Crossing the Rubicon

Author's note: As always, reading the earlier chapters will give you better context.

In case you can't be bothered with all that reading, here is a synopsis for you:

Rune, the runt of the family, and only son, grew up with four over achieving sisters. He lived in their hand me downs and was shunned by his parents and siblings, living the life of a loner. He was befriended by Becca, a hot soccer player, at College. She found him in a pair of his sister's underwear and has encouraged him to live the life he wants to live, and has helped him to get rid of his male clothing and start life dressed as a woman, something Becca finds a huge turn on. Along the way Rune's had an interlude, and an argument, with his female landlord, Stella.

And also, this is not real life. It is just a story folks!

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"I told you. I'm not interested in men!" I said.

"I know, but you would really be helping me out," Stella pleaded.

"And the bribe? The "worth your while" comment? What the fuck Stella?"

She looked at me and suddenly realized the magnitude of her fuck up. She had not listened to me at all, and had now crossed a line I had drawn in the sand. I got out of the car and headed for the door to my basement studio. I could hear Stella's door slam shut and her rapid footsteps behind me.

"Rune, please, wait! I'm sorry!" Her voice sounded strained.

I spun on the spot to face her.

"Sorry for what Stella? For not listening to me earlier? For thinking you could have me fuck a guy? For prostituting yourself as payment?"

"Rune, that's a bit unfair!"

Tears welled up in my eyes. I couldn't believe this had happened. "Well what am I supposed to think Stella?"

I turned and headed for the door. She did not follow. I looked back as I opened the door. She had turned and was headed for her front steps. I couldn't believe how quickly that awesome time with her had gone south.

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I felt a surge of excitement as, fresh from my shower, I looked at the tube dress, boots and accessories that were laid out on my bed. I'd spent the morning after classes at the mall, looking for accessories and found a simple, yet elegant silver waist chain and some clip on earrings that matched. I'd also bought a simple necklace, also in silver. A small black clutch purse had also been acquired. Whilst I was still unhappy with Stella, I had taken on her advice and purchased a black strapless padded bra to wear with this outfit. I'd teamed it with a matching tuck thong that I'd ordered online with express shipping.

The collection of shapes and textures, and possibilities, had my head spinning and butterflies launching in my insides. Unfortunately, my body reacted a little too enthusiastically and I was soon sporting an erection. I decided to deal with it with some ice blocks from the freezer and whilst I wanted to fully enjoy the feeling of pulling the thong up my legs, I needed to act swiftly. I soon had it tucked away, and then began to get myself ready with the rest of my outfit.

My hair took me a long time to get just right, and I needed to steady my hands a few times as I applied my makeup. I knew that I was more than passable in public, but this didn't change the fact that going out like this to a bar was a first for me.

After what seemed like an eternity, I stood in front of my mirror and wrapped the waist chain around me. I then took a few moments and admired the young woman who stood in front of me. The silver accessories sparkled against the black of the dress and the paleness of my skin. My boots glistened and the padded bra gave me enough of a chest, without being too noticeable. I looked fucking great.

I took a deep breath and headed for the fridge, where I poured myself a double vodka from the freezer, and then made my way out into the night.

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Becca's last message had implored me to be there at 10, and be ready to party. I made it past the doors just before then and immediately picked out her location amongst the crowd. It wasn't hard to notice a team's worth of women's college soccer players in a corner by the dance floor, with more than a few male, and female entourage members, and suitors, also in attendance. Becca was not hard to miss in her tiny denim skirt and black halter neck top.

Becca squealed when she saw me and pulled me into a long passionate kiss, pressing herself against me suggestively as she did so. She'd obviously had more than a few drinks and seemed pretty vibed up. She then pulled back and looked me up and down.

"My hottie! You look fucking edible!" She said loudly over the music as she grabbed my hand and moved to introduce me to some of the crew around her.

"I hear you won." I yelled.

She nodded. "We fucking killed it today. Our best score line ever."

