Holding her legs up by the ankles, I smiled at Judy’s awestruck, pleasure-distorted expression. “Pretty hot, right?”
“Holy crap, that’s so hot! Your cock looks so big, baby, so thick stretching my tiny little asshole… And it feels soooo good! Uuuuh! Kiss me, Greg, kiss me while you fuck my ass!”
I leaned down, pressing her legs further back and forcing her round hips to raise slightly off the bed to gain better access to her snug oily asshole. While Judy wailed and cooed, I drove my shaft deeply into her willing anus, and we kissed. Judy locked her arms around my neck and wrapped her legs around my back, her tongue dancing with mine and her lips sucking mine into her hot wet mouth.
Never breaking our lip-lock, I made love to Judy’s ass for long sweet minutes, keeping a mild tempo. Purged of my anal fever, I enjoyed her warm buttery rectum without hurry, aiming only at making our pleasure last as long as possible.
It’s strange, but that gentle sodomy was the most intimate experience of my life. By all standards, it shouldn’t have been so sweet and emotional, anal being forbidden and naughty and, well, unnatural. Yet it was, weirdly enough. All that mattered was that Judy and I were taking such intense pleasure from something that shouldn’t even happen, but it did, and it meant so much for us. It brought us even closer than we were and we both loved every minute.
Our mouths never unclasped from each other, except when we needed to take a deep breath or profess our reciprocal love. As I pumped her pliant hugging butthole with fluid thrusts, Judy’s pebble-hard nipples brushed against my chest, her tits squashed between our bodies. Now and then during our slow assfuck, she reached a hand to her groin and circled her fingers over her clit, bringing herself off while I relentlessly entered and re-entered her welcoming asshole. Mainly though, she just humped her plump ass up in time with my long deliberate butt-reaming strokes.
Having already cum twice that night, I thought I could last for a fairly long time, but Judy’s amazing ass proved me wrong. After a while, she started panting raggedly in my mouth, her body shivering beneath me, her hand stabbing down to rub her clit with a vengeance. I knew she was about to cum hard, but I thought I could ride out her climax like I did with the sequence of small quick orgasms she had experienced so far.
“Mmmhph… Mmmhpph… MMMPPHHMH!”
Judy bit my lips as she hit her peak, her cries of release muffled by our hungry kiss. At the same time, her rippling rectum began spasming around my stiff meat in a powerful sequence of fantastic anal massages. Overcome by the sudden feel of her creamy warmth sucking and squeezing my cock while I was fully buried in her ass, I couldn’t hold back my own release.
Furiously kissing her, I let loose another torrent of seed, spraying my cum deep inside Judy’s amazingly snug, incomparably hot, insatiable ass, filling her bowels with all the sperm I still had to give. Tightening the hold of her legs around my back, Judy kept me embedded balls-deep in her anus while we came together, moaning in the other’s mouth. With each of her anal contractions, another jet of seed splattered against her already spunk-slippery anal walls until, finally, her asshole relaxed and my ejaculation abated.
Wiped out, we collapsed on the bed, facing each other, clutching at one another’s sweaty, utterly satisfied body. We stirred from our blissful absence and groaned in unison when my spent cock slipped out of Judy’s ravaged asshole with a squishy plop.
“Aww no, I’m leaking out all your sweet cum!” Judy giggled as rivulets of pearly seed started oozing out of her unplugged, gaping anus.
I laughed at first then stared slack-jawed as Judy’s nimble fingers started scooping up my run-off sperm and she began methodically pushing the gooey globs into her conquered sphincter, forcing my ejaculate back inside her rectum. As she did so, Judy circled her fingertips round and round her reddened stretched-out butt-ring, smearing it with my thick semen. If I hadn’t been so completely drained, I’d have sprung a massive boner at the lewd sight of my sweet Judy massaging my dripping spunk over her well-fucked, freshly deflowered asshole until it reshaped and closed tight again.
“Mmmhh so much cum, baby,” she murmured dreamily, rubbing the last dribbles of seed all over her puffy tender rosebud. I stared in awe at her as she added with a sexy purr: “No way I’ll be sore with all this soothing cream squishing in my ass!”
We laughed and shared a sweet soft kiss. With a smile and a contented sigh, Judy rested her head on my chest and closed her eyes, hugging me tight. I wrapped her in my embrace, one arm circling her thin shoulders so I could caress her dark hair, the other holding her to me by the hips, so that my hand could rest on the round mounds of her beautiful plump ass.
“Should I be jealous, baby?” Judy murmured sleepily as I kneaded her protruding heart-shaped rump with gentle, adoring caresses. “You seem to love my ass more than you love me!”
Her playful tone made me laugh. “Nope, you’re definitely my number one. Although your juicy bubble-butt is a very close second…”
Too tired to lift her arms and slap me, she just giggled and nipped blindly at my chin. Her question made me think though, so I asked. “What about you, Judy,” I said, trying not to sound as suddenly worried as I was, “should I be, uhm, jealous of your virtual fuck-buddies from back home?”
With an almighty effort, Judy opened her heavy-lidded eyes just enough to look at me and train her unfocused gaze on mine. “No, baby. I’m with you now,” she mumbled, smiling between yawns. “They’ll be happy to hear about us, though. I told them I had a huge crush on you since I moved in here. So don’t worry, I’ll stop masturbating while I watch them if it upsets you. Besides, I won’t need to diddle myself much from now on, I hope?…”
Groggy as she was, the sexy expression she tried to conjure while she said that was absolutely hilarious. I chuckled while a warm fuzzy feel of deep, true affection washed over me. Her admission of having had a crush on me from the start made me tingle with joy. “Yeah,” I said, squeezing her in my embrace, “I’ll tend to all your orgasmic needs now, with pleasure!”
“Mmmh, good,” Judy purred, smooching me wetly before closing her eyes and snuggling me tighter, her warm smooth body relaxing completely, already on its way to a much needed rest.
Then, as we both started drifting off, almost as an afterthought, Judy giggled. “You know,” she slurred, her voice thick and sleepy, “my friends… They’ll probably ask me to return the favor… They said so many times… ‘We let you watch us fuck all the time, when are we gonna get to watch you fuck for a change, Judster?’… Yeah, that’s what they call me… Judster… Eheheh… Silly name… Mmmh… Nighty night, Greg.”
“Uh,” I said, suddenly alert once again, “nighty night, Judy.”
Within seconds, she was out like a light. Listening to the soft soothing rhythm of her breathing, I lay there, wondering if I had heard her correctly. Did she just suggest that we fuck while her friends watch us in videochat? Was it for real or was it just some sort of joke between Judy and her buddies? Would I be willing to do it if, after all, she was serious about it? I had never been much into voyeurism or exhibitionism, but I was feeling strangely intrigued by the prospect of having sex with my incredible new girlfriend before an audience.
I brooded over this for all of two minutes. Then, irresistibly, sleep claimed me. I barely managed to reach for the bedside lamp to turn it off.
As my eyes closed and I dozed off, snuggling with the most amazing girl I’d ever known, I felt a smile curl my lips when the thought popped into my head that the evening had started off with Twilight, of all things.