Diary, Anal, Ass to mouth, Bi-sexual, Blowjob, Female solo, Female/Female, First Time, Group Sex, Lesbian, Male/Female, Males / Females, Masturbation, Oral Sex, Romance
Fanny was the most popular girl in our junior year, and very free with her favors. It was my first lesbian crush...
I’d never been attracted to another girl this way. Fanny seemed to take no special care with her appearance, but everyone wanted her. With her beautiful curves, bright eyes and infectious laugh, she was a natural. She had a carefree way of letting a few blond curls fall over her eye as she flashed a smile of pure sensual pleasure. It took your breath away. She might not have done much primping in front of the mirror, but she knew how to have a good time, and you sensed that whoever was with her would soon know too. I’d been feeling this way for a while, and I was hoping she would be at Olivia’s birthday party.
My heels clacking and boobs bouncing pertly, I walked down a quiet street on my way to the party, feeling half turned on. I caught sight of my reflection in an empty shop window and thought for a moment of pulling into the darkened entranceway to rub one out. Lesbianism makes so much sense, I thought. If you know what makes you sexy, how can you not like it in another girl?
When I arrived at the party I couldn’t see Fanny anywhere, so I found Olivia and gave her a warm birthday hug. She was one of my best friends, and her dark bangs and innocent doll eyes could have made her my next target if she wasn’t so in love with the school’s second-string quarterback – Chuck or Rock or whatever his name was. I could imagine their conversations and hear her reassuring him that his big break would come soon as she sweetly submitted to his embraces, belying her reputation as one of our junior year’s few Christian virgins. I figured she probably felt guilty every time but thought it was her duty to satisfy him and make him happy.
I nodded hello to a few people, and then my eye was caught by that magic smile, flashing in a corner of the room where Fanny was entertaining two good-looking guys. I gulped as this scene reminded me that I was planning to hit on one of the most popular girls in school. I’d never done anything like this before, and I had no way of knowing if she would be into it. I just had an instinct that anyone who was that sexy must be open to all kinds of pleasure. Was I crazy? One way to find out, I thought, as I headed in her direction.
“Ellie!” Fanny’s face lit up when she saw me. She jumped up and gave me a hug. “You know Brett and Mike…?”
I knew them. “Hi guys,” I said, remembering that they both looked even better up close.
“How are your finals going?” Fanny asked.
“Almost done. Last one tomorrow afternoon.”
“Damn! We finished today,” she said, spectacularly failing to suppress one of her special smiles.
“A big night ahead for you three, then?” I asked, as I looked at each of them in turn.
They all grinned. What was I thinking? Was I really giving suggestive glances to this potential threesome? Did I really want the girl I desired to ‘celebrate’ with these boys when I had to go home and study?
“Maybe we could meet up and celebrate tomorrow night?” I suggested a little desperately.
“Great!” Fanny enthused. “I’ll be partying all week!”
I couldn’t stay long that night, but at the end of my conversation with the three of them I got a surprise that changed my life. Fanny gave me another hug, this time with an extra squeeze. As she sank her soft breasts into mine, she put her lips to my ear. “I’m really looking forward to tomorrow night,” she whispered. An electric charge went through me and I almost had to suppress a sob of relief. I could hardly believe it, but there was no mistaking the meaning in that husky voice. So this was really happening! I waved goodbye to the boys, headed for the door, and walked home without feeling the ground under my feet.
