Tim was extremely frustrated. He had been going out with Bev for almost a year and had not gotten very far. Granted, he was not the best looking guy, but he was honest and sincere. Bev had acted in ways that made Tim believe she was ready for something more than kissing and soft petting but then refused to act. Tim finally had a plan to call her bluff. She was always commenting on how she could tell if a guy was circumcised or not, but they had not even gotten past first base. However, Tim had a plan even if it meant he would be naked first, with no guarantee that he would get to see her naked. If it didn't work, at least he tried and she would get a look at him.
Tim picked Bev up at her parents' house on Saturday around 6 PM. He was pleased that she was dressed in a red tank top and blue shorts and he was in a white golf shirt with jeans. They went out to dinner at a casual restaurant and to a movie. Tim paid no attention to the movie as he was thinking about later when he would put his plan into action. After the movie they went to Tim's apartment where he fixed her a bourbon and coke as well as one for himself. They sat on the couch and talked a while. Shortly, Tim leaned over to kiss her and she responded with a deep French kiss that started the familiar stirring in Tim's groin. Tim rubbed her back during this and repeatedly went over her bra strap; however, when he moved around to the front, Bev stopped him when his hand had covered her right breast. "I don't think this is the time", she said.
"We have been going out for over a year and you won't even let me touch your breasts through your clothes," responded Tim. "Is there something wrong with me? I know you have gone out with other guys and I believe some of them got further than I have, not that I am implying anything."
"There is nothing wrong with you, Tim. It is just as your Dad and mine worked together, that I think of you as more a brother than as a boyfriend. I don't mean to lead you on, but that is just the way I feel," replied Bev. Tim saw his opening.
"Bev, I have a proposition for you that will possibly be a gain for you with no strings attached."
"What is that?" replied Bev.
"We will go into the bedroom and you can remove my clothes with no obligation for you to do anything else."
"You mean I will remove all your clothes and there will be no requirement for me to reciprocate?"
"That's right-no strings attached. You won't have to do anything you don't want to," said Tim.
"I don't know," she replied, "It doesn't seem fair to you."
"Honey, I don't mind or I wouldn't have offered this. I think you know me well enough to know that I will not do anything to hurt you," Bev was silent for a moment and Tim didn't interfere. He let her go through her decision making process. As she was thinking the proposal over, he went and refreshed their drinks and came back and sat on the couch.
Finally she said, "OK, let's do it, if you are brave enough!"
Tim stood up and offered her his hand so he could help her up. They both picked up their drinks and retired to the bedroom. Bev had been in his room before as the bathroom was off the room. Tim had made the bed as he always did whenever he knew she was coming over. After they were in the room, Tim said, "I better check and make sure the door to the apartment is locked. We don't want anyone to walk in on us!"
"I think you are getting cold feet, "Bev said grinning. Tim went and checked the door and put the chain lock on as well. He returned to the bedroom and shut and locked the door.
"That is in case anyone gets through the first barrier," Tim said grinning. "Now it is time to see what you are made of, Bev. Come here and get started if you dare!" Tim took a good swig of his drink as he felt he needed all the courage he could get to keep from chickening out. Bev came over to him, took a sip from her drink and set it on the dresser alongside his. She reached for the hem of his golf shirt and pulled upwards. Tim raised his hands above his head to help her. This required her to come closer and her breasts rubbed against his chest as she pulled the shirt off. She tossed the shirt onto the bed and turned back to Tim and the task at hand.
Bev thought "I am going to get him naked, see what he has and then have him take me home."
As she reached for his belt Tim stated, "No, Bev, you have to remove the shoes and socks first before you can remove the pants." Bev looked at him as if trying to figure out if he had been serious or not. Then realized that suggestion made sense as his jeans would not come off that easily over his shoes and he had said that she would get to see him naked. Bev knelt down in front of Tim and reached for his left shoe. Tim raised his foot for her to remove his loafer and sock. He put his hand on her head to steady himself. They followed the same procedure for the other foot. As she was doing this her tank top pulled away and Tim got a bird's eye view of her breasts encased in her bra.
Bev reached up for the belt buckle and hesitated, "You are sure there is no strings attached to this?" she asked.