Sunday morning we slept late and cuddled. We made love gently, and repeated our declarations of love and promises for the future. Then we cuddled some more.
After a late brunch, Elaine decided to check in with Monica. "How is it going with your new guy?" asked Elaine.
Monica answered, "Pretty well." But there wasn't much enthusiasm in her voice.
How many times have you seen him?"
"Three, I guess. We had coffee on Friday, and we went out on Saturday night, and he came over and studied for a few hours on Sunday..."
"So, what's he like?"
"He's a big guy and he plays sports. He's regularly on the Dean's List so he's pretty smart. He's a real gentleman with me..."
"He sounds great! But it sounds like you have some reservations?"
"Well, Saturday night we came back here and were making out, kissing and stuff. We were both really turned on, but we didn't take it any further than that."
"Well, it was your first real date. It sounds like he IS a real gentleman."
"Then today we took a break from studying and began to kiss and stuff. I tried to study with my jeans and everything on, but it was just so uncomfortable, so I told him that I liked to study in just a t-shirt and panties and he said, 'Fine, then I'll study in my boxers.' Like I said we studied for a while, then we took a break. We were kissing and he was rubbing my titties and we were both getting pretty worked up. I looked down and his penis was sticking out through his boxer shorts, and it was HUGE! I don't mean big, like your guy's, I mean huge. 'Hung like a horse' takes on new meaning when you see his thing. Some stallions would be jealous!
"When I saw it, I said, 'That's so big, and I'm a virgin!' That opened up a whole conversation. He told me that he had only had sex on one occasion, and that he did not intend to do so again until he was in a stable, long-term relationship. Then he told me why. First, he was brought up in a conservative, religious family (Baptist, I think) by his mother. She had been adamant that he very selective in his sexual activities, or as she had said, 'Don't go sticking that thing in every hole you find!' Then he had a very unfortunate (for him) experience. He had been a high school basketball star, setting school records, all-conference player of the year, and so forth. After the end of his senior year shortly after he had turned 18 like most of the kids graduating, the head cheerleader, who was also the homecoming queen, asked him out for a date. Well, what guy would not want that, even though he came from a poorer part of town and she was a rich girl? She came and picked him up in her daddy's Cadillac, and drove straight to the nicest hotel in town. She gave the car to the valet and led him straight to the elevators. When they got off on the sixth floor she walked down the hall and produced a room key. This was not at all what he had expected!
"Then she began pulling off her clothes. When she was naked she began undressing him, and when finished, she pushed him backwards onto the bed. He was amazed and somewhat appalled, but he was in a bedroom with a beautiful, naked girl, and his body responded accordingly. She took the knob of his huge cock into her mouth until he was absolutely rigid, then she said, 'Yes, this is what I was looking for!" Then she straddled him and mounted him. She rode his penis like a bronc rider until she screamed as her orgasm enveloped her. Then five other naked girls came in from the adjoining room. They took turns riding him, sucking and pumping on him if he started to go soft. He ended up climaxing twice and every girl rode him to an orgasm, some of them coming back for seconds.
"This sounds like every teenage boy's fantasy, but Derrick knew that he was just being 'used'. None of the girls cared anything about him as a person, they just wanted bragging rights that they had 'done it' with the captain of the basketball team, the star player, the all-conference 'Player of the Year'. It went against everything he had been taught and it upset him. As he reflected on it more, he saw that he was being 'used' all around. His college basketball scholarship was just so the school would get more fans and income. He became suspicious of everyone's motives."
Elaine interjected, "So you were considering the possibility of having sex with this very nice young gentlemen, and now that seems out of reach?"
"I really like him. He's smart and funny and fun to be with. I feel special when we're together -- although it's only been a short time. I could see the possibility of something positive and long term growing between us. But I fear that this hang-up about being 'used' will affect us in more ways than just sex, although that would be a big issue in itself. He has to be able to trust."
"Why don't you see how things develop over the next few times you are together? Would it be OK for me to tell Mike about this? Maybe he would have some ideas."
"That would be great! But don't tell him Derrick's name, OK?"
"Sure, if that's what you want."
"I've asked him to come over Tuesday evening for another study session. I'll see how things go then."
Tuesday night was nearly a repeat of Sunday afternoon. Elaine was at Mike's apartment, so Derrick and Monica had privacy. Monica changed into a t-shirt and panties while Derrick stripped down to his boxers. After an hour or so they took a break and then kissed and touched one another. As he caressed her breasts and nipples Monica was so extremely aroused that she thought she might spontaneously combust. She pulled him down onto her on the couch and wrapped her arms around his neck and her legs around his as she flexed her hips against him. Derrick began to pump his monstrous cock against her panty clad pussy as he kissed her fervently and caressed her breasts. Then it happened! His huge, hard penis had been rubbing against her panty covered pussy, making contact with her clitoris, while he caressed her sensitive breasts, and her orgasm came crashing down onto her. She held his neck as if it were a lifeline as her body spasmed against him. As he continued to move against her, her climax rolled on and on.
When she finally regained her composure she looked at Derrick with bright eyes and said, "Thank you. Thank you for being a good, kind, and caring man. Thank you for being the kind of man that I can feel safe with."
"How can you say that? You hardly even know me! I weigh at least 100 pounds more than you and that's all muscle; I could overpower you in a moment. How can you say that you feel safe with me?? How can you trust me??"
"Every day I walk along the street where one ton vehicles whiz past. There is some small chance that something will go wrong and one of them will veer off and run over me. But if I'm reasonably careful, I don't go running out into the traffic or something like that, the likelihood of that happening is extremely small. I have a sense of who you are, we have spent time together talking, and I believe that you are a good person, and that I have little to fear from you causing me intentional harm. Of course things can happen, I could have misjudged you, or there could be some kind of accident where I could be harmed, but the probability of you causing me harm seems extremely low -- and I am willing to accept that small risk, because the benefit of getting to know you better and better is well worth it.