Hey, Alex. Good morning. I’m really looking forward to going bike riding with you this summer. Did you get a new bike yet?
7:32 a.m. and Helen was texting me.
Helen was my neighbor, two floors down and at the other end of the hallway. Last year I helped her pick out a new bicycle. We had gone riding a few times before, and we planned on going riding together this coming summer, but my bike didn’t survive the winter months, left outside exposed to the elements.
Are we still on for today?
She had messaged me a few days back, asking if I knew how to adjust the height on the seat on her bike. I told her I had the tools and would be happy to do it. We made plans for me to come down to her apartment at 11:00 today, and I’d already packed the tools in a bag.
And do you have a pump? I think my tires need some air too. Thanks!
I’d already thrown a small hand pump into the bag. Just in case. I like to be prepared.
I’m really excited about riding, Alex. Hurry up and buy your bike!
I was barely awake, but I managed to open my eyes wide enough to see the screen on my cellphone a bit better. I answered her messages.
Just woke up, but don’t worry. We’re still on. I’ll bring my tools and adjust your seat and make sure your tires are ok. See you soon.
Helen and I had a bit of history. I first met her maybe twelve years earlier at a mutual friend’s birthday party for their kid, when my oldest kid was very small. Helen’s kid was a bit younger, so we never had the same circles through the kids. Back then, she was married and so was I. Since then she’d gotten divorced, and me… well, that was complicated.
I was separated, but still living with my wife and my two kids. Like I said, it’s complicated. I couldn’t afford to move out, so I just sleep on the sofa. In my spare time, I’ve tried to build a life for myself. I’ve dated a few women, but when your own life is complicated, it makes it complicated for that other woman too.
Helen. When I first met her she was pretty cute, at least in my eyes. I wasn’t looking at her in a way that would make me find her sexy or hot. Just really cute. Barely four foot ten, and petite. To be honest, I guess some guys would find her cute in a fetish kind of way. She was as big as a young girl, and not what you’d expect from a grown woman with a kid. I mean really tiny. But cute.
So fast forward a couple of years and I run into her in the lobby of my building. Short story is she got divorced and moved in with her kid. And she still looked cute to me, but now she was kind of sexy too. I was separated and in the market to notice these things now. I think I set my eyes on her from that first time we met downstairs.
The problem is, that she became a friend. She was dating someone, a real piece of work in my eyes. Borderline abusive. Mentally at least. And I was seeing someone too. So we just became friends. Good friends. We talked and shared our stories when we’d meet up in the hallways. We finally exchanged numbers and texted occasionally. We became confidantes. It seemed we could talk about everything with each other. And that includes, quite literally, everything. Like our dating. Like our sex lives. Like all the details.
Then came the biking. We loaded our cars up with our bikes and met at a park on the east side of town, one that has the start of a long bike trail beside the lake. We spent the better part of four hours riding with each other and ended up at a bench beside the lake. Damn, she looked hot. We both wore cycling gear… the stretchy, tight gear. The cycling shorts where you go commando. The tops? Well, I don’t think she was wearing a bra underneath, but if she was… well, I haven’t mentioned her body yet.
She has permanently erect nipples. I noticed them first when I became Facebook friends with her. A couple of shots. Ok, maybe most shots. You’d see those nipples poking through her top. I guess I’m a nipple man at heart, because they turned me on every time I saw them. And now, in her cycling top, there they were, in all their glory. And her petite and sexy ass in her shorts. It was all too much.
We sat there, talking, sweating and just enjoying being with each other. And we got flirty and then we kissed. Just out of nowhere, we kissed. And we kissed pretty deep and hard, our tongues exploring each other.
That was the start. We’d meet for dinner every couple of months – this wasn’t a regular thing. We would go weeks, or even a month or so without talking, and then we’d get in touch and decide it was time to catch up. So we’d go for dinner, and end up back at the building in her apartment. Always during a week where her kid was with the dad. We’d talk about our love lives, and somehow it always ended up talking about sex. We’d get flirty, and then we’d get all worked up, and then…
Well, one time we kissed. We’d done a bit of that earlier in the car. And the kissing led to me finally seeing and feeling her breasts and her nipples. Turns out she has really tiny areolae, but nipples like little frozen peas. Delicious. I sucked and licked her nipples and she got really turned on. A bit of dry humping too, some grinding. And lots of energy… but we stopped short.
