Gary Takes Her Ass

“You sure this won't hurt?" Jenny asked again.

"Absolutely. All you have to do is push back, like you are trying to go, and relax. Things will be just fine. I slide in a little, let you have time to get used to it, and take it easy. You'll love it." At least he hoped he wouldn't hurt her. He had used enough K-Y. If she were too tense, it would hurt. If she relaxed and wanted to enjoy this, it wouldn't.

"God I hope so. I've heard about this enough."

"Girlfriends huh?" Gary said as he moved closer and smeared the lubricant all over his hard and ready cock.

"Yea. A few said there was no way that they would ever let a guy up there, and there were a few who said it was really kinky and they loved it - now and then when they were feeling really nasty or wanted to give their husband or whatever a real treat. Some even claimed they got off doing it."

"And you were just dying to find out who's telling the truth?" he moved closer.

"Well, sorta," she said, waiting for him to either enter her ass and thrill or her, or for the pain. She wasn't sure what to expect. She had her virgin ass up in the air, waiting. Her chest was on the bed. "Mostly I just hope I like it. I hope I can cum. It sounds so nasty." Thank God, this guy wasn't hung like a horse.

Gary had only met her a couple of hours ago in the motel bar. They were driving in opposite directions and were just here for the night. He had seen her at a table off to the side, almost in a corner and had asked to join her. At first, she was hesitant, but had quickly changed her mind. There had been the usual chitchat, what's your name, where are you going, and so on. Somehow, spouses and sex had come up, and right now, he didn't remember how, but it had eventually gotten around to not only sex, but also anal sex. He loved it, she had never done it, and her husband wanted nothing to do with it. She had professed a real desire to try it. Sometime later, he had asked her to his room, and somewhat to his surprise, she had accepted.

They had started with the usual preliminaries. Being a typical woman, as she got undressed, wished her body looked a lot better, her boobs were a little bigger, and she weighed a little less. And, she hoped he wasn't huge.

Gary, being a typical man, was happy to have a woman willing to get into bed with him, and as she undressed, was even happier with her body; one he thought was just about perfect! And, of course, wished he was in a little better shape and was hung a little better.

"I hope you like it too." He was right behind her now, and placed the tip of his hard slick cock firmly against her crinkled little anus. Slowly he increased the pressure on it, watched the swollen head flatten a little against her resisting anus, and then watched the lust-swollen cock head slip - almost surge - inside her as that puckered little entrance to heaven relaxed. He just put the head in, just penetrating her tight little sphincter, and stopped. She was tight and it felt so damn good! "There," he said, "I'll hold it right here till you get used to it." He felt her sphincter give his cock-head a good firm squeeze. If he hadn't been pushing slightly, she probably would have forced it out. He needed the rest too or he was going to blow his load way too early. Anal sex with a complete stranger, who really wanted it in her ass, was just way too hot. This was the stuff of dreams!

As the cock tip had touched her, she started pushing back, just like he had told her. She was surprised to feel him slip in there so easily, and it didn't hurt - well, not much anyway. It was a little different, and she was glad he had stopped, or it might have hurt. She felt really stretched back there. Jenny lifted a hand between her legs and felt her pussy. This had her dripping wet! Oh, she had been wet and ready for him when they had a short session of missionary sex, but now she was really turned on as he penetrated her virgin ass. A finger started to slowly massage her hard clit. So far, this was great. That initial little pain had quickly subsided. Now, it felt good having Gary's cock in her ass. Now she wanted more of it. She felt relaxed, it wasn't hurting, and she was ready for some more of him. She wanted to feel him - his hard cock - sliding in and out of her ass. She wanted to be fucked in the ass!

