Title: Best Last Day
Celebs: Troian Bellisario
Codes: MF, cons, oral, 1st
Summary: Troian Bellisario meets a dying virgin in the hospital
Disclaimer: The following story is completely fictional. Any similarities to reality are strictly coincidental.
If you have any questions, comments or other feedback to this or any of my other stories; feel free to contact me at – firstname.lastname@example.org or chat with me on YIM, I am almost always online. When it comes to request, I will take them if they interest me, I like the celeb (no Miley, no Ariana, no Scarlett, no Kardashian, no Upton) and the request is not too detailed (I don’t like planning out stories, I like to write as I go).
“I told you that you wouldn’t be able to lift it,” Troian Bellisario told her friend while seated next to her hospital bed.
“I’ve lifted buckets of concrete before, this was just a freak accident,” he friend responded, trying to remain still and avoid further back pain.
“You just need to rest and start asking for help more often.”
Troian stood up from her chair and grabbed her friend’s hand, giving it a squeeze along with a smile. She grabbed her bag and put it over her shoulder before leaving the room. Walking down the hallway, the ‘Pretty Little Liars’ actress approached the elevator and pushed the button to head down. After a minute of no response, she pushed the button again several times.
“Damn it,” Troian said under her breath.
The slender brunette walked back down the hallway and approached the nurse’s desk.
“The elevator is not working, where are the stairs at?” she asked the older woman.
The woman pointed down another hallway. Troian thanked her before walking away, heading in the correct direction while checking her phone. As she made her way to the top of the staircase, she heard an odd sound. She froze in place and concentrated on it. To her, it sounded like somebody struggling.
Slowly, the girl backed away from the staircase and turned around. Troian turned her head to try and hear exactly where the sound was coming from. She slid her phone into the pocket of her black jeans and walked towards an open door. She slowly pushed it open and looked in, seeing nothing but two empty beds.
“Urgh,” she heard again coming from behind her.
Troian went across the hallway and pushed open another door, again finding an empty room.
“Where the hell are you?” she thought to herself.
The girl backed away and walked to another open door. This time she pushed it open and found a young man reaching for a water bottle on the table next to his hospital bed.
“Come on,” he quietly said, his fingers trying to extend and reach his drink.
“Do you need help?” Troian asked as she walked in the room, shocking the young man. “Sorry, I didn’t mean to startle you.”
“Oh it’s fine,” the man said. “I just didn’t see you. My vision isn’t as good as it used to be.”
“You look too young to be having eye problems,” Troian said as she grabbed his water bottle and handed it to him.
“I’m too young for everything that’s happening to me,” he said, taking a sip of the water. “I’m Leo by the way.”
“I’m Troian,” she said, sitting down in the chair next to him. “If you don’t mind me asking, what are you in here for?”
“Oh, way too much to list,” he said, coughing. “I have some sort of bone cancer that they can’t figure out how to stop from spreading.”
“Oh my god!” Troian said.
“Yeah, they say I’m running out of time,” he explained. “I’ll be lucky to be alive by this time next week.”
“Ho-how old are you?” she stuttered, a tear forming in the corner of her eye.
“I just turned eighteen,” he said, forcing the tear in the girl’s eye to rush down her cheek.
“You are so young, that’s horrible,” she said, grabbing for his hand.
“There’s nothing I can do about it,” the brown-haired teen said. “So much I didn’t get to do in my life. Oh wait, you probably don’t want to hear my life story.”
“No, it’s fine,” Troian calmly said. “I want to hear.”
“You are sweet, I wish I could see your face but my eyes only work about a foot from my face,” Leo said, looking at, what to him, was the blurry figure of the girl.
Troian stood up and leaned her face close to his. She smiled as she saw his eyes focus on her, giving him a good, clear look at her.
“You are very pretty,” he said, smiling back. “You could be a model or an actress or something.”