She broke up with boyfriend number one, but ended up meeting boyfriend number two. I had moved on too, and was seeing another woman. Each of us saw those relationships as primary, but we talked with each other and acknowledged our mutual attraction. We acknowledged that we enjoyed fooling around.
I suppose we had a safe place with each other. A sounding board. A testing ground. She was a bit shy with her boyfriend, but he wanted more. He was into toys, a bit of the kink too. And me? I was pretty adventurous, and Helen would ask me about the things her boyfriend wanted to try. I told her what was involved in anal, which she’d never tried. We talked about threesomes. We talked about swingers’ clubs.
She enjoyed the fact that she could talk about anything with me, and I wouldn’t judge her, and I was safe too. I wasn’t going to put the moves on her. We each had our own lives and relationships, and we knew we weren’t going down that road together. But we could fool around and learn with each other.
Like I said, we became good friends. We trusted each other.
Over time, I’d gone down on her (and made her cum), and she’d played with me, but short of making me cum. Once she took me in her mouth for a minute or so, and it really was good. But we’d never been completely naked with each other, both at the same time. And we’d never fucked. And I still hadn’t cum when I was with her.
We talked about things. We talked about me taking her to a swingers’ club, and getting her comfortable with the experience, because her boyfriend wanted to try a threesome. I would be her tour guide, though, and be the safe chaperone on her first try, so she would be ok with it when her boyfriend took her. We talked about anal too, and how she wasn’t sure about it, but that maybe I would try it with her first.
And then we’d go months with silence between us. Just because. Life happened, she had her boyfriend and her work. I had my work and my own relationships. We lived a few hundred feet away from each other, but it could have been a few hundred miles, although when we reconnected, we just picked up where we left off.
See you in a few minutes! I’m so excited.
She texted me at 10:45, I guess to remind me to come down to see her.
I was showered and got dressed, and gathered my tool bag. I told my wife and kids where I was going, downstairs to help Helen with her bike. I put on my shoes and at 10:55 headed out.
Fifty feet to the elevator. Go downstairs and then down the hall another seventy-five feet or so. I knocked on the door.
“Ha-ha, you wore a mask,” she said as she answered and opened the door.
This was, after all, the middle of a pandemic, and I wanted to be responsible. I didn’t know how much she’d been outside, and who she’d seen, and she could say the same of me.
“Well,” I answered, “I want to be safe. For both of us.”
“Come in.” She wasn’t wearing a mask. “Do you want me to put one on?”
“No,” I replied. “If it’s ok, I’ll take mine off too. I think we both have been self-isolating long enough… we’re probably safe with each other.”
Helen’s bike was sitting in her living room, ready for me to work on it. I got right down to business and took out my tools, and adjusted her seat up by an inch. She tried it out, and the height was perfect. Then I took out my hand pump, and filled up her tires.
We talked a bit about bikes, and what pressure she should fill her tires to when she would go to a gas station. We talked about me going out to buy a bike. We talked about making plans to go riding in the near future.
And then we talked about our lives. Soon we reached the usual topic, and she described how she had gotten the courage to try out a strap-on with her boyfriend, and how she fucked him in the ass. She was still shy, though, and couldn’t say those words, motioning and using her hands and body to say what she had done. I said the words for her.
I asked if she had tried it herself yet, taking him from behind. She said no. She wasn’t sure. I reminded her of our earlier conversations, and then I leaned over to whisper in her ear.
“I’ll do it with you first, ok? We’ll get together and we’ll use lots of lube. I’ll make sure that I’m gentle and that it doesn’t hurt.”
“I know. I trust you.”
“Ok? I want to be the first with you, to make sure it’s ok.”
“I don’t know why I’m so shy with him. With you, I feel so open, and I’m not nervous. With him, I still feel…”
“Because it’s about trust. I can’t do anything to hurt you. We’re not like that with each other. You’re safe with me. With him, he could use something against you. Something you tell him. And you’re afraid he might hurt you.”
