Stella

PUBLIC BETA

Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.

You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.

Click here

Stella's face took on a look of shyness all of a sudden, like she was a bit embarrassed.

"Have I told you too much? You must think I'm weird or a slut or something."

"No, no. Not at all. I find this fascinating. Please go on - I love hearing this. Tell me why the sex is so good."

"Hmmm. You're an older man - you know. He's experienced, patient, considerate. I don't think I have ever used those words with my former boyfriends. He just knows how to touch me and is so incredibly attuned to my body. I mean, to be honest, he worships my body and just can't get enough of it. That is such a turn-on for me - the way he looks at me, touches me, kisses me, goes down on me, the way he needs and appreciates me... Just talking about it gives me shivers. He's just so very focused on MY pleasure as opposed to his own."

"Well, I don't like to generalize," I responded, "but I would say that is true of most older lovers - male lovers, that is. A light bulb eventually goes on in our heads about how to treat a woman - how to please them. I think we all wish we'd known some of the things we know now when we were younger. But you have to learn them the hard way, I guess - by aging. Tell me more."

"Hmm - that's not enough?" she asked with a giggle. "Let's see. He makes me cum harder and more than any of my previous beaus. I guess that's what I mean by saying he's considerate. He'll make me cum three or four times with his mouth and fingers before we ever get around to fucking. Once in a while, we go right at it. But most of the time there's lots of foreplay, which I love." She lightly ran her fingers up and down the stem of her wine glass as she waxed on about her older lover. "He's very creative in bed and has introduced me to some kinda kinky things that I thought I'd never be into. He can be incredibly gentle and kind - and then he can turn it up and be rough, which turns me on."

Speaking of being turned on, I realized as we were talking that I was growing hard myself. Hearing my best friends' daughter wax on about her sex life being kinky with an older man had me on the edge of my seat. I decided to share that fact.

"Geez, Stella. This all sound incredible. I'm, well, it's turning me on hearing all of this. I feel a little guilty telling you that, but it's true."

She beamed when she heard my confession. "Really? Oh my - that's so exciting. Well, I'll have to tell you more, then," she giggled. God, her little giggle was infectious and so sexy.

"I think you're running out of questions," she said demurely. It sounded like she'd entertain a few more, so I went for it.

"Just a couple more - I promise. I think I'm up to 15 or something like that."

"Yeah, right. But go ahead," she said quietly and with a shy smile.

"Did I hear something about "kinda kinky things" in there, or was that my imagination."

"You did," she said, demurely with a shy smile. I wasn't sure she'd continue, but she did. "Nothing really crazy, you know, just playing with toys, getting tied up sometimes, blindfolds, plugs, sometimes getting a little rough, some spanking...that kind of thing. It's really not that crazy..."

"Oh my. Maybe not to you. Man, what a conversation." The waitress laid our bill on the table and I slipped my credit card into the leather binder.

"So, what do we do for an encore?" I asked.

"Well, I guess that depends on you," she replied. "Didn't you say you have to get up early tomorrow?"

I did, in fact, need to arise at the crack of dawn so I could be in Manhattan for our 10am interview. But we were all meeting at the PM's office at 8 and I would have to be getting up at 5am or so.

"Hmmm, yes. I do, unfortunately," I said rather glumly. I was struck with an idea as I considered the circumstances. "But I'll be home early tomorrow, you know, if you're not busy or anything. What's on the agenda at the Villa Stella Resort? Cornhole? Bingo? Must be something exciting happening on a Friday night?"

"Hmmm - let me check the schedule." She furrowed her brow as she pretended to check her phone, then brightened. "Oh, look at this. Topless martinis at 5pm. You lucked out."

"Stella, seriously. I...if you have something you should be doing tomorrow night, I'd understand. I'm kinda joking," I said sheepishly, secretly hoping she'd accept my offer. "I know you have old friends to see and all."

"Nonsense. I've seen everyone I want to see. I'm going to spend tomorrow relaxing by the pool. I'll be back in Ann Arbor on Sunday and reality will set back in. I'm going to enjoy my last few days of freedom and relaxation. So, I will make some kind of light dinner tomorrow and we can hang at home and, you know, see what happens," she said with a hint of glee in her silken voice.

