I couldn't take a chance with it here, in his room, because Brittany's bedroom was right next door. The house was empty. I walked downstairs, plastic cock in hand, and searched for a better place.
The couch. Why not? I found a sex channel pretty fast (again, what single guy doesn't have a porn channel on his cable, er...package) and watched two girls eating each other out while two guys pounded them from behind. That got me going.
Now I closed my eyes and imagined I was one of those girls, with my friend Cheri from school doing 69 with me. Dane was pumping my ass from behind and I was screaming “Lick me! Fuck my ass! Harder! More!” I slid back on the couch and stuck the dildo head in my mouth, slathering it with my own saliva, then slowly guiding it in.
AAAAAAAAAAAAAhhhhhhhhh. That's what I'd needed all night since I first saw Dane. My pussy walls clamped down, hard, on the dildo as I held it, the straps wrapping around my wrist. Pulling it out, then ramming it back in felt sooo good, and the 46” wall of porn in front of me, sound turned off, made my own moans of pleasure the only soundtrack to my night.
“Uh!” I grunted as I moved my hips and ass, penetrating myself deeper, twisting to get my g-spot. God, if only Dane were there right now, with his mouth on my screaming-red clit, bringing me to waves of ecstasy. I imagined his mouth on me, eyes looked up with lust, one finger in my ass and tongue laving my begging clit while I fucked myself with his dildo, warm waves of coming exploding me into a –
The door knob turned and Dane took one step inside, looked up at me, then stopped. His mouth opened without a slight sound coming out, but no words. I can’t imagine what he was thinking, seeing me sitting on his couch, watching his porn, fucking myself with his dildo thing.
“OH MY GOD MR. CHANDLER. I AM SO SORRY!” I screamed, struggling to sit up and get the dildo out of me. It fell out with a flop and I covered my crotch with a couch pillow.
He replied “No…uh..”
“I am so sorry. Please don't tell my parents. Or Misty. I swear, I was just...I'll never do it again...” My voice trailed off and I couldn't look him in the face, but out of the corner of my eye I saw a half grin he tried to hold back.
“What are you using?” he asked in a husky voice.
“This?” I squeaked, picking up the dildo with straps. “Uh, this is...”
“I know what it is. Is it yours?” His voice went from warm to menacing. My nipples began to ache and I had this sudden desire to have him pinch me so hard I screamed.
“No. Not mine,” I whispered, tears filling my eyes. “It's yours.”
When I said this his face took on a look of surprise, then pleasure. He liked it rough and I could see he wanted me now. The zipper on his pants swelled with his growing desire for me, and I wanted to take it all in.
“Are you sure?” he growled, crossing the room and grabbing my shoulders, hands like burning pokers, sizzling my skin and making me wet and squirming.
“Yes, sir.”
“And do you know what that's for?”
“Uh, I thought you saw me using it. So yes, I know what it's for.”
His chuckle sounded like something the devil would groan. “Oh, it's for fucking people. But that one is for fucking me.”
“Wha –?” I didn't understand.
“That is a strap-on. You wear it around your waist.” He moved his lips against my ear. “And then you fuck me.” He licked the outer edge of my ear until I moaned, my hand reaching involuntarily for my pussy.
I stepped towards him and unbuttoned his pants with no objections. A slight moan came from his throat when I grabbed his hard throbbing cock and went down to see what I had been waiting to turn 18 for.
“I want this before I'll fuck you,” I replied. Chance favors the prepared pussy, so why not take advantage. Dane groaned and sucked in air, hard. He wanted this as much as I did, and I was about to show him how much I was worth.
I slid his cock in my mouth and rocked forward and back, listening to him breathe harder and moan with pleasure. I reached my hand behind to grab his sac and rubbed it as I kept sucking harder and more vigorously.
After a few minutes he grabbed me, pulled me up and pulled on my panties so hard I thought they would rip off, which excited me even more.
“I'm in charge here,” he rasped, “until I say you are.” And then he picked me up, put me on the open butcher's block, and slid the dildo deep inside me, his mouth closing over the hot skin of my clit as I rode his face, my fantasy from minutes ago here, right now.
