Overwhelming Temptation

As Andy looked across the dinner table at his date for the evening, he could scarcely believe this was real.

He remembered before arriving at University, for the first time at least, just hoping he would manage to find himself a girlfriend he was vaguely attracted to to spend his time with. Even that had felt ambitious back then. He also cast his mind back to the first occasion he had ever laid eyes on Elaine. She had been surrounded by a throng of male admirers and he had decided that even speaking to her would be unrealistic for him. Now she was all his, for the evening at least, and potentially longer if he didn't do anything stupid - like trying to talk her into a threesome, for example. He would leave that to his old classmate once she got her lottery win tomorrow.

"So I spoke to Leah earlier.." Elaine began, on that subject "She said she gave you a little test by flirting with you, and that you passed with flying colours. Apparently you also said what happened between us last night felt like it might be the start of something. I'm glad you think that, because I feel the same way."

Good old Leah. Even on the runs where Andy was dating Elaine rather than her she was proving to be a very loyal and dependable friend.

"I know it's only been a couple of days and I don't want us getting ahead of ourselves, but I have to say I have a very good feeling about you, Andy. I've had such a bad run of luck with men, but you're not like anyone I've ever dated before. I think you might be exactly what I was looking for, even if I didn't realise it."

"I'd say I had a good feeling about you too, but that would be stating the bloody obvious!" Andy replied "What I will say is that I never imagined your personality could possibly have matched up to your looks, but it really does. You're so beautiful inside and out."

That compliment was actually sincere. Andy had been blown away by just how much he liked Elaine as a person. As guilty as he felt about it now, it was only her appearance that had caused him to even give her a chance. He had initially assumed she would be vain and shallow as a person, not his type at all beyond her obvious sex appeal. How wrong had he been about that?

"God, you're going to make me tear up here!" Elaine sounded a little emotional as she fanned her face with her hands "I don't think any guy has ever complimented me on my personality before. Thank you!"

Was this almost going too well? Was Andy actually falling in love with Elaine on this run? He could hardly be blamed if he was - her natural combination of beauty, warmth and down-to-earth charm was pretty hard to beat. Under any normal circumstances, the idea of letting a girl like this slip through his fingers would be insane.

Andy wasn't ready to break through the time loop yet though, and not just because Leah would get to keep half of his lottery jackpot if he did. There were seven other amazing women he needed to get to know on a more intimate level first, so he could be absolutely sure he was making the right decision. All of these deepening relationships were starting to make this whole situation feel agonising, though. The Spirit of Freshers Week had warned Andy that the final phase of his quest, where he chose just one girl to be with and lost all of the others as romantic partners forever, would leave him an emotional wreck. The thought of having to say goodbye to seven on these girls he was developing increasingly strong feelings for, even just as relationship options, was already killing him.

He decided not to dwell on that now though, and to enjoy getting to know his current date better.

"So what are your plans after graduating?"

"Do you want the dream or the depressing reality?" she asked.

"Lets go with the dream."

"Okay, well I've always been desperate to see the world. To travel. To experience some of the places I've spent my whole life learning about first hand. My family doesn't have a lot of money, so we've barely ever been abroad. France a couple of times, that's it. But I want to explore so much further afield and maybe take a whole year out to do it. It would be even better if I could find a like minded person to travel with me."

"I'd love to go with you" Andy was unable to help himself from blurting out.

"Yeah, that would be awesome. It's not going to happen though" Elaine shrugged "Even with the influencing money, I'm going to have a hell of a lot of student debt to pay off for years to come. So it will be straight down to work until I'm ancient enough to retire. Maybe I can finally fulfil my travel dreams then?"

For the first time, Andy was starting to see a genuine route through to a proper happy ending with someone. His lottery win would allow him to enrich Elaine's life just as much as she would his. Of course, he couldn't tell her, or anyone else, about his fortune - people would assume she was only with him for the money, which would be completely unfair on both of them. He could, however, keep using his cash reserves to spoil Elaine for the rest of her life, starting with a year of travelling the globe together right after they graduated. He figured he would enjoy that a lot.

"So anyway, what's your big dream?" she asked, returning the question.

"My big dream was to find a beautiful girl to date, and I'm living it. So I guess I'm done with dreams."

