Old Guy Gets Lucky on Halloween

"I know, I know," said Henry rubbing her hand with his thumb. "That's so sad. I feel for her family."

"Well," she said, pulling her hand away from his. "I wanted to invite you to my Halloween party tonight," she said with an inviting smile. "I know it's short notice, but if you don't have any plans, I'd really like you to come. It will be fun. We can play games and they'll be plenty of food and drink. Say you will, please?"

"Well, normally, I don't go out for Halloween. I just pass out candy to the kids, but for you, maybe I'll stop by just to say hi. I already have your address written in my book from the Christmas card you sent me last year."

"Thanks Henry. You're a doll," she said.

"What time do you want me?"

In the way he inadvertently phrased the question, wishfully thinking, revealed how he truly felt. He couldn't help but wonder if she really did want him. He'd be the happiest man on Earth, if she did.

Just an older man's fantasy, why would she want him? Maybe she always wanted to have sex with her father and he was the next best thing. Maybe, when he returns home tonight, he'll win the lottery and he could offer to financially take care of her, if she'd sexually take care of him. Winning the lottery was a delicious fantasy to have. It gave him hope, hope that renewed daily, when he didn't win the lottery nightly.

Now that he thought about it, he didn't know all that much about her. She could have a husband and/or an ex-husband and kids for all he knew. Definitely, she had a boyfriend, no doubt. Someone who looked as good as she did would never be without a man. Gees, what if all this time, she's a lesbian? Boy that would be such a waste. He's been lusting over a lesbian woman. Nah, she doesn't look lesbian, however a lesbian looks or doesn't look like.

Yet, now that he pondered it, by their previous conversations, he suspected she didn't even have a boyfriend. Even though she appeared jovial, whenever he saw her, he could see the sadness and the loneliness in her eyes. He recognized the look because he sees the same look in his eyes daily. He'd give his right arm, just to kiss her.

"How about 9pm? That way the kids will have all gone home and we can party without interruption."

"Okay, I'll see you tonight at nine."

"Well, my break is over. I have to get back to work. I'll see you tonight," she said standing and leaning down to him. "Thank you for the coffee."

This time, instead of kissing him on the ear, she kissed him on his lips. It was just a quick peck really, but it was enough to stun Henry. It so caught him by surprise that he didn't even have the time to return her kiss.

Her kiss was enough to make him think of Cassie as more than just a committed nurse but as a desirable woman. The whole day, her kiss was all that he thought about, that and accidentally brushing the side of her bra clad breast, when he went to tickle her. He still couldn't believe she pinched his ass and he so wanted to reciprocate her playfulness and pinch her ass, too, but he was afraid of upsetting and insulting her. He'd only come off as just another dirty, old man chasing after a young, beautiful, sexy woman.

Married since forever, he had been out of the dating game a long time and it would take a baseball bat to the back of his head for him to pick up on a romantic signal from a woman, especially one so young and so very pretty. Definitely, he didn't want to make an ass of himself by reading more into her kiss, a peck really, than a friend kissing a friend or, in his case, a young woman giving a peck to her older relative.

"Oh, wait, Cassie, what should I wear?"

"Come as you are," she said with a laugh. "Wear what you're wearing now. It's Halloween, after all," she said with a laugh and a shrug.

Henry returned home to shower, shave, and get ready for his Halloween party at Cassie's house. He figured they'd be a lot of people there. He figured, he'd just make a polite appearance, have something to eat and drink, and leave to be home in bed by eleven, his usual routine.

Carrying a bottle of wine, he walked up the front porch and rang the doorbell. He couldn't believe his eyes, when Cassie opened the front door. She was dressed as a sexy nurse. Instead of wearing the blue scrubs she wears, she was wearing a short, white nurses uniform that was only buttoned with three buttons.

Oh, my God! Be still my heart. He didn't know where to look, but his eyes focused on her cleavage, as if they were telescopic binoculars. He couldn't take his eyes off her C cup breasts especially since they looked even bigger with her pushup bra and her unbuttoned costume.

"Wow! You look amazing," he said twirling her around. "If the nurses wore outfits like this, I'd be sick all the time," he said with a laugh. "I'd never leave the hospital."

"Thank you," she said laughing. "I needed to get out of the scrubs." She gave him a sexy smile. "Do you like my costume?"