"Sounds like a plan." We picked ourselves up and meandered down the stairs and back to the car. I was acutely aware of more than one stare in our wake as we departed the restaurant. As Stella had said - "let them wonder."

We were back in her kitchen in nothing flat and Stella poured us each a San Pelligrino on ice. We'd had our share of alcohol for the night. It was so tempting being alone in her house after the conversation we had shared at the restaurant. I knew I should get to bed, but I lingered and we talked a little more.

"You sure you can't stay up for a bit?" she asked so innocently. "It's clothing optional at the pool after 10pm at night, you know. House rules."

"Mmmm, Stella. You are tempting me. But, honestly, if we got into things right now - as much as I want to - we'd be up all night. I just can't - this interview tomorrow is too important. But...tomorrow night? I'll be here for martinis on the verandah. And I won't plan on getting more than a few hours sleep."

"Okay," she replied, as she put her glass down on the counter and sidled up to me. "I understand."

Sure she did. She responded by stepping in front of me and taking my glass out of my hand and putting it next to hers. She was much taller in her heels, and it allowed her to put her hand on my neck and pull me toward her for a kiss.

It was a gently, careful kiss - soulful. Taken out of context it was a most innocent kiss. Her lips were moist, silky and pliable. The silence in the house only intensified the soft little moans that escaped us both. An observer would have thought it a kiss borne of a lovely date at a restaurant - a semi-platonic thank you kiss.

Unfortunately, that is not the way my penis responded. The kiss may have continued as a tongue-less 'thank you for a lovely evening' buss, if my erection had stayed under control. But once she pressed her slender body against mine, I was literally hard as a rock within seconds. This did not go unnoticed.

"Hmmm," she whispered in the softest voice imaginable. "Someone else seems to like the idea of a naked swim."

"He may. But he doesn't make the decisions around here," I valiantly tried to counter. "He's just a little riled up from the conversation tonight."

"Mmmm. So am I." Our kiss deepened and I figured a little making out was fine. Damn, this young lady was one fine kisser. It was when I felt her tongue emerge, followed by my own, that I knew I might be in trouble. The sound of her gentle whimper as we began to French kiss in earnest made me realize where we were headed.

I wanted this - worse than anything. But I had to think clearly. I knew myself. If we continued down this path, we would be up all night and I would either miss the interview in the morning or be a total basket case if I was able to scrape myself into Manhattan. I broke the kiss, both of breathing heavy and red in the face.

"Stella. Please. I want to...but I can't," I gasped. "Tomorrow. Please."

She smiled in an understanding way and pulled back.

"It's okay. I do understand," she smiled. "But what are we going to do with this?" she asked, looking down at the thick protrusion arcing my slacks off to the left. "I know you're going to have to take care of it...tonight. Allow me. I'll be quick. Then you can get a good night's sleep."

As she talked she was unbuckling my belt and unsnapping my pants. I was helpless and I could tell that she was not going to be denied. She was right; I would have had to have cum before sleeping. She was only going to check an item off my list before bedtime. I was half undone before she paused, looked over her shoulder, then quickly grabbed a cushion off a nearby chair. She smiled as she threw it on the floor at my feet and continued her unbuckling procedure.

Young Stella had been around her share of belts and zippers; that was clear. Within seconds she had my slacks in a crumpled bundle at my feet. I had taken my shoes off when we'd arrived back at the house, so I stepped out of them gingerly as she folded my trousers neatly and reached up to place them on the counter. She then reached up to unbutton my shirt. She didn't remove it; just pushed it aside.

I was wearing tight white boxer briefs and the thick bulge of my enormous erection was pushed off to my left side. She knelt in her lovely little summer dress and placed her hands on my thighs and her face inches from my rock hard cock.

"Oh my, Jake. Look at what we have here," she said in the sweetest little voice. Her small hand gently squeezed the long thick mass in my briefs. "I think we need to address this situation before you go to sleep. My parents did tell me to take care of you, you know."

I wanted to say something, but I was speechless. The feel of her feathery touch only made me harder. My erection wasn't just lying there placidly; it was clearly pressing out the stretchy fabric of my underwear. With a devilish smile, Stella grabbed the elastic band at the waist and slowly pulled down. It pulled my erection with it, until it hit the breaking point. I sprung up like a well-used diving board that had just propelled a diver into the air. It was long, thick and as hard as I had ever been. As I was released, my erection bounced forward and struck her cheek. I heard Stella gasp as she watched it waiver and meet a point of equilibrium.