Back in my bedroom, I couldn’t focus on my studies. The room was warm, so I stripped down to my panties and tank top. Thinking of Fanny’s soft hug and whispered words, I was too distracted to work. I sat up on the bed, pulled a pillow towards me, and straddled it. I really shouldn’t be doing this, I thought, but maybe I’ll be able to focus after. I began to rock back and forth on the pillow, feeling its soft fullness between my thighs as my pussy sank into it. With each motion I could feel myself getting wetter. I slipped a hand into my panties and slid a finger over my clit. It was already hard. I kept going and slid the finger into my pussy while I massaged my clit with the palm of my hand. Oh God! I could have come in seconds, but I wanted this to last longer. Leaning back, I reached behind with my other hand, caressed my butt cheeks and felt for my asshole. It was already half-lubricated with leaking pussy juice. I slipped a finger in. It slid easily all the way up, and then I was in heaven, rocking back and forth with my eyes closed, caressing the insides of my pussy and ass with one finger in each. I don’t know which one sent me over the edge, but soon the dam burst and I was spasming uncontrollably, humping the pillow involuntarily and sobbing with pleasure. It was one of the deepest orgasms I’d ever had. Wow, I said to myself as the throbbing subsided. If that’s what the thought of her can do, I wonder what the reality will be like.
Of course, I didn’t study anymore that night, but I woke up the next morning feeling great. I was happy, relaxed, and ready to cram for my exam. A few hours later I was breezing through it and wondering if I should always have a soul-shattering orgasm the night before a big test.
I’d arranged to meet Fanny at a café but when I arrived I saw straight away that we wouldn’t be having a romantic tete-a-tete. The place was jumping. There were students everywhere, all in party mode, and of course, Fanny was in the center of the action. I found her beaming happily, perched on the edge of a table, facing a crowd of boys who couldn’t take their eyes off her. I squeezed through the crowd till she saw me.
“Ellie!” she said. “Tell them I’m right!”
“What about?” I asked innocently.
“Girls enjoy meaningless sex just as much as boys,” she said gleefully.
I hesitated, a little taken aback. No wonder they were all gawping at her.
“See!” said one of her taunters, noticing my uncertainty. “It’s different for girls. They can’t do it without getting emotional.”
“I guess that depends on the girl,” I said, regaining my composure. “Some find it easier than others.” And I smiled as I looked at Fanny.
Several of the boys whooped at that, and Fanny reached out to me. “I knew you were my kind of woman,” she said. And then the boys’ whoops turned to yelps of joy as she leaned in and kissed me on the lips.
Thrilled with the way things were going, I perched myself beside Fanny, and together we fielded questions about love and desire, occasionally exciting our audience by kissing each other on request. We challenged some of the boys to do the same, but of course none of them would. Eventually, Brett and Mike turned up and I realized that Fanny had been waiting for them. As we left the café to chants of “Foursome! Foursome!” she turned quietly to me. “I kind of promised them we’d catch up again tonight. I hope you don’t mind.” The conversation at the café had put me in the mood for almost anything. “OK by me,” I said, although I had misgivings about what this meant for alone-time with Fanny. “You’re so great,” she beamed, and she took my hand and held it snugly in hers as we walked along.
Fanny and the boys seemed to know where we were going. It turned out to be her place.
“My roommate’s away,” she said as we came through the door. “And my parents just sent me this…”
It was a new queen-sized bed, wrapped in plastic and leaning against the wall.
“The boys promised to help me set it up,” she offered by way of explanation.
That figures, I thought. “Well, let’s get to work.” We began tearing the plastic and awkwardly maneuvering the heavy, cumbersome mattress, laughing as we fell over ourselves. Before long the plastic was off, the mattress was flat on the floor, and Fanny was sprawling invitingly across it, catching her breath. Brett wasn’t the kind of guy to waste time. He immediately collapsed onto the mattress beside Fanny. “I guess we should all test it,” said Mike, moving forward, but I beat him to the other side of Fanny, so he settled for the other side of me, and there we lay: two girls sandwiched between two guys.
“Not bad,” said Mike, bouncing his ass on the mattress. “But how will it cope,” asked Fanny archly, “with the ultimate test?”
“You mean this?” asked Brett, and he began quickly dry-humping Fanny, who let out a peal of laughter.
“You’ll have to do better than that,” she taunted. “I can hardly feel it!”
Brett grabbed her and began thrusting forcefully against her, emphasizing his effort by releasing a single word with each push. “How. About. This?”
