Better Late Than Never 25

My sister's husband Matt. He's been hot on me all my life. Yes, I think he's quite an attractive guy, even now in his waning years. Some guys just look good with a Touch of Gray. And he has more than a touch.

But he's Patty's husband and to get involved with him? I just can't do that to my sister. My husband is gone now and he lost all interest in me a long time ago anyway. Of course I miss having a physical relationship with a man. But not with Matt.

I live in Lake Arrowhead now, with my daughter and Matt has a lifelong friend who has a house nearby that he rents out. Sometimes he uses Matt for his carpentry and overall handyman skills. And so Matt is around so to speak. He's always been like a big brother to me and I appreciated his sympathy when my husband died. He gave me much needed advice about caring for my little cabin and helped me with remodeling the tiny weekend kitchen that we use full time.

I asked my sister what I could do as a gesture of thanks for Matt. He put in a lot of work. Patty said "He likes golf so maybe something to do with that."

I was at the local thrift store and I found a beer mug with some kind of golf reference etched into it. He seemed underwhelmed when I gave it to him.

Now he's planning to visit Arrowhead next Friday to work at Bobby's cabin. They're finishing up the new Jacuzzi and some other stuff but Bobby was here yesterday morning and he was joking around about going in the new hot tub "Au Natural." Well I don't know about that. Bobby and I dated when we were in our twenties but that's a long time ago. Now, we've both lost our life partners and are again single. Ok, to be honest, we were more than "dating" and he knows his way around my body. Let's just leave it at that.

******

Bobby: Turns out this cabin in Arrowhead has been the best investment I ever made. Lots of seasonal renters who cover the mortgage and then a cool spot to enjoy when the place isn't rented. Having my old girlfriend nearby is icing on the cake. I guess she still kind of holds a grudge against me, probably because I didn't either propose marriage after taking her virginity or officially break up with her when I went to Europe on business and found plenty of available pussy in Sweden. I'm hoping the many years in between will soften her attitude. Man! That girl loved to fuck!

I remember one night I took her to see Mose Allison at the Lighthouse in Hermosa and we were having a great time. Sipping cocktails and listening to Mose sing the blues. We wandered out onto the pier during a set break and Debby was clearly "in the mood." We shared a kiss...and then another. I could feel her lower body moving against me which provoked a physical reaction that I assumed she could detect. Debby's tits were so small she almost never wore a bra but her nipples! Oh, her nipples were so big and thick that I could feel them getting all stiff underneath her sweater. Just then, some folks came walking down the pier and we had to break it off. We headed back to the club to hear the rest of Mose's set.

We returned to our little table and Mose looked towards us with a little smile as he sang "Ain't got no house in Westchester...ain't got no Criss Craft to cruise..." Right about then Debby excused herself and made her way to the ladies room.

"Ain't got no Basie or Lester act...I ain't got nothin' but the blues!" Mose finished the song and winked at me as if to say 'Treat that little red headed lady right!" Yeah, he'd noticed my girl. Debby always seemed to believe that men just weren't interested in a flat chested girl despite her stunning good looks. She couldn't have been more wrong.

Debby reappeared and moved her chair over until it was right next to me and she kind of snuggled up, I guess hoping to continue our little encounter out on the pier. She reached into her purse and, to my surprise, pulled out a nice warm pair of white panties! She quickly bunched them up and shoved them into my lap. Did Mose notice that little discreet sexual invitation? Maybe. He was smiling as he lit into "I love the life I live and I live the life I love..." The man was swingin' up there, bass and drums driving him along!

Debby suddenly pulled me to my feet and I was reluctantly dragged up onto the small dance floor where she began to sensuously move to the music, shaking her hips and moving her arms. I'm a clumsy dancer at best and, next to her, I must have looked like a real klutz. But Mose was diggin' it and the crowd was too. At one point, Debby twirled around and her little pink pleated skirt flew up and the crowd was treated to a brief look at her bare pussy! Mose Allison and his band were among the closest viewers and the drummer hit a rim shot and then crashed his cymbals. Mose just shook his head and gave Debby a smile.