"Oh, Jake. What a beautiful cock," she whispered. She pulled my briefs down and off. My cock stood forth between the tails of my blue Brooks Brothers shirt, cantilevered over Stella's pretty young face below. She moved up slightly so my length was now resting on her pretty face. It was an incredible sight.

I felt her engage the bottom of the shaft with her tongue and she began to move below - licking the lower ridge and flicking her tongue so effectively. As she got toward the tip, she righted herself, looked up at me with puppy dog eyes and pursed her lips on the underside of the head of my cock. She sucked softly and I felt the tip of her tongue grazing that magical spot. There was no way I could not respond to her efforts.

"Oh, Stella...baby. That's so good. You are taking care of me, aren't you," I declared.

"Mmhmm," she moaned. She disengaged to reply. "I am, Jake. I always do what my parents say."

With that pronouncement, she opened her mouth while maintaining eye contact. Her lips slowly closed around the tip of my shaft and I heard a muffled moan escape from her core. I know my eyes must have been wide as saucers as I leaned against the kitchen counter and realized the enormity of what was happening. My best friends' daughter was sucking my cock in their kitchen - and this was just the beginning.

She curled her left hand up under my ball sac and cradled my tightened testicles gently. Her right forefinger and thumb encircled the lower half of my shaft and slid up and down slowly as she slowly tended to the tip. Her lips stretched beautifully around the girth of the top couple inches of my erection as she used her hands and mouth to pleasure me. I groaned in appreciation.

"Oh my God, Stella. That feels so good. Oh man..."

I rested my hand on her head and felt her slowly bobbing on my cock. The sight, the sensation, the sounds, were out of this world. The house was completely silent except for the soft whimpers and subtle sucking sounds emanating from Stella. God, how I love to hear those intimate sounds of a hungry female mouth and the hard male penis. It's music to my ears and arouses me no end.

And Stella wasn't shy about putting her blowjob skills on display right out of the gate. Her sugar daddy had taught her well, I could see. She kept looking up at me as I gazed down at her mastery of the subject. She spit on my cock several times - huge gobs of saliva that were soon trailing between her lips and the tip of my cock when she would disengage for a breath of air. This wasn't your everyday blowjob. She was pulling out all the stops and, knowing I had to get to bed, was doing her best to make me cum - and soon.

Who was I to complain? I hadn't expected this, but I wasn't going to say no. I thought how hot tomorrow was going to be when I returned back to Mount Kisco and had the whole evening to spend with Stella. This was just a precursor...a very sloppy appetizer.

I looked down at Stella as she began her final assault - gearing up for what I knew was going to be a huge load of cum. With my balls in her left hand and the root of my hard cock in her right, she bobbed on my erect penis with a gentle determined suck and our eyes locked for the finish.

It came, so to speak, rather quickly as I felt my climax almost erupt with a pulsing flood of semen spurting into Stella's mouth. She moaned as she sucked it all down and gulped in an attempt to corral every last drop. My body shivered with the release and I stared at her with delight as she licked me clean and smiled up at me with cum dripping out of her mouth and down her chin. She had tried to claim it all, but it had been hard and powerful. She had done her best. In fact, I liked to see the residue on her pretty chin.

"Stella...that was above and beyond the call," I groaned.

"Well, my parents brought me up to be a good hostess. I'm only doing my job," she laughed.

"Well, you excelled at it, I must say. I'd tell your parents how wonderful you were, but, well, I guess I better not," I smiled.

"No, I agree. I think I would leave out certain details," she giggled. "Dinner was great. Just tell them that we had an engaging conversation."

I pulled her up from knees and offered to play with her in kind. But she insisted that I should go to bed and get ready for tomorrow. She'd be fine, she said, and I could return the favor the next night. I knew she was right - and though I felt a bit guilty leaving her without out a return gesture, I also knew I had tomorrow night to make it up to her. We parted company in the kitchen after I had pulled my trousers back on, and we said goodnight. We agreed that the next night would be a private pool party for two and I headed downstairs - feeling both guilty and charged up. What would tomorrow night bring?

