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Part 2, where Joelle makes me a bottom for the first time ever.

I’m laying in bed with Joelle after we’ve cleaned ourselves up from our earlier escapade.

“Next time, I wanna be inside you…” Joelle says to me.

We both laugh at the sudden and straight forward statement, as any awkwardness has obviously dissipated now that we’ve been intimate with one another. We’re both still completely naked lying in bed, facing one another. Even though we laughed, when she said she wanted to be inside me, I felt my cock twitch slightly, still recovering from my earlier orgasm.

“I thought you said you only top guys who are smaller than you?” I say, knowing that my cock is slightly larger than Joelle’s.

“Yeah I know, and trust me, it’s not because you didn’t do a good job, I mean did you see how much I came? I was practically shooting to the ceiling!” Joelle says. “I loved how you stretched me out, I just want to make sure that if it’s something you’re interested in, that you can have your first time experiencing anal with someone you trust and are comfortable with.”

*wow that’s extremely thoughful* I think to myself.

“Yeah, why not,” I say, giving into the temptations. “From seeing how much you were enjoying it, it has to feel pretty fucking good I guess! We might just have to take it a little slow at first until I figure it out.”

“Of course!” Joelle responds. “I’ll be as gentle as possible.” Joelle smiles and blushes, imagining herself fucking me I assume.

“You just might have to give me a few minutes to recover from the last one, I don’t think I’m ready to get hard yet,” I say to Joelle.

She giggles and agrees, as she feels the same way. Her cock is also still soft as it sits between her legs, cradled by her balls.

We relax for a bit and sit in silence, just looking over each other’s bodies for a few minutes. Joelle begins to trace her hands across my abdomen, repeatedly moving her hand up and down from my belly button to my chest, twiddling her fingers in my chest hair. Eventually she veers to the side and begins to play with my nipples gently.

“Do you like it when I play with your nipples?” Joelle asks through a sly smile.

“It actually feels pretty good, I can’t say I’ve ever really had anyone do it before!” I respond.

She continues to make her belly button to chest motions, occasionally stopping to play with my nipple to keep it hard.

I take her continued efforts as a hint and start caressing her breasts in my hand, cupping them and slightly brushing her nipples every now and again, watching them get hard in response to the contact.

“Your tits are seriously amazing, like perfect,” I say to Joelle.

She smiles and blushes, biting her lower lip. “You really must like them based on how much you came on them earlier. You practically covered them completely, and my face.

Now I blush and laugh. It’s amazing how comfortable and relaxed I feel with Joelle right now.

As Joelle continues to tickle my torso, she begins to get a little more aggressive with her nipple play. It’s nothing more than gentle pinches but it’s more than she was doing before. I take notice and start to play with her breasts more firmly, pinching her nipples. I see her close her eyes and bite her bottom lip again. I am beginning to get turned on as my post-orgasm lull is starting to wear off. I take my hand and run it down her side to her ass, squeezing it tightly as I start to get more turned on.

I feel my cock twitching more often and eventually feel it begin to grow, awakening for round 2. Joelle moves her legs a bit and I imagine she is feeling the same thing. I continue watching Joelle’s face for cues that she is enjoying having her ass played with.

It’s not long before I feel my cock really starting to lengthen. Within a matter of seconds, I can fully erect, when suddenly I feel the tip of my cock prod against something. I think it’s Joelle’s leg but it feels smaller than that. I look down to see that Joelle is also fully erect and out cocks have legitimately touched tips from our erections.

We both look down at the same time and then look back to each other and laugh at the funny coincidence.

Joelle then reaches down and grabs ahold of both of our cocks and begins stroking back and forth, pleasing both of our cocks at once.

“Mmmm, does that feel good for you?” She asks me.

“It feels amazing,” I respond. She continues to gently stroke both of our cocks against one another, as if they are stuck in a Chinese finger trap.

“Mmmm fuck, if I had known your cock was so big I would’ve made sure to stay more connected,” Joelle says. Her constant compliments of my cock are really turning me on.

Joelle grabs my hand and motions it downward, telling me to take over. I grab our cocks and start stroking just as she had, slowly and gently, feeling every inch of each other. As I do so, she reaches around and begins to tickle my ass, eventually reaching her finger to my asshole and prods against it gently. This new slight sensation is actually feeling okay to this point. I’m sure that she is just trying to get me used to the feeling before we move forward. She continues to prod slightly harder but nothing more than that, just applying some pressure to my asshole.

I feel some precum beginning to leak from both of our cocks as my hand is running more smoothly over both of ours. I look down to get a better look at her cock to see what I’m up against. It’s circumcised and about 6-6.5”. Not overly girthy but definitely not too skinny either.

*this is definitely gonna be an experience* I think to myself.

Joelle must be getting willing as I feel her finger slightly enter my asshole. It catches me off guard and I jerk forward slightly.

“Do you think you’re ready?” She asks politely.

“I guess we can give it a try and see!” I respond.

Joelle gets up off the bed and bends down to grab something out of her bag. When she comes back up I see she is holding a bottle of lube.

“We’re gonna use this this time,” she says laughingly. “I want it to be as smooth as possible for you!”

“So do you have any tips for me? Or positions that are more comfortable for anal?”

“It just all depends really. I personally like doggy but some people can open up easier in missionary, so we’ll just have to see! I’ll use a fuck ton of lube. And really just try to relax as much as you can. Once you start feeling control of your ass you can kind of control it better.” She says. “A trick for me is to honestly just start pushing outward with your asshole, it seems to open it up more.”

“Alright I’ll try my best, maybe just use your fingers for a bit first though until I get used to it?”

“Of course, we’ll take it slow!” Joelle says.

