UMD Stories

Rachel decides to lose her virginity properly.
Story by MrWetShirt
Posted 4/18/21     1203 views
Rachel decides to lose her virginity properly.


Katie's teambuilding event had indeed been a great success. After their moments of intimacy together, Rachel and Katie quickly got dressed. Katie returned her sex aids to their secret place, making a mental note to wash them, as soon as she had a few moments of privacy. She silently pulled the chest of drawers back from the door and they both rejoined the boys.

The party finished soon after that, as Billy and Rachel both made off in separate taxis home.
Katie felt pangs of guilt the next morning. She was sickly too; hungover and with a horrible headache. She was aware that she had really overstepped the mark in her fondness for Rachel, albeit that everything which had happened had been completely consensual. Katie was well aware that although the evening had been largely a social event, and had certainly become a wholly social event by the time they had all reached her flat, it had still been in the context of work. She had used her authority at work to organise the event and the party had started on work premises and in work time. She, therefore, had a responsibility, as a manager at that workplace, to oversee proper conduct. For there to have been sexual behaviour at the event was itself questionable, but for her to have indulged in this with a subordinate was certainly an abuse of her position.

But then, as we have seen in these stories, that is how Katie behaves. She follows her heart, oblivious of the risks or consequences. She chases a dream, not thinking of where it will lead her when she wakes. That was how it was with Roy; spontaneous attraction, then she seduced him under the showers at the end of her shift, knowing little about him other than his first name. The price she paid was to lose Kevin, the boy with a true heart. Then Rod. Katie wasn't sure, looking back, whether it was Rod himself she really fancied, or Rod the lifeguard instructor who could help her pass her test. Either way, she had teased Rod with her charms until he weakened.

Then Katie's pregnancy brought home to her that every action has consequences. Kevin getting thrown out by his parents. For herself, dropping out of her course, hopefully for just a year. An abortion, followed by a health crisis which seemed to threaten her being the very person that she was.


The months since had been ones of steady recovery and now real progress, since Katie was making such a success of her new position. But what she had done with Rachel, something like that had the potential to throw it all away and send her slithering back down again, like a player landing on a snake just as they are about to win the game. What if a fully-sober Rachel woke up with regrets, and made a complaint?


So Katie was subdued the next morning, and her feelings were made worse because this was something that she could not share with Kevin.


Had she known how Rachel was feeling, Katie would not have been so concerned. Rachel woke up without a hangover. Most of her drinks had been only partly consumed. But Rachel woke up feeling so happy. Rachel was not regretting anything; she was reliving over and over again what had happened. It was as if a big kind sister had taken her by the hand and taught her something about life. It was as if Katie had given her a tutorial, to send her out more able into the world of adult relationships. Rachel just wanted to give Katie a big hug and say, "Thank you!"

Rachel also wanted to find out more about boys. She didn't feel fearful of another bad relationship. Now, she felt that she knew a bit more about what a proper relationship should be like. And she woke up wanting to have one. With a boy. She really liked Katie, and that liking was in a small way sexual too, but not in the same way as she desired a boy.


Rachel was off duty that weekend. Her next shift was Monday daytime, and Katie had rostered her together with Billy, as Katie often did. On Monday afternoon the pool was due to close for a routine servicing of the heating system. Rachel and Billy had only to be around after lunch to let in the engineers. Katie was taking the evening session, and she was due to arrive just before five, to first sign off the work and then to reopen the pool.


The engineers arrived on time. Rachel and Billy had really nothing to do for a while, so they walked up to the restaurant together and sat down with a coffee. Billy had been wondering, during the morning what had come over Rachel. She was so happy and chatty; it was as if a veil of shyness and timidity had fallen away from her. She was more outgoing with the customers and she was smiling and giggling with him.


"Are you going out with anyone, just now?" Rachel's sudden and direct question caught Billy off guard. He looked embarrassed.


"Well, not at the moment, not really!" he shuffled his feet.


"I bet you've had lots of girlfriends though!" Rachel grinned at him.


"Well, not really! I was going out with someone, but that was last year!" Billy sounded defensive.