“You’re right, Alex. I love him… but I still feel shy. Nervous to try new things. Not with you. And…”
“And?” I asked.
“You know… when we get together, and we get started… It’s always so hot. I get so horny.”
“Now?”
“Yes. I’m very wet right now, just talking about these things.”
“So let’s do it now.”
“Now? Do we have to wear masks? I’m not sure…”
“I don’t think you can pass along the virus through your ass.”
Helen laughed at me.
“I promise. I won’t kiss you. We won’t be breathing on each other because, quite frankly, we won’t be facing each other. Do you have any lube here?”
“Are you sure?”
“Yeah… why not? If you don’t like it, I’ll stop and that will be it. No pressure. No worries. You’ll see how it feels.”
Helen reached over and felt the bulge in the front of my jeans.
“Somebody feels ready to go,” she said.
“Are you good with this? Should we try?”
“And no warm-up? Should I give you a…”
“Nope. This is about you. I mean, it’s about your ass. Has he ever put anything in there? Like a finger?”
“Never. I chickened out a few times when he tried.”
“Did he use anything? Lube? Spit?”
“No.”
“Well, that’s the first problem. I’d be scared as shit if someone tried shoving a finger in me dry. At least spit on your hole and make it wet first. Does he ever lick you there?”
“No. He wants me to do that to him, so I have a couple of times. But he hasn’t tried on me.”
“Problem number two. My rule is I won’t ask you to do anything to me that I wouldn’t do to you. Me? I love licking ass.”
“It’s not gross?”
“No. I’m assuming you’ve showered in the past day or so.”
“Just before I got dressed… just before you came up.”
“Fine. Let’s not waste any more time. I’ve got to be back home by 1:00. A conference call. It’s already 11:45.”
In all the times that Helen and I had fooled around, even when I went down on her, we stayed in the living room. I don’t think I had ever seen the rest of her apartment. This time, she stood up and started walking to an open door leading into another room.
“If we’re going to do this, I want to do it right this time. On my bed.”
“Sounds like a plan,” I answered, and followed her into her bedroom.
It was only awkward because we did not kiss, and there was no foreplay. Safe pandemic sex means making some adjustments to the routine.
We both sat on her bed, and undressed ourselves. When we were done, I said, “This is the first time we’ve been completely naked with each other.”
Helen giggled. “I know. It feels kind of funny.”
“But are you still horny?”
“Yes. How do we start?”
“Lie on your front, but put your ass up in the air, ok?”
Helen did as I suggested, and I saw her cute ass right in front of me, her little brown hole staring at me.
“Where’s your lube?” I asked.
“In the night table on the right. Bottom drawer.”
I scooted over to that side of her bed, and reached down to open the drawer. Sure enough, a bottle of lube was right at the front.
“Pretty handy,” I said.
“I used it when I fucked him with the strap-on.”
“And how did you like that?”
“It was ok… he seemed to enjoy it.”
“I’m sure he did. You ready?”
“I’ll close my eyes, if that’s ok. Yup… I’m ready.”
I leaned forward and touched her from behind. I started by sliding my finger up and down her slit, gathering up the wetness she had been generating for some time now. She really was wet, just like she said.
I started to slide my wet finger from her slit up to her crack, sliding it gently over her anus.
“How does that feel so far?” I asked.
“Mmmm… Have you heard any complaints from me? That feels nice.”
“Ok… I’ll keep going.”
I leaned my head in toward her and placed my mouth right near that little puckered starfish, and extended my tongue and touched it.
“OH!!!” she exclaimed.
“Everything ok?” I asked.
“I didn’t expect that. It’s wet. And hot. And then it feels cool when you take your tongue away.”
“That’s how it’s supposed to feel. More?”
“More.”
I started licked her asshole and then slid my tongue up and down her crack, passing over her hole. I then stiffened my tongue and tried to push it ever so slightly into her hole. All I heard from Helen was a gentle purring sound and she pushed her ass up higher, toward my face.
I took that as a signal to keep going. I probed her tight hole with my tongue, making it wet, and licking her in between my attempts to go deeper inside with my tongue.
I reached over to grab the bottle of lube which I had placed on the bed beside me, but not before reaching underneath Helen and caressing her nipples.