Troian giggled and backed away from him, sitting back in the chair. She wanted to tell him that she was indeed an actress but was more concerned about his well-being than her own self-promotion.
“So go ahead, I want to hear what you wish you could do. Maybe I can help make some of them come true,” she said.
“Well I know you can’t help me drive a car or go to the Super Bowl,” he said. “And I certainly would not expect a kiss or sex, which would be rude of me just to ask.”
“It would not be rude to ask,” Troian said as she stood back up and brought her face to his once again.
Looking deeply into his eyes, the actress wrapped her lips around his and gave him a slow, sensual kiss, the first and likely only he would ever receive. She placed both of her hands on his cheek and gently caressed them for a few seconds before breaking away, leaving a very thin strand of spit connecting their lips.
“How was your first kiss?” she asked, keeping her face close enough for him to clearly see her.
“That was amazing Troian, thank you so much,” he said with a big smile on his face.
“You are very welcome,” she responded before her phone started buzzing. “Oh shit, I’m going to be late for the meeting. I don’t want to leave you here by yourself though.”
“No, you should go, the meeting sounds important,” Leo said. “I need a nap anyway.”
“I can come back tomorrow to spend time with you,” she said as she grabbed her bag.
“I’d love that Troian, thank you,” he said, staring at her blurry form. “Can you close the door on your way out? The nurses know not to disturb me when it’s shut.”
“I can do that, have a good nap Leo,” Troian said as she put one foot out of the room.
The brunette looked back at Leo, who had his head tilted to the side, trying to fall asleep. She kept staring at him, feeling so bad for the predicament he was in. She imagined being with him while he drove a car and going to a Super Bowl with him. Her mind then shifted to the other thing he mentioned…sex.
Having lost her own virginity well before turning eighteen, Troian felt extra bad for him. She knew the joys of sexual contact that he would never experience. She started to tear up again, frozen and unable to move. Her eyes went to the floor as she took a deep breath.
“I can’t do it but I can’t not do it,” she thought to herself.
After another deep breath, her left black boot stepped back into the room. She looked around outside the room before pushing the door closed, giving her and Leo uninterrupted privacy. Quietly, she pulled her bag off of her shoulder and rested it on a cabinet near the door. Her black leather jacket rolled off of her shoulders and rested on a chair. Left in just a purple tank top, black jeans and black boots, she walked back towards Leo.
“Why are you still here?” he asked, having heard her stirring around.
“I couldn’t leave,” she said as she pulled her tank top down, sliding it south against her slender body until it was essentially just a belt around her waist.
“Isn’t the meeting important?” he questioned, unable to see her unhook her bra and toss it onto the floor, freeing her tiny tits.
“I can reschedule,” she said as she grabbed onto his hand. “I want to keep making you feel better.”
Before Leo could respond, Troian pulled his hand to her bare breast. His eyes went wide as he felt the small, fleshy mound against his palm.
“Troian, is this…?”
“Uh huh, that’s my boob,” she said as she moved the hand to the other one. “That’s my other one.”
“Wow, they feel so amazing,” he said as his finger buckled in and squeezed her chest, forcing a small, happy moan from the twenty-nine year old woman.
Troian stood perfectly still except for her breathing while allowing the young virgin to play with her breasts. She could not help but stare at him and smile as she saw the pure look of joy on his face. The girl grabbed onto his arm and started to rub her fingertips against his smooth skin as an idea hatched in her brain.
“Would you like to see them?” she asked.
“Yes but I said I can only see things within two feet-,” he said, stopping as Troian crawled onto the bed, causing him to let go of her perky breasts.
Troian sat down gently on his hips and leaned forward until her breasts were just inches from his face. For the first time in his life, he had an up close and personal view a developed pair of real breasts.
“Wow,” he said, staring.
“You like?” she asked.
“They are perfect!” he exclaimed, eliciting a laugh from the older woman.
“If you thought seeing and touching them were great, how about you give them a kiss?” she suggested.
