Last Goodbye

I laughed as Lena gave me a harmless punch on the shoulder.

"And in two years, you couldn't find any other opportunity to tell me how you feel?"

"Well," I began. "We kind of just became friends, and then you started dating Adam."

"Oh shit!" she said suddenly, running her hand over her face. "I forgot about Adam. How am I going to tell him."

I just shrugged, now feeling quite uncomfortable.

"Well, You could not tell him at all," I suggested.

"But that would be so mean."

An awkward silence followed before Lena finally spoke once more.

"Whatever," she said, sitting up. "I'll figure it out later. Right now I'm going to get some clothes on."

With that, she hopped to her feet and began to gather up her clothing.

"Ill be right back," she said, heading towards her bedroom. "Feel free to watch TV or something."

I watched her as she left, still trying to process what had just happened. Lethargically, I pulled myself up from the floor and began to put my pants back on. I left my shirt off, but grabbed it as I slumped down on the sofa. Picking up the remote, I turned the TV on, but all I could get was static and a very annoying sound.

"Fucking storm," I cursed before turning the TV off and tossing the remote to the side.

I was beginning to wonder what was was taking Lena so long, when I heard her sweet voice calling out form the bedroom.

"Damon? Can you come here for a second?"

Sluggishly I pulled myself up from the couch and made my way down the hallway. Lena's door was open just a crack but it looked dark inside her room. Suddenly feeling very confused I approached the door and slowly pushed it open.

"Hey!" Lena greeted cheerfully. "Recognize this outfit?"

I stood mouth agape in the entrance to her room as I watched her saunter towards me. The lights had been dimmed and Lena was dressed in the exact outfit she was wearing the first time I had ever seen her. The white top was stretched across her ample chest, exposing her sexy tanned shoulders and smooth, succulent neck. Her skirt, although not terribly revealing, showed enough leg to peak my interest just as it had done so on that day two years ago. Smiling adorably, Lena clasped her hands behind her back and dug her toes into the carpet as she let me complete my view.

"Well?" she said, holding her arms out. "What do you think?"

I just stepped forward and took her in my arms, kissing her harder than ever. She let out a quiet moan of approval and kissed me back as my hands pulled her close.

"So I guess that means you like it?" she joked.

"Yes." I smiled down at her. "Yes it does."

Lena put her hand at the back of my neck and pulled me down to kiss her again as her other hand grazed over my dick.

"Hmmm," she said, giving it a playful squeeze. "Does this mean you're ready for round two?"

My response was non-verbal as I placed my hands on her hips and lifted her off of her feet, tossing her on the bed. Her face lit up with excitement as she bounced off the soft mattress.

"I'll take that as a yes!"

Slowly, I crawled up her body taking in her sweet scent as I periodically lowered my head to kiss her various body parts. When I got to her face, I kissed her deep, pressing my pelvis into her hers. Braking away, I then worked my way back down her body. When my lips touched the naked skin of her leg she jumped a little. I smiled and pushed her black skirt up her legs, exposing more of her honey-hued skin. She giggled when I ran my tongue along her thigh, but the giggle turned into a quiet sexy moan as I gently pushed her legs apart. Assisting me, Lena reached down and pulled her skirt up over her hips. To my surprise and delight, she was no longer wearing her panties.

Alternating from leg to leg, I worked my way up, kissing and nibbling her firm thighs. As I neared her naked pussy, I could smell her intoxicating scent.

Slowly and methodically, I kissed Lena, although avoiding her her tight little hole, which was now beginning to glisten with the signs of her arousal. I was also happy to see that she was completely shaved and I had to restrain myself from simply diving right in.

"Oh God!" she moaned as she felt my hot breath on her sensitive lips.

I extended my tongue and lightly touched her swollen little bud, causing her body to tense with pleasurable anticipation.

"Hey!" she accused. "I didn't tease you this bad!"

I gazed up into Lena's eyes with a contended smile on my face as I slid my wet tongue along her damp crevasse, gently parting her pink lips. Suddenly she bucked her hips up into my face, driving my tongue between her soft folds. I grabbed her thighs, holding her still as I found the opening to her wet hole before plunging my tongue in as deep as it could go.

"Oh yessss!" Lena exclaimed, grabbing my hair with both hands.

