avatarDrew Writes Erotica

Summary

Riley, a forty-three-year-old mother of three, engages in a thrilling and intense sexual encounter with Toby, a man she met at a swinger's party, and his friend Orlando, at a hotel.

Abstract

Riley, despite initial hesitation, embraces her sexual desires and meets Toby, a younger man she previously had sexual encounters with, at a hotel. The meeting quickly escalates into an impassioned sexual experience, where Riley performs oral sex on Toby and then they proceed to have intercourse. The encounter takes an unexpected turn when Toby introduces his friend Orlando, leading to a threesome involving double penetration. Riley revels in the pleasure of having both her pussy and ass filled simultaneously, culminating in multiple intense orgasms for her and the satisfaction of both men. After the encounter, Riley reflects on the intensity of her orgasms and the slutty feelings that arose from the experience, which she ultimately embraces.

Opinions

  • Riley enjoys the thrill of meeting Toby for a daytime rendezvous, driven by her sexual attraction to him and the excitement of their previous encounters.
  • She takes pride in her ability to perform deep-throat oral sex and enjoys the feeling of Toby's cock in her mouth.
  • Riley is surprised but excited by the introduction of Orlando, showing her openness to new sexual experiences and the pleasure of multiple partners.
  • The author conveys Riley's intense pleasure and satisfaction from having her holes filled and being able to orgasm repeatedly during the encounter.
  • Riley feels a sense of empowerment and embraces her sexuality, despite the societal taboos associated with being sexually adventurous, especially as a mother and someone in a committed relationship.
  • The narrative suggests that Riley's husband is supportive and participatory in her swinging lifestyle, as he enjoys anal sex with her while she is being penetrated vaginally by another man.
  • The story ends with Riley feeling content and validated in her sexual choices, as she enjoys the afterglow of the intense sexual experience and considers the possibility of future encounters with her newfound partners.
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Nothing Feels Better Than Having My Holes Ravaged — Part 1

I committed the swinger’s cardinal sin and I let a man I met at a swinger’s party talk me into a daytime meeting.

I committed the swinger’s cardinal sin! I let a man I met at a swinger’s party talk me into a daytime meeting. I never hesitated in accepting the invitation as I loved his cock and we had pleasurable sexual experiences before.

I met Toby at one of the first parties I went to with my husband at Anne and Jerry’s, and we hit it off immediately. Although I was a lot older than his little sexpot girlfriend, he enjoyed sex with me and I’ll be honest, he had a long, thick cock that filled me up. Plus I was a little bit, flattered that he would want to screw me, a forty-three-year-old mother of three when he had a horny little girlfriend at home.

As the time got closer for the meeting I started to get “cold feet” but then my clit started to twitch, my pussy began to get wet thinking about it and all guilt senses disappeared. We were to meet at a hotel far enough away not to worry about bumping into anyone we knew.

I showered at home, shaved legs, underarms, and pussy so no hair was to be seen anywhere, where it mattered, on my body. I put on my favorite Chanel perfume, Allure, and being summer I wore a light summer dress that showed off my best assets, particularly with the sun behind it. It had a low-cut neckline and my big boobs were accentuated by the half-cup bra, and a fair bit of breast was on display. The dress stopped just above the knee and my legs took on that lovely shapely look by wearing stilettos, the type with the strappy ties up the calf. You know, the type that says “take me home and fuck me!”

We met in the hotel lobby and I felt pretty good as I walked in, I couldn’t help noticing the admiring glances from a lot of the men, as I walked toward Toby. He greeted me with a kiss on the cheek then quickly slipped his arm around my waist and steered me out to the elevator.

Once the doors closed, he put his arms around me and held me very tightly. I melted against him, letting him feel every curve of my body against his. He slid one hand down my back and cupped my butt, as he tilted my face up to his with the other, and kissed me deeply and passionately, his tongue probing into my mouth. I received him eagerly, responding just as fervently with the kiss, and felt his cock straining in his pants as it pressed into my abdomen.

“We had better stop this now,” I said breathlessly as I broke the kiss, “otherwise I’ll fuck you right here and we are going to get arrested.”