Robbie, the fiery red headed goalie was pleasant for a minute, but seemed more interested in getting back to talking to the large hunk of a guy next to her. Kaycie gave me a genuine hug and complimented me on my outfit. She wore a pair of silver hot pants a matching metallic looking shirt. I was also introduced to Lucie, looking very toned, who showed off a lot of skin in a small white crop top and micro skirt that showed a lot of leg and a large expanse of chiseled abdomen between the two. Lucie looked at me, then Becca, then back at me and winked. It was all a blur of names and faces and bodies.

I turned to look at Becca and her eyes sparkled and her smile became a smirk.

Before I had a chance to ask her 'what gives?' a body pressed behind me and I felt hot breathing, and the unmistakable smell of tequila, on my neck.

"I want you as my own personal fuck toy," said Simone, as she put her hands against my hips and pulled me back into her. Her firm breasts felt glorious against my shoulder blades as she bent in and kissed me on the neck.

I tried to spin around but her hands held me tight and she began to grind her pelvis against my ass. Becca laughed at my predicament and gave it a good fifteen seconds before she closed in, and made it a group hug moment, by grinding into me from the font. She then grabbed my head and kissed me passionately, before moving her lips over my shoulder to Simone.

"Let Rune go, Simone," she said loudly. "I'll share her later on if you are willing to play nicely."

I was then introduced to Kelly. She was a tall blonde wearing a Tahitian blue halter drawstring mini dress, which showed pretty much almost all of her body from her chest to below her right hip bone, with just a small part of her left side covered. It then offered a small amount of coverage across her ass and pelvis. A tiny daisy tattoo, with a blue center, adorned her body just on her hip line where her obliques met her central abdominal muscles. A tiny belly button stud with a blue stone completed her look. She had a physique like a Victoria's secret model and strutted around like one too, drawing eyes with every move she made. Becca was a strong character on the team, but Kelly was obviously the alpha female amongst them all. By this stage my penis was straining against its confines and I could feel a wet spot between my legs.

The music got louder as the lights dimmed and the dance floor was beyond crowded. The night became a blur of bodies and drinks and sounds. I soon found myself more than a little tipsy but was having fun. Through out the night guys kept coming up and hitting on to us all. Becca flirted with a few of them but seemed to have one particular guy, a tall black dude, trying it on with her. I had more than a few guys dance close with me and try a few gropes here and there, which had me blushing but also feeling uncomfortable.

At one stage I found myself in the center of a maelstrom of bodies and hormones as everyone around me was hooking up with someone else. Becca had been dancing with the tall black guy who I'd seen her with now and then, when he made his way behind her and started pulling her back into him, his left hand fondling her breasts through her top and his right hand working its way into the panties that were on display under her pulled up denim skirt. She looked at me with lust in her eyes and a sheen of sweat on her brow and was breathing deeply but I wasn't sure where her mind was at. It could have been lust for me, or it could have been just that she was lost in the moment with her dance partner. Either way I felt pangs of jealousy seeing her with someone, even though we had never spoken about 'us' as a couple, or an anything. My penis pulsed in my thong just seeing her like that.

Simone had locked lips with a thin latino girl and they were both grinding to the music on each others thighs. Robbie was making out with the guy she had been with all night. The two of them had given up on any pretense of dancing and were just snogging, and pawing, at each other. Kelly rounded out the circle. She was currently moving erotically to the beat of the music, the guy she was with enjoying the fact he hand on her pussy that was plainly in view, the hem of her dress having pulled up during her most recent dance. A guy was behind me, his hands on my hips, his erection obvious as he ground himself against me and tried to kiss at my neck. I was trying to extricate myself from this situation but not having much success.

Thankfully a girl with light brown hair from the team broke through the ring of pleasure that was occurring around me and grabbed me by my wrists, pulling me away from the guy behind me. She slipped between us and then pushed me between Becca and Simone, and off towards the booth that had been the team's base for the evening, saying something to the guy as she did. Once we got to the safety of the table she handed me a water bottle, and, taking one herself, we drank heavily.

"You look like you needed some help. You okay? I'm 'Killian', by the way. You must be the 'Rune' that Becca has been on about." She said.

I told her I appreciated the assistance and that I was a little overwhelmed, and then told her I was from a very small town out further east. We took a seat and watched the crowd for a while. I was feeling great. One of the team came over with some shots of Galliano and we downed one each, then another.