Leo quickly placed his lips against her rock-hard nipple. With a light suckle, he took the whole nipple in his mouth while Troian happily squealed in excitement. She ran her fingers through his short brown hair, pulling him closer to her. She absolutely loved the feeling of a warm set of lips on her areola and a slimy tongue rubbing against her pointed nipples. Troian arched her back, forcing her chest harder into his face.
Leo had both of his hands around the actress’s back, holding her tight while his mouth alternated between both of her breasts. He was thoroughly enjoying himself, which Troian could notice from the hard pole poking at her ass. Slowly, the girl started swaying her hips around, only adding to the excitement in the young virgin. She could feel his breathing starting to increase on her chest. Seconds later, Leo started to shake and had an orgasm in his hospital gown. Troian could feel the pulsations in his cock underneath her at the same time that he took one last hard suck.
“You just came, didn’t you?” she asked, sitting up straight and putting her weight down on his crotch.
“Yes,” he said, trying to catch his breath.
“You’re welcome, Leo,” she said, bending down to give him another slow, sensual kiss.
Once the kiss broke, Troian crawled off of the bed and lifted his gown up, seeing the mess that she had created. She ran her fingers through his cum-stained pubic hair, collecting his semen and bringing it to her lips.
“Your cum tastes good,” Troian said with a giggle.
“Why are you doing this?” he asked. “Why are you being so nice to me?”
“Leo, I lost my virginity when I was fifteen and I remember how awesome sex felt when it was fresh and new,” she explained. “I can’t let someone die without knowing how great it is.”
“You are so awesome!” he exclaimed.
“Hold off on that, you will think I’m more awesome after we’re done,” Troian said as she sat down on the chair and started to pull her boots off.
“Oh my,” he said as he heard the zipper of her jeans sliding down. “Are you sure I’m not dead? This feels too good to be true.”
As Troian pulled her jeans and panties off of her body, leaving her completely nude except for the rolled-down tank top, she remained quiet. She crawled back onto the bed but this time faced away from him. She hung her head over his exposed, withering cock while her neatly trimmed pussy was inching closer to his face. She waited patiently from her lower region to get in his vision range.
“Holy shit!” he yelled as it happened.
“I guess you can see my pussy now,” she said with a laugh. “Enjoy the taste.”
Troian backed her hips up and slammed her pussy against his mouth. Leo happily opened his mouth and let his tongue enter her soaking wet snatch.
“Mmm yeah,” Troian moaned as her hand starting rubbing his flaccid cock, trying to bring it back to attention.
The loud sound of slurping filled the quiet hospital room as Leo swirled his tongue inside her as fast as his tongue could move. Troian arched her back a bit, pushing her breasts in to his stomach while her head was inches from his member, which had already returned to full staff. She smiled as she felt the soft head touch the side of her cheek. She tilted her head and let the throbbing six-inch cock between her moistened lips.
“Holy shit!” Leo screamed, muffled, into her cunt.
The vibration of his yell caused the actress to moan around his cock, giving him a similar feeling in his most sensitive area. They both continued to moan into each other for about a minute before it was too much for Troian to handle. She removed his cock from her mouth and grasped it tightly with her hand while she encouraged him to continue.
“Urgh, don’t stop, oh, oh, god!” she quietly exclaimed while her hips bucked hard against his face.
Leo dug his fingers deep into her toned ass cheeks as he dug his tongue as far into her as possible. The feeling of his warm breath was all that was needed to bring an intense orgasm to the slender woman. Troian clamped her free hand over her mouth to prevent her massive howls of pleasure from drawing the attention of the nursing staff. The girl collapsed onto him, resting her sweating body against his as she attempted to catch her breath. She pulled his cock back down to her lips and gave it a light suckle.
“Damn,” she whispered as she pulled her crotch away from his mouth, leaving a large stain of her feminine juices behind on him.
