Running into Trouble

"You're welcome, you know that," I said, "Anytime." I squeezed her hand again and she squeezed right back.

"Want a blow job?" she said.

I almost fell off the couch when I heard that.

"What?" I asked incredulously.

Helen started laughing. "Bet you weren't expecting that!"

I told her I sure as hell wasn't.

"I'm sorry, Will, but I need to get laid! When I left Geri tonight I was half-crazy! She made me so damn mad...that she could be so damn smug after what she'd done to me and what I'd done to be with her! I need to be with a man again, need to feel a man's dick again. I've wasted enough time pouting and running away. So, it's either go peddle my ass on the street, or come to you—you're about the only man I know I can trust."

"But, Helen, you're leaving in the morning."

"I know, I know," she said, "But I really need to get laid tonight." She ran her hand up along my thigh and found my penis. "It can be my going-away present."

"What has gotten into you?" I asked.

"I don't know," she said, then she stroked my hardening cock, and added, "But I want to get this into me!"

I think I was in a minor shock, and I wasn't sure if it was right, perhaps she was too vulnerable, but I also knew I couldn't turn this down.

I wasn't wearing a belt so she unsnapped my jeans and unzipped me with minimal effort.

"Ooh, no underwear..." she cooed.

"Well, I wasn't expecting company," I croaked.

"It's serendipity!" she said. "You were the last man I had, and now you'll be the next. Then she went down on me.

She took my cock into her mouth and my balls into her hand. She wasn't the most experienced cocksucker from what I could remember, but the familiar feel of her mouth and lips and tongue and fingers swelled me to the max. I held her hair between my fingers as she gave me head like she was bobbing for apples.

After several minutes she removed her mouth from my swollen member and raised her head to mine and kissed me. For the first time in five years I felt her silky tongue in my mouth. She savagely sucked my tongue and clutched my cock in her hand. She was an Alpha girl, unlike the Helen I remembered.

"Show me your bedroom!" she whispered.

All of my pent-up emotions had me pretty horny too. I couldn't remember ever being so totally, completely, erotically seduced. In my bedroom she whipped off her tops and bottoms and pulled my pants off as I unbuttoned my shirt. Then she lay on the bed and pulled me on top of her. She had my cock in her hand and yanked it to the entrance of her shaved pussy. She had red rose petals tattooed around her navel and a silver stud within.

"God, I'm wet!" she wheezed. "God, I need to come!"

"No foreplay?" I asked playfully, tickling her.

"Five years without is my foreplay!" she said.

I slid into her with zero resistance and felt her once-familiar wet warmth surrounding my engorged cock.

"Fuck me, Will! Fuck me hard! I need to have an orgasm and it's going to be a whopper!"

I pounded her like there was no tomorrow. I hadn't been with a woman for a while so I was ready to erupt in about a minute and a half. She was milking me with her pussy walls as I drove my cock into her. Soon I could feel my rising tide of cum searching for release, seeking the path that led out. I grunted like a wounded croc when my semen rose through my steely shaft and blasted off inside Helen, rope after oily rope. I gradually slowed my rhythm as I emptied, easing into a gentler groove.

"Keep fucking!" Helen hissed.

With the taut, blood-hard skin of my cock now less stressed, it slid easily in and out of Helen's slimy bliss. Her hands clutched my ass and her groin smacked into me trying to coax a climax.

"Keep fucking me, Will!"

I started banging her harder, then harder, then harder still, and my cock returned to the approximate firmness of tempered steel. We were reelin' and rockin' and the bedposts a-knockin'! We kept this up for a while, each expelling guttural groans with each hard thrust. Then I felt myself nearing my second coming. My tongue was fucking Helen's mouth and my finger was in her ass, and I could feel the sweat on her face so I knew she was getting close. I could feel another healthy dose of my cum preparing for liftoff, and soon it rose up and out of me, not as big as the first, but four or five solid strings leapt deep into Helen's juicy twat. Within seconds she let out a high-pitched scream and started shaking and her warm rapids flowed downstream and out of her, soaking my spent dick and the bed beneath us. I rolled to her side and collapsed beside her with her tongue in my mouth and her vagina surrounding my cock and we stayed that way for a few long minutes as I gradually went limp inside her.

