Olivia comes over and has a surprise for me

She stepped inside looking adorable and sexy at the same time, black-rimmed glasses, blonde hair in a loose ponytail, a simple t-shirt that hugged her petite frame, and a short skirt. She glanced around my place with that same warm, appreciative smile from our first time. {if game:Coolness>7}She didn't notice how much bigger and cooler my place was, just silently enjoyed it.{else}“Still got the full Expanse collection, I see,” she said with a little laugh, pointing at the shelf. “I love that about you, Mike. You don’t hide the nerdy stuff even when a girl is coming over. It makes me feel like I don’t have to hide either.”{endif}

We chatted for a bit about recent books we’d both read and a new fantasy series she was obsessed with, but the air between us was already electric. Soon she was in my lap on the couch, kissing me with surprising hunger. Olivia was every bit as aggressive as I remembered. Her tongue danced playfully with mine while her small hand slipped down to stroke me through my pants, squeezing and teasing.

We fumbled our way to the bed, shedding clothes as we went. Her pale, soft, unblemished skin was a delight to touch. I loved how her small droplet-shaped tits fit perfectly in my hands and how her trimmed pussy with that cute triangle of short hair was already glistening with arousal.

She pushed me onto my back and climbed on top, grinding her wet slit along my shaft while we made out messily. Then she got on all fours, presenting herself.

“Take me from behind again,” she begged, wiggling her tight little ass invitingly. “Please, Mike… fuck me doggy style like last time.”

I lined up and thrust into her soaked pussy. She gasped loudly as I sank in.

“Fuck yes… you’re so deep inside me,” she moaned. “Pull my hair!”

I grabbed her blonde ponytail firmly and pulled her head back. She arched beautifully and cried out in pleasure as I started thrusting harder. The rhythmic slapping of her ass against my hips filled the room.

“Mmm, yes! Just like that, Mike! Fuck my tight little pussy, you big nerd!” she moaned loudly. “Go on, go on, harder! Don’t hold back!”

Her vocal dirty talk drove me wild. I pounded her with deep, steady strokes, feeling her pussy get wetter and tighter around me. She came hard the first time, her walls clenching and rippling along my cock in powerful waves as her whole body shook.

“Oh god, I’m cumming! Don’t stop, keep fucking me through it!”

I kept thrusting through her orgasm, then switched positions. She rode me eagerly, bouncing on my cock while I played with her perky tits and pinched her nipples. We went to missionary, fucking slow and intimate at first, then harder and faster as she wrapped her legs around me and begged for more.

“You feel so fucking good inside me,” Olivia panted between kisses. “I love how you fuck me… you make me so wet.”

After her third orgasm she was flushed, sweaty, and glowing, but still not satisfied. She looked up at me with those big eyes behind her glasses, biting her lip shyly for a second before her kinky side fully emerged.

“Mike…” Olivia whispered, voice husky and trembling with excitement. “I want to try something new tonight. I’ve been fantasizing about it for weeks while reading my books. Will you… fuck my ass?”

She turned around on all fours again, reaching back to spread her firm cheeks. Her tight pink asshole was right there, twitching slightly.

“Please?” she begged, looking back over her shoulder. “I want you to take my anal virginity. Be gentle at first… but then use me. I want to feel every inch stretching my ass.”

I grabbed the lube and applied a generous amount, rubbing it over her virgin asshole and working a finger inside slowly. She moaned and pushed back, taking it deeper.

“More… I can take it,” she whispered breathily. “Get me ready for your cock.”

I pressed the thick head of my cock against her tiny opening and pushed forward. At first it resisted strongly, her virgin ring was incredibly tight. Olivia whimpered, gripping the sheets.

“Relax… breathe,” I murmured, rubbing her back.

She pushed back gently and suddenly the head popped inside her.

“Oh fuck!” she gasped loudly. “It’s so big… it burns a little but… don’t stop.”

The sensation was overwhelming. Her ass was scorching hot and squeezed the head of my cock like a fist. I groaned deeply as I slowly fed her more inches. The pressure was insane, tighter than anything I’d ever felt. Every millimeter felt like her body was fighting and then reluctantly welcoming me.

“Deeper…” she moaned after a minute, starting to rock back. “It’s starting to feel good…”

As I worked more of my length inside her, her tight ring gradually relaxed around my shaft. It was still incredibly snug, but now I could thrust in long, smooth strokes. The heat, the velvety grip, and the way her inner walls fluttered and clenched every time I bottomed out felt addictive. It was tighter than her pussy, more intense, more taboo. Every movement sent waves of pleasure through me.

“God, your ass feels incredible,” I groaned. “So fucking tight… I can feel every little pulse.”

Olivia’s moans grew louder and sluttier as she adjusted. “Harder… fuck my ass properly, Mike! Stretch me out! I’m your little anal slut now!”

I grabbed her hips and started pounding her ass with long, deep strokes. The sensation never really “loosened”, it stayed deliciously tight, milking me with every movement. I loved the way her tight ring gripped my shaft on every out-stroke and the intense heat surrounding me. It felt forbidden and powerful, like I was claiming a part of her no one else had.

She came hard from the anal alone, her asshole squeezing my cock in powerful, rhythmic spasms that nearly made me lose control.

“Oh my god, I’m cumming with your cock in my ass!” she screamed, shaking violently.

I kept fucking her through it, savoring every squeeze and flutter, until I couldn’t hold back any longer. With a deep groan I buried myself as deep as possible in her ass and came hard, pumping thick rope after thick rope of cum deep inside her. The sensation of filling her tightest hole while she moaned and clenched around me was euphoric.

Olivia collapsed forward onto the bed, panting, a satisfied and slightly dazed smile on her face.

“Wow…” she whispered. “That was intense. I think you just unlocked a new kink for me….”

I grinned. I had learnt something new, just in time for the date with Vanessa.