“Better,” said Fanny, laughing again. “But not very romantic.” And with that she turned her face up to meet his in an open-mouthed kiss.
My heart sank as I saw how completely she gave herself to him. There were no half-measures with Fanny, and I needed to accept it if I didn’t want her to break my heart into a thousand pieces. But right now I had to deal with Mike, who snuggled up to spoon me from behind. He reached a hand around to cup one of my breasts. Normally, this would mean things were moving too fast for me, but watching Fanny get it on with Brett, these moves made me feel like I was part of the action. Instinctively, I pressed my ass against his crotch, where I could feel his cock hardening. Of course, he took that as a green light and moved in for a kiss. I opened my lips and let my tongue loose in his mouth, doing my best to match Fanny’s lust for Brett. It didn’t go unnoticed. Fanny soon broke away from Brett, leaned over and stole me from Mike for a moment, filling my mouth with her tongue. This led to exchanges of French kissing between all of us except Brett and Mike.
Then Brett made the inevitable move, standing up, letting his jeans drop and showing his thick manly cock standing erect. Fanny was instantly transfixed. She sat up, leaned forward and started licking, sliding her tongue up and down the shaft before taking the swollen knob in her mouth. Her eyes closed as she tried to swallow it, gagging as it reached her throat. I rolled over and undid Mike’s belt, eager to see if his manhood would match his friend’s. It was longer but thinner. I was happy with that, and I soon made him feel as special as Brett – or more special, since I had no trouble letting his narrower girth slip down my throat. One of my old boyfriends had taught me well.
We girls knew this situation could lead to early climaxes for the boys. Instinctively, we both pulled away from our work and looked at each other, knowing something had to be done. “Let’s get naked!” said Fanny. To the boys this looked like progress. To make it even more like a favor, Fanny chose some of her raunchiest music and started a striptease. I’d never stripped for an audience, but I followed her lead and we bumped and ground our way to nudity, including plenty of steamy contact with each other. When the boys weren’t whooping and applauding us they were removing their own clothes. Before long we were all stark naked.
Fanny had never seen me without clothes. “God! You’re so beautiful!” she enthused as her eyes widened, and she began to kiss me and caress my breasts. “Isn’t she?” said Mike, as he moved in from behind, putting his arms around me and pressing his hard cock against my butt. Brett was even less subtle. He grabbed Fanny around her waist, picked her up, and carried her to the mattress. They fell down together. Fanny didn’t seem to mind, but she looked up at me and patted the mattress, so I lay down beside her. We turned to face each other as Mike lay down too and the boys started molesting us from behind. They could do what they wanted to us, but our eye contact would be with each other, I thought. Before long, though, Fanny’s eyes suddenly widened and then closed tight as Brett made his move, pushing the end of his fat cock into her pussy. She couldn’t resist the pleasure of it. She opened her mouth and moaned.
Mike, as usual, followed Brett’s lead and pressed the tip of his cock against the lips of my pussy. Before I had time to ask what protection we were using, he was part way in, and it felt so good that every other thought left my mind. In a moment I was returning his moves, pressing myself against him to take him as deep as I could. It felt fantastic, but when his rhythm sped up, I came to my senses. “I don’t want to get pregnant,” I told him. “You won’t,” he said confidently, as he stopped and pulled out. “I didn’t mean…” I began. I wasn’t sure what I meant, but I knew I was sorry he’d stopped. I was on the verge of saying that we could go a bit longer when I instantly understood why I wouldn’t get pregnant. I felt the end of his cock against my asshole. “OK?” he asked. I silently nodded twice, and a moment later I felt his knob stretching my ass and pushing its way in. Oh God! The combination of pleasure and pain made me gasp. I began to tense up.
“Just relax,” he coaxed, as he waited a moment before pushing a little further in.
