An adult stories – Jack is Back at Home Pt. 02 by ghost_reader,ghost_reader “It really does hurt, you know.” Christine was whining to Jack from her awkward position on her fours. Half of Jack’s cock was inside her ass and Jack wanted to have the rest buried in there also. So much so, that he was getting annoyed by Christine’s bitching about it. How hard could it be? For heaven’s sake woman, just relax your asshole and let your man in.
Even Christine’s pose was disappointing. She didn’t arch her back to get her ass higher but more like crouched her back in the wrong direction. It was most probably some sort of attempt to protect her precious asshole but Jack did not appreciate it at all.
And it certainly did not stop him. He had a strong grip on her hips and he just pushed forward without saying a word. And as he was pressing his matter relentlessly Christine subdued to some extent. Still, her constant whining was ruining some of Jack’s pleasure from it. And in order to pay her back he probably wasn’t as gentle as he could have been.
In the end, he did manage to get his cock fully inside and rode her ass without giving in to her pleas. And when he came it was still pretty sweet. Her skinny bottom taking his big cock looked good and he even took the liberty to pull her hair and slap her ass as he was cumming. Christine hated that also but at the moment Jack didn’t care. He just filled her up as deep as he could in his final strokes and then let her go.
Christine hurried to the toilet holding her hand on her ass looking somewhat comical. When she returned, Jack could see that she was pissed off.
“Is that what the country girls back at your hometown let you do to them or what on earth has gone into you? I can’t believe I agreed on that. That was just too painful and gross. Rest assured that will never happen again,” she lashed at him and ranted about how he had been very insensitive and how it had not been a good experience to her at all.
Jack wasn’t really listening anymore. He just closed his eyes and thought about Janet. How different had she been? Obviously, there were the big tits and ass that were completely different from Christine’s skinny model figure but also how she had acted. In bed, she was as if she was not an independent woman at all but more like a toy for Jack to use.
And Jack had used her relentlessly. Janet did also complain about his dick ruining her asshole but in a playful teasing tone. And now that he had been fucking Janet in the ass for the past months he really did not see any way back. So if Cristine wasn’t up for it most probably there would be no future in their relationship.
It had been coming for a long time and they had been in an on-off relationship for years. In theory, they were a match made in heaven. Educated, successful, good-looking, and relatively young if they would want to start a family. But no, he just did not see it. Something was missing and it was not just Christine’s attitude towards anal sex.
Jack had called her first thing when he returned from his childhood hometown. And since he had been away for a while she had been glad that he contacted her. To Jack, it had been the easiest and fastest way to hook up with someone. He was dying to fuck someone else’s ass now that he had gotten into it with Janet.
He even scanned for women’s asses with a whole new intensity. On the flight, he had to stop watching and thinking about the flight attendant’s tight ass covered by a sheath dress as it was giving him an inappropriate boner.
So it was only natural that when he was able to get Christine into his bed he had the lube ready in his nightstand’s drawer. She had told him no at first but as he insisted she had finally complied.
With Janet, they had parted on good terms. She even had teased him on their farewell that he should not forget to drop by to see her and her ass whenever he was in town. Neither of them had had any illusions on it to be a long-term relationship as she had her daughter and friends there and Jack’s home was in California.
As it was expected Jack and Christine broke off quite soon. However this time it felt more permanent to Jack. They came to the decision about the breakup together and Jack’s guess was that just like he would not be missing Christine, she would not miss him either. So Jack was unattached and free to seek new experiences.
He hadn’t yet figured out what to do regarding his career but he did know that he wanted to keep himself as healthy as possible. He was an active trainer of various sports but the time seemed favorable to try something new also. A friend of his had many times recommended doing some yoga and this was exactly what he decided to do. It wasn’t completely because of the women he expected to be there but he thought it wouldn’t hurt to be able to see some attractive fit girls while training.
