Soft First Date: 2

Book:Crazy Pleasure (Erotica) Published:2025-2-5

“Steve.” He racked the balls. As we played, I found out a little about him. Steve was a graduate student in computer science. “Theoretical work only; nothing practical about it at all,” he joked. He was a year younger than me, and he had also recently ended a serious relationship. “I chose this graduate program to stay with her, but it just wasn’t working out.” He was kind and gentle – maybe a little too passive for a man. And he had been the opposite of a flirt.
I asked him, “Why would your girlfriend leave someone as nice as you? You’re such a sweetheart.” It was risky. I might have scared him off with that prying question – looking like a would-be high-maintenance girlfriend – but he responded. She had wanted someone tougher. Now I was certain: I knew he would let me drill his ass. I was ready to test that. Tonight. I sank the eight ball, and another game was over. It was nice to go out on at least one win. “Well, I guess I should be going,” I said facetiously.
“Umm, yeah.” He looked at his watch. It wasn’t really late. “Well, I might stay a few. My bus leaves in 25 minutes.”
Excellent, luck was on my side! “I can give you a lift home now, if you like.” He looked at me, sizing up the situation. I waited for the longest five seconds of my life, my heart in my throat. Then he said, “Yeah, that’d be great.” A wave of relief washed over me, and in retrospect, I was being silly. What man would turn down a ride from a beautiful woman? We got in my car, and I drove to his place. I pulled up along the curb and parked.
“Well, thanks for the ride,” he said.
“You’re welcome,” and then I leaned over and kissed him. It was a long kiss. I found myself imaging his ass cheeks spread wide open for me, and I realized I had my hand behind his head, pulling him in hard for the kiss. He wasn’t resisting, though. I broke the kiss.
He sucked in his breath. “Megan, I like you, but I just had a bad break-up, and I’m not sure I’m ready for another relationship yet.”
“I’m not looking for a relationship, Steve. I want to have sex tonight, with you. No strings attached.” I paused. He seemed shocked. “Think of me as a rebound screw.”
After a moment, he said, “That sounds nice.” I gave him a quick kiss, and we got out of the car. I grabbed my purse with my harness and strap-on, and we went inside.
My girlfriend had just broken up with me, saying I was a pussy in bed. I always tried to take care of her needs, and her remarks cut. My friend Doug said we should shoot some pool and drown my woes. Of course, he was a shit and got stuck in traffic. That’s how I met Megan.
Her black hair was cut short, almost a boy’s style. She had nice B-cup breasts and a great body. She was sitting alone watching baseball, so I figured that she was a lesbian. I was surprised when she came up to talk and flirt with me, shocked when she offered me a ride home, and floored when she said she wanted to have sex. I didn’t know what to think. Was she really looking for a boyfriend? Then I realized, Who cares? I was lonely, and being with someone tonight would be comforting.
As soon as we were in the door of my apartment, she was kissing me. I’m a soft and slow kisser, but she was aggressive. I didn’t mind. In another minute, she was pushing me down onto the couch. Before I knew it, she had my shirt off and was licking my nipples. No girl had done that to me before. It was surprisingly pleasurable. “Oh,” I gasped.
She smiled at me. “Feels good, doesn’t it, baby?”
“I never knew it did.”
“I think you’ll make a lot of discoveries like that tonight,” she said. “Let’s get these pants off of you,” she purred. I kicked off my shoes and got my butt up off the couch, and she pulled my pants and underwear down in one swift motion. She kneeled between my legs and started sucking my hard cock. She licked up one side of my shaft and down the other. She swirled her tongue around the tip before taking a mouthful. Her hand clamped on my shaft and pumped back and forth. Her tongue moved to my balls, and she gave some playful licks. Soon, her tongue was behind my balls, roaming up and down my taint. Before I knew it, she was licking my asshole.
“Whoa, Megan, I – ”
“Relax, baby,” she said, pausing. “Do you like it?”
“I mean, yeah, but…” but before I could complete my thought, she was slurping at my back door again with gusto, pumping my cock with her fist. I had never been rimmed before. Damn, it felt good. She alternated between long licks from ass to balls and back again and a gentle, insistent probing of my asshole. I was more sensitive down there than I had realized.
“Slide forward,” she told me. I slid down the couch. “Are you enjoying?” I responded with a sigh of pleasure. She rewarded me with reinvigorated rimming. I closed my eyes and drank in the wonderful sensations. Damn, this girl was a slut! Two minutes later, she was sucking my cock again. Her hand moved to rubbing my taint. It was sopping wet and slippery. Her fingers were running up and down my crack. And then her middle finger stopped, right on my asshole, and she started to push. I was startled from my reverie.
“Megan, what are you doing?”
“I want to finger you, Steve.”
“What?!”
“I want to put my finger up your asshole,” she said as she stared at me lustfully. “Trust me. It’s going to feel great.” Before I could answer, she pushed her finger in. “See how relaxed you are?” Then she pushed her finger in past the second knuckle.
“Oh my!”
She leered at me. She went back to sucking my cock, timing her sucking to match the stroking inside me with her finger. At first, I was scared stiff. But it felt fantastic, like nothing I’d experienced. I lost myself in the pleasure.
“Here, move your legs up. Give me more access,” she said, pushing my knee back into the couch. I complied and lifted my feet off the floor. I tried to rest my feet on the couch, but she grunted, “No, farther,” and I moved my knees until they were nearly even with my chest. My feet were dangling in the air. She got up off her knees to kiss me. She was pressing her body down into mine. I could feel her weight pushing down on me, light though she was. I ran my hands through her short, dark hair. Her hand snaked up my thigh, and I grunted in anticipation. She stuck two fingers in me and thrust them in and out. She wasn’t even touching my dick, but the sensations were amazing. I felt like I might come eventually just from the fingering. Then she stopped. I opened my eyes, to see her staring at me with a wicked smile on her face, fingers still in me.
“I want to fuck you, Steve.”
“God damn, I want to fuck you, too. Let’s get in bed.”