Over the time I knew her, I came to understand that a cocktail or two always seemed to loosen Debby's naturally shy demeanor and she would do things like that. By then I was anxious to see more of my girl's youthful body myself and we soon exited the club. We barely made it to the parking lot when Debby, took hold of my arm and began to hum Mose Allison's last song. The one about "I love the life I live..." I took her in my arms and then we were kissing again, right there in the Hermosa Beach night. My tongue entered her mouth and she was moaning as she pushed her lower body against me. I opened the back door of my Volvo and we climbed in, our mutual desire couldn't be put off any longer. "I took off my panties Bob," She breathed as we settled in to the rear of the car. I was too busy unbuckling my pants to respond. At 22, I'd never had a woman issue such a commanding sexual invitation before. Debby helped me get my pants off and she quickly treated herself to a feel of my erection.

"That's it Deb," I moaned, "Rub it good. Get it nice and hard and then we'll fuck."

"Oooo!" She shot back. she opened her legs for me. It was too dark to really see much but my girlfriend took hold of my cock and pulled it to the already well lubricated opening between her legs. No, there was no long teasing foreplay. I managed to lodge a couple inches of my prick into her little wet hole, then I pulled out and turned her over onto her knees against the back seat. Then I just shoved hard and pushed all of my hardened penis right to the quick of her! Right into her teenaged pussy!

"Oh Bobby that's it!" She gasped. "Now fuck me good!"

I was quick to respond to her salacious request, driving all the cock I had repeatedly into her willing vagina. It was like that for us back then. Furious desire that came to a boiling point right away. I didn't know if Debby was on the pill or not but I decided to err on the side of caution. We just fucked for a few minutes and I felt my seed beginning to rise. I pulled out of her disappointed little pussy and squirted hot cum onto her red pubic hair. Debby just moaned a little "Mmmmm!" as she felt my sperm striping her belly. A truly memorable fuck. I found myself wondering if she was fantasizing about Mose Allison, who clearly had been infatuated with her fresh young beauty as she danced before him earlier. I guess I couldn't blame either of them.

But I was young and eager to have all the women I saw as available to me and so no, I didn't bother to tell her about my desire. I barely even told her I was leaving the country. I met plenty of women in Sweden many of whom seemed to be fascinated with me as a good looking American. I couldn't say that I never looked back because I did but, by the time I finally returned to California, Debby had moved on and had a new beau.

******

Matt: It's a cruel joke that life is playing on me. I've said this for the past 40 years. I finally meet the girl of my dreams and I'm married to her sister. Okay, not married legally but we're fucking each other every night and morning. I needed sex and she provided it. Plenty of it. I'll always be grateful for that too but, when her mother introduced me to Debby, it was love at first sight. Shy, retiring, small busted, she looked like she'd been crying when I met her for the first time. I came to understand that squirting tears was something she did quite a bit.

Debby was very friendly to me right away, sensing that I was "Taken" and therefore, she could flirt shamelessly since there was nothing I could do about it. She never wore a bra since her tits were so small so I got numerous opportunities to look down her shirt and view her big thick nipples which drove me crazy. I had to watch a succession of men not good enough to wash her dishes take her to bed and then dump her because she was a kind of odd girl. Unusual sense of humor and she sometimes said silly stuff. She married an alcoholic and stayed with him for the rest of his life. Finally, he was gone and now she was living up in the San Bernardino mountains right around the corner from her old boyfriend Bobby. Bob? He knew I loved Debby and he never wasted on opportunity to describe their sexual adventures just to twist the knife. Now he was ready to renew their youthful romance. I had to watch them together and you could see those old feelings were not dead.

Bobby liked to hire me to come to Arrowhead and work at his house. Something about him being "My boss" even in a temporary sense appealed to him. Like he'd done better in life than me. I couldn't resist the opportunity to see Debby, even if I had to submit to Bobby's household maintenance chores. Now he'd installed a hot tub and needed decking to complete the ambiance. I drove up on a Friday night, resigned to busting ass all weekend. Bobby was there to greet me.

"Barbecue for a Friday night!" he announced. I could smell the charcoal and that lifted my mood. He handed me a Modelo and I entered the house pleased to see Debby there preparing Ka-Bobs.

"Hey girl! How ya doing?" I was thrilled to see her. The years didn't seem to affect Debby. She was still just as radiantly beautiful as when I first saw her a long time ago. Freckles on her upturned nose, her curly hair now gray but somehow still doing a wonderful job of framing her face. I slipped my arm around her and gave her a little peck on the cheek.