Wrapping my lips around her pussy, I gently sucked as my tongue continued its exploration. She was getting wetter by the second and I pulled my mouth away from her hole only long enough for me to wiggle a couple fingers up inside her. Lena continued to moan as I twisted my digits inside of her, taking her tiny clit between my lips. Her legs opened wide as if to beckon me further and I responded by pulling my wet fingers from her pussy and replaced them with my tongue, forcing it deep inside her. I kissed every inch of her tight little cunt before moving lower to test her limits. Within seconds my enthusiastic tongue was stabbing at her tiny puckered asshole.

"Mmmm," she purred, feeling the warm wetness on her most private area.

Placing my hands under her knees, I forced her legs up and away, lifting her hips off the bed. I then renewed my oral assault on her anus, licking with unbridled lust.

"Oh God damon!" she exclaimed as my tongue made a passing swipe over her tightly closed hole. "I want you inside me!"

Although I was reluctant to pass up any further opportunity to ravage her pussy and ass with my tongue, the prospect of sinking my dick into that sweet little hole once more was more than enough incentive. Giving her puckered butt hole one more lick, I began to work my way back up her body.

As I lay my body over hers, she grabbed my face with both hands and kissed me passionately, forcing her tongue past my lips. My hard cock was laying across her wet, swollen pussy lips as she bucked upwards in an attempt to feel more of my shaft pressing into her. Reaching down, I grabbed a hold of my dick and slipped it back inside her hot, tight hole.

"Oh yeah," she said softly, grazing her finger nails up my back. "You feel so good!"

Reaching down, I grabbed her thigh, pulling it upwards against my body, fully sinking my erect cock inside her. Slowly, I resumed pumping up and down, filling her pussy with every stroke of my turgid shaft.

"Damon?" Lena said quietly, looking into my eyes with the innocent visage that I had come to love.

"Yes?" I responded, slowing my thrusting for the moment.

"Let's do something different. Something that I've never done. So it can be...You know. Special. Between us."

I just stared down at her, my dick still fully embedded inside her.

"What did you have in mind?" I asked, my mind wandering.

"I'm not sure. I just know that I want to do something with you that I can think about for the next two years."

"Well," I began, stroking my hand up the underside of her thigh. "I think I can think of something."

"Oh yeah?" she responded with an excited tone. "Let's hear it."

With that, I ran my hand down under Lena's ass and lightly grazed her asshole with my fingertip.

"How about here?"

Lena froze and for a moment I thought I had made a huge mistake. Then her expression softened into a shy smile and she answered.

"You mean...?"

"Uh huh," I nodded in affirmation. "what do you say?"

"Well...," Lena said, rolling her eyes. "Maybe if you ask nicely."

I let out a bit of a laugh before speaking again.

"Oh, please, pretty please?" I asked in a phony babyish voice.

"Please what?" she said, flashing an irresistible smile across her perfect face.

Leaning into her, I put my mouth right up to her ear before answering.

"Please let me fuck your ass."

No sooner had those words escaped my mouth then Lena had grabbed my head and planted her mouth on mine. I kissed her back with renewed vigor and ground my cock into her soaking wet pussy.

"Do it!" she said, breaking away. "Let's do it now!"

I couldn't believe what was happening. Not only was I fucking the girl of my dreams, but she was now telling me to fuck her in the ass! I was in heaven.

As I pulled my dick from her pussy, Lena grabbed her legs and pulled her knees up to her chest. I swallowed hard as I gazed down at her in the vulnerable position. I then ran my hand from her tailbone up to her clit, stroking her tiny hole as I passed. Submerging my fingers into her wet pussy, I then returned to her ass, rubbing her juices over her tight rosebud.

"That feels kind of good," she said, staring intently at me with her cute brown eyes.

I smiled back at her and slipped one of my wet fingers past her tight muscular ring. Lena's body tensed up before becoming accustomed to the feeling. I tore my gaze away from her irresistible face to watch intently as her tight little butt hole hugged my glistening finger. Her breathing became more erratic as I pushed deeper into her ass, lubricating the inside of her hole with the slippery fluid. As she relaxed a little more, I added another finger, plunging both into the confines of Lena's little pink ring.

"Oooo," she cooed, shifting her body, not with discomfort but rather with pleasure.

Her eyes closed and her hand drifted downward, stopping just short of her clit. She seemed apprehensive in touching herself in front of me. I laughed at the irony of the situation. Here she was, laying there with my fingers up her ass and she was now getting shy? I decide to help things along by taking her hand in mine and guiding it to her quivering pussy.

"Go ahead," I offered. "It will make it easier."