After letting her have a few seconds to get used to something in her backside, Gary began to push again, and slid most of his cock slowly into Jenny's tight little ass. It seemed like she had relaxed now and things would be just fine. He took it easy on her as he started to slowly move his hard cock in and out of her tight little butt. He slowly withdrew until just the swollen head was inside her. Then, he pushed it all the way back into her. He could feel the soft velvety tip just touching the end of her rectum. He just loved the sight of his cock moving in and out of her ass. And, that smooth feeling of being inside her ass, yea, there was nothing quite like it. This was really "doing the nasty!"

Jenny was surprised at how good this felt - and how wicked and nasty it was too! She started to moan a little as Gary started going faster. Her finger started going a little faster over her clit. She wasn't going to last long like this! She wondered if she could time it so that when he started filling her ass with his hot sperm she could cum too. It sure felt like she was going to cum, and it wouldn't take much to send her over the edge. She had already cum once tonight, and she was ready for another good one.

Gary had turned out to be a good lover. The first, he paid a lot of attention to her boobs, sucking on one long nipple and pinching and twisting the other nipple just exactly as she liked it. He had complimented her body and seemed enraptured with her boobs. He made her feel like her boobs were the greatest ones he had ever seen. It was like he had been her lover for years. Then he had gone down on her, leaving her boobs and kissing his way down her flat tummy to her well-trimmed little bush. She didn't have to ask him to, and didn't have to blow him first - which was just as well, as she really didn't care much for blowjobs.

Some friends of hers had claimed that they liked blowjobs and that cum tasted okay; she thought the stuff was awful. She didn't mind sucking on her lover a little. The precum was okay, and even a little sweet. It was the actual cum that about gagged her. Usually she blew the guy until he got close and then finished him off with her hand, holding the cock tightly as her lover started to cum, making the sperm squirt high into the air. A few had wanted to cum on her face, but she wasn't crazy about that either.

Gary really knew how to please her. He had gotten her close to cumming, and then teased her several times, almost letting her cum, but stopping short of letting her finish. Instead, he had turned his attention to the rest of her sex, letting her aching clit calm down. He sucked and teased her inner lips, licked her where she peed, and pushed his long tongue into her sopping wet sex opening. Finally, a finger slowly and carefully pulled back the hood of her clit, leaving the swollen wet little pink protuberance fully exposed. His talented tongue had then carefully caressed it, sending her over the edge. She first moaned, then screamed, and then soaked his face for him as a reward for his efforts. After that, she had eagerly spread her sexy legs for him, letting him fully enter her. She was so wet and ready that he had slid slowly all the way into her on that first long delicious thrust. There was always something about the feeling of a nice hard cock sliding into her the first time, that feeling of really being filled. They had happily screwed away for a time before he had suggested that she turn over. She knew what was coming next.

"On all fours, or flat on my tummy?" she had asked. While she was new to this, she had seen enough porn movies to know that it was done both ways, and sometimes even missionary.

"Let's start out on all fours," he had told her.

Now he was fully inside her ass, having his way with her, and she loved every minute of it. Slowly she had let her knees slip out behind her until her tummy was down on the bed. She just kept her bottom thrust up in the air, pushing back against him, making it easier for him to penetrate her tight little ass. Her finger was on her clit, going faster all the time, adding to the thrill that his hard cock was giving her bottom. Jenny slid a finger into herself and found there was really very little separating her pussy from her rectum. She felt his hard cock moving in and out of her ass. She wondered what it would be like to have two men at the same time, one in each place going at it - two men having their way with her. Just about then, she heard him groan.

"Oh.... Jenny," he groaned, "I'm gonna cum in your ass! I can't hold off any longer!"

She felt her own orgasm start to wash over her just as she felt the first throb of his cock in her ass. He had stopped trusting for just a second, perhaps in a vain effort to hold off a little longer, as that first spurt of hot pearly-white sperm shot up from his balls and erupted deep in her waiting ass.

Gary resumed thrusting, more like pounding away at her ass, as squirt after squirt of his thick hot cum sprayed out of his cock and landed deep in Jenny's tight climaxing little ass. He hadn't had a cum this good in a long time. Yea, there was just something special about anal sex - being in a woman's ass. He heard her moans turn to more of a shriek as she began to cum.

