"OK, just walk me to my booth and stay on call in case I need a rescue. Please..."
"Not a problem. My set-up is only an aisle away if you need me, but just to make sure maybe we'd better plan on having dinner tonight."
"I'd love to," she said. "Regardless."
We got through our days without significant incident. Mr. Also-Ran took one more shot, but his dinner invitation was declined as she already had plans. We met at 7:00 and went to the hotel restaurant again. They knew how to sear a steak and the pours were generous. We had one each of the former and several of the latter. Once again, we left in an advanced state of intoxication, she a bit more than I perhaps, because she treated it like a competition. In any case we were both well around the bend by the time we finished.
This time when we got to her room there was no hesitation. She took me by the hand and pulled me in. Once inside, she pushed me up against the door and pressed her body hard into mine. We kissed and she ran her hand inside my pants and grabbed my cock. I hardened into her fist as I reached around to lower the zipper on the back of her skirt. Tight as it was, it dropped to the floor and she opened my pants. She squeezed me and stroked me to full erection. Little Miss Manners had turned into a lioness.
"I need this in me," she said. "Get naked. I'll be right back."
I took off my boots and stripped. By the time I was bare she came out of the bathroom wearing nothing but a smile. I noted two things: she was a real natural redhead, and small tits don't sag, even when into the 40's. Her were pert and alert, with a light sprinkling of copper dots surrounding two swollen pink nubs. She walked right up and pressed her rust-colored muff against my groin. She pulled me over to where she could raise one leg onto the bed, then grabbed my stiff rod and guided it between her pussy lips, commanding me to push it into her, which I did, an inch at a time. Once I was in deep, she embraced my hips and drew me down onto the bed on top of her, issuing a series of instructions, "Kiss me. Suck my nipples." then, "OK, now fuck me, long and slow." And I eagerly complied.
Once she warmed up she bucked wildly beneath me, thrusting and moaning and growling like a cat in heat. I felt her fingernails digging into my ass and eventually felt her muscles contract as she cried out like a woman possessed and convulsed with a powerful orgasm. She gripped me fiercely with her arms and legs and said, "Come for me now. Come in my pussy. Fill me with your jizz!" And once again I obeyed, upping the rhythm and eventually opening the floodgates as I pounded my load into her hot copper snatch.
I wasn't keeping track of time but it seemed we had been banging bodies for a good 20 minutes.., or 15 at least. But we weren't kids anymore and were both spent and laid there for a while catching our breath. She said, "That was great," with the same conviction with which she had complemented the meal. I didn't mind. I was happy with the event and the outcome. I was just starting to snooze when she got up and hit the mini bar for another drink. Then she rummaged in the drawer of the bedside table and came up with a little bottle of oil and a tube of something.
"I need a massage," she said. Again, it was more a directive than a request, and again I was willing to comply. She handed me the bottle of scented oil and turned onto her stomach. I ran a stream down her spine and started to work on her back, shoulders, and ribs, with detours onto the firm sides of her breasts. She sighed contentedly when I moved down to her ass. I was enjoying that bit, too, as her booty was her best feature -- round and firm and made to be squeezed. I massaged the cheeks, one after the other, gently at first and then more aggressively. She rocked them slowly from side to side and opened her legs a bit. I dribbled a trickle of oil down the crevasse and ran my fingers through her crack, pausing to toy with her butthole. I walked my hand down to her pussy and slipped a finger between her outer lips, leaving my thumb pressed against her anus. She let out a moan when I pressed it and spread her legs wider.
"Put it in," she said. "Put it in me." I dripped some more oil around the rim and slowly slid my thumb into her butt. She raised her hips and pressed back against my hand. "Oh yeah," she gasped, "Deeper..." I put my thumb in slowly until it was as far as it could go, thinking it might hurt her, but she was begging for more. She oiled her own hand and reached down to grip my cock. I was already chubbing up, and when she started jacking me I got full hard. "OK," she said, "You need to fuck me in the ass." She raised up on her knees and handed me the tube of lubricant.
Anal sex has never been my thing. Nothing against it, but it has just hasn't been part of my repertoire. But she had a killer caboose, which looked even better all oiled up, and the way this thing had developed was highly erotic. I suddenly became an enthusiastic convert and positioned my loaded pistol behind her upthrust hips and took aim at her back door.
