Finally I was free. I could flirt again. I could recite corny pickup lines again. I could even download Bumble again!
Fast forward a few nights and I’m meeting one of my matches, “Allie” at a cafe a few minutes from where she lives. I wasn’t too enthusiastic about meeting her initially, but our texting suddenly became more sexual the day before.
I arrived right on time, dressed fairly casually (button down t-shirt, jeans, etc.) and within seconds I’ve found Allie. She was cute, taller than I expected, probably 5’7″, with waist long straight dark hair, a thin body, B cups, and a cute round ass. Her black dress reached her ankles but hugged her curves enough to let my imagination get to work.
Right away, I could tell she was nervous. As it turns out, we’re both on our first “date” following relationships, but the conversation never shifts away from anything surface level. After a bite at the cafe, we settled on a neighboring bar but immediately decided that the crowd was not our scene. We strolled around a bit, she only let me peck her lips a time or two, instead opting for hugs. I felt like the night had played its course.
But then out of nowhere, Allie asked, “Do you want to come back to my place?”
Hey, I hadn’t hooked up with a girl in three years. You know, the whole relationship thing?! I missed the rush of having a girl invite me over or even the thought of sex with a girl for the first time. The 10 minute drive to her place felt like an hour, but we eventually pulled into her complex, I parked and she led me to her apartment.
As soon as the door to her bedroom shut behind us, I watched her dress fall to the floor, leaving her thin body mostly exposed and revealing a set of pink bra and panties. She put her hair up and climbed onto her bed. It’s rude to be overdressed so I immediately stripped to my boxers and joined her on her bed.
She giggled and softly moaned as my hands explored every inch of her body, and within a minute, my hands slid behind her and unhooked her bra. I now had a bird’s eye view of her perky B cups just below me. Her body tensed and she giggled again as I caressed them in my hands and leaned over her, my bulge poking beneath my boxers up against her panties. I heard an “ooh” as my hands massaged her tits.
I traced my hands down her body until they tugged at her panties, pulling them down her legs, past her knees and to her feet. She was almost freshly shaved and I gave her a stare and smiled. My right hand glided back up her leg until it lowered to her pussy, resting just over it.
Allie’s body trembled as she felt my fingers graze her clit for the first time. I teased her, gently sliding my fingers up and down before rubbing her deliberately. My spare hand alternated fondling her B cups and as she softly moaned, my fingers dropped to her oozing pussy. This girl was soaked already! She reacted intently to every motion my fingers made as they gradually navigated their way into her, flicking upwards on occasion. I slid in and out for a couple of minutes before bending my mouth over and breathing over her clit. I could feel her body tense with anticipation of my next move, which was incredibly hot.
I continued teasing her for a moment before my tongue finally brushed over her clit. Her fingers grabbed my hair as my tongue grazed her lower lips again before it began exploring her clit. With every motion back and forth, side to side and circling her clit, her body tensed up and her moans became more audible. I traced my tongue over her pussy and leaned my entire mouth over her, sliding my tongue around and absorbing her wetness. She had a distinguished, yet pleasant taste, I must say.
“Keep going, keep going!” She exclaimed.
After repeating this for several minutes, I climbed back up, I instructed her to play with me. I watched her hands massage my swelling cock, visually dominated by her bright red nails. The sight and feeling were both turning me on and after wrapping it up, I soon lowered myself to her still wet pussy. I guided the tip in, stretching through her tight walls, and eventually sliding all of me into her. If her moans were any indication, she enjoyed every inch of me too, and I enjoyed watching myself vanish into her.
I watched her facial expressions, rotating between staring at me, closing her eyes in pure bliss and not knowing what to do with herself as my thrusts picked up speed. A few minutes later, I leaned my body over her, kissing Allie briefly and looking down to watch my cock bury itself deep inside her with each thrust. It’s like watching your own porno, except you get to feel it.
Allie’s moaning intensified as the minutes ticked by and I knew that I could blow up if I picked up the pace. “Are you ready?” I asked, to which she nodded. “Ok!” I pulled my body tight to hers, my chest just over her tits, and I accelerated my thrusts, feeling my cock throbbing, knowing I was getting close. I couldn’t hold back a moan myself as I stuffed myself deep inside her again and again. I was at the point of no return and I could feel it coming. Holding her body tight, I slammed my cock into her tight pussy and erupted for several seconds, still pushing as hard as I could. Allie enjoyed this and moaned throughout my eruption.
I threw out the condom and big spooned her for a while, my hands exploring her body the entire time. Eventually my hands slid their way into Allie’s pussy and it didn’t take long for her to dampen again. I returned my tongue to her clit for a couple of minutes to her enjoyment before wrapping up and sliding into her skinny body again.
We hooked up again a week later and then didn’t see each other after that day. It was a much needed dive back into single life! More stories to come, let’s hope!
Source: reddit.com/r/gonewildstories/comments/x3sjxd/mf_first_post_relationship_hookup_with_a_shy_girl