The Bet-Salad Tossing First Time Anal Story by Salty Vixen

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On my prompt return from the bathroom with the wine bottle, I refilled her glass. Bri sat on the edge of the bed, examining her butt plug's remote control while rubbing her pussy. I handed her the glass. She took it down in three swigs and then placed it on the dresser.

"Okay, let's do this." Bri scaled the bed and got on all fours with her feet hanging over the edge.

"Um, wouldn't you prefer missionary position? It'll make it easier for you."

"Nope. I'm a big girl. I can handle it."

As you wish. I moved behind her and placed my hands on her firm cheeks. I slid my thumbs to where they were held apart by the purple plug and pushed them farther open for a better look. It was one sexy view.

I locked my fingers on the toy and slowly pulled. She moaned as it stretched her little hole. Her sphincter widened and locked around the widest part of the plug. It slipped out with a pop.

"Oooh," she groaned. "That almost felt like I was on the toilet."

I stood upright and shook myself out the trance of watching her asshole reseal. Fuck, that was so hot.

I tossed the vibrating toy on the bed, closed in on Bri and placed a hand on the small of her back. I took hold of my shaft with my other hand and guided it forward.

It dawned on me this was it. I'd finally get to know what anal with my beloved girlfriend was like. My heart thumped with excitement.

"Mind taking my pussy a little before you start? I'm in the mood."

I paused. "You know now that I think about it; I actually forgot to lube up."

Feeling somewhat disappointed her ass would have to wait, I aimed lower and squeezed my glans through her opening. I took hold of her flaring hips. Both of us moaned as I thrust and stretched apart her inner walls. I pulled out without haste and then pushed forward with control.

I have to say, fucking my girlfriend has always been a pleasant experience. Her pussy fitted my cock like a glove. She was tailor-made for my girth.

The rock of my hips continued.

"Babe. C'mon. I want it hard right now."

I considered. Even though my trip to the bathroom had cooled me down, I knew a fast pounding rhythm wouldn't take long to send me over the edge.

However, I couldn't turn down her request. My stupid macho man pride came into play. That primal instinct to fulfil your woman's every whim in bed had the wheel. I thrust my hips with authority.

"Ahh. Yes. Just like that," she said as my pelvis slammed against her ass. I withdrew and once only my cockhead remained between her labia I thrust forward again, eliciting another groan from Bri.

I kept going, plowing into my girlfriend at a medium paced but forceful rhythm, tugging her hips to crash into her meaty cheeks with my pelvis.

Her moans, grunts, groans and cries of delight only egged me on. I thrust harder, faster and deeper, loudening the fleshy sound of our bodies coming together.

"Ahh! Yes, babe. Just like that. Oooh...Yes!" she cried as her head snapped back at every insertion of cock.

My hips thrust. Our flesh slapped. My girlfriend whimpered. And my erection threatened to tear at the seams. It was too much. If I could've kept steaming ahead, I would have, but had reached my limit.

I knew my ego would lead me astray.

I felt my balls churn and erection stretch to its fullest extent. A tsunami of euphoria crashed over me. My grip on her curves tightened. I yanked her hips, thrust and groaned.

My cock pulsated between her velvet wet lips. My semen gushed out and flooded her inner walls. My euphoric high intensified and hips bucked on her buttocks.

"Ahh, fuck," I cried.

I let out a loud exhale and once my last few spurts were sent on their long trip to her ovaries, I slowly pulled out with a squish. Some of my semen ran down over her clit, trickled to her mons and dripped to the sheets. It took a few seconds for my senses to return.

"Sorry about cumming so quick there, babe. I've been waiting for that orgasm for a while now."

"It's okay. We can go again when you're ready."

We moved to the middle of the bed and lay in our nudity on top of the covers. Her head rested on my chest and shoulder. My arm had traveled around her back and hand had stopped on her waist. Her arm lay across my stomach and leg lay on top of my own. We cuddled and enjoyed each other's warmth in silence.

Minutes of relaxed breathing passed.

"You know what, babe," I said, "I've been thinking."

"About?"

"This whole thing hasn't been sitting right with me."

"Huh?"

"This whole bet thing."

Her head moved and she looked me in the eye. "What are you on about?"

"I'm talking about the prize that soccer game won me today. As much as I want it, I don't really like how I'm getting it. It feels like I'm forcing you to do something you don't want."

Bri thought. "I don't know what you want me to say."