“Fuck… that feels so good,” she whispered.
It may have felt good, but I stopped touching her breasts and took the lube and squeezed a large dollop onto her anus.
“I felt that,” she said.
“And now,” I asked, “can you feel this?” I slid my index finger into her ass, just up to the first knuckle.
“Ooooh… I felt that too. It went in so easy. How far did you go? Is that your cock?”
“No… just my finger. And that’s why you use lube, although your ass was pretty wet from my mouth. I’m just in an inch, maybe less.”
“It’s nice. But weird. Like I need to…”
“Take a dump?”
“Ugh. That’s not what I was going to say. It feels like I need to push down.”
“Don’t. Just relax. Just let it… slide it… slowly… ease up and relax your butt…”
As I said this, I slid my finger in slowly, until I had gone as far as my finger would allow.
“How about now?”
“I’m trying to do what you said. I’m trying to relax.”
“Good. You can tighten up… You’re not doing it wrong if you do… but it’ll feel better if you can just loosen up… it makes it easier for it to fit in.”
“Isn’t it in?”
“Just one finger.”
“One? What do you…?
I slid my finger out and then started again, using two fingers, my index and middle finger. I slid them in slowly, and then all the way in, and started to gently fuck her anus with my two fingers.
“I can feel it inside my pussy too,” said Helen.
“That’s because I have my fingers facing down, so I can bend them downward and touch you inside… along the same part of you where I’d be feeling you if I fingered your pussy, but just from the other side of that wall.”
“It doesn’t hurt like I thought it would,” she said, “but I feel very full.”
“Do you like it?” I asked.
“I don’t know yet. But I don’t dislike it.”
I lifted up my body, so that I was kneeling behind Helen’s ass, whereas I had been sitting behind her before.
I continued to slide my two fingers, in and out of her hole, and with my other hand I managed to open the top of the lube bottle again, and I squeezed some more onto her anus, making my fingers slide in more easily. I also squirted some onto my cock, which had been rock hard since we had started on her bed.
I pulled out my fingers and touched the head of my cock to the gaping hole where my fingers had been.
“Why’d you stop?” asked Helen.
“Are you ready for more?” I replied.
“What am I feeling back there?” she asked.
“What do you think?”
“Fuck! Is that your cock?”
“The one and only,” I answered, as I gently pushed the head into the hole.
“Stop!” she exclaimed.
“Does it hurt?” I asked.
“No. I’m just… I’m not sure.”
“I’ll go slow. Any time you want me to stop, just say so. I’ll go very slow.”
“Ok. Just very, very slow, ok?”
“Ok.”
I continued to push the head inside that tight ring and into her ass. I stopped after the head was inside, to let her adjust to the feeling.
I then began to slide in further, a few millimetres at a time, and each time I went in, I pulled back a bit, to let her get used to my cock being inside of her.
“I can’t believe we’re doing this,” she said. “I can’t believe the first time you’re inside of me, it’s in my ass.”
“Yeah… well… that doesn’t mean I don’t still want to fuck your pussy too. We can make plans for that on another day.”
“Maybe when we go to that club we were talking about,” she replied. “We can fuck there. It’ll feel less like we’re…”
“Doing something you’d only do with your boyfriend? Yeah… I understand what you mean.”
“Good. Ok… now… how far are you inside?”
“Maybe about two inches. You still good?”
“Yeah. It feels so full in there. Now it feels like I have to shit.”
“That’s how it will feel at first. Until you get used to having me inside of you. Keep going?”
“Keep going. I’ll tell if you need to stop.”
I continued to push in further, my cock slowly disappearing into her ass and each time I moved forward a bit, I’d pull back just to make sure.
I pressed forward and once or twice squeezed more lube onto her hole, just to be certain it was slick enough so it wouldn’t hurt her. Finally, I bottomed out.
“That’s it,” I said.
“What? What do you mean?”
“I’m in as far as I can go. I’ve run out of cock. Six inches is all I have to give.”
“Fuck. Really? You’re in all the way? That didn’t hurt at all. I feel stretched, but it wasn’t painful.”