We must have nodded off for a while. When I came to it was around 11:30 and Helen was getting dressed. As she made her finishing touches and pulled on her shoes she noticed I was watching her and came over to the bed.

"Thanks, Sailor!" she said, "You have no idea how much I needed that!" She bent down and gave me a quick kiss on the lip. "Goodnight; see you in the morning." Then she was out the door.

I lay in my bed, ruminating about my unexpected night. What the hell had happened? I asked myself, 'Did I just fuck a lesbian?'

-

I was right on time the next morning. Connie greeted me with a big smile when she opened her door. She asked me into the kitchen for coffee while we waited; she said Helen had gotten in kind of late and was moving kind of slow this morning.

We chatted briefly and then I noticed Helen's bags were packed and stacked in the dining room. I offered to take them out to the garage and pack the car. I was just finishing up when they both emerged from the house.

"Morning, Will," Helen said coolly, barely making eye contact. She got into the front passenger seat, Connie was behind the wheel and I climbed into the back.

Not much was said in the car, but Helen kept stifling one yawn after another.

"You tired, Helen?" I asked.

"Yes I am. I didn't sleep too well," she said.

"Maybe you can catch some Z's on the plane," I added. She said she hoped so. It was good to see that her category 5 orgasm the night before hadn't taken too much out of her.

At the airport we checked Helen's bags and then went as far as we could before saying our goodbyes. Helen and Connie hugged and kissed and exchanged I-love-yous. Then Helen turned to me.

"Goodbye, Will. It's been nice seeing you again. Thanks for coming." I wasn't sure if she meant coming to the airport, or coming the night before. She kissed me on the cheek and turned, waved, and entered the line to security.

We walked back out of the terminal and found the shuttle to take us back to Connie's car. On the ride home she told me that she'd thought it over and would like to take me up on my offer to coach her through marathon training if I was still up for it. I told her, Absolutely, I was looking forward to it. And I'd not only be helping her, it would motivate me to train and to run another marathon too.

When we got back to her house, Connie took a calendar off the wall and we sat down at the kitchen table and I wrote out a training schedule. I spread her usual weekly mileage throughout the weekdays, and added a long run for each weekend, increasing the distance gradually week-to-week, to get her prepared for a big race in November. The race was in the city about an hour away.

At this point it was the end of July, so I mapped out a 15 week plan peaking with runs of 20, 20 and 21 miles in weeks 11, 12 and 13.

"What do I do the last two weeks?" Connie asked.

"Eat, drink and rest!" I said. "You don't want to overtrain. If you're not ready by then, it's too late."

We would start the next morning with an eight miler.

-

Connie was a pretty good runner and had no trouble with the early training. We would run side by side, and because her natural pace was slower than mine, occasionally I would move out faster for a half mile or so and then double back and fall back in beside her. The second week we did nine miles, the third week almost eleven. Our ritual soon became we would run together, all the while talking about just about anything that popped into our minds, then after the run a jump in her pool, then often she would make us lunch.

As two people running many miles together, side by side, we covered many topics of conversation. I found Connie very easy to talk to. Our minds seemed to work the same way. I could say almost anything to her, no matter how esoteric or how 'out there' it would seem, and she would follow and be right there with me. And the same went for her, wherever her conversation went, whatever tangents she went off on, I was there.

I mentioned once that it puzzled me that when I had taken her classes in high school she was always warm and friendly toward me, but when I was dating Helen she seemed cold and aloof. She admitted I was right and that it was her problem, not mine. She told me that was about the time her marital problems were starting to happen, and also she didn't like the idea of any guy screwing her daughter.

For some reason I didn't expect my old English teacher to talk like that, but when she did, I got a kick out of it. As we became more and more comfortable with each other, I looked more and more forward to our workouts.

She talked about Helen too, of course. She mentioned Helen's same-sex relationships (plural! I only knew about the one with Geri) and how that took some getting used to at first. She said she didn't think Helen was gay, just open to things, and when a bunch of nurses went to school together, things could happen. She told me also that she wondered if something might happen between Helen and me while she was home. I figured if Helen wanted her to know about our last night together she could tell Connie herself.