Lena gave a slight nod and began to run her fingers over her pink lips. She even pushed two fingers into her pussy, and I could feel them pressing against the two that I had buried in her ass. Somehow, I managed to kick off my pants without removing my fingers from her ass. I then continued slowly finger fucking her until I could sense a feeling of relaxation flow over her body. She was ready.

I spit into my palm and began to lubricate my dick with my own saliva as I began to withdraw my fingers from Lena's tight-gripping asshole.

"Aww," she complained in a whiny little voice that would be better suited to a five year old than a twenty year old. "It was just starting to feel good."

"Don't worry," I reassured, shifting closer, gripping my own cock with horny eagerness. "The best is yet to come."

Lena pulled her knee to her face, lifting her ass a little higher off the bed as she continued to run her nimble little fingers over her engorged clit. In the dim light of the room, her asshole shimmered with pussy juice, both from my fingers and from the thin trickle that was now flowing downward from her excited pussy. Carefully, I lined up the head of my dick with her small, puckered star and began to push. Lena held her breath as she felt her impossibly tight hole open up around my cock.

She then let out a subtle squealing sound as I slowly forced my swollen cock head past her tiny muscular ring and into her most private orifice.

Lena's fingers worked relentlessly on her clit, with little regard for the thick penis that was now invading the diminutive opening between her cheeks. I could feel the tight circular muscle tighten around my head, however, as I tried in vain to gently ease it inside her. She removed her hand from the underside of her knee and began to paw incessantly at her own breast through her sexy white top. Her actions encouraged me to proceed and I quickly returned my attention to the seemingly hopeless task of forcing the remainder of my dick into her impossibly tight asshole.

"Mmmm," she moaned softly, apparently enjoying the feeling of my thick shaft sliding deeper into her hole.

I was about half way in when I began to slide back out, eliciting a surprised gasp from Lena's slightly parted lips. Back and forth I moved, each time delving a little bit farther into my friend's irresistibly inviting asshole.

"Uh," she groaned quietly, increasing the pace on her clit. "Deeper. I...want it deeper."

I was more than happy to oblige and before long I was buried up to my aching balls in the vice-like confines of Lena's asshole. She let out a contented moan and stared into my eyes with a lust filled glare. My thighs were pressed up tightly against her taut cheeks as her ass was now completely elevated off the bed. I returned her look of pleasure before casting my gaze downwards to admire the sight of her asshole stretched wide around my shaft. Then, slowly my glistening rod emerged from that forbidden tunnel as I withdrew. I quickly replaced it however, pushing it back in as deep as before causing Lena to squirm with newfound enthusiasm.

"Oh my God!" she exclaimed. "This is amazing!"

I agreed, although I said not a word. I simply smiled and rotated my hips, pressing the shaft of my dick against the entire inside wall of Lena's asshole. With a slow, methodical rhythm I then began to slide in and out, my dick moving free of her clinging ass. Faster and faster I increased my speed. although trying to be as gentle as possible. I certainly did not want Lena's first anal sex experience to be a negative one.

"Yes. Yes. Yes!" she said in rapid, raspy gasps.

I noticed her legs shaking as she held them elevated in the air. Her fingers her now moving her frantically and her eyes were completely closed.

"Faster. Harder!" Lena demanded in a forced, squeaking voice.

I knew she was going to cum soon and I stepped up the intensity to match hers. My cock was now plunging deep inside her virgin asshole, which was beginning to clench and unclench periodically. Suddenly Lena's whole tensed and she tried in vain to straighten her legs. I grabbed a hold of her thighs and held her to prevent her from inadvertently forcing my dick out of her ass. Her butt hole tightly contracted, squeezing my shaft as her body contorted with intense pleasure.

"Wow," Lena exclaimed, allowing her legs to drop to either side of her orgasm-wracked body. "That was great."

"Good," I answered, my cock still enclosed in the tight confines of her ass. "Glad you liked it."

I looked down where it appeared that a river of Lena's cum had flowed from her pussy down between her legs where it now coated both the shaft of my dick and the opening to her tiny but stretched hole.

"Do you want to stop now?" I asked.

"No way!" she blurted out, before I could say another word. "But can we change positions? My hips are kind of sore."

"Absolutely," I returned, allowing my hard dick to slip free of her newly-reamed hole. What did you have in mind?"

"From behind!" she said with enthusiasm, her eyes flashing mischievously.

