Chaperoning the Swim Team Ch. 02

"No Dad," she pulled away and stood up turning toward the window, "You don't understand. I mean, I want you to be happy. And I know that, well, it must be torture. So I'm saying, just..."

I looked at her and raised an eyebrow. "Just what?"

"God dad, you really are dense sometimes," She sighed, "Just... be happy. Don't let them torture you. I know how great a guy you are and well, they're all over 18 and... sexy. So just... it's okay."

I could tell she was bright red despite having her back to me as she said it. Standing up, I squeezed her from behind. I really couldn't believe she was giving permission to fuck her friends, but it did let me breathe a sigh of relief since I had already.

"It's been more difficult than I imagined," I admitted without filling in any details. "But they'll be gone in a few days and it will just be us for Christmas." I kissed the top of her head before letting her go.

"I think Erika really likes you," she said straightly, "I mean, not as just some stupid contest, but really likes you."

I gave a chuckle and a shrug, "What's not to like?" And I saw my daughter smile for the first time all day. "I never want to hurt you, Ashley, but your friends are making it very difficult, and I am still a man."

"I know, dad," She said, "Believe me, I know."

That seemed like a strange response, but I let it go as I hugged her again before following her to the other part of the house to see the newly decorated Christmas tree.

The girls had really outdone themselves. In addition to the meager amount of ornaments we kept at the cabin, there were clearly others brought for the sole purpose of making this tree festive. Also, someone had popped popcorn and, in a very traditional move, had turned it into strings of homemade garland.

The lights were out, but the dim glow from the roaring fire gave everything an especially magical air. The others were obviously waiting for me and Ashley before turning on the tree lights in a big reveal.

"It's about time, you two," Lexi gave a fake air of exasperation, "we thought you might never come back." Lexi's green eyes shifted from me to my daughter, but Ashley ignored her and whatever she was implying.

"So let's get on with it," Jane said, heading to the power switch. "I mean, most of us leave tomorrow afternoon, so all this work was for one night.

"No," corrected Erika glancing up at me, "It was for Ashley and Mr. Crenshaw, who are planning to stay through Christmas."

"Besides, it was fun," added Kate, who I noticed was laying on her stomach on the floor.

"Alright," said Ashley, "Let's light it, and then we can sing some carols. We have spiced rum and an egg nog mixer."

The girls counted down to give some suspense and anticipation to the reveal and Jane flipped the switch at the countdown's end. To my surprise, not only was the tree lit, but the girls had strung multi-colored twinkle lights through the rafters and around the door ways, making a display of the entire room.

In the dark it was quite impressive and there were many Ooos and Aahhhs as the girls and I took it all in. Ashley came over to where I stood and gave me a hug and a kiss on the cheek and said, "Merry Christmas, daddy. I hope you like it."

"Oh Ashley it's lovely." I answered her but then added so everyone could hear me. "Thank you, all of you, for helping decorate our small cabin. It makes the season really feel special."

I was about to turn back to my room and settle in for some more reading and a night's rest when Erika, who was lounging on the love seat, asked, "You're not leaving are you, Alex? The fun is just beginning."

I smiled uneasily, "Well, I'm a little worn out from the afternoon, so..."

"You mean the car trouble?" Erika asked, a bit of skepticism showing through in her tone and facial expression. She glanced to where Kate lay on her stomach and the freshman turned her head and blushed.

"Yes, that's right,. The car trouble," I tried to affirm never being great at lying.

"Come on, Mr. Crenshaw," Janet jumped in, "It's more fun with a man around."

"Yes, daddy," Ashley said looking over to me, "You should stay. Have a seat next to Erika and I'll get you an egg nog." She gave me a shy smile. Added to her words in my room, I felt like she was more than just giving me permission to hook up with Erika, but was encouraging me to do it.

"Are you sure?" I asked her skeptically.

Ashley nodded, but Jane added, "Of course she's sure. You're a great guy, Mr. Crenshaw, we all like having you around. "

Janet jumped in with a coy expression aimed at her sister. "Even if we have to share."

"Come on, Alex," Erika said as she languidly lounged on the love seat, reaching over and giving the space next to her a little pat, "come sit next to me and keep me warm. I won't bite."

Much like earlier in the day, any pretense to disinterest was thinning, and without more hesitation I gave in and sat next to the lovely young woman. Ashley handed me a rum soaked egg nog, strong enough that I could smell the alcohol through the spices of the holiday drink.

"None for you?" I asked Erika who had leaned into me and placed her hand on my knee.

"I don't drink," she said simply.

"You don't drink, don't eat meat," I laughed, "Aren't you the pure one?'

She smirked up at me, "I just choose to find my vices elsewhere."

Soon enough the girls and I all were in good spirits as Ashley and Lexi led the room in singing. Christmas carols at first, but then songs that had nothing to do with the season at all. And finally enough of the girls had drunk enough that when Janet loaded up the karaoke app on her phone and connected to our speakers, everyone, excepting me and Erika, were eager to participate and put on a show.