"Nothing, really. I just wanted to let you know--that I'm out. We don't have to have anal sex, anymore."

She paused, thinking. "Why the sudden change of heart?"

"Like I said, it just doesn't feel right. It hasn't actually felt right not so long after I won the bet. I think my urge for anal was just so strong...I was kinda able to...block that voice out. But as I lay here with you, like we normally do, I realize just how much I care about you, and have always cared about you.

"My job is to make you feel safe and protected. Not terrify you. And if that means I have to sacrifice this one little thing to make sure that happens...so be it. Your happiness should--and will always be my highest goal."

Bri went quiet.

Then she squeezed my frame and said, "Thank you, babe. I really appreciate you saying that. You don't know how much it warms my heart."

I smiled.

"Oh and Dale..."

"Yeah?"

"I love you."

I smiled, again. "I love you, too, babe. Always." My face moved in and we kissed.

"Although," she said as our lips parted, "I do wonder when you Americans will finally learn the difference between 'lay' and 'lie.'"

"Oh here we go again."

We chuckled and then reunited our lips. She stroked the side of my face as our mouths smacked. Then we pulled apart and reclined, cuddling.

Soon, my eyes closed.

*

I lay in my bed, seemingly alone, falling in and out of sleep. I looked down and noticed a girl without a face between my legs. Even though she had no discernible facial features, she found a way to smile. Her head dropped and this mystery woman took my limp cock inside her mouth.

That was the clue I needed. I wasn't always good at realizing this, but it became obvious I was in a dream. There was no way anyone other than my girlfriend would take me between her lips. Sure, it was possible. But it wasn't something I'd planned on any time soon.

Now if for some weird reason, a random woman found me alone somewhere and then decided to get on her knees, pull out my cock and gave me a blowjob, I do believe I would have found the self-control to put a stop to it.

However, given the woman in question was a faceless girl from a dream world, I lay back and allowed the bob of her head.

Bri had my absolute loyalty in real life, but in the land of my mind, all bets were off. This was as far from cheating as stroking my cock to thoughts of Scarlett Johansson in her Black Widow attire.

My cock flexed and steeled between the mystery girl's jaws as she sucked. She was gifted with an abundance of talent. Her mouth had no issues taking in my entire length.

I loved the realistic feeling this dream delivered.

The girl's head bobbed. Then I felt my body rouse as my mind got pulled from the dream. Typical. This always happened before I could get to the best part. I tried to focus my mind and stay in the dream. And somehow, I managed to pull it off.

The faceless girl came into view as her head moved, deep-throating my cock with her soft hand on my balls. I placed a hand on top of her head and enjoyed her hot wet mouth. She slipped from my fingers with a smile. She grasped my cock and stroked it, deciding to switch to a hand job.

This made no sense. Why go back a step in foreplay? I tried to tell her using her head would be better, but my words refused to depart my mouth. I felt my body rouse again, dragging me from the dream. Dammit.

I tried my best to stay in, but my mind got yanked further and further. It was hopeless. Somehow, though, I still felt the faceless girl's hand slowly moving up and down my erection.

It felt good. I tried to enjoy the sensation while it lasted.

Then my eyes creaked open long enough to take in a blurry but recognizable face. I opened them, again. It took a moment for my vision to clear. Bri's smiling face came into focus.

She was as naked as I'd last remembered seeing her. Her hand was around my hard cock, stroking.

Was she the faceless girl in my dream? It made sense. Her hand felt odd somehow, though. Its movements were too slick. How much pre-cum had she managed to extract?

I yawned. "What's going on?" I said, my voice hoarse.

"Wake up, sleepy head," she whispered, moving closer. "Nap time's over now."

I turned my eyes to the sheer curtained window. It looked darker outside, but there was still light.

"How long was I out for?" I rubbed my eyes.

"About an hour or so." She straddled my abdomen, lean forward and planted her lips over mine. "Your orgasm took a lot out of you. I felt it."

I chuckled.

Her face moved in and merged our lips. She placed her hands on the sides of my face and I placed mine on her waist. Our lips smacked together as our mouths widened.

I pushed my tongue past her lips and found hers for a dance. I slid my hands around her hips and grasped her silky bottom. Our tongues moved back and forth between our mouths as our lips smacked.

Bri pushed her one hand's fingers into my brown hair and played with it. I closed my lips on her lower one and sucked. Then I worked my tongue back into her mouth and reunited it with hers for another dance.

