by Jessica Sin
“Don’t be afraid, it’s perfectly natural,” she said. “Go ahead and have a taste.”
At her insistence, I bent down to lick the milk from her breast. It tasted surprisingly sweet, and I drank even more by taking her large nipple inside my mouth and began sucking on it and rolling it around in my mouth. She let out a small gasp and rubbed the back of my head to show her approval from my breast feeding of her.
“That feels nice…” she whispered. “This brings back so many memories.”
“Can I ask you something?” I said to her after taking her nipple out of my mouth.
“You can ask me whatever you want.”
“Do you enjoy having me do this? I mean, are you doing this just to get him aroused?”
A look of warmth came over her face. “You two are the most important men in my life, and I love you both very much. And if it takes a little bit of action to keep you both happy, then so be it. Besides, I have needs like anyone else. What woman wouldn’t want two men servicing her under the same household?”
“Now there’s an interesting way of looking at things…”
“Well, now that we’ve gotten that out of the way, do you like anal sex?” she said bluntly with an eyebrow raised.
“I love it. And I really hope you aren’t just being a tease here because I couldn’t take my eyes off of your ass while we were in the shower.”
“You know that I would NEVER do something so cruel as to tease you like that,” she replied playfully. “Now let’s head over to the bedroom and you can show me how much you love me.”
***
She took my hand and led me to the bedroom.
Once we stood near her bed, she immediately dropped down to her knees and began sucking my cock with as much zeal and enthusiasm as you would see in a porn movie- only she wasn’t a porn actress.
After bobbing her head several times on my manhood, she was able to get me fully erect and then she stopped.
“Now that I’ve got you nice and hard, I’m sure you know what to do next,” she said.
She climbed onto the bed and got on all fours, and then she put her head down so that her ass was sticking straight up at me. Her little brown anus looked incredibly inviting, and I didn’t dare waste another second before leaning forward to kiss the soft flesh of her rear end. I took another look at her tight little hole and spread it apart with my fingers. I gave it a long kiss, planting my lips on her most intimate of areas, before sticking my tongue out to begin licking it.
She trembled and gasped a little while I was using my tongue on her asshole. And that only emboldened me to go even further, pushing my tongue through the small opening of her anus and inside her rectum. She let out an immediate yelp the moment I entered her tiny opening. I then moved my tongue around in her rectum, probing her, and tasting her as far as I could go. I even felt her legs start to shiver as I held onto them.
At that point, I knew I could have brought her to an orgasm with only a few more minutes. But why stop there? We both obviously wanted more.
So I stood up and positioned myself behind her shapely rear end. Both of our sexual areas were already coated with ample amounts of our wet saliva, and I gently pressed the head of raging hard-on against the entrance of her anus. Despite her ass pointing straight up in the air, entering her tight hole was no easy feat. And she knew this and reached back with both hands to spread her cheeks apart for me.
She released an audible gasp once my penis entered her from behind. Her body trembled slightly and she put her hands back on bed sheet, clenching it with her full grip. Her anus felt incredibly tight, and she only felt tighter once I pushed my way down her rectal canal. And the further I went, the more I could feel herbody start to adjust, and the most pleasure we felt.
It was only a matter of time before I went all the way in. My crotch was pressed against her rear end, and my throbbing erection was buried deep inside her rectum. I could feel the walls of her anus being stretched and forced to adjust to this unnatural act of sex. And soon, my strong-willed and respectable friend gave in to the pleasures of her anus being fucked, as I slowly began to make my way in and out of her body.
Her gasps and moans became louder and louder with every thrust I gave her. With my hands wrapped tightly on her hips, and her rectum loosening up, I was able to fuck her anally as hard as her body would allow. It felt unbelievable. And after several minutes of having sex with her, she was gasping for me to reach down and finger her clit, which I gladly obliged.
Soon, her moans and verbal sounds bordered on becoming screams. A stream of fluids rushed through my fingers from inside her vagina as she was having an orgasm. Her body became tense and the muscles in the lower half of her body clenched tightly, which was more than enough for me to have a powerful orgasm of my own.
“Cum inside me!…cum inside me!…” she shouted while I shot load after load of my cum inside her rectum.
Soon, we both went limp after reaching an incredible climax. I laid on top of her body and we were both breathing heavily.
“Oh god…that was the best sex I’ve ever had in my life,” I said.
When she had the energy, she turned over to lie on her back, and she pulled me down to kiss her on the mouth for a brief moment. “You know…if I had known that having sex with youwas that much fun, I would have done it earlier. You were terrific.”
“Beats lifting weights and doing cardio doesn’t it?” I joked. “I only wish I had the courage to recommend this earlier. I’ve wanted to do that for a very long time. You have no idea.”