"Like? Are you kidding me? I love your costume. To be honest and forgive my boldness, but I never knew you had a body under those baggy scrubs, that is, until now," he said with a sexy leer. "You're hot, a real live Nurse Betty, just like Renee Zellweger in the movie by the same name."

"Thank you, Henry, those loose fitting scrubs adds about 30 pounds to my frame. People think that I'm a size sixteen instead of the size twelve that I am. Yet, no one would believe me that I was a size 4, when I took this job."

"Well, that's a very sexy outfit and I'm going to have a difficult time keeping my hands off you," he said turning red enough to have shown through his white makeup, had he been wearing any. "Sorry, I didn't mean--"

"It's okay, Henry. I'm not offended. I was flattered that you'd be interested in me," she said with a sexy smile. "Where's your costume?"

She was flattered that he'd be interested in her? He'd have to be dead not to be interested in her. She's the one who is flattering an old man by inviting him to her Halloween party.

"You said that you've never seen me without a costume, so I thought I'd show you what I look like without all the makeup and the big, red nose," he said with a laugh. "If I had my horn with me, I'd beep it right now."

"Well, I think you're a handsome man and you definitely don't look your age."

"I'm sixty-three."

"You don't look it," she said. "I would have guessed sixty-two," she said with a laugh.

"Where's everyone else?" He looked away from her to look around her house. "Have they not arrived, yet?"

"Everyone else? We're here," she said with a laugh. "It's just you and me, our little, private Halloween party."

Suddenly, he felt hot. He felt uncomfortable. He felt pressured. He didn't know what to say or what to do. Was this a date? Was she coming on to him? What?

"Oh," he looked at her, as if she was a spider and he was a fly that just flew into her web. "When you said Halloween party, I just thought, I mean, I didn't realize that this was a--"

"A what, Henry? A date? It's whatever you want it to me," she said touching his arm.

They just looked at one another without speaking. He so wanted to kiss her. Was she expecting him to kiss her? Should he kiss her? Too late, his moment passed, when he changed the subject.

"You said you had food? I'm starved."

Suddenly, he was nervous. Was she making a pass at him? Her costume left little to his imagination and he had to control himself from staring at all she was showing. Damn, she has big tits.

"Oh, sorry, yes, of course. I set out a table with cold cuts, bread, and sweets. Help yourself. There's coffee, soft drinks, beer, wine, or water, whatever you prefer."

"Oh, I'm not much of an alcohol drinker. I'm a big coffee drinker, though."

"Well, I'm going to have a glass of wine, if don't mind. I need some alcohol to relax from my job," she said accepting the bottle of wine from him. "Thank you for the wine, Henry."

"You're welcome."

"May I pour you a glass?"

"Oh, not now, maybe later," he said watching her open the bottle he brought and pour herself a glass of wine. "If I did what you do, helping sick kids all day, instead of teaching healthy kids, I'd be wanting and needing a drink, too."

Henry made himself a plate of food and poured himself a cup of coffee. Cassie refilled her wine glass with the wine he brought and that already had a bit of wine in it, so he figured that this was, at least, her second glass of wine or maybe her third, judging from the other opened bottle of wine. When she leaned forward to make herself a plate of food, he had a clear view down her open top. He could see all of her cleavage and much of her bra and not to embarrass himself and her, he looked away, but wanting to look again and longer this time, he could feel himself turning red again.

Was she teasing him or was this just part of her costume? He didn't care which, he was just enjoying the view. It had been a few years since he's had sex with his wife being sick and then passing and Cassie was pushing all of his buttons for his launch control sequence. He could feel his cock slowly stiffening with the nearly naked sight of her abundant breasts. Rocket getting ready for takeoff, clear the launching pad, and get ready for the countdown.

Then, when she sat across from him, even with her knees closed tightly together, he had an unobstructed view of the top of her nylons, garter belt, and even a triangular patch of her panties. Oh, my God, even though he bought his wife some things at Victoria's Secrets, his wife never wore sexy lingerie, such as this, not since their Honeymoon night. He felt his cock twinge first by the sight of Cassie's bra and cleavage and now by the sight of her panties. Feeling much like the naive clown that he was being out of the dating game for so long and not knowing what to do or what to say to get himself in her panties, if that was her intention, he was having a difficult time trying not to look at any part of her, other than her pretty face.

