Clare lay in bed staring at the digital display on the clock on her nightstand. She had gone to bed early but still bore the excitement from the afternoon. The discovery that Wes's parents were gone and he had the house to himself had spawned an idea, and it had turned out to be even better than she had hoped.

She had dug out one of her old business suits that was just a bit too small and accentuated her curves. Added to the ensemble were a pair of sheer nylons, a garter belt sans panties, and a huge pair of horned rim glasses. Putting her hair into a tight bun had finished the desired look: she was transformed into a nerdy teacher with just a hint of underlying sexiness.

Her eighteen-year-old neighbor, Wesley, had gone along with her role-playing fantasy, and the sexual culmination had been fantastic. He was developing into a wonderful lover. It didn't hurt that he sported an extremely large penis. He had quickly learned how to sustain sex for much longer periods now.

So when she received a text from him, she bravely sent him an invitation to join her in her bed for at least part of the night. Since his parents were gone, he could spend the whole night with her if he so desired. It would be nice to have a warm body in her bed for more than just a quick fuck.

So she stared at the clock and waited. Would he show up, or was her brazen invitation a mistake? She worried that her desire for sex with him might be too much and would scare him off. She didn't have to wait long. Within a few minutes, she heard her unlocked kitchen door quietly open and close, followed by footsteps padding on the tile floors.

"Clare? You in there?"

Her bedroom door opened a crack, and a head poked through.

"Yes, Honey, I'm here. Get in bed with me and warm me up. It's chilly tonight."

Clare shivered in anticipation. Even though she was a bit sore from the afternoon romp with him, she couldn't resist the thought of having him for the evening. He had already learned to avoid a quick ejaculation, and his stamina had improved to the point where he was exhausting her, but in a good way. She felt moisture already forming between her legs.

In seconds, the teenager had slipped off his shorts and T-shirt and was spooning with his middle-aged lover. His arms wrapped around her, and as he fondled her huge breasts, she felt a familiar tubular stiffening poking into her ass.

The energy of youth never ceases to amaze me. That boy can get it up in an instant.

"Isn't this nice, Sweetie? I figured that since your parents are gone, why not take advantage of a little serendipity, hmmm? When I saw your text, I thought, why not invite you for a sleepover. I know how dirty boys think! Try not to wear me out. I'm not as resilient as I used to be. But, I'll tell you one thing that all men seem to like, there is nothing like morning sex. You know? Waking up with a place to put your morning woodie beside your hand is something I think we'll both enjoy. That is, if you want to spend the night. We need to make sure we don't give the neighbors something to talk about."

"Oh, no worries, Mrs...I mean Clare. I'll be extra careful. I'd love to spend the night...at least most of it...with you."

"So, I'm guessing you'd like to fuck me again, wouldn't you. This is my treat. How do you want to do it? Want me to do the driving and get on top? Or maybe just like this. You're practically inside me now. I feel something knock, knock, knocking at my door."

Wes didn't have a chance to choose or argue. Clare did the choosing for him.

Wes had a large tit in each hand, and his cock was armed and ready to enter the portal of his desires. He tweaked her thick nipples as he felt Clare reach behind, wrap her slim fingers around his shaft, and gently work the head into the object of his desires. Once the head was securely inside her, he gave a little nudge and felt it slip in another couple of inches. Clare slightly spread her legs to ensure easy access, and he slid in further until his groin came up against her smooth ass.

Jesus, her pussy feels so good. She's already wet. I can't believe this. She is so hot, and she loves my cock.

"And there you are. Home again. I love the feel of your fat cock inside me, Wes. You make me very happy. This is nice, lying here on my side with your big teenage penis in me and having you for the rest of the evening. Mmmm, I'm in heaven."

Clare wriggled her ass and pulled her knees toward her chest as Wesley began slowly pumping his cock in and out of her. As he fucked her, he kissed her back, her neck, and her ears, eliciting moans of delight. They stayed this way for a lengthy spell, gradually building until after ten minutes or so, both lovers were grunting like animals, and Wes began pushing inside her more forcefully. His hands were now on her hips, and gradually they rolled so that Clare was prone on her stomach and Wes was on top of her and on his knees between her parted thighs.