“You got lucky. Sometimes it can be painful, and that’s normal too. But I took it really slow, and I used tons of lube. And you’re pretty stretchy too. I didn’t think you’d open up like that, because you’re on the smaller side.”
“I swear… it didn’t really hurt. So now what?”
“Now that I’m in, should I try fucking you?”
“You want to? How does it feel for you?”
“Incredibly tight. I can’t guarantee how long I’ll last before I cum. You can’t believe how good it feels. So damn tight and hot. And you’ve got such a cute ass. I wish you could see it.”
“You want to take a video of it for me? My phone’s on the other night table.”
“I couldn’t reach it without coming out of you. Maybe next time. Trust me. It’s fucking hot.”
“Ok… I’ll take your word for it. Ok… let’s try. Just go slowly. And don’t cum inside my ass.”
“Why not?”
“Remember? We talked about this once. That if we fucked, I didn’t want you to cum inside of me. I wanted you to cum on my breasts.”
“You sure?”
“Yeah. I love that… and I’ve never seen you cum yet. I want to.”
“You might be disappointed. At my age, I dribble more than shoot.”
“I don’t care. I want you to cum on me. I want to see it and feel it on my breasts.”
“You’re the boss.”
And with that, I started pulling out slowly, and then pushing back in. In the time we’d been talking, some of the lube either dried or absorbed, so Helen’s ass wasn’t as slick, so I squeezed some more onto her hole. This eased things up, and I began to slowly thrust in and then pull out, fucking her ass as she wanted, gently and slowly.
“You’re right,” she said. “I’m getting used to it… I don’t feel like I have to shit anymore, but I still feel very full. I didn’t think it would feel like this.”
“Like what?”
“Like it might make me cum. It’s different than in my pussy, but I’m still getting revved up.”
“Good, because it’s doing the same for me.”
“Mmmm… I want that. I want you to cum. Remember… on my tits.”
That was the first time I’d ever heard Helen call them tits, instead of breasts.
I continued to fuck Helen’s ass, picking up speed gradually.
“A bit harder?” I asked.
“Oh fuck, yes! Try that!”
I began to thrust harder into her tight hole, feeling my body pound against her ass with each thrust. Helen had been fairly quiet when I went down on her and made her cum, but now she was grunting with each thrust of my cock into her anus. I’d never imagined her sounding like that.
“Fuck. Fuck. Fuck. Keep fucking me. Fuck. Mmmmm.’
I kept thrusting harder into her, watching her tight asshole squeezing my cock as it went in and out of her, sliding so easily with all the lube I had applied. She was so tight, and I could feel my own climax approaching.
“I don’t know how much longer I’m going to last,” I grunted to her.
“I don’t care. Just cum on me when you’re ready. Fuck… this is so good. Fuck.”
“Are you going to?” I asked.
“I don’t know. I don’t know if I can from this, but don’t stop. It feels good.”
I continued to fuck her hard, and felt my cum starting to rise.
“Now,” I screamed, as I pulled out of her ass, and used both hands to move her body, rolling her over as I said. “On your back… I’m going to cum.”
I got her on her back and then kneeled on top of her, one leg on each side, and I started jacking my cock over her, aiming at her breasts. It took me less than ten seconds, and I began to cum onto her.
“Fuck,” she yelled. “That was so hot. Cum on me. Cum on my tits. Give it to me.”
I kept jacking until the cum stopped flowing from my cock. There were white globs of my cum on her chest, a few drops right on her nipples, and one drop made it to her face, on her cheek.
I rolled over and lay down beside her, both of us breathing quickly and both of us spent. My knees were weak and I felt numb from the legs down.
It took me a moment to gather myself and slow down my breathing, and I reached beside me to take Helen’s hand in mine.
“So?” I asked. “How was your first time?”
Helen was still panting. She reached her free hand underneath her ass and felt it. She then took that hand and touched her breasts and took some of my cum onto her fingers.
“It wasn’t what I thought it would be,” she said, “that’s for sure. I thought for sure it would hurt more. It didn’t. But I can definitely feel that you were up my ass.”
“And… would you do it again?”
“I think so. Not every day. Not every time I have sex. But from time to time… a treat. Something different.”
Helen touched her finger to my lips, wiping some of my own cum onto them.
