A Surprise From The Girlfriend

My girlfriend and I spend most of our nights together at her place, and I was at her apartment on a weeknight getting ready for bed laying out clothes for work the next day. As usual, I was just in my boxers. She was wearing a loose-fitting t-shirt and shorts. We cuddled for a bit after turning the light off and getting under the bed covers. I went to kiss her goodnight, but her lips parted and we started to make out. She has these wonderful, full, plump lips, and I could feel my cock growing in my boxers as we kissed. I reached into her shirt and fondled her breasts, kneading her C-cup breasts with my left hand as my tongue explored her mouth. I had my right hand around her shoulder and was caressing her neck as we kissed. I could feel her nipple harden in my hand, and I pressed up against her, my boxers wet now with a stain of pre-cum darkening the cotton outline of my cock straining beneath. I slipped my left hand from her breast down to her shorts, rubbing her thighs first before putting pressure between her legs. When I tucked my hand beneath her shorts, I could feel how she'd soaked through her thong. Her wetness turned me on even more, and by now her own hand had migrated to my cock, and she was rubbing it through my boxers while still kissing me. I was getting so hard as I rubbed her wet panties and felt her fingers brushing and tugging at my cock. But I wanted to feel her hands on the bare skin of my penis. I told her to take off my boxers, and she broke away from me and straddled my legs as she pulled down my boxers. At the same time, I moved to remove her t-shirt and watched as she lifted it over her head and her full, C-cup breasts spilled out. Her breasts weren't huge, but they were the perfect size for her petite frame she's about 5 foot 4 inches tall and her large, mocha-colored nipples were the exact color of her brown Latina eyes. At 5.5 inches, my uncircumcised cock was fully erect in front of her, the head oozing pre-cum leaking out over the top of my foreskin. With her right hand, she gripped the base of my cock and started pumping up and down, rolling my foreskin over the head of my penis with each stroke. My cock was already so wet that each stroke made a squishing noise as she tugged my foreskin up and down. She continued hard and fast like this for a minute, softly caressing my balls with her other hand. If my breathing increased too much, shed lay off and rub her fingers softly across my foreskin, teasing my head and keeping me from cumming. She never lets me cum without her approval, and tonight was no different. Except this time, as she stroked me with her right hand, her left migrated down from my balls, and she pressed firmly against my perineum. So far this was usual, and I told her how good this felt. But then she moved her fingers even lower and began massaging my asshole. I had done this to myself a few times, and I'd always felt slightly embarrassed afterward, but this was the first time a girl had done it to me. I felt awkward and unsure, as though she was doing something taboo, but soon those feelings were washed away because of how amazing it felt as her fingers ran circles around my ass. She asked me if I was okay, and all I could do was nod because the pleasure was so great. Soon, with a look of curiosity on her face, she was pressing the tip of her index finger into my tight ass. She again asked if this was okay, and I said yes, but its dry. But she had a solution. Earlier, we had bought a water-based lube upon her suggestion that we try anal, but we had never tried, and I was pleasantly surprised to find that I was to be the test subject for our anal play. She rubbed the lube on her hands and all along my perineum and ass, and she began to wiggle her finger into my ass, shallow at first, and then deeper and deeper as she stroked my cock with her other hand. All I could do was groan in pleasure as she sunk her finger all the way into my ass and began to rhythmically curl it upwards as my ass clenched tightly around her finger. She looked on, smiling and asking if it felt all right. I said it felt amazing, and she stroked me harder, her finger still buried in my ass, and I looked on as she sat above me, her nipples erect and her hand gripped around my cock, my foreskin sliding up and down the slick head of my penis as she stroked. She told me she wanted me to cum, and like that I was exploding in her hand, shooting arcs of cum all over my chest and belly as she stroked my cock and fingered my ass. She removed her digit from my ass, leaving me feeling oddly empty, and smiled. She got me a towel to wipe clean, and then I promptly went to work on her, reciprocating what shed just done to me and lubing my own finger and massaging it slowly into her ass as I licked her brown pussy lips, inhaling her musky scent and tasting her juices. With my other hand, I spread her labia apart with two of my fingers, giving me access to flick my tongue directly on her clit, and stuck my middle finger deep into her pussy. She moaned as I did this, and my two fingers moved in sync, one in her ass and the other in her pussy. I was getting hard again realizing that I could feel my own finger in her ass through the walls of her vagina. Hearing her moan, breathing in her scent and tasting her juices, I was in heaven. She writhed against my fingers, her head and back arched up, and she came hard as I sucked on her clit and curled my fingers inside of her two holes. She collapsed exhausted, and we cuddled together, falling asleep in each others arms. It had been my first experience of anal play, but it would not be our last time. The next night we got more adventurous, but that's a story for another time