Senior Year Memories Ch. 34

One step at a time.

"Thanks," she said, kissing me again. "I really appreciate you doing this. All of this, I mean."

"It's my pleasure, really," I said.

"I know," Jennifer replied, looking down at my erection. "In more ways than one."

I looked down, then shrugged. "That will happen when I have a hot, naked girl in my bed."

She laughed. "And that does happen so often."

"I've been very lucky, what can I say?" I quipped back.

Dropping her voice a little lower, Jennifer continued, "You made me feel really good with your mouth, and I'd like to do the same for you. Give you a blowjob, I mean, Ryan... is that alright?"

I smiled, then kissed her. "Certainly. Far be it from me to turn down an offer like that."

"Thanks," she said, grinning. Jennifer made her way down my body slowly, licking and kissing me and even briefly sucking on one of my nipples. She was a little clumsy, but enthusiastic, which more than made up for any lack of expertise. That, and her stroking my cock, of course. She'd remembered what she learned from earlier well, and was quite enthusiastic when it came to pleasing me. She had a ways to go still, but with practice... yeah, I was pretty sure that Jennifer would do quite well for herself.

Finally she crawled between my legs, her face level with the head of my fully erect cock. Jennifer gently ran her hands over it, admiring, gently squeezing and stroking me with one hand while fondling my balls gently with the other.

"This cock... it's amazing..." Jennifer said, her voice filled with awe. "It's so big, and you know how to use it well."

"Practice makes perfect," I groaned, unable to take my eyes off of her as she leaned in and kissed the head. "Feels good."

"Thank you," she said, her voice high and sweet as she leaned in and kissed it again. Jennifer stuck out her tongue, licking up the precum, her eyes lidding over slightly at the taste. "Yummy."

"I've been told as much," I replied. "Do you... how much do you need me to tell you what to do?"

"I know some, and I have practiced," Jennifer said. "Just with toys, but I know that teeth are a big no no, and I can get quite a bit down my throat, so, if you tell me what feels good for you, I think I'll be able to pick it up in a hurry."

My cock twitched at the knowledge that she had practiced deep-throating. That would certainly come in handy.

"Why don't you give it a try, and I'll give you notes as we go," I said.

"Wonderful," she said, wrapping her lips around the head briefly in a firm, loving kiss, her tongue swirling so deliciously I couldn't help but moan as she rested there. "That will be *very* helpful."

I groaned with need, a sudden desperation for her to suck my cock growing within me. Her lips and tongue felt so good against me, and that hungry look she gave me, one that was equally sweet and lusty, it was too much for me.

"Please, Jennifer... suck my cock," I begged.

She kissed the head one more time, then said, "Gladly."

And then, don't ask me how, she seemingly inhaled half of my cock in one go.

"Oh, fuck, Jennifer..." I groaned, dropping my head back. "You really have been practicing!"

She pulled her mouth from my cock, smirking and said, "I told you."

"And I believed you, but... still..." I hissed, unable to say anything as she inhaled my cock yet again. She bobbed up and down, slowly taking more and more of my cock into her mouth. Her eagerness may have outstripped her skill, as there was a definite roughness to some of it, and she was both gagging and teary from taking so much of my cock roughly into her mouth, but soon enough she had taken my entire length.

Jennifer came up for air, choking and coughing, with long strands of drool connecting her mouth to my cock, but beaming from ear to ear.

"I did it! Fuck... yeah, I did it!" she declared proudly, kissing my cockhead.

I would have congratulated her, but found words difficult to come by as she swallowed my cock yet again. Though it was far from the most expert blowjob I had ever received, it was still a blowjob, and a pretty good one at that. What Jennifer could do with her mouth needed some refinement, but if it meant getting regular blowjobs from this eager sexpot in training... well, I was willing to be her practice subject.

"That's good, that's good, but slow it down a little, find a rhythm," I groaned, instructing her as I gently took hold of her ponytail and guided her pace. "It's not a race, and you don't have to do *everything* all the time, just find a rhythm that feels good... yes, like this... find a rhythm, and never neglect the head, especially with your tongue... yes, like that... fuck..."

Jennifer caught on quickly, alternating between fucking me with her mouth and throat and then resting at the top, suckling at the head and tip like a particularly tasty piece of candy and driving me utterly wild. I was content to just lie back and take it, happy to let her explore and figure all of this out on her own, until she pulled her mouth from my cock.