It was innocent enough... at first. Ashley sang Lorde's "Royals" and the twins did an overly dramatic duet of "I Will Survive." But then Lexi and Ashley sang Katy Perry's "I Kissed a Girl" and were obviously teasing each other through the song, bringing their lips close together before pulling away. It was all very funny, but also, not, and I began to wonder if my daughter was even still aware I was in the room as I sipped my drink.

Eventually the singing was replaced by Ashley putting in a movie. Kate fell asleep on the floor almost immediately, and before too long the pair of stumbling twins helped her back to their shared bedroom and none of them returned.

The film was "White Christmas," one of Ashley's favorites, a taste she learned from her mom, and Ashley and Lexi snuggled in together on the couch as they had so many times in our home over the past four years. Both girls on the couch, leaning into each other under a blanket. It had always been so innocent, but as I watched them together now, I wondered.

I didn't pay too much attention though since I was distracted by Erika, who had rested her head on my chest with my arm around her. Her hand, however ran up and down my thigh. Light touches at first, not obvious enough to even be counted as conscious, but soon her movements were clearly more intentional and sliding higher up the inside of my thigh.

Honestly, after the past two days and sex with multiple girls I was beginning to worry that, to paraphrase a better writer, my mind was willing, but my flesh would be a bit... soft. I wasn't a teenager anymore and as exciting as it was to have college aged girls so actively pursuing me, the body has limits.

It seemed, however, that Erika was prepared for this, and as Ashley and Lexi watched the film from across the room, Erika held out her hand with a little blue pill in it.

She whispered in my ear, "Here, take this. Lexi said you might need it after your... car trouble."

I took the pill out of her hand and looked at it. I'd never taken anything like it, and frankly never needed to, but maybe I should. It hadn't quite dawned on me how forward a move this was, or how prepared Erika was. Or even that Lexi and Erika had discussed giving me such a pill for the purpose of enhancing my ability to fuck Erika.

No, after the last two days, Erika handing me the pill at Lexi's instruction seemed about the most logical thing in the world. I glanced across the room to the two other girls, and while Ashley kept her eyes on the movie, Lexi was watching me intently. We made eye contact and she gave me her devilish smile as I put the pill in my mouth and swallowed it down with the aid of my drink.

Ashley seemed to be nodding off, so Lexi, having seen me swallow the pill said, "Okay sleepy girl, let's go to bed."

"But the movie's not over," Ashley said, glancing over where Erika was snuggled in with me. Lexi leaned over and whispered something that made Ashley blush. And in a moment both girls were standing.

As they walked to the hallway leading to the bedrooms, Ashley looked back with an almost forlorn look on her face, "'Night, Dad."

"Goodnight, Ashley," I replied. As soon as they turned the corner, Erika's hand went from my thigh to my crotch and began massaging me through the material of my trousers.

She looked up at me and smiled while her hand continued to work. "Looks like we're alone now."

Leaning down I kissed her as I felt myself growing harder against her hand. Pausing for a moment she lowered my zipper and undid my trousers as our tongue explored each other's mouths. Suddenly her hand was on my bare cock which had sprung free of my boxers.

"We don't have to do anything you don't want to do," I whispered into her mouth, remembering what Ashley had said about Erika's fears of penetration.

Her big brown eyes smiled up at me as her hand stroked me, "No, Alex, I'm ready. I..." she kissed me cutting herself off before continuing, "I've never trusted the boys my age... but I trust you."

We kissed again, making out on the couch as her hand worked over me, the pill obviously having its intended effect as I was growing harder than I'd ever remembered being.

Turning towards her I cupped her firm and ample breast feeling her nipple harden through the fabric I gave it a little tug and twist and she moaned into my mouth.

Trailing kisses from mouth to her ear, and then along her neck, I slid lower, leaving her hand unable to keep up its ministrations. Truthfully I could tell I didn't need the constant contact.

As I lowered I lifted the hem of her shirt, and she obliged, removing it the rest of the way, revealing her mocha torso as I unclapsed the front clasp on her lace bra, releasing her breasts.

I covered her dark brown areola and sucked her erect nipple into my mouth. She moaned and writhed beneath me as I teased her breasts which were clearly sensitive. Alternating between both with my mouth, she ran her fingers through my dark hair and held me close to her chest.

Trailing down over her flat stomach I hooked my fingers in the waist of her leggings and pulled both them and her panties down her athletically toned legs and off, leaving her fully naked on the couch. On my knees in front of her I put a hand on each of her knees and pushed her legs wide apart and kissed the inside of her thigh.

"Oh Alex," she purred, her hips already grinding up even though nothing was touching her. "I didn't think it would be different... but it is."

I licked tentatively at the folds of her young flesh, already wet, her scent filling my nostrils. She let out a little moaned, and tried to force more contact by scooting down lower as I teased her. Suddenly I covered her mound and pushed my tongue hard into her against her swelling clit and she let go a gasping cry of satisfaction as she ground against my tongue.