Finally, he had collapsed on top of her just as her orgasm was subsiding. Neither spoke for several minutes. They just lay there, his cock still deep in her bottom, in that forbidden tight little place, as they caught their breath.

"Was it as good as you thought it would be?" he finally asked, still nearly breathless, as he withdrew from her and rolled over next to her.

"Yea, maybe better. I had a great cum. I wanna do this again."

Marsha the Butt Fuck Buddy

It had been a hot day and the promise in the air was for a warm evening. I had just flown in and taken a suite at a good hotel. Took a long hot shower then a cool one and wondered what I was going to do with my time. The clock told me it was close to three in the afternoon. Hmmm Why not call her. Maybe we can have a drink. Don't really want to get a into the Florida type clothing, but what the hell. I really liked this woman and did want to see her.

I called and after telling her that I was in town and leaving tomorrow I thought perhaps she would meet me for a drink.

"Sounds like fun," she responded. "How about some dinner with that?"

"Now that really is a nice idea!" My comment brought a chuckle from her and a comment that 'No, this wasn't the time I was to become her BFB!'

We had been kidding around on the net after she read a story of mine that included anal sex. She had made mention that the story had made her think about the possibility in her life. She had once or twice kidded me about being her Butt Fuck Buddy.

I laughed dutifully and informed her that it hadn't even entered my mind. She knew I was kidding her, but that was fine.

She arrived a little more than an hour later so I asked her to come up to the suite as I had ordered a dinner to be served there if she didn't mind.

"Will you behave," she inquired?

"Until you ask me not to," was the quick rejoinder.

She arrived in her work clothes and as I met her she gave me a quick kiss.

"Oh come now, you can do better than that!" It came out of me almost as a plea.

She did.

As we sat on the room's small couch or over sized love seat, I held her hand. We talked and bantered back and forth for a minute when she asked about that drink I had offered her.

"Wine or Scotch? I have some White Zin?"

I poured the White Zin as requested, returned to the couch and gathered her in my arms for another kiss. "Wow," I said as we drew our lips apart but kept the body contact. "Those could become addicting!"

It got a chuckle out of her and the half question. "You did promise to behave."

I chuckled, "I promise to be good."

"I'm not sure that is the same thing," was her somewhat thoughtful reply. But, she did have a smile as she said it. We started necking and drinking wine on that sad excuse for a couch till she gently pushed me back. She had a mischievous twinkle. "I have been in these clothes all day and need a shower if you are going to hold me like that and do hold me like that! May I take a shower, Kind Sir?"

I showed her where the shower was, too small for two people unfortunately. After letting her know that she could use the shampoo, free tooth brush and paste and anything else she wanted I was ushered out the door while she got ready for and took her shower. I thoughtfully sent her clothes down to be cleaned with instructions to have them backing an hour. Yep, I did it with a lecherous grin on my face.

"OK. Where are my clothes, you dirty old man?" Her face was sticking through a crack in the door.

"You really don't need any with that body," I politely informed her. "But, if you insist you may either wear the hotel robe or one of my dress shirts. I sent those clothes down to be cleaned because you had complained of being in them all day."

"You have a dirty mind, Sir."

"Nope. Just trying to be a gentleman, 'Mam."

That got another chuckle out of her and she came into the room wearing the hotel robe and joined me back on the couch. We went back into a clutch and resumed making out.

"Pretty Lady, you are really tense. Would you like me to back off and go sit in the chair?"

She chuckled and said. "No, I am enjoying acting like a teenager again. I have just had a rough week at work and the tension is pretty high there as in other places." She refused to look at me, but she knew that I knew what she meant. She had some personal problems adding to her stress. I had told her that she could talk to me about them, but that I wouldn't ask any questions.