Before I could utter a word of protest, soon she had her tits wrapped around my cock, pressing them together and fucking me silly with her drool and precum-coated tits.

"I've always wanted to try this," Jennifer said, smiling at my reaction as she titty-fucked me. "I think I'd need more lube to do it right, but seeing your reaction is pretty great. How does it feel for you, Ryan?"

"Really, really, good," I groaned.

"Oh, cool," she said, tittyfucking me harder. "I was really worried I wasn't doing it right."

"Oh, no, you're doing a very good job," I said, amazed at the sight of my cock disappearing between her massive tits. Jennifer smiled at me so cutely, so hopefully, that I couldn't help but smile back at her. This girl who had come here so nervous was now looking like she felt comfortable in her own skin for the first time since, well, since I'm pretty sure I'd ever seen her.

I moaned at her attention, feeling like I was approaching the edge once again.

Jennifer looked down at me, worried. "You're not going to cum again, are you?"

"Is that a problem?" I asked.

"I mean, no, it's not, but it kinda is, because there was something else I wanted to do before you came again, because, I was trying to get you hard again Ryan, so I could..." she trailed off, speaking quickly in a more energetic version of her nervous voice than I was used to.

"What do you want to do?" Ryan asked. "Tell me, what do you want to do?"

Jennifer looked at me nervously, but then shook her head slightly as if fighting some great internal battle to determine what she wanted. It looked like the person she wanted to be had won out, though, as soon she climbed over me until she had lined her pussy up with my cock. Reaching down, she grabbed hold of my shaft and pressed the head against her lips.

I looked into her eyes as she settled down onto me, my cock once again sliding deliciously inside of her tight cunt. It was a different sensation, being inside of her while she had the butt plug in, much tighter than when we'd first had sex, but the way she shut her eyes and her mouth dropped open pleasurably as she settled down on me, I wasn't in a position to care about comparisons.

Rather than think too much, I simply reached up and squeezed her tits, running my thumbs over her nipples and loving the sounds she made.

"Oh... Ryan..." Jennifer cooed, looking down at me with pride and lust.

"You're in complete control, now," I said, looking her up and down and licking my lips. "Fuck me, Jennifer."

She must have liked the commanding tone to my voice, because her smile broadened, and soon enough she began to ride me. Jennifer was slow and tentative at first, trying to find the right angle, the right speed, but rather than get discouraged as her first few attempts to ride me didn't seem to be getting the results she wanted, I saw her grit her teeth and change positions, shifting around until something seemed to properly excite her. As she began to bounce up and down on my cock with more speed, her gritted teeth turned to a proud smile as she began to ride me properly.

"Oh, fuck, yes, this is amazing, this is amazing," Jennifer groaned as I dropped my hands from her tits to her ass, squeezing her and helping her ride me.

"Yeah? You like being on top?" I asked, squeezing her round ass cheeks and making her squeal.

"I think I just like sex... but yes, being on top is something else," she replied, fucking me harder. Her massive tits bounced in glorious synchronicity with her body, while Jennifer moaned and laughed and stuck out her tongue with distinct joy.

I fucked up into her, grunting. "Way better than porn, isn't it?"

"Way," Jennifer responded. "It's got its charms, but it doesn't have anything on having almost a foot of cock destroying your pussy."

"Destroying?" I asked, laughing slightly as she bounced on my cock.

Jennifer rolled her eyes, then let out a moan. "You know what I mean."

"I do..." I groaned, leaning up to suck on her nipples.

She moaned, riding me with a greater confidence. Though her tits bounced too much for me to suck on them for very long, with my hands on her ass and her leaning down to kiss me, I was in a pretty heavenly place. Watching Jennifer come into her own in front of my very eyes while she rode me, feeling her soft, beautiful body against mine as her cunt expertly squeezed my cock... yeah, she was something special. If we kept doing this, I got the feeling that Jennifer was going to prove very special indeed.

She ground against me, fucking me harder, needing to grip the headboard above me for traction as she rode me for everything she was worth. This wasn't the timid, sweet initiation to sex we'd managed not long before this, no, this was something altogether rawer, more passionate. That she could catch on so quickly was unexpected, but welcome, and soon I wasn't thinking, wasn't planning, wasn't there to make this an educational exercise, no, I was here for the ride, the experience, for the two of us to just connect and reach those pleasurable heights together.

