To Fuck or Not To Fuck

Thomas, with a puzzled look on his face, watched Rob get in his car and drive off. He then turned, walked the rest of the way to the house, and rang the door bell.

Rob’s mother opened the door wearing a deep cut black mini-dress.

“Oh Thomas, that flower pot is beautiful, just put it on the table over there for me. Would you like something to drink? I’d like to talk a bit while you are here,” Jordan said.

“No, I’m fine thanks,” Thomas said as he placed the flower pot on the table.

He sat down on the couch and watched as Rob’s mom came back with a glass of wine. Jordan sat beside him and he couldn’t help but notice she wasn’t wearing anything under that dress, neither bra nor panties. He suddenly realized what he was here for, and in the next moment, realized what Rob was going over to his house to do.

Thomas panicked. He leapt up from the couch, “I-I’ve got to go” he stammered. He headed towards the door.

Jordan watched with a stunned look on her face, then realized what was going on. “No, Thomas, stop,” she cried.

He didn’t listen to her and kept heading towards the door.

She raced after him and grabbed his arm before he got there. “I said stop!”

“Let me go!” Thomas shouted.

“Not until you calm down and listen. You don’t need to go rushing back to your house, Rob will not get there for another 10 minutes, I can call you mother and stop the whole thing. It will save your relationship with your mother and Rob,” Jordan said.

Thomas looked confused but stopped struggling. “Then I got it right, he is going there to fuck my mother?”

“Yes, I set it up so you two could get acquainted with the program. That is what you signed up for remember?” Jordan replied.

“Yeah, but I thought it was going to be guys I didn’t know,” Thomas said.

“They would be your classmates Thomas, you didn’t think you would know them? That this subject could come up? That some guy in your class would go ‘hey Tom, you’re mother is a great lay!’ someday?” Jordan commented.

“I guess I didn’t think it all the way through,” Thomas muttered.

“Well think it through now, you have five minutes. If you don’t tell me not to call, I am going to call, stop what we set up, and remove you from the program, because you aren’t going to be able to handle it emotionally,” Jordan announced.

Thomas thought about it. He really wanted to go to WMIT, and being in the program was the only practical way to do it. And leaving the program wasn’t going to fix the underlying problem, if his mother took up with any man it was going to come up. Besides, he really wanted to get laid, today was a good day for that.

“OK, I’m still in, you don’t need to call,” he said.

Jordan looked at him closely, he returned her gaze. “Let’s sit back down on the couch,” she said.

They sat down on opposite ends of the couch.

“What problem are you running into with this Thomas, you were about to go rushing back to stop your mother from having sex with Rob, why?” Jordan asked, “and I want to add from a professional standpoint, I’m a licensed psychologist, and I can help with things like this.”

“Because I don’t understand why she will put out for anybody but me!” Thomas blurted out.

Jordan resisted the impulse to laugh at the “put out” wording regarding one’s mother, it unquestioningly would not go well.

“Thomas, most people don’t have family sex, I’ve never had it with my two boys, and neither they nor I have any desire to. In your case, with Mary’s upbringing, she shouldn’t have a problem with it, it was common at the commune she was in from her telling of it. What did she say when you asked her?” Jordan asked.

Thomas looked at the ground and said nothing.

“Ah, you’ve never asked her. So now this is a matter of “Why doesn’t my mother ask me to fuck? And when you are upset with people having sex with her, the issue is you are upset with yourself for not having the nerve to ask?” Jordan mused.

“Yeah, that’s a big part of it,” Thomas admitted.

“Well I have two pieces of advice for you, first, ask her. I know Mary well enough she isn’t going to be offended or bite you head off for asking. She may not agree to it, I can’t tell you on that part. Second, you really need to have sex with somebody before you ask, it will help immensely,” Jordan said.

“Well that’s what I’m here for correct?” Thomas grinned.

“You are indeed,” Jordan said as she should up and shed her dress proving Thomas’s impression was correct, she was wearing nothing under it. “So do you want to do it on the couch or on the rug?”