"What you need is one of my patented massages. No argument, now. I will get you a pair of my shorts and a towel to hide those terrific tits of yours. I will not peek." I was up and headed into the bedroom of my suite before she could object. I returned with a pair of my cutoffs and a towel for her to lie on while I gave her a massage. She uttered a few pro forma objections while I poured her some more Zin. You put these on while I get the lotion and some hot towels.

When I returned she was face down on the floor (she couldn't stretch out on that love seat contraption). I was going to suggest that she lay on my bed but was afraid that might suggest to her things that might make her change her mind about the massage after all. Her back was exposed to me down to the cutoffs and then her shapely legs.

I put the hot towels on her back and pressed the steam into her body with a doubled blanket. After about 3 minutes I repeated the whole thing and did so four times total. Then I began the massage. I did as complete a job as I could within the restraints of my "behave" promise. Sure wanted to do more. As I was finishing up and thought that she was ready for a rest, I was between her legs reaching up her back to add the finishing touches, going higher with each stroke. When I was reaching to about mid back, I felt the bulge in my shorts just brush her cute ass. 'Hmmm, this might get interesting yet!' The next stroke was higher still and my "bulge" was a little more firm in its contact. Each stroke up her back I made sure that my now raging hard on pressed deeper into the crease in her ass. This was strictly to do a thorough job on her massage, you understand.

Then I felt a little wiggle from her butt. I reached up to do her shoulders, which naturally took a while and my cock was forced to move up and down her ass crack. Each move brought more movement from her until I distinctly felt her raise her ass to meet my thrust. I immediately stopped rubbing her shoulders and began to concentrate on those lovely ass cheeks. My hands went to the belt line of her shorts and my fingers went under to the upper part of her cheeks. My fingers found their way into that luscious crack as I worked outwards to the sides. I needed more access!

Since they were my shorts and fitted very loosely I began to ease them down. My fingers found the valley all the way to the folds of her pussy. I decided not to go there without permission. I was "behaving". Yeah, sure.

I rubbed her cheeks and kept going back to the valley and I would add just a little more pressure to her anal rosebud each time. Now she was rising up and moaning on each touch on her pink pucker. I kept one hand busy on her ass and the other sought to get to those nipples. She gave me access and was moaning louder so I decided that my "behavior" was good! I pulled her shorts off as well as my own. I was as hard as I had ever been. I made sure she felt that as I sought out her pussy lips with my hand and kissed her butt.

"Just do it, Damn it! Make me your BFB," she groaned as she went to elbows and knees.

I reached for the KY and put a generous dab on her rosebud then inserted a finger in slowly and took as much of it in her as I could. .I lathered my rigid cock with it and put the head at her entrance. She was pushing back against me insistently, but I was going to take this slow. It was her first time and I really wanted her to enjoy the hell out of it. I pushed in about half an inch and back out at the same amount increasing the depth until I felt the head pass her sphincter. When I heard her groan with pleasure I knew this was going to be good. I began to push deeper. She was starting to go wild. I pushed into the hilt and let her get accustomed to me. Then she began to move by herself. Slowly at first then I heard: "Fuck me! I want to cum!"

I came out to the end of my cock with just the head inside and slammed it home five or six times then began to concentrate on getting her the best orgasm I could manage. Shifting position so I was hitting the back side of her "G" spot with about every third thrust and then in as deep as I could go. She hit her peak and tightened around my cock so tight I thought she was going to pinch it in two. She must have spasmed for at least two minutes with out let up. Then she just went limp. I think she passed out for a short time. I started to pull out, but she said, "NO! I want to feel you cum in me. Keep going, Cum in me. Cum in me please!"

I was happy to oblige.

My orgasm was intense! I just sort of collapsed on her, but managed to roll to one side and ended up beside her holding her tight.

Oh My Gawd! That was Intense! I have never felt anything like that in my life! You are definitely my BFB from now on!

I went to clean up and brought back a damp towel to clean her and we fell asleep in each others arms.