"This feels so good..." Jennifer moaned, slamming her hips down onto mine at an almost blinding pace.

"So tight... so hot... amazing..." I grunted.

"I'm gonna..." she groaned, her body tensing ever so slightly.

"Me too..." I said.

"Do it... set me off, fill me, fuck me, cum in me, do it, Ryan, do it, make me cum, cum, please, Ryan, please..." Jennifer moaned, riding me harder, staring into me with those beautiful, deep brown eyes. She was breathing raggedly, her mouth already dropping into that perfect little O-shape her lips formed whenever she was cumming.

I didn't hold back. I grabbed her by the hips, fucking up into her as hard as I could.

This was apparently what she needed. Jennifer cried out, her body jerking against mine as a powerful orgasm overtook her. She moaned and cried out, dropping her hands from the headboard to me so she could hold on through her orgasm while her pussy clamped down onto me.

That was more than I could handle, as I too let loose, letting pleasure flood my body as I came inside of her yet again. Moaning and cooing, she slowed the rocking of her hips against me, squeezing and milking every last drop out of me until it felt like I barely had any fluid left in my body.

Eventually, panting and utterly spent, Jennifer pulled herself off of me and collapsed next to me on the bed.

"Wow..." she said, her voice weak. "I could... I could really get used to this."

Looking at her, so utterly naked and free, dripping with our juices, I was compelled to ask, "Mind if I get a picture of this?"

"Sure," she said, waving casually.

Taking my phone from the bedside table, I swiped past the texts I'd received, took a quick couple pictures of her like this for my album, before being hit by further inspiration. Taking her phone once again, I took a picture first of her, then of me, after this, before making a couple quick adjustments in her phone.

"There, created a new album for you, something to help make the most of the rest of your year," I said.

Jennifer took her phone from me, looking at the album I'd created of pictures of our fun. "Senior Year Memories?"

"It seemed appropriate," I said. "You want to jump into this life, a Senior Year Memories album certainly wouldn't hurt. Having this with me this year, it's helped me in ways I never would have expected, kept me going, encouraged me, and I think something like that could help you too."

"I guess it couldn't hurt," she said, curling up contentedly next to me on the bed. "So, don't take this the wrong way, but I think I could use a little bit of a break after all that."

"Me too," I admitted. "I did pre-order some pizza, though, and that should be arriving soon. So, recharge break."

"Recharge break," Jennifer said, closing her eyes pleasantly. "Cool."

"Cool," I replied, cuddling up next to her.

We stayed like this for some time, quiet and contented, catching our breaths as we just basked in the afterglow of some quality sex.

"So, I was thinking..." Jennifer finally said, her voice a little dreamy as she reached behind her.

"Yeah?" I asked.

With some discomfort on her face, I saw her pull out the butt plug, then set it on its base on the bedside table next to her. "Earlier, you said you'd introduce me to your friends. To Josie, and Brooke, and Alice, to see if they could help me out in figuring whether or not I might like to fool around with girls... and I think I'd like that. If they're still there, still waiting, I mean. It's not that I don't love what we've done here, and what you can do with... everything, but-"

I laughed, gently stroking her thigh. "Don't worry about it. I could use the break, and we're here to help you get a little bit of everything today, right?"

Jennifer sighed with relief. "Exactly."

"Cool," I replied, reaching back for my phone. "But should you find that they don't suit you, I'll still be here."

"I think I'll be fine, but thank you," she said.

"Cool," I said again, sending out a quick text.

Me: She's ready, would love to meet the three of you.

Josie didn't wait long to respond.

Josie: We'll be right there. And we'll rock her world.

I grinned at the text.

"What?" Jennifer asked, looking toward me, curious.

"I should probably give you some head's up on what you're getting into. Josie... she's amazing, but she can be quite aggressive when it comes to getting what she wants. And Brooke... well, she's also aggressive, but in kind of the best, hyperactive sort of way. If you're just looking to have a seriously fun time with a girl, I don't think you can do better than Brooke," I said.

"Good to know," Jennifer replied. "And Alice?"

"She's laid back. Relaxed compared to the other two. Really into watching and being watched," I said.

Jennifer smiled widely at this. "Oh, now *that* sounds like a lot of fun."

"Good," I said, leaning in to kiss her.

Before I could, I heard the doorbell ring.

"...well, that was fast," I said, hopping out of bed and quickly dressing in my t-shirt and sweats.