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She moved her other hand behind her back and grasped my erection. I moaned into her mouth. Her soft hand maneuvered up and down my shaft before pointing its head toward her nether regions.

She pushed her hips back and slid my glans between her firm cheeks. Her tongue pushed past my lips. She shifted her hips farther back and squeezed the rest of my shaft through her cheeks. My cockhead strained against her sphincter.

I pulled my lips from hers and looked into her hazel eyes. "Babe...what are you doing?"

She exhaled. "Nothing I don't want." Bri closed her eyes and pushed her hips. I felt my cockhead apply greater pressure to her rosebud. She let out a deep breath.

"Mmmh," Bri moaned, tightening the seal of her eyes as my glans popped through her barrier.

Her tightness sent ripples throughout my body. My heart rate ascended. She pushed her hips farther back with another soft moan, taking in a full inch before stopping and breathing.

I felt the need to tell her she didn't have to do this, but decided to zip my lip and appreciate her gift. I closed my eyes with a moan of my own. The sensation her asshole provided was incredible. I knew nothing like it. No wonder anal was loved the world over.

My girlfriend squeezed in another inch as a concern came to mind. "Hold on," I said, opening my eyes. "Are we using any lube?"

"Mm-hmm." She nodded. "I took care of that while you were asleep...Oooh," she moaned as her ass swallowed an extra inch.

She wore a look of discomfort on her face. For some primal reason, it intensified my erection.

At a careful pace, Bri pushed her tight hole down my cock, moaning her way through the initial phase of penetration. I sat as if an artist painted my picture. I wanted her in complete control.

She pushed lower and grunted as her ass flattened on my groin. Bri remained in place, allowing her bottom to acclimate to my girth.

Being all the way inside her rear hole was the greatest feeling you can imagine. I wouldn't have minded letting her get used to having cock in her ass if it took all night.

"How's it feel?" I said.

"Umm, a little like I'm taking a poop, to be honest. But in a nice way."

After ten to twenty seconds, Bri pushed up with a groan, sliding her clenching sphincter up my cock. When my swollen glans fought back from exiting her backdoor, she placed both hands on my chest and slowly pushed down, again.

Her eyes were closed and her facial expression transitioned to a blend between pain and pleasure. The look was sexy as hell. I slid my hands to her hips. Inch after inch entered her tight passage, which ended with another grunt as she bottomed.

Seconds later, she pushed up, starting the process all over. Slowly she took my cock in and out her ass, moaning and groaning her way through the throes of first time anal.

I, on the other hand, sat back and soaked in her efforts: the glorious sensation her forbidden hole provided, the sounds that came from her mouth, and the looks of joy and anguish on her face.

It was one heck of a moment in time that branded a permanent imprint in my memory.

I loved being the lucky man chosen to share this experience with her. In fact, I just loved my girlfriend.

As she maneuvered her ass up and down my cock, her pace accelerated. She'd gotten past the initial phase of discomfort. Her moans turned into those of pure bliss as she bounced on my lap.

Bri removed a hand from my chest and placed it on her crotch. "Mmh, yes," she said, rubbing her clit.

"That's my girl." I smiled, loving to see her enjoying herself.

She kept at it, bouncing on my lap and picking up speed. Soon, she rode my cock like a cowgirl on a bucking bull. She looked as if she'd taken part in anal for years.

I became grateful for my orgasm from earlier. If not for it, this all would've drawn to a fast conclusion.

Seeing she'd gotten used to taking me in the ass, I bent my knees and thrust my hips to meet her frame each time she dropped.

"Ahh. Fuck. Yes. Yes. Yes. Yes. Yes. Yes..." she cried each time our flesh slapped, rubbing her rosy vagina.

Her nipples looked harder than my high school calculus tests. I reached up and tweaked them as I cupped her tits. I felt her pussy juices dripping to my shaft. I thrust with more force.

"Ooooh. Ohh my God. Fuck!" she cried. Her rectal walls clamped and loosened on my erection. I felt her body quiver. She let out a cry loud enough to be heard a block away as a water-like substance gushed from her pussy and soaked my groin.

This was brand new.

A few more squirts gushed out as her bouncing frame slowed down alongside her hand's movements on her pussy. "Oh my God," she said with a spasm as her eyes rolled.

I was glad she enjoyed her climax, but it wasn't time for us to stop. Deciding to take over, I sat up and made her hug her arms around my neck. I placed my hands behind her thighs and lifted my hips and her legs as I wrestled her to the opposite end of the bed.

