I pretty much always knew I was bisexual. I remember sneaking glances of the beautiful women in my father’s Playboy magazines when I was younger. I felt that what I was doing was wrong, but I couldn’t help myself. Women were so attractive to me! When I hit my late teens I was chubby and shy. Most of the time I would check-out my girlfriends without them knowing; stealing glances in the showers of the high school gym. I bought my own porn mag when I turned 18, and by the time I hit college I was a regular at the adult store located a few blocks from campus.
Although I dated men and enjoyed straight sex whole-heartedly, I knew I was missing something in my sex life. Actually, a majority of my friends were guys as women confused me. When I found myself in a room with an attractive woman, I would become very shy and insecure. Men however, were easy to read, easy to flirt with, and easy to please. And men were always hitting on me, never women (at least not to my knowledge).
In college I dyed my hair jet black. It was shoulder length and made my green eyes really stand out. I am very feminine but not prissy. I have large 36D tits and stand about 5′7″ with a firm yet curvy figure. Of course I was into local college music and had a cool rocker-punk-geek style.
I had a string of college crushes involving girls; one of the first was a red-head named Sammie who played on the softball team at my university. She was smart, confident, with huge boobs and an infectious laugh. I remember showing her the first vibrator I ever bought (and wishing I could use it on her!). But I was too shy to make any moves on Sammie, and maybe she was too straight to make any moves on me. Either way, I needed a dominant woman who could seduce me because I was entirely too timid to risk ruining friendship by kissing a girlfriend.
One Friday night, my boyfriend Rick got invited to a football party. Rick’s best friend was a dude named Frankie who was also Sammie’s boyfriend. We had a few other friends with us Jim, Chris, and Sammie’s cousin Penny. We all piled into Frankie’s hideous brown van and took off to buy the beer and find the party. I knew everyone well except Penny since she was from out of town and actually attended out rival college. It was dark when we piled into the van, and I didn’t get to see Penny until we got to the party, although I had shaken her hand in the darkness. She seemed shy and only muttered a soft “Howdy.”
Our conversations were dominated by the boys, all football players, rowdy and obnoxious. Of course when we exited the van, the boys were hooted at by their fellow teammates and left to engage in some high-fives and beer bongs. Sammie too was pulled into her circle of softball girls which left Pennyand I to get to know each other better.
It was only then that I realized she was sort-of a cowgirl. She wore really tight jeans tucked into cowboy boots and had on a rather large belt. Pennyhad her hair long and board straight, the color of wheat fields, and her eyes were hazel brown. I noted that her pink tank-top showed off her toned arms and medium-sized tits quite nicely. Her as was her best feature though.
We stayed outside in the backyard of this house, away from the crowd. She seemed a bit self-conscious, especially since she didn’t know anyone at the party. By the way she spoke I could tell she was miffed that her cousin left her. She smiled frequently at me as she puffed away at a Marlboro.
“I just don’t want to feel like you’re stuck with me,” she apologized to me. I didn’t care about that. It’s not like I played sports and had infinite friends. Most of the people at the party were just acquaintances anyway; my friends were probably out getting high in the woods.
Penny had a bottle of red wine that we were passing back and forth as we stood under a tree. I had never gotten drunk off wine before. Actually, I had never conversed with anyone like Kelly. My social circle was busy wearing baggy clothes and getting metal rings pierced into their face. I was intrigued by her, and we discovered we had a lot in common despite our differences in style. Her shyness turned into more of a playful banter almost like she was boasting or teasing. Had I been a little wiser to the ways of lesbian women, I would have known she was flirting with me. But I was naive to her hints. For example, she told me she had a boyfriend but then continued to man-bash him throughout the night. She made me laugh.
Penny had a great sense of humor and we started making fun of some of the idiots at the party. In our tipsy state, the giggling escalated until we were hanging on each other. She pulled me close to right herself as she stumbled. Did she almost fall or was she just trying to find an excuse to touch me? People looking on probably thought we had been friends all our lives, not that we had met only a few hours before.
We were hugging on each other so much that some random guy came over to see what was happening. “You two gonna kiss or something?” He sounded hopeful. Penny unleashed some profanity on him and just pulled me closer, laughing.
It was like I was having an out-of-body experience. The feeling was partly due to the fact that I was tipsy, but mostly it was because of this unbelievably sexy woman hanging on me. My heart was pounding double-time and I felt a fluttering feeling in the pit of my stomach. My panties became wet too.