I turn around and get on all 4s on the bed, assuming the doggystyle position. I’ve lost my erection but am still very turned on. I guess it’s just because I’m a little anxious. I heard Joelle open the lube bottle and put some on her fingers.

“Okay, are you ready?”

“As I’ll ever be!” I respond.

Just then I feel the pressure of Joelle’s finger on my asshole as it begins to prod against me. She pushes harder and I still feel it struggling to get in.

*push out* I think, remembering what Joelle said.

As soon as I do, I feel my asshole relax and Joelle quickly enters in two knuckles deep. The pressure is a completely new sensation that I really enjoy. I feel my cock come back to life as blood begins to rush back to it. I surprisingly let out a moan.

“Does that feel good?” Joelle asks.

“Fuck yes…” I say, trying to maintain my composure.

Joelle gently works her finger back and forth. Suddenly I feel another finger enter my ass, and then a third. It catches me by surprise but I don’t tell Joelle to stop as the feeling of her stretching my ass is really feeling good. I look down to see my cock is hard again, dripping precum from these new sensations.

Suddenly she removes a finger and curls the remaining two inside of my asshole towards my balls. It’s almost as if she is tickling the inside of my asshole and it feels so good that I continue to moan louder.

“Ohh fuck!” I say. “Mmm I think I want your cock now, Joelle.”

“Mmmm okay,” she says softly. I feel her remove her fingers as I stay in the doggy position. She shuffled behind me, getting into position. I hear her apply lube to her cock and then to my asshole.

“It’s gonna be a little more pressure so just tell me if I’m going too quickly,” She reassure me.

I feel the warmth of her cock press against my ass. I’ve loosened up some from the fingering and again attempt to loosen my asshole for her. Suddenly there is an immense pressure and I feel the head of her cock enter my asshole.

*yeah there’s definitely more pressure* I think to myself

I pull away slightly and Joelle notices, holding back. Her cock is still in me but she waits a moment before continuing. I feel her pushing her cock in deeper, half inching her way into me. After a while the pressure continues to create until I feel her public area press against my ass, letting me know she is all the way in. She sits there for a moment, and leans forward, reaching around to tickle my chest again. She then runs her hand down my abs to my cock, grabbing ahold and giving it a few strokes. It feels absolutely amazing to be filled and stroked at the same time that I never would’ve imagined.

I push back against Joelle, teasing her to continue. She quickly takes the hint and stands back up, grabbing ahold of my hips. She begins to withdraw her cock slightly and then forward again, slowly fucking me deeply. The pressure lessens slightly as I get used to the sensations but the pleasure is still there. I look back down to see my cock leaking like a faucet with precum. I feel Joelle’s balls slapping against mine as she fucks me, harder and harder. Finally she pressed against me deeply before pulling her cock out completely.

“Flip onto your back,” she orders me.

I obey and turn around onto my back, instinctually grabbing my legs behind the knees to hold them back for her entry again. She stands over top of me and looks sexy as hell, her gorgeous tits glistening a bit with sweat, her cock at attention, eagerly awaiting entry back into my ass.

She moves forward and prods my ass again, entering more easily this time. She continues all the way in, fully inside of me. I see her bite her lip and close her eyes as she moans with pleasure. This new view is much more enjoyable for me and is pushing me almost to the edge. I don’t grab my cock yet as I want it to continue longer and I’m afraid I will cum too quickly if I do.

After a couple minutes of rhythmic strokes, Joelle picks up the pace and really starts fucking me. I mean really fucking me. I start to question how my ass can even handle this but the pleasure it too much to dwell on. She continues faster and harder, powering her cock deep inside of me. Suddenly I feel her hand on my cock as she begins to stroke me with her thrusts.

The pleasure is too much for me to handle. I moan with each thrust, “I’m going to fucking cum!!!” I say loudly, unable to hold back.

Joelle doesn’t quit, she keeps stroking me as my cock erupts, spraying cum into an arc up in the air and back down onto my stomach. Joelle notices and points my cock at herself, getting my remaining cum to shoot onto her stomach as she’s fucking me. Before I am completely finished, Joelle moans loudly as well and pulls out her cock, stroking it as I anticipate she is about to cum. She looks at me, unsure of where to put it.

I immediately stick my hips upward, hoping she gets the hint that I want it back inside my ass. She does as she quickly enters back inside of me, thrusting only a time or two before I feel a warmness filling my ass. She slows down her thrusts as she cums into my asshole, I feel the throbbing of her cock releasing it’s seed into me. She jerks slightly at the pleasure of the creampie, unable to hold back her orgasmic spasms. Her breathing begins to slow as she finishes, the throbbing eventually slowing to a stop. At some point Joelle had grabbed ahold of my cock and is squeezing it tightly, I guess as a handhold for her orgasm.

We are both left breathing heavily, Joelle still fully inside of me. She collapses on top of me, laying with her breasts flat against my chest. She looks at me and kisses me deeply. Just then I feel her retreat her cock out of my ass, as it slips downward, having completed its job and beginning to soften again.

“So…..how was it?” Joelle says, fully knowing the answer.

I’m at a loss for words, trying to comprehend what just happened. I had never envisioned myself doing anything like this before but it was absolutely amazing.

“That was….the best fuck I’ve ever had…” I say still out of breath. We both laugh, knowing we’ve just fucked all of the cum out of each other.

We both get up and walk to the bathroom to clean off. We jump in the shower together to get fully clean. Joelle washes me dick for me and I do the same for her, continuing the slight intimacy in our post-orgasmic states.

As we lay back down on my bed (Joelle has abandoned her air mattress), she says, “So, do you think your into anal now?”

“Yeah, you could say so,” I respond laughingly. With that I kiss Joelle who lays her head on my chest as we both fall asleep, entirely satisfied.

NSFW: yes

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