The bell in the lift announced we’d arrived at our floor, ending any chance of an arrest. Once in the room, Toby wasted no time taking up where we’d left off in the lift. Wrapping his arms around me and pulling me close to him, the kiss became more urgent as his tongue probed me once more, his hands roaming over my butt squeezing my ass cheeks and pulling me hard against his stiff cock.

He slipped the shoulder straps of my dress down over my arms. I helped him as I dropped my arms to my side to allow him to slip the dress over my hips and onto the floor. I stood there naked except for my bra and strappy stilettos.

“You are sensational Riley, I’m going to cum before I get my pants off if I don’t stop playing with you now.”

“We don’t want to waste a drop of your cum, I want that in me. So we’d better get you undressed straight away.”

As he started to take off his tie and shirt I began unbuckling his trousers, unbuttoning them, unzipping his fly, and letting them fall to the floor. His beautiful cock was straining through his boxers so I very quickly released it from its captivity, grasping and caressing it with both hands.

I dropped down, knees on the floor, and slid my mouth over his beautiful cock letting it slide right into the back of my throat, my nose pressed up against his shaved pubic area. I love deep-throating and I might say, without boasting too much, I’m very good at it. Toby gasped as I swallowed his cock, then I drew back and swallowed it again. I kept this going up and down his cock, his hands grasping my head, as he struggled to keep his composure.

“Riley, God, if you don’t stop I’m gonna cum.”

I didn’t stop, in fact, I worked his cock and his balls even harder, one hand following my mouth up and down his shaft whilst the other gently squeezes and kneaded his balls.

“Oh fuck, I’m cumming,” he groaned and I felt his cock thicken and his balls tighten.

I sucked him right down my throat, looking into his eyes, as the first load hit the back of my throat and swallowed it straight down. The swallowing motion increased the pressure on his cock and the second load seemed even bigger than the first. I just kept sucking and swallowing until there was nothing left. I was very proud of myself; I didn’t spill one tiny drop.

I let him slip his cock from my mouth and amazingly his cock was still hard. I reached for it again but before I could grasp it he grabbed my hand and pulled me gently to my feet. He kissed me hard and passionately, his hand slipping down between our bodies and cupping my mons, his finger slipping easily into my very wet cunt.

“My god you’re wet,” he said surprised.

“I think I had a little orgasm as I swallowed your cum,” I said smiling. “And now I’d like to have a big orgasm if you don’t mind. If you keep finger fucking me the way you are I’ll probably cum without feeling your cock…”

Gently removing his finger from my pussy, he scooped me up effortlessly and lifted me onto the king-size bed. Laying me down, he spread my thighs apart and eased three fingers into me, massaging my clit with his thumb, and his fingers rubbing my G-spot. It didn’t take long and I started to cum, accompanied by the obligatory “Oh fuck, don’t stop. I’m never gonna stop cumming.”

Toby slowly withdrew his finger, knelt between my parted thighs, and eased his thick cock into my waiting pussy. It slid in easily but still made me gasp as it hit all the way home. He lifted my legs high so my buttocks weren’t touching the bed, just my back, and shoulders, holding me by the ankles, and began to plow my aching pussy mercilessly. My hands reached around to grasp his butt and pull him in further and I came again immediately but with much more force this time.

“Oh fuck, give it to me, ram it into me hard! God, Jesus, this feels amazing. I never want you to stop!”

Losing my self-control, in the throws of the orgasm, I sensed there was another presence in the room. I felt the bed move behind my head, then there were knees and thighs on either side of my face. Another pair of hands grasped my ankles from behind, allowing Toby to release them and grab my thighs, pulling himself harder, and if at all possible, further into me.

I opened my eyes, from my post-orgasmic bliss, and looked up to see a very good-looking, naked, and muscular guy looking at my cunt and Toby’s cock sliding in and out of it. What was more impressive was a thick, veiny cock standing out straight in front of him, with a very large head.

Without any hesitation, I lifted my head slightly and took one of his testicles into my mouth. As I began to suck on his nut, I started to stroke his lovely cock, massaging the head that was dripping with pre cum. It was a sensational feeling, stroking him, feeling the prominent veins down his rod and his involuntary shudders when I massaged the head, and on the other side, feeling Toby pushing hard against my cervix.

Once more, I felt Toby’s cock thicken and with a final savage thrust, the first spurt of his load splattered the walls of my cavity as he began to empty his sperm into my sensitive and willing pussy. I orgasmed again, even more forcefully than the last time. Incoherent moans of delirium accompanied my ferocious orgasm as his cock spewed its never-ending load into the depths of my cunt.