Yet when he first laid his eyes on Sue in the yoga studio he just could not believe his eyes. She was an Asian-American and maybe even ten years younger than Jack. And happened to be right in front of him at his first lesson. Jack grinned inwardly at his own thoughts. Her jet-black ponytail and the tight-as-hell leggings hugging her ass looked outstandingly good.
When the instructor asked if there were any newcomers in the practice that day Jack raised his hand to indicate that yoga was completely new to him. Didn’t know a thing. The instructor welcomed him warmly and promised to help him to start and that he should feel free to take an example from his fellow participants. She even pointed out Sue in front of him and told him that Sue had been coming there for ages and that her posture was a great example of how to do the stances.
During the training, Jack did enjoy the view but was also positively surprised at how well he was able to concentrate on learning the yoga asanas (various series of movements during a yoga exercise). He was actually enjoying them a lot and was glad that he had come. He even introduced himself to Sue after the session over a water bottle but went too far and it was obvious that he was hitting on her.
“Do you have any Idea how often boys are trying to hit on me?” she laughed even when Jack was trying to put it all on him just being friendly. “But I can give you credit for trying.” And then she was gone.
It was very easy to believe that she got lots of attention. Jack had had plenty of opportunities to study her body during the training and it was just a dream come true. Her delicate upper body was flexible and slender but it changed through her waist and hips into a very thick and sporty ass and thighs. She looked like a world’s eighth wonder to Jack.
In the next session, she greeted him with a smile but nothing too special. Remembering her perky attitude from the last time Jack made sure to go and talk to her after the training this time also. She almost choked on her water bottle and burst out laughing when she could see him approaching.
“At least this time you weren’t directly behind me,” she was putting him down a little but definitely with some friendliness in her voice and a twinkle in her eyes. Jack refused to be too coy about it, looked around if anyone else was listening, and asked her if it would have been that bad if he had been behind her. She laughed some more and just said,
“I guess we never know if you don’t try it.” Then she told him she had to rush to the uni and said goodbye cheerfully.
Oh, the game was on thought Jack with a shit-faced grin looking behind her go.
Next time she was missing from the training (Jack would not have missed it even if he would have had to raise from the dead to do it) but the time after that she appeared. She came in later than Jack and took a place for herself right in front of him. Greeting him and the others in her normal cheerful manner.
Jack had made up his mind. He was going to ask her out. They haven’t really talked that much but he figured that if she wasn’t showing him the green light to go, it had to be at least a yellow one.
And once again over the water bottle after the training they had a flirtatious conversation. He was inquiring her if it would be possible to see her someday outside the yoga studio when she went all serious,
“Is that what you’re after? Aren’t you like far too old for me?” and went on, “Is this like your normal trick to chase younger girls in yoga practices?”
Her face was so serious that Jack froze for a moment before she released him from his confused state by slapping him on his shoulder and laughing in a manner only a young woman could. Then she asked for his phone, punched in her number, and called out,
“See you later, old man”.
Jack had to think about it a little but in the end, he decided to go with this old man angle she had provided him. They agreed on a date and he messaged her that she should dress up nicely in a cocktail dress since he was going to take her to an old man’s old-school date. She answered with a small round icon where a face was laughing with tears in its squinted eyes.
And Jack hit the jackpot with the date. She was still teasing him about the old man’s date but was clearly impressed when he picked her up with his hundred-and-fifty-thousand dollar car and took her to one of the fanciest and most romantic restaurants in the town. She was dressed in a black cocktail dress that was hugging her body so tight that it might as well have been painted on her skin.
When Jack considered it the dress was even a little bit inappropriate but he felt pride when he saw how other couples were ogling at them. The spaghetti straps left her shoulders and upper back more or less naked and her small boobs looked like a million dollars. And the ass – it was priceless.
They sat at a corner table where the dimming city gave a spectacular background for their dinner. Even in the conversation, they hit it off only too well. Both of them shared a little about their backgrounds and their current comings and goings and it’s fair to say the more they heard the more they liked each other. The restaurant was planned for evenings just like that and they even sat close to each other looking at the view. And there they shared their first kiss.