"Should I put on clothes, or..." Jennifer trailed off.

"Stay here, shouldn't be but a moment," I said, grabbing my phone and jogging toward the door. Stopping quickly, I added, "And stay like you are. I think they'll like the view."

Jennifer smiled at me sweetly, then nodded, wrapping herself up slightly with a blanket.

I left the bedroom and answered the front door, pleased to find three of my favorite people in the world standing on my front porch.

"This is gonna be so much fun!" Brooke King shouted. The tiny, petite blonde's pigtails bounced enthusiastically as she jumped into my arms and gave me a big kiss. Wearing a tight pink t-shirt that showed off her belly button and cut-off jeans that barely covered her ample ass, she was a welcome sight like always.

Talking a mile a minute, she declared, "We're gonna make her understand that she's, like, totally so bi, it's awesome though for the first time because they don't know what they're getting into, but-"

A soft, firm hand squeezed Brooke by the shoulder, pulling her away from me.

"Brooke, go easy. First times aren't always as easy for people, we don't want to scare her off now, do we?" Alice Talbot proposed in her lovely accent. A beautiful and athletic black girl with an impressive afro of loose curls she kept tied back today, she wore a colorful, comfortable skirt and a pale, loose-fitting top, neither of which did anything to hide her impressive and tight curves. Although new in town, she had acclimated to the more over-sexualized aspects of Regan Hills quite readily.

"But I don't wanna go easy!" Brooke pouted.

"Just have patience, sweetness," Alice said, gently stroking Brooke's chin before taking me into her arms for a lingering kiss. "Feel free to take your excess energy out on me first while we ease her in."

Brooke grumbled. "Fine. If I have to."

I kissed Alice again, and said, "Thanks."

"Oh, the pleasure is all ours, seriously," Alice said.

The last to walk inside was my first girlfriend, Josie Wong. Dressed in her usual dark coat and black, gothic attire, her pale skin, pretty face and glossy black hair had her looking as lovely as ever. Her short, tight skirt hugged her ass, while her barely-there top barely covered her massive tits under her top.

"You're sure she's ready for this?" Josie asked, stepping inside and kissing me passionately. I melted into her, the two of us making out in the doorway for a good moment before she stepped inside.

"Even better," I said, breaking the kiss, breathless. "She's sure she's ready for this."

Josie smiled a black-painted smile. "Yeah, that *is* better. We'll hang here, you better pay for your pizza first."

"Pizza?" I said, looking confusedly out at the porch at the deeply confused and surprised-looking pizza girl. "Oh, crap, right!"

"We'll hang, but don't take too long, I'm horny!" Brooke called out from the living room, already taking off her top and freeing her pert A-cup tits. Thankfully, Josie was quick enough to pull her aside, out of view of the pizza girl.

Grabbing the cash I'd left on the table beside the door for this occasion, I looked at the delivery girl with a bit of embarrassment. A petite Latina college student, I recognized her from the few times she'd delivered over the last couple months.

"Sorry about that," I said, looking down at her nametag to remind myself of her name. "Maggie. Things get a little crazy around here sometimes."

"I can tell," she said, handing over the pizzas as I gave her the cash. "Can I... can I ask you a question?"

"Sure," I said. "And keep the change."

"Ah, thanks..." Maggie said, her smile brightening. "It's just, every time I've come by here you seem to be surrounded by some combination of different beautiful girls, and I gotta ask... what's your secret?"

I grinned. "If I told you, it wouldn't be a secret, would it?"

She smiled, nodding. "Fair enough, fair enough..."

A brief flash of thought hit me, and briefly I considered inviting her in, but with the four girls I was already managing, that seemed impractical.

"Well..." Maggie added, quickly pulling a pen from her pocket and scrawling something on the receipt, "If you're ever in a place where you don't have company and need some, this is my number."

Grinning, I pocketed the receipt. "Good to know. Thanks."

Grinning back, she walked back to her car, giving a little extra sway to her step that seemed intriguing.

Pizzas in hand, I turned back to Alice, Brooke and Josie. "Come on. I'll drop these off in the kitchen, then introduce you to Jennifer."

"Goodie," Brooke said, licking her lips.

I led them to the bedroom, watching them as they shed clothing items along the way until the three of them were gloriously naked. They weren't waiting on introducing Jennifer to the joys of girl-girl fucking, I had to give them that.