Tutoring a Whore (Private/Maturex3)

Craig smiled and edged her over to the racks. He grabbed a couple of bikini's and handed them over to her. "Well, why don't you try these first and then show me. I will tell you if they are great of not!" he smiled.

Craig sat in a chair, waiting for her to try some on. When she came out, his eyes got huge. He couldn't help but to look at her. "Are you sure it's too small?"

He smiled at her, "I like it. It looks really good on you, then again, they all might just look good on you. Just let me know which one you like and then I will go try some suits on for you!"

He nodded his head and smiled at her, "why don't you go look around the store and find whatever you want me to try on? I will put on anything you give me!"

Craig's first suit was a "man-kini". It was bright red and tiny. As he took off his clothes and put it on, he blushed looking at himself in the mirror. Although he had a nice body, he thought this was a little over the top. But he walked out of the dressing room, strutting his stuff. His six pack glistened in the store from the light outside. "So what do you think?"

"Alright, alright" he said as he went back into the changing room. His smile was wider than ever. The face she made when looking at him was plastered in his mind. He changed into some board shorts that were blue and black. He opened the door and stood out for her, "what about this?"

"I promise I don't mind, but let me change and then we will go." He walked back into the dressing room and changed back to his normal attire. He grabbed the shorts and other stuff he was supposed to try and walked to the counter with her. Still she insisted they just go the "free" way, but he wasn't about that. The clerk looked to be young, most likely a college student and she seemed to take an interest in Craig. He was handsome and she had been watching when he wore both the man-kini and the board shorts. "Don't worry, I will pay for it," he said as he handed the lady his credit card. She looked at the card and then at him and Gwendolyn. She gave Gwendolyn a dirty look, but an overly happy smile towards Craig. "So are you going to the beach?" she asked. Not looking at her, but digging through his wallet, "yeah we are." The lady couldn't stop checking him out. Finally he caught wind and placed his hand on Gwendolyn's lower back as he grabbed the bags. "Thank you everything," he said with a flirty smile. He walked close to Gwendolyn as possible when they walked back to the car. "Now to buy towels! And some food so we can eat at the beach, what do you say?"

He giggled a little bit as he opened the door for her, "is there anything you would like to eat? I basically eat anything and everything, so I'm not picky." He closed the door for her, just as he had done last time and got in on his side. He started the car and a love song came over the radio. He started singing along with the male singer, rather quietly, while she decided what she wanted to eat.

Craig stopped singing to answer her. "Now wait a minute, that's not fair! You want a burger and I want you to tell me where to go!But just for you, we can go to a little place I know. They drove over to this little shop and they got out of the car. As they entered the building, they were instantly greeted by a heavy set male, who was overly joyed to see Craig. "Craig, you have come to see me!" he shouted as he gave him a rather big hug. "Yes, I'm here Carlo and this is my friend Gwendolyn. We need the best of the best burgers today for the beach." Carlo looked over at Gwendolyn with a huge smile, "she is very beautiful," he commented as he walked over and gave her a huge hug too. "Of course, I make the best for you and your girlfriend!" he called out as he went to the back and started ordering the workers around.

Craig walked over to Gwendolyn and whispered, "I am really sorry! He's just a very loving guy. He's Italian and a very strong family man. Also, sorry about his last comment... I didn't want to break his heart, so let's just let him think what he wants?"

Craig smiled and before he could say another word, Carlo had one large brown bag with their food in it. "How much do I owe you?" asked Craig. Carlo smiled and shook his head, "you don't owe me a thing. It's on the house!" He gave one last hug to the both of them and they were on their way. Craig escorted her to the car and they drove to a small shop that sold supplies for the home. Instead of them both going in, Craig mentioned just going in alone really fast and getting two towels and blanket to lay out. He rushed inside and got everything he needed. About ten minutes later he was out with bags. When he got in the car he told her, "I got you a pink towel. I hope you like it!" He started driving the car to the beach with a big smile on his face. When he got there, he asked her to carry the food, while he grabbed everything else. "Go ahead and find us a nice place."

Whatever she wanted, he gave it to her. As soon as she was off and changing, he started setting up their relaxing afternoon. He laid out the blanket and had her towel folded up in her spot. He took out his towel and placed it down too. He looked around their area and nobody was around. He took the shorts out of the bag and placed his towel over his pants. He quickly took off his pants and put on his shirts. When he was finished, he took off his shirt and folded it nicely in the bag. He prepared the food, by separating them from each other. He waited for her return.

Craig smiled as he watched her. He grabbed a few fries and started eating them as well. He thought about her question and smiled, "well, I never really had time to. I kinda feel trapped in my house. My father never does anything with me or for me. He just 'buys' his love for me."

Craig nodded his head and started eating as fast as he could. He wolfed down his food in less than five minutes flat. He had been very hungry, so it was pretty easy for him. When he was done, he made sure to put all his trash back in the bag. He stood up with a smile and held out his hand, "lead the way."