"Oh, Jesus, Honey. Careful! Not too hard, Sweetie. I want you to cum. Can you cum inside me? I love it when you do. Oh, fuck. You are so deep. And hard! It feels like a Louisville Slugger is inside me. Oof! That was a really deep one. Careful!"

"Just a little more, Clare. God, you have such a beautiful ass. I'm gonna cum soon. You feel so fucking good. Oh fuck. Here it comes...."

He pumped several times with long strokes and then gave her one, firm last stroke and held it there, his groin pressed into her fleshy butt cheeks. A second later, his balls emptied into Clare's cunt.

"That's it, Baby. Give it to me. Mmmm, I can feel you throbbing inside me. Let it all out. You feel wonderful."

Wes pumped his seed into her for several seconds before pulling partway out and stroking the final drops onto her ass. When the last of it dribbled out the end of his cock, he reinserted the shaft, still hard enough to slip in, and collapsed on top of her.

"Yes. Put it back in. I love the feel of you inside me, even soft."

They lay this way for several minutes before Clare realized they had both fallen asleep with Wes on top and still buried inside her. He was snoring lightly. She rolled slightly, and he slipped out of her and rolled over on his back, sound asleep. His limp cock lay on his thigh, shiny with their juices.

Fuck hard and sleep hard. In more ways than one. I'm betting he wakes up and wants more.

Clare turned and kissed him on the forehead, a motherly gesture.

"Sleep tight."

Smiling, she turned away from him and pulled the sheet over them. Within seconds, she felt the slumber gods take control.

Hours later, Clare awoke to a pair of hands softly roaming over her voluptuous form. For a second, she thought it was Richard, but then realized that Richard was dead and she had invited her eighteen-year-old neighbor to sleep with her. Her brain fog slowly cleared, and she rolled over to face him. 'A hint of sunrise was beginning to show through the curtains in her east-facing bedroom window.

"Good morning. I almost forgot I had a visitor. How nice to wake up to your smiling face and soft hands! Did you sleep okay?"

"Yeah, I guess. I've been awake for some time, though. I woke up thinking about what you said earlier about a woodie, and...well...I have a giant one. But I didn't want to wake you. You looked so peaceful...and beautiful...sleeping. Still, I couldn't keep my hands off of you. This has gone beyond any wild fantasy I could imagine. I'm going to dream about this night forever."

"That's sweet of you to say, Wesley. I'm just glad it's fairly dark so you can't see me clearly without makeup. And what is this? I think I feel a big sausage trying to raise the covers. Tell you what. I'll give you the morning special, and then you should be on your way before the neighbors are up with their binoculars."

Clare flipped back the covers to find Wes's cock at full mast once again. She rubbed her hand up and down his tight abs and muscular chest before wrapping around the thick shaft and stroking him.

"I know in my heart of hearts that we can't do this forever, Sweetie. That's why I'm making the best of every opportunity, like this weekend. You're a horny teenager, and I'm a horny middle-aged woman with needs. I'm so happy we found each other, but I worry about the future. For now, though, let's just enjoy the moment."

Wes's face took on a look of concern at the thought that this might end, but then she brought him back in the moment.

Clare wrapped her lips around the plum-sized head of Wes's cock and sucked. Her cheeks hollowed, and her tongue swirled around the smooth skin of his helmet. She looked into his eyes as she worked over his cock like a desperate whore. Finally, she came up for air.

"How about we start with a good, old, morning blowjob. I think I taste a little bit of last night on this tool of yours. A little sucking and then your choice: missionary, cowgirl, doggie, or some variation of those."

Wes's hands roamed over his lover's voluptuous curves as she proceeded to slowly lick and suck every inch of his cock, paying special attention to the underside of his crown. The smooth flesh of that plum-sized helmet was soon glistening with saliva and precum that Clare used to grease the rest of his shaft.