"Were you very close?" Rachel wondered.


"Well, not really! We were just friends, really!"


"Didn't you, you know, get very intimate?" Rachel asked, with a little high pitched giggle.


"You shouldn't ask me that!" Billy blushed. He didn't want to admit the truth to Rachel, and he couldn't give her the usual boy's banter which he would have used to impress one of his friends.


"Sorry!" Rachel smiled, "I was only wondering as a friend! I wouldn't tell anyone!"


"Well, I wouldn't ask you that!" Billy replied gruffly.


Rachel paused. She thought for a moment of repeating her conversation from Friday, with Katie. She really wanted to have that conversation again. But this was a different conversation and she thought better of it.


"Sorry!" she said.


They sat for a while and then wandered into the main office, where Katie had worked for a while. Everyone was busy, and making conversation seemed awkward. They strolled outside, feeling conspicuous in their pool attendants' outfits. Billy had blue shorts on over his trunks. Rachel had her red skirt and they both had their bright yellow tops. They wandered up to the top of the site, looking down on rows of chalets and caravans, with the pool building and car park set opposite them about halfway down the hill. The breeze felt a bit chilly against their arms and legs.


They decided it would be warmer indoors so they returned to the pool. The engineers had nearly finished, ahead of schedule, leaving left their paperwork for Katie to sign later. They put the heating back on and left. Billy and Rachel had only to lock up, leaving Katie to open up again later. It was only half-past three.


"Let's have a swim before we go!" Rachel suggested brightly.


Billy didn't look too pleased. "You can swim anytime!" he replied, a little grumpily.


"Oh, come on! You always help me with my stroke! Only for ten minutes!" Rachel sounded persuasive.


"Well, OK then!" Billy reluctantly agreed. "Just ten minutes, then I'll catch the four-o-clock bus!"


Rachel smiled as she bent down to unfasten her shoes, then removing her skirt and her socks. Her black one-piece was under her top.


"You not swimming in your kit this time?" Billy sounded a little surprised, as he pulled his top over his head.


"No, I'll just swim in my suit!" Rachel smiled back, as her shirt too joined the little pile of clothing on the tiles. Billy glanced at her, taking in Rachel's petite outline as she tugged at the straps going over her shoulders. The front of her costume was still slightly loose, drifting away from her boobs and leaving a little gap under her neck.


Billy stepped out of his shorts and pulled at the waistband of his black trunks, unaware that Rachel was looking closely at him too.


"It might be a bit cold!" Billy warned, "The heating's been off for a bit!"


Rachel laughed, "It takes the pool a long time to get cold!" she replied, "It's alright!" she had dropped down onto the third step and the water was washing about her thighs.


Billy sat on the side, beside the row of steps.


"Try it and see!" Rachel laughed, as she scooped several handfuls of water over Billy, dropping them deliberately over his tummy and onto his trunks.


"Hey, stop that!" Billy exclaimed.


"Your trunks are all wet now!" Rachel giggled.


"Well I'm going swimming!" Billy replied, in a matter of fact voice.


Rachel looked down at his wet trunks. Drops of water had collected on Billy's body hair and on the string of the trunks. The wet material sunk into his skin. The outline of Billy's manhood could not be disguised. Rachel playfully splashed some more water, right over his middle.


"Rachel, stop that!" What on earth was coming over her? Billy decided that there was only one way to quieten Rachel down. He was used to Rachel being quiet and shy. She was just going to have to get a good soaking, maybe that would do the trick.


Billy took aim at the front of Rachel's swimsuit and sent showers of splashes over it.


"When you go swimming, you have to get wet!" he still sounded a little cross, but in reality was starting to enjoy himself. Rachel squealed but made no effort to move away. Billy splashed her again, aiming straight at the top of her costume. Rachel's swimsuit was quite wet, the black material turned shiny as it clung to her small breasts and gripped her tummy.


"You look nice in your wet trunks!" Rachel gasped as Billy slid off the side and stood close in front of her. She stepped down onto the bottom of the pool, so close to him that they touched. Billy felt the cold wetness of Rachel's suit against his chest. Instinctively they closed up tight to each other. Billy could feel Rachel's wet breasts now, through her costume, pressing against him. He put his arms behind her and splashed water up over her bum, the costume there turning bright and shiny like the front.


