her hand a little longer than expected. “I’m sorry; I can’t believe I didn’t remember you.”

“You didn’t know me; everyone knew you.” Megan is smiling. He finally releases her hand.

Stanley looks over his shoulder for his date. She is not out of the restroom yet. “That sundae you made was so good. I’m going to want to come back for another. I’m going to want you to make it for me.”

“Sure, I would be happy to make another one.” Megan is pleased he enjoyed the sundae.

“What days do you work here?” Stanley takes another quick glance over his shoulder for his date.

“I’m off Monday and Tuesday; then I work evenings on Wednesday, Thursday, and Friday. On Saturday and Sunday I’m here during the day.”

Stanley makes a mental note of Megan’s work schedule. “How old are you?”

“Eighteen.”

“Oh, good!” Stanley’s date arrives. He signs the receipt for his credit card purchase. They leave without any more conversation.

Megan thought his questions were a little bit odd, but he is Stanley Hollingsworth; he could ask odd questions if he wants.

Still sitting on the chaise lounge in Mexico, Megan lets her mind drift again. She remembers that Stanley Hollingsworth was completely forgotten until the middle of the next week, on Wednesday evening about nine-thirty…a half hour before closing. Stanley comes in and orders a hot fudge sundae from Megan. He is by himself. He sits at a table where he can watch Megan while he eats his sundae. Their eyes meet often.

When he pays he asks, “What are you doing after work?”

“Nothing!” Megan likes his question.

“I would love to talk about high school with you. Want to go for a drive?”

Megan is not sure about this. On the few dates she has had, she held hands a couple of times; one boy kissed her goodnight. She is interested in being a little more naughty, but she is not sure about being alone with an older, college guy. She is sure enough to know she wants to have this opportunity to get to know Stanley Hollingsworth better. She is not sure how much better. She is feeling very grown up and desirable. She tells him, “A drive would be fun. I’m done here at about ten-fifteen.”

Stanley is waiting in his brand new convertible, when she leaves the ice cream shop. Megan is a little nervous. Stanley opens the car door for her; he is a perfect gentleman.

Stanley drives Megan around the old neighborhood and by the high school. They talk the entire time. They have a lot to tell the other about themselves. Megan has never parked and made out with a boy before. In fact, she has not made out with a boy anywhere before. Stanley is so mature and sure of himself, Megan wonders if he might be thinking of parking someplace…she hopes he will.

When they get back to the shopping center where the ice cream shop is located, it is after eleven…the place is deserted. He parks near Megan’s car, in a spot away from the parking lot lights. He asks her, “Can you stay a little longer?”

“Yes!” She knows that is going to give him ideas. She likes the thought of him wanting her.

Stanley turns off the car. He leaves the music playing. Their seat belts come off. Megan scoots a little closer toward him. This is all new for her. She figures he must be more experienced and will know what to do. She wants him to kiss her. Stanley puts his right arm around her. She looks up at him. He kisses her softy, placing his left hand against her cheek. A couple more kisses follow. He is gentle and erotic.

Megan’s daydreaming about Stanley and the summer after high school is interrupted by Julie bringing her their first margarita of the day. Julie had been reading a sexy novel while Megan was relaxing on her chaise. They take a short break to sip their margaritas and talk about the exciting time they had with Todd at the swing party, the night before. Julie really enjoyed watching Todd’s cock sliding in Megan’s pussy and his balls swinging. Megan loved Julie sucking Todd’s cock right out of her, with her pussy juices all over it.