Clare reached over and turned on a table lamp next to the bed.

"So you can see how much I love to do this. There's nothing like a fat cock in my mouth. Do you like to watch your old-lady neighbor sucking on your big penis like this? Hmmm? I bet you used to dream a girl would do this for you someday, and now you have your very own middle-aged whore. How lucky are you? Okay, too much talking. Time to start fucking."

Clare made the choice easy. She lay on her back, her breasts hanging off the side of her rib cage, and spread her legs wide. Wes hesitated for a moment, and then he dove right in and planted his tongue in the valley of her labia.

"Oh, Honey. You don't have to do that, but I won't argue. I'm already wet, as you can tell, but your tongue feels wonderful. Just a little more, and then put your cock in me."

Wes noisily slurped away on Clare's for several minutes before she lifted his head with both hands and kissed him. His face was covered in pussy juice and she licked his lips and giggled.

"Mmmm. So that's what I taste like! Okay, Baby. Time to get that snake back in me."

Wes got on his knees between her creamy thighs and, holding his cock at the base, aimed it at the pussy he had ravaged repeatedly in the last twelve hours or so and where his tongue had just been. Clare reached down to spread her fleshy lips as she craned her neck to watch. Wes teased her with the head of his cock, sluicing it up and down, wetting it and rubbing her clit with it before Clare finally had enough. She reached down and, grabbing the shaft in her own hand, directed it into her cunt.

"Enough fucking around, you devil. Let's do this nice and slow this morning. Long, slow strokes. Not too deep at first. I'm still tender from the last time. Oohh, yes, like that. God, that is so hot watching that big sausage slowly disappearing in me. I've told you Richard was a wonderful lover, but your big cock is a different experience. It makes me feel things I never felt before."

Wes only smiled at the compliment and reached down and kissed Clare passionately before planting his lips on her breasts. Clare helped by squeezing her arms and bunching her breasts together atop her chest.

"See if you can get some milk out of them. I haven't used my breast pump in a couple of days. They need to be sucked. My nipples are so tender. Mmmm, yes. That feels so good, especially when a big cock is fucking me at the same time. I only wish I had you at my disposal more often, but then, absence makes the cock grow harder. Isn't that the expression?"

Clare's body tingled with pleasure. Wes fucked her slowly and sucked her breasts as the first drops of mother's milk began to form at the buds. She embraced her lover's head in her hands and smiled at the scene in her lamp-light as her teenage neighbor moaned and grunted with his efforts to please her.

"That's it, Baby. Suck my big tits while you fuck me. Give it to me. I love the way you fuck me."

The death of her husband had been a tragedy that she was still trying to get over, but this new phase of her life wasn't so bad. She had no idea she could be this naughty, but it actually turned her on to be talking this way to her eighteen-year-old, hung neighbor. What a find!

At that moment, she felt Wes slip out of her, and she reached for his cock to reinsert it, but he had other ideas.

"Turn over, Clare. I want to fuck you from behind."

Clare obeyed and placed a pillow under her stomach to help raise her ass for her teenage lover.

He's just like Richard–he loves my ass. I'm happy I haven't gained too much weight there.

As she felt his cock once again sliding up and down between her butt cheeks, she wriggled her ass in response. Soon, he was back inside her and slowly giving her long, even strokes, occasionally pulling all the way out and running his cock head over her little brown star. The next time he put his cock back in her, he added his slickened finger to her ass. It easily slipped in, and he felt his cock through the thin membrane separating her ass and vagina.

"That's nice, Wes. I do love the feeling of a finger in my ass as you fuck me, you rascal. I only wish I could watch. Maybe we should make a video so I can see what you are doing." She giggled at the thought. "Mmmm, yes. I love that."

Wes removed his finger and then his cock and slid the shiny crown to her wrinkled anus and rubbed it there. The opening had closed, but not all the way. He stared at the fat knob and wondered. Would it possibly fit?