"I'll be better when these things are cooked!" She replied. "I'm starved." I dumped my overnight bag in the guest bedroom and then joined her in the kitchen. I settled into salad preparation and continued to chat with my longtime heartthrob. We've always had a comfortable relationship as a result of me being constantly at arms distance. I finished the salad and went out back to check out the Jacuzzi. Very nice. Ready for my handiwork. There was a stack of redwood out there with some fir two bys as well.

Meanwhile, the tub was up and running, bubbling with hot water. I found myself hoping the three of us could take a little soak after dinner. There's a funky cabin in Tahoe that we used to rent for a week every summer and it had a great hot tub righteously out in the woods behind the house. Patty liked to tell me how her sister loved to go in the water completely nude while I was out golfing. That just drove me crazy. Yes, we did go in the hot tub together but naked? Never.

The 'bobs were cooked just right and the salad was good and crunchy fresh. Bobby fixed margaritas and I watched Debby imbibe. Yes, I was well aware of the effects of tequila on her shy and reserved nature. I found some jazz CDs and put on some Miles Davis. Debby heard the first few notes and let her hair down even more. "I love this one." She remarked. Bobby fixed a second round of drinks and the party moved to the new hot tub. Yet to be enclosed but there was a step stool there and Bobby suggested we all hit the water "Au Natural." Well, I was pretty sure that, had I not been there, Debby would've probably gone along with his suggestion.

I got my hopes up when Debby began to remove her clothes. I was shedding my jeans and planned to go in dressed in just my briefs. Alas, as she doffed her shorts I came to see that Debby had worn her bathing suit under her clothes.

I shook my head. "Some things just don't change in this life." I thought to myself. Bobby, I guess hoping to increase the sexuality of the evening, climbed in nude. We left the sliding glass door open so Mile's cool horn could be heard. The three of us settled in to enjoy the warm water cascading over us. The area in the rear of Bobby's house was pretty much private and there was no one in the house next door. Not sure why but Debby seemed ready for a conversation with me. She told me of her newly developing life in the wake of her husband's death. Her smile, captivating in the fading daylight, was so alluring that I would lose my train of thought as she spoke. I let her do the talking and enjoyed every moment of it, much to Bobby's annoyance.

******

Debby: It was so good to see Matt again. We've shared a "closeness" for lack of a better word that I've never had with any other man, even my husband. He seems to understand me and my ways. Also, he took on the responsibility of looking after my sister. Of course I look up to her and admire her but I'm also aware of her sexual promiscuity before she met Matt. She had lots of boyfriends which she used to brag about to me. She finally had her heart broken by a man who asked quite a bit of her sexually. Perverse things, that she went along with...to please him. Eventually she found out he had a long time girlfriend and was planning to marry her all along. Matt came on the scene shortly after she realized that she was being played for a fool and she latched onto him right away.

I know Matt has feeling for me. I remember hugging him one time after he'd comforted me for I don't remember what, and he pinched my ass. This was upsetting for me and I scowled at him afterwards. I've caught him looking down my shirt trying to catch a glimpse of my little tits many times. His relationship with my sister seems to have run it's course but he remains loyal to her as she ages. She has a dominant personality and he seems to accept the way their marriage has worked out. They have children together and they mean a lot to him. Sometimes, a lot of the time actually, I wish I could have done more for him.

But it's great to see him here in the mountains. He always brings me music and I very much appreciate that. Bobby likes music but, with him, it's more a matter of what's popular, what everyone else likes. Matt is a musician and he has a unique take on music. All kinds of music. He brought an Ipod loaded with his latest playlist and I was hoping to hear it tonight. For right now? Miles Davis sounded really good!

Bobby: I spent serious dough getting that spa installed up here and my main objective is to get into Debby's pants again after all these years. No, her hair isn't red any more but she still looks really attractive with her white hair. Still nice and curly like it always was. Maybe her pubic hair is still red. I'd love to find out. I'm sure Matt still dreams of "little sister" and who can blame him? Still, it's pretty cool to have him here watching as I woo his lifetime dream girl right in front of his eyes. Of course she's reluctant to take off her bathing suit in front of both of us but that's why God made margaritas!