"Go slow," she instructed. "Just get the head in first and let me relax into it."
I inserted the tip of the lube tube in her anus and squeezed a generous dollop of gel into her ass. She squirmed and began to pant in expectation. At her signal, I pressed the head of my cock against her puckered asshole. She reached back to pull her cheeks apart and gasped as my swollen bulb slipped through the collar of her rectum. She gripped me with her sphincter and instructed me to wait while she collected herself. Then, on her signal, I eased my cock into her bit by bit as she wriggled and twitched and panted with passion. When I got all the way in she sighed "Oh yeah!" and flexed her buns. She braced herself with one hand on the mattress and reached back with the other to strum her clit. I felt her relax her internal grip on my cock.
"Now fuck me," she said. And I did.
It was still tight in there but so well lubricated that I could draw back and drive into her at will. It felt like a pussy but the fact of it being ass made it even more erotic. She cried out with each thrust as I pumped, her saying "More, more," and "Do it to me, do it!"
I was near delirious, hearing her commands and watching my cock jabbing into her butt. I gripped her hips and pulled her to me with each stroke. She told me to go faster and then:
"Oh God, I'm gonna cum!" She shrieked and clenched her gluts, trapping my cock buried in her ass and fell forward on the bed. That sent me over the top. I grabbed her shoulders for leverage, pumped a couple more times, and blasted a stream of jism into her bowels.
I caught my breath and she released her grip. I rolled off her, exhausted. When I withdrew my cock from her anus, it was followed by a gush of sperm, gel, and whatever fluids come from that part of the body. It ran down over her pussy and made a puddle on the sheet. I went to the bathroom to clean up my junk and when I returned, she was fast asleep. I took a flower from the courtesy arrangement on the coffee table and put it on the pillow beside her head. Then I got dressed and went back to my room. I felt satiated but not satisfied. Empty somehow. I tried not to think about Celeste but couldn't help it. I missed her and hoped she was OK. I thought about the Sting line: 'if you love somebody set them free.' I still thought I had done the right thing, and I also still felt like a fool.
.......................................................
Celeste was feeling blue, but she was determined to try being unattached again. She accepted an invitation to go to a Happy Hour with some friends. There were lots of young singles and a decent cover band. A guy asked her to dance. He was good looking in a rugged sort of way and a pretty good dancer. The music was so loud they couldn't talk much, so he grabbed a couple of beers and guided her to a secluded table in the back. He put his arm around her and without hesitation or prelude initiated a kiss. She pulled back as he grabbed her tits. Not fondling or caressing, just mauling them. She pushed his hand away and he dropped it into her lap and squeezed her crotch, saying "Be my China Doll."
She stood up and said loud enough to be heard over the music, "I'm no one's China Doll, asshole, and you can keep your FUCKING hands off me!" She stalked away leaving the beer untouched, called an Uber and went home to cry. A week later Judith from work asked her to go out with her cousin who was in town for a few days. He was attractive but very thin, and he was obsessed with his IT career. They had dinner and saw a sci-fi movie, which she found entertaining but shallow -- just like him. All their conversation was about his education and profession. He was polite but very boring, and she was grateful that he didn't try to kiss her when he dropped her off at home. She tried surfing a dating site, but the correspondents all seemed lame or phony or just looking to get laid. Another dead end.
Then she met a guy at the gym. He was fit and good looking if not quite handsome. Being new, he asked her about the pool hours and towel policy, things that the admin could answer, so he was obviously trying to make conversation. They exchanged names and that was it. The next time she went he was there again, and they talked when they took a break from the ellipticals. He seemed nice and he made her laugh for the first time in weeks. On the third encounter he asked her out and she accepted. It was a dinner date, followed by a leisurely walk in the park and they ended up at his apartment. She felt comfortable with him and enjoyed the conversation. They kissed in the elevator. No tongue, no urgency, just nice and romantic. Once inside, they embraced, and he started to undress her. She acquiesced and undid his belt. Soon they were on the bed, he in his underwear and she in panties and bra. He caressed her over her scanties and reached to the bedside drawer for a packet of condoms. He started to lower the strap of her bra and she inhaled sharply, her jaw clenched tight. Her body stiffened beside him.