I couldn't see Becca at all, but could see Kelly arching her back into the guy behind her as he reached around her with one hand and seemingly fingered her without a care in the world. She moved her head back to lock lips with him and convulsed as what looked like a blistering orgasm pulsating through her toned body, sending muscles rippling here and there. Then the music changed and the dance floor vibed to a different beat for a while. I thought I could see the back of Simone but couldn't see Becca anywhere.

After another song of dancing together, Kelly grabbed her guy's hand and led him over to the booth, seating him next to us, but not before unzipping his pants, adjusting herself and sitting down on his erection, straddling his lap facing him. She looked over and smiled at me and began slowly gyrating her hips. I didn't know where to look so I turned to Killian. My head was spinning. I then heard Kelly moan. My dick pulsed painfully in its confined and bent space.

"Is it always like this?" I asked over the music.

She shook her head. "I've never seen it this crazy. This was a huge win for us. I think everyone is just letting off some pent up steam."

"You seem to be a little more standard in your post game celebrations." I said.

She looked at me and seemed to think on that for a moment. "I'm just little against public sex of one sort or another... The positive impact of my wholesome upbringing I guess." It didn't surprise me. She looked 'wholesome'.

"I just save it for the bedroom." she said.

I blushed.

"Or the kitchen, or the hallway, or the hot tub." she added.

I must have looked stunned. She laughed. I blushed. This was a different world from the one I was brought up in.

Kelly whimpered. We both heard it. Killian shook her head in apparent dismay.

I tried not to look but gave in, failing miserably to be discrete. Kelly locked eyes with me and then moaned again and bit her lower lip. This was fucking un-believable. Not breaking eye contact, she arched her back and placed her hands on his knees and pumped on him a few times. I dropped my gaze to her crotch.

What little fabric had been there to begin with was now bunched up above her hips and I could see her bald sex sliding up and down on his length, which was slick with their combined fluids. I could smell her scent as she continued her slow riding of him. As she bottomed out on his length I could see her pelvis bulge slightly. It was erotic to watch.

But also so fucking frustrating. Seeing her pelvis bulge another time made me groan. I had never, ever, been surrounded by so many hot women, let alone women her were enjoying their bodies like this. It was every red blooded male's wet dream come true. And for all intents and purposes, I was one of them tonight. It was as Becca had promised. I was 'the pretty Rune' and thus I was 'the Rune that could be popular'.

Killian leaned in to me and said "You look and sound a little flustered. Want to get out of here?"

I nodded and she pulled me by the hand and we headed for the coat check.

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My head hurt bad. My mouth felt dry and horrible but I smelled fresh coffee. I forced an eyelid open and found myself looking at a strange dresser, by a strange wall, with a strange view happening outside a strange window. A strange towel was between me and the pillow. A cup of coffee sat on the bedside table.

I willed myself to sit up and take a sip. It was a Herculean effort but I made it and managed to raise the cup with my shaky hands. The brew was strong but smooth. My teeth felt like shit. I took a few more sips and then looked down. That's when the panic hit. I was not wearing anything on my chest. I moved the comforter and discovered I was completely nude.

I took a deep breath and tried to assess the situation. I'd been drunk. I'd left with Killian. But couldn't remember much after that. I was in someone's bed. By the look and smell, a female's bed. No pictures were within sight to give me any hint who.

By the door was a piece of paper and what looked like a pair of nicely folded women's pyjama shorts and a tshirt. I drank another hit of coffee and got myself, unsteadily, out of bed and shuffled over to the door.

The note, written in beautiful cursive script, read "Get dressed and meet me out in the kitchen. Don't panic. Your secret, if it is a secret, is safe with me. But we need to talk."

I gingerly slipped the pajamas on and went back to the coffee. I then took a deep breath and headed out the door.

'Thank god Killian! I must be at Killian's apartment!' I thought as I saw her through the kitchen doorway.

She smiled and nodded to the chair on the other side of the table from her.

I took a seat.