After about three or four weeks of training together our comfort level had reached a point of total ease. Connie would sometimes touch me when she spoke, and I became less hesitant to touch her as well. When she completed the twelve miler, she was exuberant and gave me a big hug and kissed my lips. After that our normal greetings and goodbyes included a hug and a kiss. When we ate together her eyes would linger on mine and her coy smile would give my stomach butterflies. My loins got butterflies too, despite our twenty year age difference.

That week I had used her bathroom off the pool after taking a swim and noticed her toilet had a leak and would keep running off and on. I told Connie I would fix it for her, I just needed to go to the hardware store and get the replacement parts. She was very appreciative and started to dig into her purse and I told her not to worry about it, it would not be expensive and was an easy fix. She said maybe I would get a free dinner out of the deal, then.

That afternoon I went to the hardware store to buy the kit and took it back to her house. By this time knocking on the door had become an unnecessary formality, so I walked in and found her in the kitchen.

"I'm cooking your dinner, Will, so I hope you don't have plans! Lasagna! Got to carbo load!" she called as I entered the room.

I swear she was trying to drive me crazy. She was wearing short frayed cut-offs and an untucked white t-shirt with no bra! The cotton fabric hugged her nipples like wet tissue and drew my eyes like magnets. I know she caught me looking and I went off to fix the toilet with half a hard-on.

In the bathroom I got down to work. It was a small room and I had to contort myself in different shapes and forms but I removed the guts of the toilet tank. But Babs wanted to help and was getting in the way so I had to lock her out so I could get the new parts installed. She whimpered for a couple minutes but then must have smelled lasagna because she sauntered off. In another fifteen minutes I was done, and when I turned the water back on and flushed a couple of times, with minor adjustments it was working like new.

I went back to the kitchen and the lasagna was in the oven and Connie had mixed a pitcher of vodka martinis. We went to sit by the pool with our drinks. Babs hopped onto her raft.

We sipped and chatted for the next hour or so. We talked about running, about books, about her teaching and the problems with kids these days. We ate delicious lasagna and green salad, then had a nightcap by the pool. After a while I felt I should leave, and not overstay my welcome, even though I didn't want to. As we sat in the soft light, I looked at Connie's profile and the subtle rising and falling of her breasts with each breath, her sublime bare nipples snug within her shirt, and the beauty of her tanned, crossed legs, and I swear the thought of her being twenty years older might as well have been twenty days, because I believe I was falling in love.

Connie saw me to the door to say goodnight.

"Thank you for fixing the commode, Will," she said. "I had no idea you were such a handyman!"

"Oh, I'm okay in the bathroom!" I said. "But I'm better in some of the other rooms around the house!"

In the dim light I could see a twinkle in her eye and a sly curl to her lip.

"Oh, you are, are you?" she said.

"I think so. If you have any other chores that need attention, just let me know."

We stared at each other for a bit. I knew she was feeling something too, I just didn't know what. I leaned to her and kissed her full on her mouth. I sensed a brief resistance, but I put my arm behind her back and pulled her to me. My lips parted, and although she hesitated, soon hers did the same and our tongues frolicked and I tasted her for the first time. She was kissing me too, and enjoying it, but her arms stayed by her side. When we finally parted I kept arms around her waist.

"Uh, oh," Connie said. "What was that?"

"Something I've wanted to do for a while," I said.

"Will, we shouldn't...you were a student of mine..."

"That was a long time ago."

"But you're the same age as my daughter!"

"So what? You deserve a little young stuff!" I said, and performed a little shuffle dance in front of her.

She laughed and shook her head.

I kissed her again and her lips didn't delay as much this time, our mouths meshed and our tongues twirled in a sexy ballet, a long one, and I felt her arms around me.

When we broke the kiss our eyes were locked as we said goodnight.

'No woman could kiss a man like that and not feel something!' I thought to myself.

-

I fell asleep thinking about her. When I woke in the morning my cock was harder than I could ever remember, it ached, and I jerked off thinking about her. But I began to feel pangs of guilt. Had I taken our new found ease and comfort level for granted and gone over the line? I thought I'd read her signals correctly and responded appropriately but her hesitancy was bothersome.

I called her on the phone that afternoon but missed her. When she called me back that evening I began with an apology.

"Connie, about last night," I said. "I'm sorry if I went a little too far. It was a wonderful night and I don't want to screw things up. Please accept my apology."