Her hands still entwined behind my head she pulled me hard against her and writhed as I held my tongue still, letting her do the work. But I wasn't about to let her cum, for her first time, I wanted her on the edge, eager and desperate for more.

Just as her breathing became ragged and her moans more intense I forced myself from her and stood in front of her, pulling my shirt off and stepping out of my trousers and boxers.

Erika whined in protest as I pulled away from her, but when she saw I was standing naked in front of her, she sat up, leaned forward, and sucked my cock into her warm, wet mouth.

I don't know what experience she had, but she was very talented, offering a nice wet blow job with lot of pressure from her tongue. I reached down and gently lay a hand on the back of her head, gripping a fistful of her hair that had been relaxed and lightened into loose curls highlighted with blonde streaks.

The vibrations from Erika's moans rippled through me and I would have been content to receive a blow job from her to completion, but that's not what she was hoping for, and honestly, I was excited to be the man she chose to take her virginity.

I reached down and lifted her to her feet, kissing her as our two naked bodies embraced. Guiding her down to lay on the couch, my hips parting her thighs as her smooth brown legs raised up and wrapped around me.

I ground against her for a moment, my hard cock sliding along the folds of her very wet pussy as I looked down into her big brown eyes.

"Are you ready?" I asked.

She bit her lower lip and nodded, tensing in a way that was both unhelpful and unavoidable. I pulled my hips back and reached between us, wetting my head and finding my mark.

I pushed forward and began the process of opening her, going slowly into untouched territory. She gasped as she felt me slide in a few inches.

I pulled back and pushed a little further into her. She rose up to meet me, which was a good sign, so I pulled back again and thrust hard and deep into her, sinking most of the way in.

I watched her eyes the entire time and as I pushed deeper than anyone had been her eyes shot wide and she gasped, "Oh God, Alex..." But it was done, and she was no longer a virgin.

I smiled down at her as she tried to control her breathing, remaining deep in her, letting her adjust. "Are you Okay, Erika?" I smiled softly.

She nodded as her breathing slowed and she relaxed. Still her tight young cunt gripped me and spasmed as it strained to accommodate the invasion.

I pulled back, and slid forward, and again. Moving slowly, short movements, letting her get used to the sensation. Of course I had to be gentle earlier in the day when I took young Kate's ass, but this was different, and it had been a very long time since I had sex with a virgin.

Erika moaned under me as I gradually picked up the pace, each thrust forward feeling her relax and let more of me slide into her. Deeper and and deeper I went, faster, her hips thrusting up, eager for more.

"Oh God Alex," she moaned, "this is so much better than I imagined. I don't know what I was afraid of."

Her lithe legs wrapped around my waist and encouraged me to fuck her deeper and I obliged. We must have looked a sight, her mocha legs wrapped around my mostly pale waist as she pressed up into me, both of us moaning and grunting as we began to fuck in earnest as her fear and discomfort vanished.

She breathed, "I wanna be on top, can I be on top?" Some combination of command and request, but I nodded and pulled out of her and sat on the couch with my thick cock sticking up and glistening, ready to re enter her. I noticed there was no sign of blood, which I knew to be an indication of her arousal and my gentleness.

She straddled me and reached between us, guiding me back into her as she lowered down. Sinking all the way until I was as deep in her as I could go. She bucked her hips back and forth as I filled her, riding me.

I now understood. Despite her hesitation about penetration, Erika was a girl who knew what she wanted, knew what she needed, and as she ground down with my cock reaching her depths, I knew that she already understood how to get herself off.

Grabbing her ass with two hands, I encouraged her to grind and fuck my stiff cock, as we both moaned into the empty room. She started a mantra of, "oh fuck... oh fuck... yes... yes," becoming increasingly needy, higher and higher pitched as she neared her release.

For my own part, I was doing my best to hold back, the grip of her tight, previously virgin pussy milking me was becoming too much for me to resist. Even after the weekend, my balls were tightening as my cock swelled inside the young woman. I just needed her to get off and I knew that I would release into her.

She began to shudder, spasms slowly rippling up her body as her movements became erratic. "That's it, Cum for me," I breathed, encouraging her.

But even as I said it, something caught my eye, movement in the doorway. As Erika ground down hard, I glanced and saw the shadow of one of the girls peeking around the corner, watching us. But couldn't tell who.

Erika let out a guttural cry as her orgasm overtook her, which brought my attention back to her and my own impending orgasm. Her cunt milking me as it contracted around my thick cock lodged deep inside the young black girl riding me. But it was only when I felt her push down hard and my cock head press against her cervix that my own orgasm triggered, pumping her full of my seed as she wound down her own climax.

When I had finished, still catching my breath, Erika slumped forward as I held onto her. This gave me a better view of the doorway, but there was no sign of whoever it was that had been watching. And even as I cradled Erika, still inside the freshly fucked girl, I wondered more hopefully than I'd care to admit: Could it have been Ashley?