She smiled, “Well, I think we’ve found the latest addition to my fitness routine. We’ll start off with a warm up, workout, and then we’ll come back to the bedroom and fuck. Happy now?”
The End
Helping Her Sex Life
“That’s it Anne…just like that…I’m about to cum,” I said to her as she was on her knees sucking my cock in the living room.
I then watched her licking the cum off my cock as she looked at me, smiling. I was enjoying the end of one of our erotic moments together, when all of a sudden, I heard the front door being unlocked and saw the knob being turned.
It was my friend Sophia, the most religious woman I knew. Her eyes widened and her jaw dropped at the sight of some college girl licking my cock on our sofa. But her face quickly morphed from being stunned to being absolutely livid at what she was seeing.
“What the hell are you two doing!?!” she screamed at us.
Anne and I were both in a frenzy trying to put our clothes back on, with me pulling up my pants, and Anne putting on her top.
“And who the hell are you!?” she yelled, this time towards Anne.
“Hey calm down, this is my house too and in any case…I can explain…she’s a classmate of mine…”
Anne quickly grabbed her things and left, saying, ‘I’m sorry’ on her way out.
“This is so unbelievable,” Sophia continued on her furious rant. “I can’t believe you would ever stoop so low and do such a thing on our couch of all places. I don’t even know where to begin right now. We’ll discuss this later. Right now, I need to clear my head.”
She never mentioned that incident later on in the day. Even when we had dinner together that night, she stayed fairly quite compared to usual. She did her best to act as if nothing was wrong, but it was clear that it bothered her. I had just assumed that she wanted to forget about this whole thing.
But later that night, she came to my room in a more somber mood and said she wanted to talk openly about what happened earlier.
“Look, I want you to know how sorry I am for yelling at you the way I did,” she said in a sincere tone of voice. “I shouldn’t have acted so harshly. All I’m asking is that you be a little more considerate with where you two do your private business. That was point I was trying to get across.”
“You don’t need to be sorry, it was my fault. You’re right, I shouldn’t have done it there. And it won’t happen again, I promise,�
� I replied.
“So who was she?” she enquired, slightly changing the subject. “A girlfriend I don’t know about? I hope I didn’t ruin a new relationship for you.”
“She’s a friend of mine from college, that’s all. And ‘no’, you didn’t ruin anything. We’ve texted each other and we’re fine. We chatted a little about how painfully embarrassing these situations can be. And I’m glad too because that’s one relationship I’d like to keep,” I said in a joking manner.
She smiled and said in a reminiscent tone, ” really can’t blame you for doing what you did earlier. I guess I’ve forgotten what it was like being in lust and discovering these new feelings. It’s all apart of growing older I suppose.”
“I don’t mean to be blunt, but you’re a really beautiful woman, and you’ve had no trouble finding dates. So I don’t understand why you sound so depressed saying that.”
“Well if I sound like a woman who hasn’t been intimate in a while, it’s because I haven’t,” she replied in a somber voice. “I’ve been on dates, sure, but I’ve never gone that far with any of them…I’m sorry…I really shouldn’t be telling you any of this.”
“It’s okay,” I told her, giving her assurance in me. “You can talk to me about anything. I mean after all, you’ve already seen me in a really embarrassing situation and I gave you an honest answer.”
She let out a loud sigh and replied, “Fine, I can’t believe I’m telling you this, but I haven’t been intimate with another man since the divorce. In fact, my ex is the only man I’ve ever been with in my entire life. That might be difficult for you to understand, but I grew up in a very conservative household with strict rules on sex and morality. And with an upbringing like that, well, here I am having this conversation with you of all people.”
“The conservative upbringing part I can understand, but it’s been nearly three years since you two divorced. That’s a long time for any adult to go without sex, especially a woman like you.”
“I know, shocking isn’t it?” she replied. “And it’s not that I’m embarrassed about sex or can’t perform, but I’ve always been fearful of what others might think of me because of that stigma that was attached to sex growing up. I’ve also prided myself on being a woman with strong values, and I always worry that a guy would lose respect for me after he’s had me in bed.”
“I understand. And that’s what makes you so special. You’re a terrific woman and any man would be really lucky to have someone like you. I really appreciate you sharing this with me. I just wish I had something more to tell you about this…”
“Well, do you think you can at least give me some advice if I need it?” she asked. “I’m 36 years old and I’m not getting any younger here. I know how desperate I must sound to you right now, but having the perspective of a guy your age would certainly go a long way for an old fashion woman like me. And it just so happens that you’re the only young man I know; or at least that I can talk to like his.”
I couldn’t believe that my up tight friend just asked me for advice for her sex life. But in an odd way, I enjoyed it. It was the most vulnerable I had ever seen her, and it was with the issue of sex of all things.
“You don’t need to be embarrassed. I’m sure it’s normal for a lot of conservative women your age to go through this after a divorce. And if you’re okay with talking about this with me, then sure, I’d love to help,” I replied.