“You ever taste yourself?” she asked.
“All the time. I actually like the taste of my own cum.”
“Good. Because I’m not a swallower. I don’t even let him cum in my mouth when I blow him. I don’t care for the taste.”
“Have you ever tried?” I asked.
“No.”
“Then how do you know you don’t like the taste?”
“I don’t know.”
“Here… try it now.”
“What?”
“Taste it. See if you like my cum.”
“Now?”
I found a bit of strength and lifted my body up, and kneeled next to Helen, my softening cock near her face.
“Try. Lick it off the tip of my cock.”
“No… it’s been in my ass.”
“Hey… I had my tongue up your ass.”
“Your point?”
“I was sticking my tongue up your ass… and I didn’t find it gross.”
“But…”
“Hey. I’m just kidding. You don’t have to try anything. Whatever you feel comfortable with doing. You don’t…”
Helen interrupted me by lurching forward and taking my cock into her mouth. I could feel her tongue playing with me inside her mouth, swirling around the tip.
“Holy!” I yelped.
“Not bad,” said Helen as she pulled her mouth off my cock. “I’m not sure what I’m tasting. My ass or your cum. Or maybe the lube?”
“Maybe a bit of everything.”
“I could see how somebody would like it.”
“Have you ever tasted yourself, Helen?”
“That? All the time. When I masturbate I lick my fingers afterwards, and after I fuck my guy, he likes me to lick his cock clean from my juices.”
“How does it compare to what you just tasted?”
“Completely different… but there’s something about knowing what it is, that I suppose makes it ok. It turned me on a bit.”
“How much is ‘a bit?’”
“A bit is enough that if you let me clean off your cock, maybe we should just try fucking now.”
“You’re gonna lick me clean?”
“No. Let’s go in the bathroom for a second and I’ll wash off your cock. You think you can get it up again and fuck me?”
That was a good question. Thirty or even forty years ago, the answer would be yes. Now? It might take some time. And I didn’t have a lot of time.
“You know, I do have that conference call I need to take.”
“That’s still almost an hour away.”
“I don’t want to rush when we fuck, especially if it’s our first time.”
“All I want is a quickie. Come on. Follow me. I think I can help you get it up, and then you’ll just fuck me quickly until I cum. You got to cum, so I want my turn. And then you go home. Simple as that.”
“Just like that?”
“Yeah. Just like that.”
“This isn’t the understanding we had, is it, though? We were going to fuck at that club… to make it more…”
“Pretend. Pretend we’re at the club.”
“What about your boyfriend?”
“He won’t know. I’m certainly not sharing what we did today with him.”
“How about you? Aren’t we crossing that line? Are you ok with that?”
“What line?” asked Helen.
“Aren’t we getting a bit too… close? Maybe too involved?”
“Hey, stop thinking too much. You just fucked me in the ass. Your mind should still be on that. And anyway, what’s the big deal? It’s not like we haven’t fooled around before.”
“But now we’ll be fucking.”
“You know those bike-share things you see on the street? The ones where you can rent a bike? Think of this like a bike share… like we’re going out for a ride.”
I was confused.
“I don’t understand,” I said.
“Look…we’re just having some fun. And to be honest, I’m not getting married to my boyfriend any time soon… or at all. We’re just having fun too. So think of me like a bike share. He gets to ride me. And now I’m letting you ride me.”
“Sort of like a tandem?”
“Huh?” she asked.
“A bicycle built for two.”
“Hmmm… that’s not exactly what I was getting at, but that might be an idea.”
“What might be an idea?”
“You and him riding me at the same time. Him in front, and you in the back. You’re already familiar with that, I think. At least now you are. Maybe… maybe I should tell him about this after all? Maybe…”
“Maybe we need to stop talking. I just looked at your clock and if you want me to fuck you, we’d better get down to it.”
Helen led me into her bathroom, grabbed a washcloth and wet it, and cleaned off my cock. She was right. Her touch and her words were getting me hard again. I guess I’d be able to fuck her after all.
I thought back over the past hour and change. I’d come downstairs to adjust her seat, and I suppose I’d done that in more than one way. I’d pumped up her tires too. Now I was going for another ride, one I hadn’t planned on taking any time soon with her.