I could feel Mike’s tightly wound eagerness as he tried not to lose control. Slowly, as he went a little deeper with each push, I felt the pleasure building in my ass and spreading through my body. I moaned and began to meet his movements, pushing back to take him deeper. Soon we were both thrusting and panting. The pleasure was intense. My legs began to quiver. Then I felt a finger on my clit, applying just the right pressure. I opened my eyes. It was Fanny, reaching across to complete my ecstasy. I gave in to the moment and let out a cry as I climaxed with a shuddering explosion, quivering all over. Mike realized what was happening and let himself go, thrusting harder and harder as he reached his own climax. His rhythm sent me to a new peak, and I shook uncontrollably as my mind went blank in another whole-body orgasm. When Mike eventually stopped pumping, I was on the verge of passing out. I felt like my body and soul were in ruins. I lay there unable to move. Eventually, he pulled out. As his cock slid from my ass, I experienced a sense of relief. I sighed and sank into the mattress feeling like a piece of wreckage coming to rest on the shore of a heaving sea.
When I woke towards dawn, the boys were gone. Fanny lay beside me, her mouth open and breasts softly rising and falling with each breath. As I looked at her beautiful curves an intense, tender love took hold of me. I reached out a hand and gently caressed her cheek, then her neck, then her belly. She began to stir. I slowly moved my hand up to her breasts, brushing her nipples lightly with my fingertips. She opened her eyes and smiled placidly as she received my tender touches. I leaned forward, used my tongue to circle one of her nipples, and then sucked the nipple into my mouth. She arched her back. I sucked harder as a surge of irresistible desire went through me. I pulled closer, wrapping my legs around one of hers and pressing my swelling clit against her thigh. She shifted a little to meet my own thigh with her pussy, and from that moment we were lost in a sea of enveloping caresses. Our mouths met with a tenderness that wasn’t there the night before. Our tongues probed and found each other. I was lost in the blissful pleasure of it, unaware of anything but her impossible softness. Our hands explored every part of our bodies. I tasted another girl’s pussy for the first time and loved it, drinking her juices eagerly. I slid my tongue between the smooth curves of her butt cheeks and heard her moan as I reached her puckered hole. My thumb was in her pussy, my fingers on her clit and my tongue in her ass when she came, suddenly clenching and letting out a throaty moan as the pulsing rhythm took hold of her. Soon she was returning the favor, clamping her mouth on my pussy and sucking my clit hard while she slipped a finger into each of my holes. I completely lost control as crashing waves of pleasure broke over me. She stayed in place, sucking me dry and giving me no relief from my excruciating ecstasy. Eventually I stopped shaking and let out a huge sigh. I had never known such complete, transporting pleasure. We lay there, exhausted, gently stroking each other, and I realized I couldn’t tell where my body ended and hers began. It was a true physical union.
Later that day she sent me a one-word text message, “Wow” followed by six love-heart emojis. I wrote back saying simply “I know.” Nothing else needed to be said. Everything was understood, and I began to wonder how I would tell my parents that I had a girlfriend. I knew they would be shocked, but I also knew they would love her, so I decided I would take her with me when I told them. I slept blissfully that night.
By mid-afternoon next day, I began to wonder why I hadn’t heard from Fanny, but I hadn’t reached out to her either, so I sent a message: “Doing anything tonight?” “Sophia’s graduation party,” she replied. “Coming?” Sophia was a year older than us, very beautiful and very cool. Her parents were film producers, and every year she was voted the girl most likely to break up a celebrity marriage. She was going to Europe for the summer and would miss her graduation ceremony, so she was celebrating at a classy place downtown. I hadn’t been invited, but I figured Fanny’s invitation made me her plus-one, so I wrote back: “Yep. Should I swing by?” She responded a couple of minutes later: “Meeting my dad downtown before the party. See you there!” I was disappointed we wouldn’t be arriving together, but I felt happy as I imagined Fanny telling her father about the latest developments in her love life. I knew he was open-minded and accepted her lifestyle, or at least what she shared with him. I had even wondered sometimes if she had a ‘special’ relationship with him, but she never mentioned anything, so I didn’t ask.