As the evening was getting late Jack dared to ask if she would like to see where he lived. He added hastily that no pressure for anything to happen, he just didn’t want the evening to end yet. She agreed to come even though she warned him that the “old man” better not jump on her immediately after they are alone in his place.
But he didn’t have to. After a short tour of Jack’s apartment, she took the initiative and kissed him deeply. Jack reached his hands around her and was getting dangerously close to the object of his desires. He didn’t want to push too far and too fast even though his lust for her was kind of obvious from the erection pressing against her tummy.
“Please don’t think bad of me in the morning,” she whispered in a small voice and it was clear to them both that they would go all the way that night. They kissed and fondled each other as only newly met lovers do. Like nothing was enough but every moment was so precious that there was no hurry to proceed to the next step. Their lingering kisses and gentle hands wandered on each other’s bodies.
They found themselves in Jack’s bedroom and there, conscious of her ridiculously sexy young body, Sue pushed Jack to the bed and dropped the cocktail dress slowly in front of him. Everything Jack had enjoyed watching through her yoga attire and the cocktail dress earlier was even ten times better without them.
Her shoulders and chest were so delicate and sensual, her wide hips so womanly. In the middle, her neatly trimmed pussy was covered by a small amount of silk-smooth black pubic hair. She pulled his briefs off and saw his cock in attention before she straddled him slowly. She did not place his cock inside but left it between them and there they made out passionately for a long time.
And when they finally joined together they were both on the brink of an orgasm from the first penetration. The sex between them was very slow and tantric. When they finally changed positions she went on her tummy and Jack was sitting upright with his hands on her ass. He thought he was going to explode as he was looking at her perfect bottom. So big yet so firm. She pushed it upwards like doing some yoga pose knowing the effect it would have on him.
He did not take her immediately but was kissing her neck and her beautiful shoulder plates. When he hesitated not wanting to make her think he was weird she just whispered,
“Go ahead. I know what men like you like.”
Jack dived lower. He fondled and kissed her buttocks and even thighs but then proceeded to the center. She arched her back like a cat stretching and her gorgeous tushy rose even higher. Jack buried his face between her ass cheeks like a man starving.
He reached all the way to her pussy but when his lips and tongue were there it was impossible not to have his nose rubbing against her delicate butthole. The room had some dim light and Jack could see her hole was just perfect. So small looking but somehow utterly promising. Somewhat hidden between her very full ass cheeks. He lifted his face a little and placed his tongue directly into her hole. She moaned deeply.
Jack could not help himself and threw away all his inhibitions. He licked her ass and even pushed inside with his tongue many times. He hadn’t really had enough but he also wanted to fuck her more and he rose to ride her. He penetrated her pussy even though her ass was also in his mind. He glued himself on her back and with gentle waves made love to her soft behind.
The next time he rose he started to touch her asshole with his thumb but Sue pulled her back on top of her and whispered,
“Not tonight, love”
To his own surprise, Jack wasn’t even disappointed. He had heard the “tonight” part and took it as an indication that it totally was possible in the future. And he knew, if necessary, he would wait for million years to have her ass. She turned around and Jack finalized making love to her staring at her beautiful almond eyes.
After that evening they were an item. Jack met some of her university friends and blent in quite smoothly. Sue basically lived with him from that point forward and they enjoyed each other every night. At some moments Jack had thought that there must be something wrong with her since no one could be so perfect but if there was he could not find it.
She didn’t mind giving head and was as awesome at that as with all other sexual acts that Jack could imagine. She didn’t do it as slutty as Janet had made them but more in this intensively sensual way. When she put her head between his legs and sucked his cock it was like for that short moment his cock was everything she knew. She practically worshipped his cock with her mouth staring at him with the eyes Jack had started to love.
From the beginning, it had been clear to her that Jack wanted to fuck her in the ass also. They even talked about it and she told him that every boy she had ever been with had practically begged for it. But she had never had the courage to do it or had anyone she would have trusted enough for it. Also, she said that to be honest, there had never been anyone she had wanted to give it to. Before.
