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Fall semester of my junior year, I had a girlfriend who pushed my sexual boundaries more than any lover I've ever had aside from my now husband. Her name was Jill. She was a basketball player at another university in the city. She was a foot taller than I and really beautiful. Jill was a very assertive lover and in the 3 months we fucked, she really pushed us to try everything we could think of.
We spent many nights in my private dorm room because she shared a suite with 3 other girls. This particular night we had stayed in to watch a movie and chill out alone. Jill and I had curled up on my bed couch together naked. We both loved touching the others body as we relaxed. The soft gentle touches and teasing really heightened our later sexual encounters. When the movie ended, we began to kiss more intensely, our tongues tangling as our hands caressed each other's breasts and bodies.
Jill pulled me down to lay out fully on the couch, her body on top of mine. We kissed and touched slowly, deeply, taking our time to savor and tease. She pulled my nipple into her mouth as she kissed her way down my breasts. She nibbled and sucked it until it was rigid in her mouth. I moaned as she worked my other breast with her hand and moved her mouth down my smooth stomach.
When she reached my pussy, she paused abruptly. Standing, she walked to my nightstand to get my toy bag. When she returned, she carried my small dildo and vibrator. Oh damn! It was going to be a rough night. Jill straddled my face giving me full access to her delicious pussy. I dove into her, my tongue plunging right into her right hole. She rocked her hips back and forth as she rode my face, I could see her pinching and tugging her nipples. I reached up and took over for her as I continued to eat her. My tongue found her clit and I latched on tightly. Sucking it into my mouth, I stroked it back and forth while sucking. Jill continued to ride my face as I punched her nipples and assaulted her pussy with my mouth. Suddenly, her body convulsed, shaking above me as her orgasm hit. I continued eating her, pushing hard over and over as she came, forcing her to another orgasm. She cried out loudly when she came the second time, her hand finding my hair and holding on as I fucked her. God she was so fucking hot to watch when she came.
Once Jill was done, she climbed off me and laid down on me again. We continued our make out session, her tasting her juices on my tongue. Her hand traveled down to my pussy, finding it sopping wet and ready. She instructed me to get on my hands and knees. When I had assumed the position, she came around behind me. I thought she would eat my pussy but instead she attacked my tiny asshole. She forced her tongue into the tight hole, causing me to moan in pleasure. She worked me open and lubed my ass up quickly before she assumed her position. I felt the head of my dildo against my ass and moaned deeply in anticipation. I wanted it so badly, she was the first to fuck my ass and I loved it. I am truly an anal slut, even now.
Jill reached around to hand me the vibrator and told me to use it on my clit. I turned it on and got right to business. It wasn't very big, maybe 4" and not very thick. It only had one speed but I did love that little thing.
I felt Jill's hand on my hip and then she pushed. The head of the dildo slipped right into my ass, stretching me open and sliding in smoothly. She gave me an inch, then pulled back. Slowly working it in until I was taking it fully. It was then Jill began to fuck me in earnest. Holding her dildo cock against her pussy and my hip, she fucked me with hard slow stroked. I was rubbing the vibrator on my clit as she fucked me and was quickly in sensory overload. I came fast, my ass and pussy clinching down, my body shaking hard.
Jill didn't let up though, she kept right on fucking me as I came. It was then she took it up a notch. She told me to slide the vibrator into my cunt. Now. Now she said. My mind was spinning, I wasn't sure I could handle what she wanted. My ass was spread around her cock, fully stretched open as she fucked me with that dildo. Jill said it again, more forcefully that time. Put it in your pussy now.
I pulled the vibrator away from my swollen clit and positioned it at my entrance. Slowly I slid the tip inside, and then a little more. And then all the way. I cried out at the fullness I was experiencing. My back arched, and my body tensed. The vibrations and the ass fucking were so intense. I started to shake, my orgasm was coming and I wasn't able to stop it.
"Fuck your pussy". "Fuck yourself with it". "Now". So I did. My hand moved and I fucked myself with the vibrator as Jill fucked my ass. My head started to spin, my body couldn't stop shaking. We fucked my holes over and over, my orgasms came again and again. Each more intense than the last. When Jill slapped my ass with her hand, that was it. I came for the final time. My body surrendered to everything, my hand was soaked from my pussy juice, my holes clinched tightly as I orgasmed.
I collapsed on the couch, face in the cushions, trying to breathe and calm myself. I was so sore. So blissfully sore. Jill knelt on the floor next to my head and kissed me softly. My ass was still in the air, both toys still in me. She reached back and slowly removed them as my body fully relaxed into a pile of uselessness.
It was the first time I had ever had both my ass and pussy filled. And it would be the last time for many years until I met my husband. I've yet to experience it with two actual cocks but I really hope to someday.
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