I repositioned my hands under her thighs, pulled them up toward her chest and slung her legs over my shoulders. With Bri comatose, it felt like manhandling a body. And somehow I did it all without dislodging from her rear.

I slid my hands under her arms and grasped her shoulders. I pulled on them and thrust my erection. Bri groaned as her body showed signs of life.

"You okay?"

"Mmmh," she moaned with a nod. "Ahhh," she groaned.

"You like having my dick inside your ass?"

"Mmmh."

"Who's my good girl, Bri?"

"Ahh," she groaned as I thrust and then exhaled, "...I am."

"Who's my good little girl?" I pulled her shoulders. "Who's my good little girl who takes daddy's dick deep inside her asshole?"

"Mmmh...I am."

"Does daddy's dick feel nice in your ass, hon? Do you like having daddy in your little bottom?"

"Ohhh," she cried as my cock plunged deep. "Yes, daddy...I doooo. Ohh. Oh God, yes!"

"Are you gonna take daddy in your little bottom from now on?"

"Mmmh...Yesdaddy."

"Are you gonna let daddy fuck you in the ass every night from today?"

"Nnngggh....Yesdaddy. I promise."

"That's my good girl."

I moved my head in, locked my lips on her neck and sucked. Bri cried. I whispered more dirty thoughts in her ear as I pulled on her shoulders and thrust my erection into her asshole, piledriving her with energy.

My speed only increased. I pounded her ass into the mattress and clapped our flesh. Bri's frame rippled. She moaned, groaned and grunted as her voice croaked, "Yes, baby, yes. Fuck my little arsehole."

I didn't relent. I gave her everything I had. I thrust hard, fast and deep, causing the fleshy sound of our connecting groins to ring around the room alongside Bri's cries and whimpers.

"Oh God. I can't believe I'm cumming, again." Her golden-greenish eyes rolled to the back of her head with her mouth wide open.

Her asshole attempted to chop off my cock as her body shuddered and juices flowed from her pussy, soiling the sheets. I slowed the rhythm of my thrusts to savor the tightening sensation from her ass. It felt wondrous.

"Babe, switch positions," she said. "Ahh...I want it from behind." Her chest ascended and crashed.

I pulled my cock out with a squelch. It wasn't happy to exit the tight warm space of its new favorite destination. Bri turned over and hoisted her bubble butt high in the air, leaving her head low.

I placed my hands on her cheeks and parted them for a look. Her asshole gaped into a small O.

"Babe, be quick," she said.

I got upright and grasped my cock. The anal lube she'd stroked on during my nap worked great. There wasn't any need to apply more. I placed a palm on the small of her back and squeezed my glans into her rectum with a moan from my girlfriend.

I'd read doggie style wasn't the easiest position for beginners of anal sex, but I didn't think she needed any slow warm-up thrusts. Bri had taken to anal like a duck to water.

I took hold of her curving hips and thrust. Her hand clutched the sheets as she let out a cry. She gasped as I pulled out and then whimpered as I plowed in, yanking her hips.

I kept chugging along, withdrawing until only my cockhead remained within her asshole and thrusting until my balls slapped her wet folds. My girlfriend took it like a champ and urged me to take her harder.

I gave it my best.

In an attempt to spice things up, I straightened my arms and pushed down on her hips to get on my haunches and thrust into her from a more acute angle.

This might've made for better viewing for an observer, but I couldn't generate as much power from my hips. I gave her a dozen and then leaned farther over, bending my arms and widening my stance.

I pulled on her hips and used my planted feet to plow into her sphincter. Bri loved it and voiced her emotions into the mattress. Finding it difficult to maintain the position, I switched back to my knees and continued plowing.

From my time on the internet, I'd always wanted to try fucking an ass in that position--and a lot of others. But traditional doggie was much easier and plain better. Without the need for a balancing act and with my ability to withdraw farther, I thrust into Bri with gusto.

"Ahhh, yes, Dale. Just like that. Keep taking my fuckin' arsehole." She gritted her teeth. "Harder, please, babe. I'm almost there, again." Her voice pitched up.

More than willing to please, I increased the intensity of my pumps. Sweat trickled down my face as I buttfucked my girlfriend. She moaned, groaned, grunted, whimpered and let out cries of praise.

I wanted to outlast her next orgasm, but the erotic sounds she made combined with the friction from her ass were to great to overcome.

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