She also told him she had some concerns about Jack’s cock size. She was not entirely convinced that his big cock would ever fit into her other hole.
“Patience is a virtue,” thought Jack and didn’t push it. He did however play with her ass a lot. He loved how she might giggle when he pushed his tongue into her forbidden hole calling him a naughty man. Also whenever they were kissing even just to wish the other person a nice day or good night Jack’s hands wandered to her outrageously enjoyable ass. Sometimes when they were having somewhat raunchier sex he did push his thumb in her ass and she didn’t deny him.
At their 2-month anniversary, Jack took her to the same restaurant and they had a re-run of their first date. With one exception. It was clearly too early for any ring but he wanted to give her something and bought her a lovely handmade necklace. It glimmered on her neck and she shed a tear for its beauty. She told Jack she loved him and Jack replied the same. She only wished she could give Jack something as precious.
It was not stated aloud but both of them did have a pretty good idea of what could that be. And so it came to be that one evening when Jack returned to his home there was clearly something going on. The house was dimly lit and some slow music was playing. He didn’t find Sue immediately but found a card.
“Welcome home my love. Please follow the path. I want to make you happy.” the card said and a cute little heart was drawn at the end. He noticed the path was made of rose leaves and candles and it took him to his bedroom.
And there Sue was in the middle of his bed surrounded by some candles like some sort of a statue. She had built a setup where the candles and rose leaves created almost a shrine or some sort of magical circle. She was naked and on her knees. Her ass was high in the air and her upper body bent to the bed. So flexible she was that she looked really relaxed in her position almost like resting.
Jack smiled. Now there was a way to give away one’s anal cherry. He stopped to think how lucky he was and walked right behind her and touched her ass cheek with his other hand. He could see some sort of cup of warm oil heated by a candle and a sweet aroma was rising from it. He caressed her ass cheeks and could hear her making a little sigh.
Slowly, savoring every minute Jack feasted his eyes on her and removed his own clothes. He took some of the oil into his hand and applied it to her ass. First to her big cheek globes and then to the middle. He started from the spot on her lower back where her spine ended and buttocks started. Then proceeded all the way to her star-looking butthole and massaged it with his finger.
He spread her cheeks and testingly slapped his cock gently to her crack. Breathing heavily he thought that this may just be the most exciting moment of his entire life. He urged to stick his cock in but still prolonged his pleasure. He rubbed his cock-head up and down in her crack and ever so slowly started to apply some pressure.
He tested her pussy and it was dripping wet. Round and round he massaged his cock against her asshole and little by little pushed forward. It did not go in but pushed her rectum deeper inside of her in front of his cock. Jack knew from experience that her asshole could not escape much further and just stopped there. As he looked very carefully the ring of her ass relaxed and started to engulf the tip of his cock.
He groaned with pleasure and Sue shivered in front of him worried for a moment that he may be overwhelmed by his lust and just ram it in with force. But ever so gently he did it. When her asshole had relaxed some more he tested it a little deeper and a nervous wince could be heard from Sue. It did not hurt too much but was definitely something she was not used to. But nothing had changed. She knew her man wanted it and she wanted to give it to him.
Jack withdraw a little and then pushed forward again. Just half of an inch deeper. And then again and again. When the first five inches of his cock was in he was worried he may cum any moment. But with some effort, he was able to keep himself on the edge.
Slowly but steadily he then fucked her ass and dipped his upper body near her back. He kissed her on her shoulder and said,
“Thank you, Sue. I will never forget this. I love you.”
Sue let out a small moan and told him he can go a little harder if he wishes to do so and Jack increased his paste. Soon he could feel his balls hitting her pussy as he had opened her ass enough for him to go balls deep. With a firm grip on her pillow like ass-cheeks, he was enjoying the view of his cock going in and out of her. He repeatedly pulled his cock out and marveled at how her asshole closed itself before he opened it again with his fat cock.