"You're a handsome man, Henry," she said. "From all that you told me, I was figuring you to look older more like Bob Barker on the Price is Right," she said with a sexy laugh. Instead, you look more like sexy Sean Connery did twenty years ago," she said with her ever present laugh. "Actually, now that I see you without all the makeup, you remind me of Henry Fonda, that is, before he got really old in the movie, On Golden Pond, but more like he looked in The Good, the Bad, and the Ugly."

"Thank you," he said. First, with him being the only invited guest and then with her wearing a costume that he could clearly see her underwear, and now with all the compliments, she was making him nervous. He was being to hyperventilate. "May I use your restroom?"

"Sure, it's right there up two steps and straight ahead."

"Thank you."

He splashed some cold water on his face and started talking to himself, by not as loud, as if would, if alone at home, one of the things that he routinely did, since his wife died. He talked to himself in a whispered voice.

"What am I doing here? What if she makes a pass at me? What if she wants sex? What if I can't get it up? What if I don't satisfy her? Slow down. You're getting way ahead of yourself, Henry. It's Halloween and she's wearing a costume. So what? Just don't stare at her underwear. Obviously she's lonely and you're probably her only friend. Nah, she has lots of friends at the hospital. Well, whatever the reason, just have something to eat, something to drink, make some polite conversation, and after you've stayed a while make an excuse to leave and masturbate like crazy over all that you've seen of her later."

When he walked back in the room, he couldn't help but notice, while he was gone, her nurse's uniform costume was even more revealing. With the hem of her dress pulled up a bit higher, he had a clearer view of her tops of her nylons, garter, and exposed panty. Clearly, he could discern her pussy slit. Also, with the top of her costume splayed open a bit more, she was showing more tit. Was that accidental or purposely done? First inviting him to a party where he's the only invited guest and then wearing a sexy nurse's costume that shows more than it covers, was she trying to seduce him?

He's been married so long that he's forgotten how to play the game. All he knew was that if he wasn't physically attracted to Cassie before, only because she was so very young and he was so very old, he was certainly attracted to her now that she was showing so much of herself and now that he had an erection and was horny, an understatement. It's a good thing his pants were so baggy, otherwise, talk about the big top, he'd be pitching his own big, circus tent.

"Would you like more coffee or will you have a drink with me? Cassie got up to pour herself another glass of wine and, as she got up from the couch, she flashed him even more of his panty. Never has a woman flashed him as much, since he had a teacher parent, private meeting thirty years ago, when this single mother was trying to put the moves on him. She sat across from him with her mini skirt nearly up to her crotch and her knees parted enough to show him that she wasn't wearing panties and to make him think of baseball, so as not to stare between her legs. Cassie looked back over her shoulder, while waiting for his response.

"Sure, I'll have a glass of wine with you."

Then, when she sat back on down on the sofa, maybe it was the wine, but she was even more careless with her costume. With the hem of her costume higher than mid thigh and with her knees a foot apart, she was treating him to a sexy display of her body. As difficult as he found it hard not to stare between her legs and at her so exposed cleavage, he found it hard to concentrate on their conversation. It had been a while since he's had sex and he never imagined what it would be like to have sex with her, fantasy sex with Nurse Cassie, that is, until now.

"Forgive my manners, but would you like a tour of my house?"

"Sure, I like old houses like this," he said putting down his wine and getting up from his chair. "You have a beautiful home, Cassie."

"Thank you, Henry," she said.

"I love all the natural woodwork and the hardwood floors. It's just beautiful."

She walked him through the dining room to the kitchen and showed him a view of the backyard through the French doors. Then, they headed upstairs with Henry following behind her. Normally, he never looks up a lady's skirt, but her dress was so short and he was suddenly so aroused that he couldn't help himself from staring up at her exposed ass cheeks.

"This is the guest bedroom and the guest bathroom. Across the way is my messy office. You don't want to see that. Last, my bedroom is down the hall. Woe, I'm a bit woozy from all that wine," she said lying back on the bed and when she did, the bottom of her costume was raised to the top of her thighs and splayed wide open.