Pretty soon we were hugging and then Penny pulled me closer. She seemed like she wanted to ask me something but instead she turned away. “Come with me to the bathroom,” she said flatly. She didn’t pose it as a question. I just walked behind her like a sheep following the leader. My heart was racing. Maybe I could frig myself off in the bathroom, I wondered.
There was a line, of course but when it was her turn, Penny grabbed my hand and pulled me inside the bathroom with her. Girls do this all the time, but I still felt my cheeks burning red as she undid her belt and fly. I pretended to check my make-up in the mirror as I stole glances of her bright blue thong. The bathroom was large and clean. She talked to me while sitting on the pot, but her voice sounded far away. I was nervous. Did she like me that way? Why was she flirting with me? Was she flirting with me?
“Men are so lame,” she said. “I bet if they saw us come in here together they’d be thinking we were fuckin’.”
I couldn’t look at her. But as she wiped and stood up, she turned her back to me. In the mirror I saw her jeans slide up over the nicest ass I had seen in a long while. Plus, she had a large tattoo on one butt cheek, of what I couldn’t make out.
“Was that a tattoo,” I exclaimed innocently. Maybe she’d let me see her hot ass again in an effort to show off the ink.
“Oh yeah,” she purred and lowered the denim again. “I’ve had it a few years now and I think it needs a touch-up.” But I wasn’t really looking at the artwork, just the tan of her skin. I guess our rival school does get a lot more sun, being inland while we are lost in the coastal fog. My mouth started salivating. She even had a thong tan line, so I knew the tan was real. Damn, I wanted to touch her skin!
“It looks hot,” I heard myself say. Wow, did that sound gay? I wondered. Penny just smiled at me as she zipped up.
“Well, I like the diamond in your nose; it looks feminine yet tough. I like your style Janie. You probably think I am a Hick or something?” she smiled.
“Actually, you’ve inspired me to get some cowboy boots,” I said. She giggled at me.
We left the bathroom arm-in-arm and ran smack into al and Frankie. They were drunk off their asses but lit up when they recognized us. I noticed al looking at me funny. He knows I am bisexual but the rest of the world has no clue.
“Where’s Sammie?” Frankie asked. We shrugged in unison.
“You guys getting freaky in the ladies room?” Rick quipped. Pennyshot me a knowing look as if to say, “See, I told you men are lame!” I just snickered.
“Sooooo, I dare you two to kiss,” Frankie leered. Rick seemed a bit uncomfortable. I knew he was insecure about my “thing for other women” as he called it. But in front of his best friend, he didn’t want to seem like a Wuss. “Is that a double dog dare?” Penny smirked.
“Yes it is,” Frankie coaxed.
“Yeah this is a PAR-TAY!” he hooted, hoping the attention would keep me from kissing my new friend in front of on-lookers.
Penny just pulled me close and we French kissed before I knew what hit me. Her pink tongue curled into my mouth as I parted my lips for her. She held me around my waist and my huge chest rubbed against her smaller one. Her height forced me to turn my head up, but that is something that I am used to. It felt comfortable and her saliva tasted like red wine and nicotine. I wanted it to go on forever; I was intoxicated with her scent, tobacco and vanilla. The guys just hollered and cheered. Even al didn’t seem upset. Their yells brought me out of the spell she had on me, and I caught myself as she quickly pulled away. Pennycursed at their display, calling them “Dumb Jocks” in jest with a smile on her face. I was in a daze though.
The boys left to do some free-style on the mic. Penny and I made our way back to our spot under the tree. I moved close to her; my chest felt like it couldn’t contain my heart anymore. Is that what was stuck in my throat, my heart?
Maybe because I was tipsy or just feeling bold, but I just flat out asked her, “Have you been with a woman before?” There was a silence and Pennygave me a knowing look. She didn’t say a word just moved her hands up to my breasts. My nipples were on fire! They popped out against the thin cotton girly T-shirt I was wearing. She didn’t pinch them, just sort of rubbed in small circles as I melted into her.
This was my first time another female had touched my breasts. I could barely breathe. She pushed me back against the tree and kissed me again, long and deep. My mind was swimming. I hugged her close and reached my hands around to cup her ass cheeks. Damn, I had wanted to touch her ass all night!
I moaned into her mouth as she dipped her tongue deeper. It felt different from how al kissed me. It was softer and she tasted sweeter. Her skin was incredibly soft as we rubbed our upper arms together in an embrace. Our breasts pushed together. “You are one beautiful girl, Janie,” she whispered to me.