"So, no one else brave enough to do it the way it's supposed to be done?" Bobby asked, kind of joking and kind of not. He stood up momentarily letting Debby and Matt see his penis. Debby looked the other way and Matt had to keep from shooting one liners like "It looks like a penis...only smaller!"

The three lifelong friends soaked for a while and then Bobby excused himself and went to mix another round of margaritas. The aging aerospace worker was pretty sure more tequila would convince Debby that it would be fun to show off her still shapely body to two men.

Truth was, Debby hadn't even thought of it at all. Always embarrassed at her lack of size up top, Debby was content to enjoy the evening air and warm swirling water while chatting with her brother in law.

"So, Bill, shot any golf lately?" The pretty 60 year old began. Matt was expecting something like that from Debby. In response, he took advantage of Bobby's absence to stand and remove his briefs, baring his proud red haired penis to his wife's little sister for the first time. "Nope. Really haven't had much time for golf. I'm working in the city. A whole house restoration and so there's a lot of work every day and a one hour minimum commute there and back so..." He sat back down and turned to Debby with a little smile. "Oh, excuse me Deb, I know Bob would be disappointed if he was the only one getting naked."

Debby was certainly not expecting that but she had to accept Matt's explanation. Bob was always the kind of man who liked to push the envelope. "Well, I'm not..."

"No pressure on you Debby. You're fine as it is." He winked when he said it.

Just then, Bobby returned with a tray of blended margaritas. "I made 'em a bit stronger this time." He commented as he handed out the beverages. "Here's to my new Jacuzzi and here's to Lake Arrowhead, soon may it fill up!" Everyone took a sip except for Debby who took a pretty large gulp, possibly attempting to catch up with her male compadres.

"Matt, did you bring that new playlist I heard about? I'd love to hear it." Debby took another sip of her cocktail.

"Yeah, I'll go put it on. I brought a little speaker so we can listen to it out here. Nightfall was now happening and Matt was able to exit the hot tub without making too much of a spectacle of his nudity.

Finding himself alone with Debby, Bobby took the opportunity to encourage his one time lover to take off her bathing suit and enjoy the bubbles... Au Natural.

"Oh come on Debby." Bobby began, "You know Matt would love to see you nude."

"And YOU know that's none of your business Bobby." She quickly fired back. She took another sip and then a couple of swallows of her margarita. Ah! She thought to herself. Now I'm mellow! Of course Matty would like to see me naked but that's just not going to happen. It wouldn't be fair to my sister. Bobby will always be Bobby and for him to fuck me again after all these years? I'm sure that's on his mind.

Matt returned with his ipod and hooked up the speaker. He started the new playlist and "Misty" by Wes Montgomery began. Such a pretty song. Wynton Kelly's soulful piano gets the tune started and then the incomparable guitar of Wes Montgomery takes over. Debby leaned her head back and quietly asked Matt to turn it up a bit. The bubbles were kind of noisy.

Bobby volunteered "Here..." He shut off the bubbles and then it was quiet out there in the Arrowhead wilderness. Debby couldn't help but notice she was now hot tub bathing with two naked men. The tequila she'd consumed was affecting her mind now.

"Two naked men!" She smiled to herself. "Now, that's a first!" Debby, in spite of her natural reserved nature loved sex and had had numerous opportunities to enjoy men. Sometimes an extended affair, like the one she'd had with Bobby. Other times, with men she met and danced with at local clubs. A margarita or two really put her in the mood and, finding herself single again after all these years, she saw no reason to play the shy virgin.

Debby glanced down and through the now still water she noticed that Matt still sported red hair on his pubes. "kind of cool," She thought. Debby still had red hair on her pussy that she had no intention of ever shaving off. "I was a redhead goddam it! Then, poof! it was almost all gone." All she had left was her curly red pubes with the happy trail up to her belly button.

Suddenly, Debby felt a bit self conscious. Both men were nude and she wore a black bikini that didn't cover too much but still, what it did cover was pretty important.

Matt's interesting playlist continued and all three soakers finished their drinks. "One more?" Bobby needlessly asked. He was bringing another round whether anyone wanted one or not! He knew Debby could be unpredictably sexy after three drinks. and he still hoped for an Au Natural appearance by his one time girlfriend. One more margarita and it could happen. He climbed out of the tub and headed for the house.