Troian slowly turned her body until her face was at his. She smiled at him before kissing her cum off of his face. Leo started to chuckle while feeling her soft kisses on his wet skin. After a minute of cleaning up, the woman raised her body up and slid back until his rock-hard cock was directly under her hot pussy. She grabbed his face with both hands and got as close to his face as she could.
“Enjoy,” she said as her hips lowered, allowing his cock to easily slide between her damp lips.
Before Leo could exclaim his excitement, Troian pushed her lips to his, sliding her tongue down his throat. The man’s hand grabbed onto her ass and assisted as she began to rock her hips back and forth, riding him as if he were a horse. She immediately broke the kiss and pulled his face into her chest. Without any prompt, he once again wrapped his soggy lips around her hard nub of a nipple.
Troian let go of his face, causing him to move his hands from her ass to her back. He was suckling her teat like a baby as she ran her fingers through her own hair. Her eyes were closed as she grunted along with each forward thrust of her lower body. Her eyes shot open as she felt a light bite on her nipple.
“Sorry,” Leo apologized.
“Don’t be,” she said with a grin. “Keep doing it.”
Leo cautiously bit down on her nipple again, causing a high-pitched moan to shoot from the woman’s mouth. She continued to try and keep her volume as low as possible but the feeling of her sensitive nub being nibbled on was making it difficult. She grabbed onto a rack above the bed with one hand while biting down on a finger of the other, continuing to test how fast her hips could move back and forth. The feeling of his cock sliding against her slick walls, along with the biting of her nipples, were enough to shake a second orgasm out of the actress.
“I’m cumming, I’m cumming,” she panted quickly.
Hearing those words and feeling her vise-like pussy tugging and squeezing his no-longer-virgin penis pushed the man to his limit. He tried to push Troian off of him but she was frozen in place, still in the middle of an orgasmic bliss. She stared down at him with a devilish smile, indicating that she wanted to feel his hot cum spray against her cervix.
Leo’s eyes shot wide and his mouth hung ajar as his cock erupted inside the actress. He let out a deep, long groan while his extra-sensitive head felt the mixture of his sexual fluid with hers. His entire body relaxed and he lay flat on the bed. Troian slowly swirled her hips for a few seconds before lifting herself off of his sweaty, spent body. She looked down and saw a drip of cum falling from her cunt, which she promptly scooped up and tasted as Leo watched on.
“Wow, Troian,” he said.
“Wow indeed,” she responded, bending down for a long kiss.
After breaking the kiss, Troian unrolled her tank top back up her body. She bent over to grab her jeans and received a light tap on the cheek. The brunette started laughing and shaking her ass, encouraging Leo to continue spanking her. Once he stopped, Troian continued dressing until she was clothed with her bra in hand. She stuffed the white breast-holder into her bag and tossed the strap over her shoulder.
“I think I’ll be back tomorrow,” she said as she gave him another kiss and headed for the door.
“Thank you so much,” he said. “I’ll never forget this.”
Troian flashed him an adorable smile before exiting the hospital room and heading down the stairs to go home.
The next day, Troian returned to the hospital dressed in a red jacket and knee high boots. She was prepared to show Leo a much kinkier side to her sexuality. As she opened the door to his room, she froze. Inside was not Leo, instead the room was completely empty. A nurse walked by and she stopped her.
“Excuse me, where’s Leo?” Troian asked.
“I’m sorry sweetheart, Leo passed last night,” the nurse said, her words like a dagger through the actress’s heart. “He had a smile on his face when we got to him. Funny, we had never seen a smile the entire time he was here. Something good must have happened.”
Troian ran out of the hospital and headed to her car. Once inside she started to cry hysterically, stricken with massive grief over a man she had only met once. After several minutes of uncontrollable sobbing, she felt a warm feeling in her heart. Even though Leo was gone, she knew that he died a happy man, which was thanks to her. She made his last day the best last day ever.