"What's going on back there, mister? I've got a feeling you are going to surprise me. What is that thing I feel pushing against my anus?"

Wes had already pushed the slippery head of his cock firmly against her asshole, and it distorted and flattened for a couple of tries before suddenly spearing her sphincter and sliding inside. The helmet had disappeared. He couldn't believe what he was watching. The head of his cock was actually in Clare's ass.

"Oh my god, you little devil. I feel a big snake in the wrong hole. My god! You are stuffing me. Wait, don't pull it out just yet. It's not so bad. In fact, I sort of like it. Just hold it there. Don't move. Let me get used to it. Wow, this is a first! Jesus, I can't believe you could fit that thing in my little butthole. Yes, just a little more. Really slowly. Holy smokes, It feels like you are putting a zucchini in my ass."

Clare smiled and turned her head. "Have I mentioned I love zucchini?"

She giggled at her joke and then grunted as Wes had half of his length buried in her perfectly round ass. Jesus, he thought. I can't believe I'm doing this.

"Wait a sec, Honey. Open that drawer next to you in the nightstand. Right on top, you see the lube? Put some of that on your penis and around my ass."

Clare grimaced and waited as Wes opened the tube and squirted two inches of lube on his fingers. He smeared it around her stretched anus, leaving just the head of his cock in her ass. He rubbed the remainder around the rim of his exposed cockhead and shaft.

"Whew! That's cold! There, can you feel how that makes it easier? A little Astroglide goes a long way. That feels much better. Mmmm, I'm liking this all of a sudden. What have I been missing?"

"Um, Clare. Sorry. I've been wanting to do this since I first saw your beautiful ass. You are so hot, and your ass is unbelievable. You feel so good. But I don't think I can last much longer."

Wes slowed down in an effort to keep from cumming, but his balls weren't paying attention. They wanted release, and soon.

"Okay, Sweetie. Just a little bit longer. It still hurts, but in a good way, I guess. No one has done this to me before. I'm a virgin there. Not even Richard had my ass. How does that make you feel? Unhgh. Wow. I hope you are enjoying yourself. Go ahead and cum when you feel the urge. I wonder what it's like to have a big cock cum in my ass?"

Clare craned her neck to try to see what was going on, but all she could see was Wes's face. He had a look of concentration and almost pain as he slowly pumped his cock halfway in and out of her ass. The lube made his cock shine like it was polished.

"Oh, fuck, Clare. I'm going to cum. Can I cum in your ass?"

"Yes, Baby. Go ahead. Fill my ass with your sperm, honey. God, you are so hard."

And he did. And when he did, Clare's eyes opened wide as the first spurts began to fill her. She wriggled her hips and slid back so he was even deeper as his cock throbbed deep in her ass.

He held it there until it was done. It didn't last long due to previous orgasms earlier. When it finally stopped, he collapsed on top of her. They lay there, quiet, for several minutes.

Finally, Clare spoke.

"Wow, that was different! I'm not sure if it's something I want regularly, but the Rubicon has been crossed. Hail, Wesley. taker of asses." Clare laughed and slid forward so Wes's cock slipped out, followed by a stream of white goo. Clare reached back and coated her fingers with the elixir. "I'm not sure my ass will ever be the same after that."

"God, Clare! That was wild. Thanks. I wasn't planning on that, but I couldn't help myself. You have a great ass."

"And you have a great tool! I'm glad I had some lube handy, though. You are a big boy, in case you weren't aware of that. But you'd better sneak home before it gets too light. I wouldn't want your mother to get a report from the neighbors that you were leaving my house at five a.m. Speaking of which, when are your parents coming home?"

"Too soon. This has been the best night of my life. I'm living a dream."

"I'm glad you are enjoying your time with me, Sweetie. Me too. We just need to be careful. No bragging to your friends, or this all ends. But for now, just hold me a while."

She turned and they kissed lightly for several minutes. With prodding from Clare, Wes reluctantly got dressed and carefully sneaked back to his house.

Clare could not fall back to sleep despite being worn out.

"What next?" she thought.