I could tell she was hesitant though. She glanced around a bit. “I just don’t want Sammie to see us,” she didn’t look me in the eye. I couldn’t care less if anyone saw us; I wanted her so badly.
“Please be my first, Penny,” I was almost begging.
“It’s your first?” she asked, raising an eyebrow.
“Yes, but I really want it. –want you,” I was breathless. I still had my hands on her ass.
She took me by the hand and led me into the house. At first I thought we would return to the bathroom again so I could eat her pussy while she sat on the toilet. My pussy throbbed at the thought of that. Instead, she took me down the hall. My mind was racing. Where were we going?! She opened a door at the end of the hall that had a note attached: DO NOT ENTER PLEASE.
We heard some commotion and fumbling and a woman gasped.
“What the fuck do you think you’re doing?!” a male voice demanded. He stood up, utterly confused. Penny just stared him down in the faint light. The girl frantically buttoned her blouse back up.
“Is this your room?!” she exclaimed.
“Um…uh…no,” the man stammered.
“Well, it’s mine, Jackass, now get the fuck out of here before I get my boyfriend to pound you and I kick that Whore’s ass!” Penny shrieked.
“Fuck, I didn’t know. Sorry,” he mumbled and pulled his T-shirt back on. The girl just stared at Penny in disbelief. I was doing the same. They left in a hurry and Pennylocked the door behind them.
“See, men are stupid,” Penny mused. I was totally amazed. She sure had a mouth on her and I loved hearing her use it.
“Did you know that guy?” I asked.
“No, but he didn’t know me either,” she said. “The people throwing this party wouldn’t miss it by hiding in their rooms, so I took a chance. Good thing that Asshole hadn’t locked the door.”
Well, it worked. Now we had a room to ourselves. I grinned from ear to ear.
Penny put her hands on either side of my face as she kissed me. My button nose rubbed against her classic straight nose as our lips touched. I could smell her scent again and breathed it in. It reminded me of a soap I used to have, musky and vanilla. Her hands were in my hair and I loved it. Most men are afraid to put their hands in a woman’s hair, I’ve noticed. She pulled gently and I felt a tingle run from my scalp down my spine and to my toes.
We quickly found the bed and pushed off our flip-flops. She was on top of me. Her frame was taller than mine but our hips were about the same girth. Penny pressed all her weight on me but it was nothing compared to the huge football player I was used to. I loved it. She slowly ground her hips into me.
Our boobs were mashed together and I could feel her bra strap along her back as I squeezed her body. I reached under her top and flicked it off with one hand. Now why did men have such issues with bra hooks? I almost laughed, but only managed a sigh as Pennynibbled on my neck right below my ear.
She had my panties completely soaked at this point. But my pussy just got wetter when I felt her nipples in my hands. They were small and rubbery and the nipples stuck out a good half inch. I massaged them gently and began to pull on them when she started cooing.
Meanwhile, her hands had slipped under my white lacy bra. She hoisted my huge tits above the enormous cups and moved her mouth down over my flesh.
“You have such smooth skin, Baby,” she gasped. “I have been mesmerized by your tits all night. What size are you anyway?”
“36D but I can fit Double-D too,” I said.
“They are gorgeous because they don’t sag a bit. And your nipples have been poking through your shirt all night long. Don’t take this the wrong way, but I wondered if they were fake.”
“Hell no, I almost got them reduced,” I said.
“Glad you didn’t, they are perfect,” she said as she sucked a nipple into her mouth.
I just watched her in wonder. A beautiful blonde cowgirl was sucking my tit! I groaned and pushed my body up trying to fit more of my tit into her mouth. I reached down and found my clit through my jeans but Pennypushed my hand away. She shook her head at me and looked me in the eye. Penny bit my nipple lightly as if to say, “Bad Girl, you need to wait.” I just squirmed in pleasurable frustration.
“Fuck I could play with these things all night!” she commented about my breasts.
“Please do,” I said.
“I want some pussy too though,” she grinned mischievously.
“Good thing I have one of those too,” I moaned, “and you got it all wet.”
She stood up and pulled her tank top over her head. Kelly’s 36B tits poked out from under her loosened brazier. I undid my fly as I watched her undress the rest of the way. Her bright blue thong looked grey in the dim light. I was wearing white lacy panties to match my bra.
Pennystraddled me still wearing her thong. She moved to where our mounds met, and I cried out from the sudden jolt of pleasure. The cowgirl lifted my left leg and placed it over her shoulder and then ground harder into me. I could feel the heat of her snatch against mine. She pulled and tweaked my nipples as she humped on me.