“How do you want to come, Mary? Like this? Or with me in you?”
“Uh...” my brain didn't work for a moment, everything hot pink and red in my mind. “How about both?”
I felt his throaty laugh on my clit as he fulfilled my wish, one pinky finger slipping in my ass with a rush of fire. “Dane! Eat me! Lick me! I'm a bad, bad babysitter and you need to punish me!” He licked harder and faster, pushing the dildo in deeper with each thrust until I crested, then went over the edge, slamming my clit and pussy into his face.
“Oh GOD! Fuck meeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeeee.”
So here I was, sucking off my daughter's best friend and fucking her with a dildo. God, I wanted to be in her soooooo badly. I had an angel on one shoulder saying “Dane? What are you doing? This is Mary you're fucking and licking! You've known her since she was in kindergarten!”
But the devil on my other shoulder just said, “Fuck this sweet, hot pussy, Dane. No – better yet, have her fuck you!”
My divorce had become final last weekend, and the bachelor party with my buddies hadn't helped. The strippers reminded me of sweet Mary, all long, blonde hair and tight, plump breasts. Now she was spread-eagle before me, my strap-on dildo penetrating that tight, pink cunt, juices dripping everywhere, and her face was twisted in ecstasy.
She came and came and came and I said to the devil on my shoulder, “You're right. It's time I get some, too.”
As she went limp from exhaustion, spent from her orgasms, she panted, cute little puffs of air that made me hard as a rock.
And then those eyes turned to mine, grateful and begging, seeming to want more.
Oh, Honey. Here we go.
“You know, Mary, Mrs. Chandler and I divorced because she just wasn't willing to do some...adventurous acts.”
She perked up. “Like what?”
I slid the dildo out of her and licked it. “Like this.”
She screwed up her face in confusion. “Mrs. Chandler wouldn't lick a wet dildo?”
God, I LOVE nineteen year olds!
“No, Honey, she wouldn't peg me.”
“Peg?”
I took the dildo and carefully strapped it around her hips and thighs, caressing that sweet, creamy ass as I hooked everything on her.
“Yes, peg. Pegging. When you get to be in charge.” Now my cock was practically exploding, and while I wanted to ride her, even better was this prospect – a woman willing to fuck me.
Mary's pretty, smooth face stared back, blank and perplexed. She looked at the dildo on her hips, then at me. A light bulb went off. “Oooooooooh! Now I get it! You want me to – with the – in your – '' She waggled her hips and made the long, plastic dick wiggle in the air.
Then she giggled and joke thrusted toward me, breasts bobbing under my half-worn business shirt, necktie swinging over the fake cock.
I held my breath, hoping she'd accept, ready to jump in and teach her why this was soooooo worth it.
“Dane?”
“Yes?”
“That has to be the hottest thing I've ever heard of! Oh my God, get over here, you beast! Or, I guess, I'm the beast now, huh?” And her giggle turned into the full-throated laugh of a woman discovering her sexual power.
And I was her experiment.
She slid my pants and underwear down to the ground; I kicked them across the room, then stripped naked.
“How do we – where?” she asked, licking her hand and stroking her “cock.” Man, did she take to this idea fast.
Maybe a little too fast? Nerves got the better of me for a minute. My ex-wife called me a freak for even wanting this, and maybe she was right.
Mary waggled her tongue at me and thrust her hips near my ass, grazing me with the dick.
Nah. My ex-wife was the freak!
“On the couch,” I said, moving over to it. She waited as I settled on all fours, cock rock-hard and jutting out, desperate for release. I'd used that dildo on myself a million times, but never had I imagined someone would give me this.
And never, ever, was Mary the one!
Mary seemed to revel in her power. “We need some lube,” she pouted.
“I have some in my nightstand.” She marched over, dick waving in the reflection in the hall mirror, then came back with the small bottle of lube and a towel.
“Don't want to ruin these nice couches Mrs. Chandler bought before she left you!” Mary teased. She spread the towel under me and leaned down, licking my exposed asshole.