"Don't apologize, Will," she said, "Because you didn't do anything wrong. I love the way you look at me, and I was sending cues too, I was asking for it. But when we finally, actually kissed like we did...I think a lot of things hit me all at once and it kind of scared me."

"What things?"

"Well, primarily our ages. It's not that I'm not tempted, but twenty years is a big difference."

"Hey, your ex- has a young squeeze, you should have one too!" I said, to lighten things up.

She laughed, but added, "Okay, but that's not all. You're a former student..."

"That was years ago! Think of me as your trainer!"

"...And then there's Helen. You're her friend, you're her age. You used to date her for God's sake!"

"Connie, Helen is a mature adult, I am sure she..."

"I know, Will, I know. Like I said, you didn't do anything wrong. I wanted it to happen. It's just a lot to think about."

She went on to tell me that she would be leaving the next morning for back-to-school teacher orientation and would be gone until Friday night.

"I hope you'll get your training runs in!" I said.

"I will, Coach, I promise," she said, "And I'll be ready for our 13-miler on Saturday!"

"Good. And maybe this week you'll have the time to think about what other rooms in your house might need my handyman services!" I said.

She chuckled and said, "Oh, I know of one already. That's part of my problem."

-

"Good morning! I hope we can beat the rain!" Connie said when she greeted me Saturday morning with a quick kiss.

"It'll make us run faster!" I quipped.

It was cloudy and warm with a 70% chance of rain. The air was thick with humidity and we were both already breaking sweats before we even finished stretching.

As we ran we talked about many different things as we usually did, but we didn't touch the subject of 'us', and I felt a tenseness in the vibe that I figured would stay with us until we did.

After a few miles we were drenched in sweat and our running clothes were matted to our bodies. When we reached the spot where I had stashed our water bottles we stopped for a quick drink. My shorts were drenched and clung tightly to the bulge between my legs. Connie must have noticed, the same way I observed her orange shorts hugging her sweaty cameltoe.

At around eleven miles I asked her how she was feeling and she said she felt pretty good. I told her I was going to stretch out a little for the last couple miles, and did she mind? She said, 'No, let's do it!' So I picked up the pace and we took off together.

Our last two miles were run at a quick pace, faster than what Connie was accustomed to, but she stayed right with me. When we slowed to a walk after our thirteen miles I was ecstatic and told her how proud I was. Without thinking I wrapped my arm around her sweat-soaked waist and kissed her cheek, and we walked arm in arm for a few steps. When we walked onto her patio from the side of the house, she went through the gate before me and I shook my head in admiration of how the liquid fabric of her shirt was plastered to her slim waist and her shorts that looked like an orange paint job on the crack of her ass.

Connie went into the house, and as had become my custom after our runs, I entered the pool area, peeled off my shirt, shoes and socks and jumped into the pool wearing only my running shorts. I swam and paddled around a little, enjoying the feel of the cool water on my hot skin, easing my spent satisfaction after a hard run. I took off my shorts, wrung them out in my hands, and placed them on the patio at the lip of the pool, where I could easily retrieve them to put them back on. After a couple more laps I swam over to the pool steps and sat on the bottom step in the chest-high water and relaxed.

In a few minutes Connie came out through the French doors from her bedroom with Babs right behind. She walked over and opened the gate to let Babs out for a quick pee. She looked like a model in a sleek one-piece black, backless swimsuit that promoted all of her curves. Without looking at me (but knowing I was watching her) she strutted over and picked up my running shorts and took them over to the wall and hung them on the towel rack. Then she dove into the deep end.

She came up for air and stood in water up to her shoulders and looked at me for the first time. With a mischievous smile on her face she slid her hands over her shoulders, freeing them from the black spaghetti straps of her suit. With her hands submerged and a twist and turn of her body she removed her bathing suit and threw it over by the towel rack. We were both now naked in her pool.

"If you get to skinny-dip," she said, "So do I."

She swam over and we embraced and without hesitation her mouth covered mine with her tongue leading the way. Her arms surrounded me and I maneuvered her onto the step beside me. Facing each other, kissing deeply and with my hands exploring her, I wrapped my legs around her and pulled her as close as I could. I felt her tits against my chest and the contour of her sweet ass in my hands. Her hand grasped my dick, still somewhat flaccid in the cool water, but growing fast.