Still holding onto my other lover’s cock and my mouth still sucking on his balls, I tried desperately to contain my own superb orgasm but had to give in to the rippling pleasures taking over my body. I released my grip on the fat cock, my hands grabbing at the bedsheets, and opened my mouth in screams of ecstasy.

Toby slowly withdrew his cock from my pussy and exchanged places with his muscular buddy. As I regained my senses, I felt my cunt being opened up again, this time by a thicker cock. Toby was sitting behind me, his legs stretched out on either side of my body and over my arms. My head was resting in his lap and his hands were massaging my breasts and squeezing my nipples.

“Riley, meet Orlando, a friend of mine. I know you like to have your holes filled so I brought along some help. Just lie back and enjoy it,” Toby said as he pinched my sensitive nipples.

“Fuck!” I moaned, not able to think straight from the combination of having my tits squeezed and nipples pinched, sending electric impulses down to my cunt.

Orlando’s fat cock was finding its way easily up my cum drenched canal, my hips involuntarily responding to his penetrative thrusts, matching his movements.

Seeing me get fucked was obviously turning Toby on again and surprisingly, I could feel his cock poking into the back of my neck. He released my arms and I felt him slide off the bed. Moments later, without stopping his thrusts, Orlando rolled me onto my side and lifted my leg onto the crook of his arm. His cock went in even deeper and I could feel it pressing against my cervix.

While Orlando was probing my insides, I felt cold lube being applied to my puckered entry. A finger slipped in and began to work around enlarging my O-ring, then another finger accompanied the first with more lubricant being applied and squeezed into the now enlarged opening. Meanwhile, Orlando kept hammering away at my cunt almost totally distracting me from what was happening to my ass.

Then I felt the fingers withdraw, only to be replaced immediately by Toby’s cock head. With my leg still up over Orlando’s elbow, I felt his hand spread one of my ass cheeks as Toby’s hand pulled at the other, opening my asshole up as much as possible, allowing Toby’s well-lubricated head to slip in. I gasped with the pain of the sudden invasion, but that quickly disappeared as my slutty lust took over and the cock penetrated further into my anal passage.

I was in heaven! I love to feel two cocks inside my holes and this was one of the few things my husband and I both agreed on. He will always give my pussy up to anyone who wanted it as long as he can fuck my ass at the same time.

Once Toby had buried himself to the hilt, in my ass, the two guys started to move in unison, and the more they moved, the more I orgasmed.

“Fuck me senseless! Fill my holes with your delicious cum!” I exploded while they drove their cocks in and out of me ferociously.

Orlando gave one last shove into the depths of my cunt and held it hard in me. I felt his cock twitch, and then erupt as he spewed his cum, splattering the walls of my cunt. His cock throbbed, spewed, and twitched and it was the most sensational feeling as another ferocious orgasm racked through my body. The shaking and thrashing of my body must have set Toby off because the next sensation was my arse flooding with cum as his cock erupted and I went off with another, even more devastating, screaming orgasm.

“God! I’m cumming again! Oh, fuck! Oh, Jesus! Oh, fuck!”

Orlando fell onto his back, his huge cock still looking impressive, even in a softening state and Toby removed himself from my gaping asshole, laying beside me. We were all totally fucked and spent.

“I have to say I’m sure I’ve never, ever, orgasmed that intensely in my life,” I said, smiling weakly.

“Well, we are both happy to witness that,” Toby responded as he turned around to face me.

Laying there with cum leaking out of my well-used ass and cunt, I felt quite the little slut. Looking up at these two good-looking men I wondered if they considered me a slut as well.

“I think I’d like to take a shower. Cum is dribbling out of my holes.”

“And you look quite beautiful,” Orlando smiled genuinely as he helped me to my feet.

I walked, a little unsteadily, to the bathroom. I turned on the hot water, adjusted the heat and flow, and stepped in. Letting the water run over my body, I thought about what just happened. I didn’t count on Toby bringing along a friend and accepting him made me feel slutty.

Lost in my thoughts, the shower door opened and Orlando slipped in and joined me.

“Want some more?” he said looking down at me, smiling.

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