I groaned. “Maybe we just needed that and not the lube,” I gasped.
“Oh no, Mr. Chandler.” She drew out my name in sultry tones. “You're going to need all the help you can get.”
She poured the lube over my puckered hole, then slid the head of the dildo right up to it. I could tell she knew nothing about ass play, because she started right away, trying to penetrate. The pain was pleasure, but a little too much. “Go slower,” I rasped.
“Oh! Did I hurt you? I don't want to hurt you” she whispered. She slowed down and found her own pattern, in an inch, then back out, over and over until she finally fit the head in far enough, a few inches, for me to feel the point of no return.
Time for a real ass fucking.
“I'm going to mount you doggie style, Mr. Chandler,” she teased, moving herself right behind me, one arm wrapped around my chest, one hand sneaking a nipple pinch that made my ass clench down on her plastic cock. She slid deeper in.
“Uhn! Uhn!” I grunted, the feeling beyond words, her hand migrating down to stroke my swollen dick. I batted it away, the feelings too intense. Stroking off was easy, and I could do it any time.
Being fucked in the ass by my daughter's best friend was a once-in-a-lifetime event.
“Fuck my ass, Baby. Fuck me, oooohhhh,” I whispered. “Fuck me with that big cock of yours. Harder!” She thrust with a more practiced rhythm than I would have expected, and soon the pleasure on my prostate made me slam my butt back against her, desperate for more.
It was all too much, the slick, the full feeling, my ass in agony and ecstasy all at once, and soon I felt my climax tip over. No way to draw this out, I grabbed a pillow and bit it to stop Brittany from waking up and seeing us.
“Oh, Mr. Chandler! Are you excited? Do you like it?” Mary said, spanking my ass as I jerked and came all over the towel, my ass on fire and all one giant ball of cum and explosion, her hips jutting into my butt as she, too made little grunts and groans and came from the intensity and, I suspect, the friction of the codpiece against her clit.
She peeled out of my anus slowly, then all too fast at the end, leaving a rush of painful emptiness that made my anus spasm as it sought its normal size. I flipped myself over and collapsed on the couch, Mary before me, removing the strap on.
“You want a beer, Dane?” She stepped into the kitchen, half naked and still wearing my business shirt and tie, but nothing else.
“It's Dane again?”
She blushed. “I was just playing back there, you know. You're hardly 'Mr.' anything to me anymore.”
“I hope I'm 'Mr. Wanna Get Pegged Again' to you, Mary.”
Popping open a second beer, she took a huge swig, grinned, and said, “I can call you mister whatever you want, as long as we can do that – and more – again!”
THE END
Ready for More?
Two Old Flames – A Sample
Yet another Trekker walked by, dressed as Uhura. A tip of the hat to the cross-dresser; he looked more like the character than any woman she'd seen yet. Boba Fett walked by, then Link, followed by a whining Zelda and some guy who looked like a medieval Bigfoot.
Oh. No. He wasn't actually in costume. He just looked like that. And – ugh! – she grabbed for her mint lip balm to mask his odor. Geez, buddy – if you can afford the entry fee here, can't you buy a bar of soap and take a shower? Gross.
She was bored out of her mind at ComicCon, here in this fancy convention center just outside San Diego, California. She had no choice but to be here as part of her job, marketing new products for a gaming company, but was utterly exhausted. Her day had sucked and she wanted to run away.
Could she be dreaming, she mused, as she tried not to stare across the convention floor, covered with people in cosplay, Princess Leia walking by about nineteen times with Chewbacca hot and heavy on her trail. A human caught her attention. No costume, no fakery – just a hot guy in Levis, a tight t-shirt and...Holy SHIT! Was that really him? Her high school crush? She hadn't seen Stephen in two years, yet there he was, the last place she expected to see the guy who broke her heart.
His head turned and he widened his eyes, making her hot with desire with one simple look, damn it. She hadn't seen him since high school, in that distant past, but now he was here, making her heart race. Wimp, she thought. But she couldn't deny what he was doing to her. She knew, too, that she was a hell of a lot sexier than just a few years ago. Filling out nicely and dying her hair from sad brown to a golden blonde meant she was more of an eyeful.