“Thanks. That’s really sweet of you.”
***
I found myself strangely aroused for the rest of that night after having talked about sex with her. I’ve always thought she was a beautiful lady, but this really changed the way I looked at her. I started looking at her as a sexual being for once; a woman with needs just like everybody else.
I had no idea what to expect after that night, but surprisingly, things went back to normal between us and she never mentioned any of this for a while. It wasn’t until one of her friends had set her up on a blind date that she would eventually bring up this adult oriented topic between us.
***OUT ON A DATE***
Two weeks had past after Sophia started dating someone new. It was early in the evening and she was nervously preparing for her third date with him.
“So what do you think about this outfit?” she asked, modeling her new clothes for me.
“You look fantastic, very classy and elegant,” I replied.
“Thanks, but I was hoping for something a little more appealing, rather than ‘classy’, if you catch my drift. I really like him, and I think it’s time to end my dry spell,” she said with a smile.
“Oh, I know exactly what you mean. In that case, you might want to go with something a little sexier then, maybe even some of your better undergarments as well. Got anything like that in your room?”
“That’s a great idea. I may have a few things that may do the trick. Let’s head to my room, he’ll be here in an hour,” she said.
***
We began looking through her closet for anything sexy for her to wear; and whenever we found something we liked, we placed it on small pile on for bed for her to try on afterwards. It was the first time I got to see her entire collection of bras and panties, which was fun for me because she would always dress so conservatively.
“Well it looks like I’ve got what I need. I’ll take these in the bathroom with me and I’ll be out in a second for your thoughts,” she said.
“Oh come on, after all we’ve talked about and me helping you? Just change right here, it would be a lot quicker,” I pleaded, in an attempt to see her nude for the very first time.
“Don’t give me that ‘oh come on’ stuff young man,” she said sternly. “You know this is different. Seeing me naked doesn’t help with anything.”
“Maybe it would help you get over your fear of someone seeing you. After all, it’s been a while since that’s happened right? This would make it easier for you later. Besides, he’ll be here soon like you said, there’s no time to waste,” I said with as much charm as I could.
“You never give up do you?”
“Not when it comes to seeing someone as beautiful as you are.”
She smiled and said, “Fine, but don’t expect this to happen again, so get a good look while you have this opportunity.”
With that, she took off her expensive jacket and uncharacteristically tossed it the floor. Then off came her belt and then her pants, which were also thrown carelessly to the floor as well. Her legs were beautiful. They had a nice tone to them, and the curves around her hips and thighs were really turning me on.
“Enjoying the show so far?” she asked.
“Of course I am, you’ve got great legs. I can’t wait to see the rest of you.”
She didn’t respond, instead, she got to work unbuttoning her silk blouse and tossed it to the side once it was off. She looked surprisingly calm standing there in her bra. And after a deep breath, she reached behind and unsnapped it, letting her bra come off completely. I was in awe of what I was seeing, the sight of my topless friend. The size of her breasts were larger than I expected. They hung straight down, sagging, and were shaped like perfect globes on the bottom. Her light brown areolas were wide enough to nearly cover the lower half of each breast. And on top of that, she had noticeably large brown nipples which were begging to be sucked.
“So what do you think?” she asked, putting her hands on her hips to model her bare chest for me.
“Oh god, you look INCREDIBLE. Those breasts you have are the kind I love to fantasize about. They might even be the sexiest I’ve ever seen- seriously.”
“Why thank you.”
“You’re enjoying this…aren’t you?” I asked, already knowing the answer.
She smiled and said, “It’s been a while since I’ve had my body admired by a man, and it does feel nice. The way you’re looking at me and your flattering comments make me feel like a woman again. Now here comes the rest.”
After she said that, she bent down and pulled her panti
es off, leaving her completely naked and exposing her cleanly shaven vagina. Not only did she have large nipples, but in between her legs, her thick, dark labia was on display which I couldn’t take my eyes off of.
“What’s the matter, you act like you’ve never seen a vagina before,” she teased as I stared at it. “I shaved everything completely not long ago, and by the look on your face, it was a good idea.”
“It was. You are so sexy. Your date really has no idea what he’s in for tonight.”
“Only if everything goes well of course,” she said. “He’ll be here soon and I need to get ready. You can stay and watch if you want since you helped me with all this.”
***
I sat silently on her bed as she put on the garments and clothes I picked out for her. It was a thrill watching her getting dressed, seeing her transform from a naked woman to once again being a classy and elegant lady; but this time with a little more sex appeal because of her attire. I told her once again how I felt about the way she looked, and she seemingly agreed as she looked at herself in the mirror and smiled as she posed. And afterwards, she put the finishing touches on her make up while we chatted a little bit about what she expected tonight.