I smiled and nodded as Lena flipped over onto her hands and knees, presenting her beautiful ass to me. Arching her back and looking backwards over her shoulder, she beckoned me with her sexy stare.

"Do it." she said simply. "Put your dick back in my ass."

I never thought I'd ever hear those words but at that moment they were definitely music to my ears. Taking my cock in my hand, I used my other to to pull one of her tanned cheeks to the side, exposing Lena's glistening asshole to my view. She helped by reaching back and spreading her other cheek, allowing me to admire the sexy scene.

"You look so good," I muttered in awe, leaning down to run my tongue over her exposed asshole.

Poking the tip of my tongue into her little pink knot, I could taste her pussy due to the abundance of fluids that now coated the tiny orifice. Lena moaned at the feeling of my tongue tracing her tight ring and reached under her body to slide a couple fingers into her drenched pussy as I licked her ass. Moving down, I began to run my tongue along her slender fingers as she pulled them from her cunt and offered them to me. Parting my lips, I took the slippery digits into my mouth sucking them clean before returning to her ass.

"We're getting pretty naughty," Lena said with a giggle, dropping her face into the soft pillow.

I gave her asshole one more long, wet lick before assuming the position kneeling behind her sexy body. Taking my cock, I laid it between her fleshy cheeks allowing Lena to feel the hardness of my dick pressed up against her prone body.

"Oh yeah!" she said in that cute voice of hers, wiggling her ass and pushing back against me. "That's what I want."

I then took hold of my shaft and rubbed my swollen cock head down over her waiting asshole a couple times before pushing it back inside her. Lena let out a low, drawn out sigh as her hungry hole swallowed up the entirety of my shaft with one fluid motion. Reflexively, her muscular ring tightened, squeezing my cock and trapping it within the tiny tunnel, giving me a most pleasurable sensation. I laid both hands across her ass and spread her cheeks wide in order to take in the beautiful full of my cock fully sheathed in Lena's hole.

This time, I wasted no time before beginning to truly fuck her, pumping my dick in and out of her insatiable ass. Lena futilely clawed at her sheets and howled into her pillow as my balls repeatedly slapped her wet pussy lips with every thrust. Her sexy back was arched downward, causing her ample ass to protrude high in the air to meet my stabbing cock. Placing my hands at her slender waist I drove hard into Lena, holding her body and preventing her from lurching forward. An endless stream of incomprehensible murmurs and moans escaped her lips every time she felt her tiny asshole being filled.

"This looks so good," I muttered, staring down as my cock repeatedly disappeared into her tiny pink star.

Lena then reached back with both hands and grabbed a hold of both ass cheeks, spreading them wide.

"Deeper," she said softly, her voice barely comprehensible through the pillow in which her face was buried.

I placed my hands on her shoulders and pulled her body back towards me as I pushed forward with my pelvis, driving my cock farther into her enticing little hole.

"Oh yeah," Lena gasped, pushing back with her ass, wiggling it in an attempt to get more dick inside her.

As I resumed fucking her tight orifice, I could feel an orgasm approaching. Every thrust of my cock elicited more of the tingling sensation that signaled the impending climax. As much as I would have loved to explode inside Lena's ass at that moment, I was enjoying myself far too much to allow the amazing experience to end so soon.

Before I reached the point of no return, I slipped my throbbing dick out of her butt, educing a startled gasp as Lena's well-fucked muscular ring closed up tightly. I then pushed her fleshy cheeks aside and lowered my face to her backside and began to tongue her ass with vibrant, enthusiastic licks.

"Oooooh my God!" she said panting lustfully as she felt my warm soothing tongue on her tender asshole.

Encouraged by her exclamation of pleasure, I poked the tip into her freshly reamed hole, probing the tight confines that had so recently held my dick. Lena continued moaning as she reached back and clawed at my hair while I tongue-fucked her tiny pink star. After rimming her ass for a few more minutes, I replaced my dick, sliding it back into Lena's saliva-slicked tunnel. She purred with appreciation as my shaft slid easily inside her. As I resumed fucking her ass, I began to become more forceful with every thrust. Her ass quivered and her hips were forced downward into the bed as I slammed into her. Soon she was laying flat and my body was on top of hers, my chest pressed firmly against her smooth, sweaty back. I could feel the warmth emanating from her body as I lay on top of her, gyrating my cock around in her asshole. Reaching up I gently took hold of her sweaty hair and pulled her head to the side. I then whispered into her ear as I pushed my cock deep into her hole.