"Is that Dawn?" he asked, storming over, that gorgeous mouth and those hands nearly stripping her naked. Well, not really. He just hugged her, but in her mind he stripped her naked. What was that Vulcan mindmeld thing? If she focused hard enough, could she get him to ravage her right here, right now?
Dear God. Still sultry, he was, and she nearly jumped him right there. The embrace deepened, his hips digging into hers, that tight t-shirt revealing strong pecs and abs that narrowed down to.
Oh, dear. It took everything in her to hold back.
But, apparently, he had other ideas.
To her great surprise, he took the lead, hands on her waist, his lips devouring hers and shooing all rational thought. Her head swooned and he chuckled. She knew she had changed in two years – filled out and definitely more experienced. But still – Stephen had been her first.
Her simultaneous first. She, Stephen and Brian had been each others firsts, all the summer before they went away to college.
No threesomes since, but GOD she needed a twosome right now.
"You still have the same effect on me, even now," his voice trailed off. She tried to answer, but his body was on her, his hands on her ass and her mind just told her to rub her chest against his and press her hips against his. He cupped her chin in his hand and a burst of electricity shot through her. Suddenly, coming to ComicCon was the BEST idea ever, and she would be eternally grateful to her boss for making her attend.
“What are you talking about?” she finally asked, confused as hell. “You took off and never wrote, never called after you went away to college.”
“I was a scared idiot,” he answered, hands roaming. “I am not about to pass up this chance. I may have been stupid then, but not now.” His laser gaze made her melt, and she sensed a sincerity there. Warmth filled her; the sad, lonely life she led now, just out of college and shilling for the man, suddenly seemed in the distant past.
A new chapter was opening.
Her legs, too.
"It sounds crazy, but my place is close," he suggested.
“Hell, yes,” she said, jumping at the chance. Back in high school she had been too mousy, but no way would coyness ruin her chances again. She had waited until she was nineteen to lose her virginity to Stephen and Brian, always a bit heavy, shy and embarrassed after years of teasing. They had put her at ease, in love with who she was, loving her curvy body, a body that had matured, that she had matured into.
She was more than ready, and more than comfortable in her
own skin.
His lips twitched with amusement, and passion. "You first,” he said, extending an arm toward the door.
"We'll see who goes first," she mocked, and his laugh went dark and intense.
"Oh, I'll make sure it's you," he growled, his arms warm and seeking flesh. Happy, she felt her breasts swell with anticipation as they rushed to his apartment.
He lived in one of those huge, sprawling apartment complexes, but getting in was quick, as he had an end townhome. They were barely in the door before he was all over her.
Buzzing, she ached, clit swollen with craving to be fucked on both of their terms. She tore off his pants, lips twitching to go down on him. A flash of memory of oral sex with Brian caught her off guard, and she found herself wishing he were here, too. Sex with both had seemed so complete. Fulfilling. She had never experienced anything like it since.
But Stephen would be more than enough. Oh, dear – judging by the dick she just unleashed, more than more than enough!
She grasped his cock with authority, pausing a moment to look at it, swelling even under her hand. She massaged his thigh with her other hand, running it under his ass, and massaged the soft skin until he moaned. Mouth eager to take him in, she focused on her lips, anticipating the taste of that beautiful cock in her mouth.
The first warm, wet flesh the tip of his cock would feel needed to be perfect. Blowing any man took a certain flair, and the first impression was important.
“Oh, you're killing me,” he said, overcome by passion, her tongue dancing along his thick root, swallowing more of him. Soon she was running her tongue in circles around the head of his cock, then plunging down to take every inch of him into her throat, smearing her tongue all over him like a flesh lollipop. His hips shifted as he sighed at the feel of her mouth around his cock.
She moved her hand on him as her tongue slid back and forth on him, accentuating the sensation of the inside of her mouth, her dangling uvula, pleasuring his rod with her hand.
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