*

I was up early and out the door the next morning and figured Stella was still in bed, asleep. I knew I had to keep thoughts of her out of my head as I got into interview mode, but I also knew that was going to be difficult to do. Images of Stella flashed through my head on the train ride south. But once I was in the city and with my team getting ready for the meeting, I was able to keep thoughts of her at bay. The interview, in the end, went extremely well and our team felt confident in our performance. If we didn't get the project, at least we had put our best foot forward. We would know in a week. We headed to a local restaurant for lunch and a replay of the interview.

Once lunch was behind me and I had stayed the requisite time with my colleagues, I said my goodbyes, took my leave and my thoughts rapidly turned to what lay in wait for me up in Mouth Kisco. I scurried back to Grand Central and hopped on the first Metro North train headed that way. I settled into my seat for the hour's journey and my mind went back to last night. I replayed our dinner in my head - all the incredible information we had shared - and then closed my eyes and relived the scene in the kitchen before going to bed.

My daydreams lasted most of the trip north and my heartbeat raced as the announcer called out "Next stop, Mount Kisco. Mind the gap between the train and the platform." I was ready to mind a gap, but it wasn't the one at the station. I hopped in my rental car and was punching the code into the keypad at the house within ten minutes of arrival.

It was close to 4pm by the time I pulled into the driveway and pulled myself out of my vehicle. I had received a few teasing texts from Stella during the day and knew she'd be out by the pool. This was her second to last full day at home and she had said she was going to veg out the entire day by the pool - reading and sunning her exquisite body.

I entered my downstairs lair by the private side door and shed my clothes. I put on one of the two bathing suits I had brought and readied myself for whatever was about to unfold. With towel in hand I opened the sliding glass door and headed out to the pool. It was late afternoon, a warm summer day and the sun was slanted over the trees on the west side of the pool. As I headed for the far end of the pool, I saw Stella on one of the chaises up against the stone retaining wall; bathing in the late afternoon glow of the setting sun. She was wearing a tiny red bikini and had on large sunglasses and the baseball cap she had worn the previous night. I smiled, gave a subtle wave, and proceeded to the far end of the pool.

I could feel her eyes upon me as I shed my tee shirt, threw my towel onto a chair and stood at the edge of the pool. I shook my hands, took a deep breath - doing my best Olympic swimmer impersonation - and dove smoothly into the deep end of the pool. I swam underwater the length of the pool, emerged at the far end and walked up the steps.

"Hi, Stella." I stood up in the shallow water and gracefully exited the pool up the steps - straight toward where Stella was gracefully reclining. My wet suit clung closely to my hips and lower extremities and I could feel her eyes on me through her sunglasses.

"Hi Jake. How was the interview?"

"Excellent," I replied. "But I'm happy to be back here, I must say." I stood before her and let her survey my body. At 6-2 and 175 pounds I had a slender physique that benefited from regular exercise and occasional weight training. My short gray hair and beard required no care after a brief dip. Stella's lips were curved in a smile that was a very good sign.

"I thought I'd read something in today's schedule about topless martinis at happy hour. What can you tell me about that?" I inquired.

She smiled and picked up an errant piece of paper and pretended she was checking her schedule. "Hmmm, it appears you're correct. But according to this the patron has to be naked before any martinis are forthcoming." She threw the paper down on a side table with an expectant look. I decided to play along and dropped trou immediately. I kicked my suit away in a wet heap and stood naked in front of my young friend - my friends' young daughter.

I had never been embarrassed to be naked - in front of women or my teammates in the locker room in days gone by. My flaccid cock hung heavily between my legs. I had shaved that morning and I knew she'd be pleased. I stood and watched her as she scanned my body and smiled.

"Very well, then. Have a seat and a waitress will be with you shortly."

I sat down on the chaise lounge and got comfortable. I put my legs out in front of me and lifted my cock and balls up to rest lazily on my upper thigh. She eyed me as she stood and walked off toward the outdoor kitchen just around the corner. I watched her cute little butt twitch sinfully as she walked - the red bottom of her bikini tucked up tightly between her small delicious cheeks.

I put my hands behind my head and felt the warm late afternoon sun warming my body as I waited. I could hear ice being swirled by hand in a metal mixer and waited patiently. A few minutes later Stella came walking back with a tray balancing two martini glasses. She had removed her top and I grinned at the sight of her lovely breasts, bouncing ever so subtly, as she walked toward me in only her tiny red bottom.

1...456789