I was daydreaming. Standing alone in her bathroom. I hadn’t heard her walk out, but I heard her voice coming from the bedroom. I looked through the door, and could just see her on her bed, lying again on her front, her ass up in the air.
“Hey, Alex… come on in.”
“You want me to fuck you in the ass again? Really?” I asked.
“No… but I thought you might like the view. How about taking me doggy style?”
This was a different Helen from the one I had come to see earlier for a bicycle adjustment. She was being assertive. Confident. Not shy at all. I liked it.
“You’re the boss,” I said, walking in and climbing on the bed behind her. I lined up my cock with her pussy and plunged in.
“Don’t need any lube this time around, do you?” she asked.
“No… you’re fucking sopping wet.”
“It’s my way of saying thank you. For fixing up my bike. For everything.”
“You’re welcome,” I grunted, as I fucked her hard from behind. The squelching of her wetness was loud and was a real turn-on.
“How does it feel so far? You like my ass better, or my pussy?”
“Do I have to choose?” I asked.
“Maybe… because when I get you and my boyfriend together, you might have to fight over who gets which end.”
“Oh, we might, will we? Who says I want to share? Maybe I want both your ass and your pussy all for my own.”
I pulled out and flipped Helen over onto her back. I lurched back in and entered her, and began to fuck her more intensely, slamming my body against hers, feeling my cock bottom out and hitting her cervix.
“Ouch,” she blurted out. “How deep are you?”
“Six inches. Always the same.”
“Take it easy. You feel like you’re fucking me with a cucumber.”
“So maybe I’ve converted you. Maybe you like it better in your ass?”
Helen smiled.
“Maybe you’d better tell me where I should cum… because I’m getting close,” I continued.
“Not before you make me…”
I cut her off by rubbing her clit with my hand while I continued fucking her. She was close and I brought her over the edge in a matter of second, playing with her hard nub while my cock continued to thrust into her.
It took her a moment to catch her breath.
“Fuck. That was fast. But good. Cum in my mouth this time.”
“For real?”
“Yeah. Try it. Pull out of me now and let me finish you with my mouth.”
“Sure?”
“Fuck… just do it. Now. Before you cum.”
I pulled out of her wet and slick pussy and lay down beside her, with my cock next to her face. She took the head of my cock in her mouth, and I started jacking the shaft of my cock hard, the side of my hand banging against her face as she sucked the head.
“I’m cumming… now…”
I shot my cum into her waiting mouth as I continued to jack myself off. Not a huge load, not this second time and so soon after the last one. But enough that I knew she could feel something.
I could feel her throat muscles move and swallow. She released me from her mouth and spoke.
“There. Look at the clock. You’ve got plenty of time to clean up and get out of here. Go… go take your call.”
I thought she sounded angry.
“I’m sorry. Is everything ok? I’m sorry.”
“What are you sorry about? You made me cum. Now go. I don’t want you to be late. If you stay a minute longer, I might want you to kiss me, and I’m not doing that through a mask. Virus… pandemic… remember?”
Shit. I had forgotten all about that.
“Go. Wash off your dick and get dressed. We can talk about this later.”
This didn’t sound like the Helen I knew.
“Wow. Listen to you,” I said. “What’s gotten into you. I’m not complaining. I like it. You sound very… not shy… I really like it. But what’s gotten into you? Maybe I should fuck the shit out of you more often.”
“I agree. But this time you fucked the bullshit out of me. I don’t know why I was so afraid of taking it in the ass before. Or of tasting cum. You fucked that bullshit right out of me.”
I was about to say something. Helen beat me to it.
“Shhh! Don’t say anything. Clean off your dick and get out. But next time, bring some more lube. We’re going to need it. I hope you can take it as well as you dish it out.”
“Meaning?”
“That strap-on? It’s mine, not his. I kept it after I fucked him. It’s in that drawer where the lube was, but a bit further back. Next time, you get to be the bicycle. I intend to do some riding.”
“You’re the boss,” I said.
Helen nodded. We both knew that I was right. We both knew that I didn’t need to buy a new bicycle before my own seat would need adjusting.