Thomas at the moment was speechless, he had never been in a room with a nude woman before and while he was expecting this it actually happening was kind of mind blowing.

Jordan struck a pin-up pose, “What’s the matter tiger, cat got your tongue?”

“Erm, um. Ook...,” Thomas started.

Jordan laughed. “Don’t worry, I’ve seen this reaction before in the program. Welcome to your first sex. I prefer the rug for it, couch fucking can leave a lot to be desired.

Jordan got on her back on the rug. “Any time tiger, get your clothes off, get a rubber on, and let’s get to it.”

Thomas started undressing. “Shouldn’t we hug or kiss or something first?”

Jordan laughed “Honey you want romance, find yourself a girl friend, this is about getting your dick some exercise.”

Thomas was naked and got down on his knees in front of her “OK, now how does this work,” he asked fiddling with the condom wrapper.

“Didn’t they teach you how to use one of them in sex-ed?” Jordan asked, taking the package from him and tearing it open.

“Only on a banana, and we don’t have one,” Thomas replied.

They are pretty close to the same shape”, Jordan said, grabbing his penis, “so did you practice on the banana?”

“Why would I want to put a rubber on a banana?” Thomas asked.

“I don’t know, to stop it from being over ripe?” Jordan laughed, “OK, did you try putting one on your own dick?”

“No, it would have felt weird doing it for no reason,” Thomas said.

“The reason would have been to keep like looking like a dufus the first time you tried to put it on for sex in front of a woman,” Jordan said.

“At the time I took the sex ed course that looked like it was beyond the realm of possibility,” Thomas sighed.

“Yeah, well you know the Boy Scout motto, right?” Jordan asked as she unrolled the condom over Thomas’s dick.

“Don’t piss in the poison ivy patch?” Thomas replied.

“I’d forgotten about that one,” Jordan said, finishing unrolling the condom, “OK tiger time to get to business, you know what to do.”

Jordan leaned back and spread her legs with an amused look on her face. Virgin males were usually not terribly good at sex, they had a lot of enthusiasm but no technique, and they tended to need two condoms – one for premature ejaculation, they sometimes came while she was putting it on for them, happily Thomas had not been one of those, and a second one for actual sex. It’s why she dreaded the first month of classes, the incoming Freshman class was always dismal and quick to make use of the program. By October most of them at least had some idea of what they were doing.

Thomas got down on top of her, she helpfully guided his dick in, and then aside from some heavy breathing he did nothing. Jordan was about to give her speech about movement being required for anything to happen when he started slowly moving in and out, gradually increasing the depth of the thrusts and the tempo and grabbing Jordan’s legs to get better leverage. He was surpassing Jordan’s expectations for him, although admittedly those were pretty low.

For Thomas’s part, he couldn’t quite believe this was actually happening, but as Jordan had put it, this was exercising his dick, there wasn’t any passion behind it, which is part of why it was lasting more than 20 seconds.

Jordan’s face was flushed and she started moaning softly when Thomas climaxed. He slowly pulled out of her and stood up, “what do I do with this?” he said pointing at the now filled rubber.

“Roll it off and place it in the trash can. Don’t flush it, I don’t need a stopped up toilet,” Jordan said.

Thomas nodded and headed to the bathroom. Jordan had gotten dressed when he got back and was sitting on the couch.

“That was quite a rodeo for the first time out of the gate stud,” Jordan joked.

“Yeah, but I felt there was something missing…” Thomas said.

“Yeah, passion adds a lot to the experience, but getting the mechanics mastered first helps a lot,” Jordan replied.

“Yeah, well thanks, you’ve given me a lot to think about,” Thomas said.

“Hopefully I gave you a good time while I was doing that,” Jordan laughed.

“Yeah, you did, and thanks for that too,” Thomas said as he started to leave.

“Good luck with your mom,” Jordan called.

“Yeah, that too,” Thomas said.