After a moment she moved down so we could kiss some more. It was very passionate and I almost came from her rubbing her panty-covered pussy against my own. Then she reached down and fumbled my crotch to the side and felt my little patch of pubes. My pussy hair was all matted with juice and felt sticky against her fingers. I just moaned into her mouth as she explored my hot cunt with sure fingers.
When her middle finger pushed into me, I almost screamed. Her mouth covered mine so I couldn’t make a sound. I bucked my hips up to meet her finger; I wanted to come so bad.
“Calm down Baby, I’ll make you cum real good. Don’t you worry,” her throaty voice was just a whisper against my ear. I was all but sobbing; it felt so good. “Let me get your G-spot, okay?”
I was a little confused. I had heard about a G-spot but had anyone ever found mine? I figured she knew what she was doing so I relaxed a bit. I watched as she spit on her fingers, index and middle, and inserted them up to the front wall of my pussy. It felt good but then I had the urge to urinate and tensed.
“Easy now, just relax,” she soothed, “Feel like peeing?”
I nodded. I was holding my breath.
“It goes away, just relax,” she said.
Penny continued to apply pressure but made sure not to stroke her fingers in and out; they stayed pressed against my spot. About 20 seconds later I felt an immensely pleasurable feeling sort of like behind my clit. It was deep and I had never experienced anything like it before. I almost got scared. The urination feeling was gone, but the pleasure was so intense I couldn’t moan or groan or breathe. It was like going on a really fast free-fall ride at an amusement park where you don’t have time to scream. My eyes rolled back in my head as I felt not a steady climax like I am used to, but waves of rolling mini-orgasms.
Then Penny moved her head own between my legs and brushed her tongue against my clit. On the third tongue-stroke I exploded. Her fingers were still probing my G-spot and the result was the best orgasm of my life. I came so hard I thought I would faint, and the mewling sounds I made sounded like I was in pain. Penny knew better and kept on pressuring my G-spot. My orgasm lasted an eternity and each time my body convulsed a dribble of fluid leaked out. My first ejaculation!
She didn’t stop there. My new lover kept rubbing my depths and lightly licking all around my clit. Immediately I felt another orgasm stirring deep inside me. It was amazing! I came again quickly, this time humming and moaning.
“That’s it Baby keep cuming,” she coaxed, “I want you to remember your first time with a dyke.”
I started squealing and thrashing my head from side to side and she made me cum yet again. She then pulled her digits from me and licked them clean. The whole room smelled of sex. A layer of sweat lined my hairline. I was completely sober now but drunk with lust!
I tried to move but my body was limp. Penny proceeded to clean up my leaky cunt, but I think the more she swabbed her tongue over me, the messier I got! She seriously ate me out for a good half hour and I started to wonder if my boyfriend was looking for me.
I sat up and kissed her, tasting my pussy juice on her face. I wanted to taste her pussy too. Penny seemed uninterested in being eaten.
“We should get back out there before those drunken assholes get in a fight or something,” she said.
I tried to persuade her into letting me eat her but she wouldn’t let me. She said she came while she was eating me out and that’s what gets her off the most, pleasing other people. I started to get a bit miffed but realized she probably didn’t want my inexperienced tongue on her cunt anyway.
She hugged me and then we dressed in silence. We returned to the party where no one seemed to miss us. Sammie saw us and came over. She was pretty wasted so it took her a few minutes to maneuver to where we stood.
“Ladies, let’s do some shots!” she slurred.
Penny and I humored her with one shot each of Southern Comfort. The night wound down until Penny and I rallied everyone into the van and she drove us back to the Dorms.
We parted at Sammie’s door but were unable to say proper good-byes since Sammie was right there and not that drunk. I really wanted to kiss her, to thank her for introducing me to lesbian sex and showing me where my G-spot is.
I thought I would see her the following day but Penny and Sammie had gone out to breakfast and then Pennyleft from the café directly home. When I asked Sammie about her, how I could contact her, Sammie just gave me a knowing smile. I got embarrassed wondering if our tryst had become common knowledge among our crowd. But Sammie never mentioned it, nor did I ever hear from Penny again. Rick freaked out that night when we had sex and I showed him my G-spot though. It’s pretty funny how a macho guy could get insecure over a woman’s finger. Although she was sexy. And beautiful. And funny. And hot. And talented with that finger.
The End