As I was getting ready for the party, my phone rang. Could it be Fanny? Maybe she wanted to meet up early? I reached for the phone but no, it was Olivia. “Liv?” I answered. Her voice was broken and muffled. I could hardly understand what she was saying through her sobs and sniffles, but I caught the words “Chuck” and “dumped.”
“Oh Liv, I’m so sorry.”
“Can I come over?” She asked plaintively.
I told her apologetically that I was going to Sophia’s party. “You should come,” I added.
“Oh, I don’t think I could handle it.”
“I know. It’s going to be hard, but you should be with your friends tonight.” I asked her if Chuck would be at the party.
“No. Sophia never really liked him.”
“Perfect. Please come. You shouldn’t be on your own at a time like this.”
I wasn’t sure if I’d convinced her, but I’d done what I could and I needed to go. I had no idea at the time how important that conversation would turn out to be.
When I arrived at Sophia’s party, I naturally looked around for Fanny. Not seeing her, I searched for Sophia and then, in a single moment, my world came crashing down. On the other side of the room I saw the two of them, face to face with their foreheads touching. I only had time for a sharp intake of breath before their lips met and my worst nightmare was realized. I had told myself to prepare for something like this, but it made no difference. My stomach turned over and I thought I would puke. At that moment, Fanny looked over and saw me, and what happened next only intensified my pain and confusion. She smiled as though nothing unusual had happened and waved me over to where they were standing. She was grinning from ear to ear as I approached. She hugged me excitedly and gave me her news.
“I’m going to Europe with Sophia!” she exclaimed. “Isn’t it fantastic!?”
I was barely able to hold myself together. “Wow,” I said. “That’s… amazing.”
“I didn’t want to say anything in case I jinxed it, but Dad just told me he’d pay for the airfare, so we’re leaving next week!” She’d been planning this for days, maybe weeks, and she hadn’t said anything. I shouldn’t have been surprised, but somehow, I was unprepared. “That’s incredible,” I said, trying to smile. Then I told her I needed the restroom and would be right back.
I barely reached the stall in the restroom before bursting into tears. How had I been so stupid? I pounded my thighs in anger, then buried my face in my hands and sobbed aloud. I thought I heard the restroom door open, but I didn’t care. I couldn’t control my emotions. This was even worse than I’d imagined. I knew I might struggle to trust her, but this?? The day after we’d been to heaven in each other’s arms, she was thrilled – not apologetic, not even in two minds, but thrilled – to be going away for the summer with someone else. I couldn’t believe it, but at the same time, I knew I should have expected it. That was Fanny. She was a pleasure seeker, and she would go wherever her desires led her.
When I’d dried my eyes, fixed my makeup and half composed myself, I stepped out of the restroom. I didn’t want to talk to Fanny or Sophia, so I scanned the room. My heart gave a little leap as I saw Olivia, standing in the middle of the room looking lost and lonely. I smiled and waved as I moved towards her. We found a quiet corner, and she buried her face in my shoulder. I held her and tried to comfort her, but being in a similar state of mind myself, I knew that consoling words wouldn’t make much difference. Eventually, her sobbing subsided.
“As soon as he made the team, it was over,” she said. “To make it worse, I was going to spend the summer with his family in the Hamptons.”
“Oh, God,” I said. “What an asshole.”
She buried her face again.
“Why don’t you come and stay with me?” I asked, as the thought occurred to me.
She looked up. “Really? Would that be OK?”
“Absolutely,” I assured her.
“What about…?” And she looked in the direction of Fanny, who appeared to be sharing her news excitedly with more of her friends.
“Oh, that’s not going anywhere,” I said matter-of-factly.
“Really?” She said again. “I’d love to stay with you.” Then she smiled in a way that told me everything I needed to know. It wasn’t a smile of pure pleasure like Fanny’s but a smile of gratitude, and hope, and love. I took her hand, and we walked out onto the street together.
“I’ve never done anything like this before,” she confessed quietly.