Her smile faded. "Look, I know this is a bit weird, and I'll explain all in a minute, but I need you to take a shower. You stink." She showed me through to the bathroom and fetched me a fresh towel. 'Take your time," she said, "You really need a good clean down after last night."

Her bathroom was quite modern, not quite what I would have expected in a student apartment, and sported a huge rain shower head behind a large glass partition. I fired up the hot water and spent a while using her body wash, and then shampoo and conditioner, to get myself clean. I desperately wanted to use her loofah but decided to leave it be. By the time I had finished, and rubbed my teeth with some toothpaste on a finger, and redressed in the pajamas, she had cooked up some bacon and egg and a sourdough bread doorstop sized piece of toast and had it on the table, waiting for me, along with a huge glass of water. I had also regained a few shards of memories of the later stages of my evening out.

I remembered that Killian said she lived off campus, but in walking distance of the bar, so we headed off into the night. I remembered Kelly biting her lip as she humped a guy, her pelvis bulging and her sex on display and I remembered seeing myself vomit into a toilet bowl.

My mind then went back to the toilet bowl. I looked at Killian sheepishly. "Do I need to do some cleaning?"

"Nah," she chuckled. "I got you on this one. But if you ever blow chunks like that again, I'll leave it all for you to deal with. That was some torrent of gastric acid and booze that you let fly."

I started to chow down on the food, feeling better with each bite. She watched me intently. She had a girl next door attractiveness thing happening. As I admired her face through the hangover that clouded my head, my penis started to appreciate my thoughts on her look. Her brown eyes had a cute slightly almond shape to them. She had a defined chin line and when she smiled she broke out some killer dimples.

"You don't happen to have any paracetamol, or ibuprofen, do you?" I asked. She nodded and went to her pantry cabinet and opened it. She then reached up to the top shelf to get it. The long grey tshirt she was wearing rose up and I got to see the full extent of her well defined legs and the bottom third of her incredible ass cheeks. I couldn't be sure, but it looked like she was not wearing anything down there, anywhere. I immediately hardened. She returned to the table and offered me the meds.

She confirmed that we had left the bar and walked back to her place, whereupon I started throwing up the minute we came in the door. She had held my hair and kept me from injuring myself as I drove the porcelain bus for a few hours. She had then stripped me out of my vomit splattered clothes and pushed me into her bed whilst she had camped out on the sofa.

"So what gives with that unit between your legs?" She asked, arching an eyebrow suggestively.

I told her what I had shared with Becca earlier on. About my weird upbringing as the runt of a family of seven, with a huge hulk of a dad, a beauty pageant winning mom and four sisters who were all sporting champions and part time models, that I had worn hand me downs. Wearing women's clothes gave me some control, revenge and a whole heap of happiness. I also told her about what had transpired between Becca and I the first time Becca had dropped by, and that Becca had encouraged me to let go of my past, and embrace the person I wanted to be. Killian quizzed me on my orientation and I told her what I had told Becca and Stella. I was not interested in guys. That comment seemed to get a smile from her.

Killian listened intently, nodding here and there. The whole time I spoke, the image of her ass cheeks lingered in the back of my mind, causing my erection remain rock hard and to leak.

Silence descended upon us after a while and we sat there as I finished up the last few morsels on the plate, neither of us feeling the need to break the silence in the short term. That ass still lingered in my mind though. Eventually she stood up and came around to my side of the table.

"Hug?" she asked.

There was no way I could say no. But I couldn't just stand and show her my hard state of affairs. She looked at me with a puzzled expression and then saw what was happening to the front of my shorts.

She chuckled and grabbed my hand and pulled me up. I blushed. She pulled me in and my rod poked her stomach before sliding up to nestle in between us.

"Its ok, Rune. Its not like I haven't seen you buck naked, or sporting a leaking erection before," She said.

I froze. "Please tell me I didn't do anything with you last night."

She shook her head, laughed, and added "No, you didn't. You just grew hard when I undressed you. Especially when I had to free you from that unusual thong. I've never seen a thong like it. However, I may have given you a little squeeze once or twice after that. And maybe a little tug. Or two tugs. Maybe three." She winked at me. My member throbbed between us. I hoped to God she had not felt it do that.