"Fuck off, of course you aren't. What do you want to do with the rest of your life? You must have an idea."

Andy thought about that for a moment. Getting himself a cute girl really had been about the extent of his ambitions up until now. With that seemingly achieved, whoever it turned out to be, what else did he want out of life?

"I think for me the number one priority has always been to be happy. That probably means finding the right girl to settle down with and a job I find rewarding and which pays enough for me to get by. I always fancied something in the charity sector, so I can feel like my nine to five slog is at least helping someone."

"I really like that answer" Elaine smiled "But now I'm going to raise the tempo a bit. What's your ultimate sexual fantasy?"

Andy was having a real issue with keeping his drinks down today.

"Er..."

He hoped he didn't look as flustered as he felt.

"Come on, you can tell me.." Elaine reached across the table and placed her hand on his while gazing into her date's eyes bewitchingly "It might be something that I need to know."

"I'm just worried it will sound really sleazy."

"It's your ultimate sexual fantasy, it's supposed to sound sleazy!" Elaine giggled.

"Okay, well I guess I've always loved the idea of a threesome."

"Oh, is that all!" Elaine gave Andy's hand an affectionate stroke and removed hers from on top of it "I would have thought that was pretty standard for a guy. The way you were acting I thought you were going to say you wanted me to pee into your mouth or something."

"Not while we're having a nice meal out" Andy quipped, causing Elaine to giggle "So what's yours, while we're on the subject."

"I'm not telling you that, you'll have to work it out for yourself" she winked sexily at him.

Oh God, was Andy actually going to ask the question that was currently on his lips? There might never be a better opportunity.

"So do you think a threesome is something you might ever consider?"

"I don't know Andy, it depends on who the second guy is."

Elaine burst out laughing at Andy's almost hysterical looking reaction to that suggestion before assuring him she was only joking.

"So you aren't really up for it, then?" he attempted to clarify.

"Never say never" she shrugged "Maybe if the circumstances were exactly right. I've always turned them down up until now though."

Andy pondered how nice it must be for someone to be so in demand they could routinely turn down threesomes. He then decided it was best to steer the conversation away from sex.

The rest of the meal flew by like a dream. Elaine was a delight to be around and, as much as he hated to admit it, the envious glances Andy kept getting from other men in the restaurant felt good. He had been so used to being in their position up until recently.

He couldn't wait to get his date back to Halls though.

"You wanna check out my room tonight?" he asked as casually as he could manage as he settled the bill.

"Sure, that sounds nice" Elaine smiled back.

---

Andy had barely closed the door to his dorm before Elaine had him pinned against the wall and the pair were passionately kissing. This time she was very much the instigator. It was unbelievable to Andy that a girl like her would ever come after him in such a way.

He could sense exactly what this was - not a just make out session but a prelude to sex. As inexperienced as Andy may have been, it was obvious this kind of hot and heavy petting was only leading to one place, and it wasn't a gentle kiss goodnight.

Of course the idea of fucking Elaine thrilled him, as it surely would any straight guy, but Andy also knew that outcome had to be avoided. The immediate gratification would soon be replaced by him standing at the University gates right back at square one - no threesome, all his hard work undone. Or perhaps he would break out of the loop entirely. Why shouldn't he? Elaine was basically the girl of his dreams. But there were seven other amazing women he had put time into dating and begun developing feelings for. He wanted to take the opportunity to get to know each of them better in the same way he was with Elaine on this run.

He had to stay strong.

Andy managed to force himself to break away from Elaine's embrace and excused himself to freshen up at his sink. He stared at his reflection in the mirror and splashed water onto his face, like that would somehow remove the most intense erection he could ever remember having. He was pretty sure the only way he could ever get the thing back under control would be by inserting it into Elaine''s body.

After taking a few minutes to compose himself as best he could, Andy walked back into his bedroom.

Oh shit. Elaine wasn't going to make this any easier for him, was she?

The beautiful blonde was now sprawled naked on his bed, her flawless body just laying there invitingly for him.

"I think after this evening I'm ready to take us to the next level" she told Andy with a seductive smile "I want you to come over here and fuck me right now."

The temptations was almost overwhelming. Could he seriously be expected to stop himself here? Could anyone?