Rachel wriggled as she put her arms around Billy too. He felt her breast again, stroking across his chest. He felt her nipples now, brushing him through her costume. Rachel put a hand firmly on Billy's backside.


"This is fun!" she squeaked, "I've never had so much fun swimming!"


Billy was getting a bit aroused now. He'd always treated Rachel first and foremost as a colleague, but she was a nice enough girl, and he did like it when she ran her hand over the back of his trunks. He put both his hands on her bare back, above the scooped line of her costume, and he pulled her in as tight as he could. Then they kissed. A long wet kiss, then with tongues.


They relaxed their hold of each other and they stepped back.


"I do like your wet trunks!" Rachel enthused, scooping water down them again and this time running her hand over Billy's tummy, just touching the knot in the drawstring.

Billy retaliated. His hand lingered close to Rachel's boobs after emptying itself over them. She squirmed closer to him again.


"You can touch me if you like!"


Billy's hand ran greedily over her, taking in the firmness and shape of each breast and the enticing caress of her nipples on his palms. He wet her costume again; the wetter it was the more it seemed to be a part of her, like a second skin.


Rachel put her hand on the front of Billy's trunks. He gasped and drew back. Momentarily.


"Come on Billy!" Rachel sounded so seductive now, "We can have some proper fun now!"


"Are you sure?" Billy had to convince himself that this was for real.


"Of course!" Rachel purred, "I wouldn't lead you on for nothing!"


"Wait a moment!" Billy suddenly sounded business-like. He ran up the steps and out of the pool. A quick visit to the gents. Need four dollars. Back to his locker. Got that, good. The condom machine was stocked. Good. The front door was locked. Thank goodness.
Billy bounced back to the pool, a pack of two condoms secured in his hand.


"You are kind and thoughtful!" Rachel said, with genuine sincerity.


They embraced again. This time, Rachel fumbled around Billy's trunks, trying to tease his penis between her fingers.


"Come here!" she gasped, leading Billy up the steps again and into the shower area.


The pile of mats was still there. Neither Rachel nor Billy knew that these mats had seen action before, when Katie had given in to her Great Temptation.


Rachel sat on the mats, leaning back and letting her small chest pout forward. Her hand reached out again over Billy's wet trunks.


"We're going to need to unfasten these!" Rachel murmured, untying the band. Billy was getting erect now. He was still struggling to believe that this was for real. Rachel took a condom and ripped open the wrapping with her teeth.


"We got this in sex education at school!" she laughed, "You had to put one on a banana!"


"I got that too!" Billy agreed. Their sex education classes had been segregated.


Putting the condom on for real was much more fun than it had been even in class. Rachel held Billy's willie between two fingers and ran them up and down. Billy's erection grew firmer. The condom was unrolled, after a couple of false starts.


Billy eased Rachel's costume off her shoulders and she helped him pull it right off. They were both completely naked now.


The sex was good. It was surprisingly good, for a first-time effort for them both. Billy was worried that his erection might not hold. He might not come. Then, as Rachel gyrated under him, that point was reached when he felt his orgasm coming. Rachel squealed and gripped him closer. It was satisfying for them both. Rachel wanted to carry on, as Billy breathed heavily and sunk into her arms.


"Thanks, Billy!" Rachel said simply.


"That was amazing!" he replied. "I thought that we're supposed to date first! Date first, and sex afterwards!"


"Well, we're friends anyway!" Rachel tried to make sense of it all. "And I'd love to date you!"


"I want to go to the free concert next weekend!" Billy sounded enthusiastic again. "There are lots of local bands!"


"I'd love to go with you!" they kissed, and that weekend's date was set.


So Rachel lost her virginity properly. A huge amount of the credit for this should go to Katie, who gave Rachel the confidence to become the person who she really wanted to be. All this was unknown to Katie. She arrived at work just before five, unlocked the doors and got things ready. The pile of mats in the shower room area looked undisturbed.
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