Anal / First-time/
I Begged Him To Pop My Anal Cherry
You know you want to…
I had a potential problem to deal with, and who better to help you than your best friend? Dale has been my BF since grade school. People have said a girl can’t be friends with a guy without sex involved. We have been friends for 20 years and never had sex. Well, if I get my way, that’s about to change.
Knowing that Dale’s wife, Heather, would be at work, I stopped by to see if he would help me. I’ve been dating Edgar for 6 months now. He is urging me to have anal sex with him. I can’t keep putting him off. I love him and don’t want to disappoint him.
“Hey, Dale,”
“Hi Christy, what are you up to?” said Dale.
“I have a problem. I’m hoping you’ll help me with. Edgar wants to have anal. I’ve never had anal before. Can you pop my anal cherry before I do it with him please?”
“Have him pop it. I’m married, you know,” said Dale.
“Don’t tell her. This doesn’t have to become a regular thing, just a one-time thing. You know you want to…,”
“I thought Mitch popped your anal cherry?” said Dale.
“Mitch stuck the tip of his dick in my ass, then pulled out and lobbed his cum on my ass cheeks. I don’t think that counts,”
“No, that doesn’t count. Come on, I have 2 hours before Heather gets home from work,” said Dale.
I followed him to their spare bedroom, and we took off our clothes. He went to get some lube, I laid down on the bed. He came back, and laid beside me. We were both a little nervous, I decided to go for it…
Putting my arms around his neck, I pulled him in for a kiss. He fondled my boobs as our tongues twirled. Taking my nipple between his lips, swirling his tongue around my engorged tip. Soft moans escaped my lips.
His hand slid down my tummy, making me squirm. Running his fingers through my pussy lips, he delved his fingers deep inside me. Pumping them in and out of my wet hole.
The heat of my orgasm building in my core. He clamped his mouth around my swollen clit, sucking and lapping his soft tongue across it. Grinding my pussy against his face, his fingers fucked me harder. Arching my hips off the bed, I came with a cry. Jolts shot through my cunt as he lapped up my juices.
He laid back on the bed, his rock-hard cock at full mast. Gripping his cock with both hands, stroking it as I licked his swollen head. Sinking his cock down my throat, bobbing up and down his silky shaft. His loud moans echoed through the room.
My pussy ached to have his hard rod deep inside me. I straddled his cock, sliding my pussy up and down his engorged length. He squeezed my breasts, pinching my nipples between his fingertips. With another orgasm on the edge, I ground my pussy against his cock as I feverishly slid my fingers across my sensitive clit.
My legs trembled as an orgasm exploded through my cunt. My pussy contracting around his throbbing cock. Grabbing me up, he put me on my stomach.
Hearing him open the bottle of lube, he poured a stream between my cheeks. He rimmed my ass, sticking his tongue inside before sticking a finger in. Pumping in and out of my tight, puckered hole. I tensed up at first, but made it through the initial pain as he stuck another finger in my asshole as he stretched me out.
The tip of his cock pushed against my tight hole as he slowly pushed his cock deep into my ass. He pumped gently in and out, his thick cock stretching me wide.
“Ooohh… It feels so good, fuck my ass harder,”
Grasping my hips, he pulled me back on my knees. Ramming his cock deep, he pounded my ass hard, his cock throbbing. His breathing became ragged as he shot his load deep into my ass in spurts.
Our chests heaving, we laid back on the bed together, catching our breath. Confident I can have anal sex with Edgar now.
“Thanks, Dale,”
“No problem, I enjoyed it,” said Dale.
“Me too,” I giggled.
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