Christmas Entanglements Ch. 05 by FentrisRook,FentrisRook

“Anna, again I’m sorry that I messed up yesterday. I should have told Tim that we were looking to spend time together alone. I don’t know why I didn’t and then to make plans for today without thinking about you first was a colossal idiot move. I’m really sorry.”

He was sincere and Anna wasn’t really that upset with him, it was just that yesterday had been the culmination of all her frustration. She wouldn’t hold him over the fire about yesterday but she was determined to address their lack of physical intimacy. She reached out and placed her hand on his and smiled gently. “Try to not do it again. Okay mister?”

He smiled back and nodded with relief. “Okay.”

Anna gave his hand a squeeze. “I want to talk about something else related to yesterday but we should eat first.”

One of Aaron’s eyebrows rose in curiosity but he just nodded before grabbing some fries to eat. While they were eating they each talked about how their day had gone. Anna was also thinking about how she should start the conversation about Aaron’s issue with sex. She didn’t want to skirt around the problem so she decided to just get straight to the point.

When they had both finished their burgers Anna thought it was time to get the talk about their lack of sex started. Aaron noticed her expression change and lowered a hand that was bringing fries up to his mouth. Satisfied he was paying attention, Anna took a breath and went ahead. “Why don’t you want to have sex with me?”

Visibly taken aback, Aaron took a few seconds to respond. “That’s not… what makes you think that?”

“You had to know that I was hoping that we would have sex yesterday. It was disappointing to find that all of our friends would be joining us, and not in a hot orgy kind of way.”

Aaron was a little shocked at her mention of an orgy but if he didn’t realise that was a joke Anna wasn’t bothered to tell him. He thought for a moment and seemed to sink into himself.

“Yes. I suppose after the night before, I should have known that you were wanting us to sleep together yesterday. I swear that I didn’t let yesterday happen because I didn’t want to sleep with you though. That one slip up doesn’t mean I don’t want you.”

Anna arched an eyebrow in disbelief. “I’ve gotten very physically affectionate with you when we make out but you always get uncomfortable and stop things. I can’t help feeling that maybe you don’t like me touching you in a sexual way, that you’re not interested in having sex with me.”

“That’s not the case at all. I really enjoyed it at the cinema when you… you know.”

Anna’s eyes flashed with a mix of exasperation and amusement. “You mean when I sucked your cock?”

Aaron flushed and Anna realised she was enjoying the effect she was having on him. It was kind of fun to provoke Aaron and if it broke down his defences, allowing him to be more open with her that would be even better.

To further poke him, Anna got her shake and briefly fellated the straw. She ran the tip of her tongue up the length of the straw before placing her lips over the end and minutely bobbing her head up and down while sucking some of her shake into her mouth. For the finale she opened her mouth to Aaron and showed him the creamy white liquid dripping off her tongue.

Aaron’s eyes almost popped out of his head and he quickly looked around to see if anyone had seen her. When he faced Anna again he was even redder. “Uh yeah. It was mind blowing. You’re so beautiful, it was kind of unreal that you would do that for me. You being with me is like a dream.”

“If that’s how you feel, why do you always stop us from going further when we’re making out?”

“Well I….”

Aaron paused and was looking at her trying to gauge her mood. Anna didn’t say anything, patiently waiting for him to continue. Eventually he took a deep breath and continued. “I haven’t had sex before and I guess I’m scared that I’ll disappoint you and then you’ll not like me anymore.”

Anna sighed, it was good to get confirmation that it was Aaron’s own issues that were the problem and not something to do with her. Still it was a mystery why instead of simply talking it through with her, he had shut her down or avoided her. She tempered her annoyance and tried to be understanding. “I wouldn’t have minded if you’d told me that. You had to realise that constantly stopping things with no explanation or just outright avoiding the issue wouldn’t make me happy either.”

He nodded and looked down at the table. When he looked back up he looked contrite. “I know I could have handled it a lot better. I just got caught up in my own inexperience, all of that had nothing to do with you. You’re amazing. I do want to sleep with you, if you wanted I would sleep with you tonight.”

That felt like a breakthrough and Anna wanted to take advantage of Aaron’s admission. The possibility of sex tonight had her perk up with excitement. She smiled at him winningly. “I want that very much. Are your parents home?”

Aaron had been relieved when he saw Anna’s smile but faltered at her question. “Yeah, they are.”

“Damn, my house is no good either. Do you know any other place we could go?”

Aaron appeared to be at a loss. Anna thought about it herself and her mind quickly went to her car. Images of Chris and George having sex in his car flashed through her head. She felt a flush of arousal at the thought of sex in a risky place. While the risk was appealing, Aaron might not be up to it, he would be anxious enough as it was. Anna looked at him thoughtfully, he seemed eager to make it up to her so she could probably get him to agree to something he would ordinarily baulk at. If they found a good location to park that would minimise any worries he would have of being seen. Maybe the risk of being seen would even distract him from being anxious about his performance.

She leaned forward a little and Aaron looked at her expectantly. “We’ll take one of our cars to a quiet place and we can use the back seat.”

He looked dubious. “I don’t know if that’s such a good idea.”

“It’ll be fine, we can find a deserted spot where we won’t get any interruptions.” Anna’s tone was certain and insistent and she could see Aaron was internally working to convince himself of something. Eventually he gave her a nervous excited smile.

“Okay let’s give it a try.”

Excitement bubbled up in Anna, it looked like she was going to be having sex. A wide grin appeared on her face. “This is going to be great, you’ll see.”

Anna and Aaron hurriedly finished eating and went out to the parking lot. Since Aaron’s car was larger and had a roomier back seat it made sense to use his.

They drove around for a bit trying to find a suitable place where they wouldn’t be caught having sex. Anna thought about the area and suggested a nearby office block that would be deserted at this time and was slightly away from main roads.

Arriving at the parking lot of the office block, Anna was pleased to find it was deserted. She pointed it out and Aaron pulled his car into a space a bit further back from the road. With the rear of the car facing the road, anyone passing by would only get a glimpse of the limited view through the rear window.

Leave a Comment