With her hand over her forehead and her eyes closed, Henry couldn't help himself from staring at her panties. Clearly, he could see her camel toe. He's known Nurse Cassie for two years without so much having an inappropriate thought about her, that is, aside from his fantasy about her, when masturbating. In all that time, never has he seen as much as her bra strap. Seeing so much of her now is overkill.

After she grabbed his ass in hospital, confessed that she wondered what he looked like naked, gave him a kiss on lips, and was now flashing him her panty and her abundant breasts, he didn't know what to do. Actually, if he was a younger man, he'd know exactly what to do. He'd put the moves on her. He'd have hot sex with her. Now, he just wanted to run the Hell out of there and go home to masturbate over all that he saw of her.

Was she drunk or was she just teasing him? Was she trying to seduce him or just didn't realize that he could see all that he could see of her? He didn't want to embarrass himself and her by making a pass at her, especially if it wasn't reciprocated. He'd feel like such a dumb ass, if he made a pass at her and all she wanted was a friend and not a lover.

"Lay back on the bed with me, Henry. I want to show you something."

Well, that's it. That was the baseball bat to the back of his head that he needed to understand what the Hell was happening here. Now, he knew for sure now that she wanted to have sex with him. Duh? Oh, my God! No way. Now what? What do I do now?

"Listen, Cassie, I don't think that--"

"I promise not to rape you, Henry. I just want to show you my bedroom ceiling. Turn off the light and get beside me on the bed."

Obediently, Henry turned off the light, sat on the bed, looked up at the ceiling, before laying back.

"Wow! How'd you do that? It' looks like the Milky Way."

"I paid a guy to paint it, when I was working the 6pm to 6am shift. I told him that I worked so many hours that I never saw the stars anymore. I told him that when I was laying in bed, I wanted to feel, as if I'm outside. He used special metallic paint that actually looks like twinkling stars."

"This is awesome. I love this," he said. "I'm so embarrassed, Cassie."

"What?"

"I actually thought you were making a pass at me. I thought you wanted to have sex with me. I feel so foolish. I'm so very sorry. I've been so lonely lately and horny that...maybe I should go."

"Henry, don't apologize. That's ridiculous," she said looking at him. Suddenly, he felt her hand on his thigh and then he felt the palm of her hand lightly and slowly go over his cock, before she grabbed him. "I do want to have sex with you," she said with a laugh. "If I waited for you to make a pass at me, another year would pass."

He couldn't believe his sexy nurse was feeling his cock through his pants. He couldn't believe he was on her bed with her skirt nearly up to her waist and her panties totally exposed.

"Cassie, I'm a lot older--"

"Shut Henry and kiss me."

With her hand still fondling his cock through his pants, it was just a kiss, until she stuck her tongue in his mouth.

"It's been a long while since I kissed anyone other than my wife."

"Well, maybe it's time that you moved forward, Henry. What do you have on under those pants?"

"My underwear."

"That's okay. Take off your pants, if you don't mind. I feel as if I'm underdressed compared to you," she said with a laugh.

"Well, you are," he said with a laugh. "I'm been trying not to stare at your cleavage and panty all night," he said removing his pants.

"That's easy rectified," she said unbuttoning the three buttons of the costume and sitting up to remove it. "There," she said. "Now you don't have to look away. How do you like me in my panty in bra?"

"If I liked you before in your scrubs," he said with a laugh. "I definitely like you more in your panty and bra. You have a beautiful body, Cassie."

"Now get back in bed and let's cuddle."

"Okay," said Henry climbing beside her.

"You have quite the erection going on there, Henry. Did I do that?"

"You sure did and I'm mighty thankful for that. It's been a while since I'm had one so big."

"Let me see it," she said reaching out her hand.

"No, wait, I thought we were just going to cuddle."

"Henry, we're both lonely adults in our underwear and not horny teenagers. I think we're well past the cuddling age stage, don't you? Now, show me your cock."

"Cassie, this is awkward."

"C'mon, Henry, what are you shy? Show me your cock. I want to see how big it is. I've never seen a 63-year-old antique cock," she said with a sexy laugh.

"No, I'd be embarrassed to just whip it out."

"I'm a trained medical professional. Your cock won't be the first I've seen and last one that I'll see," she said with a laugh.

And with that, Henry removed his underwear and his cock sprung to life. Bring it closer so that I can feel it," she said sitting up in the bed and grabbed onto his cock, as soon as he moved his body closer to her.