How Hotwifing led to first anal sex with wife

A niche for stories; fiction or non.
User avatar
ursamajor69
Trainable
Posts: 64
Joined: Mon Jan 28, 2013 8:50 am
Location: So near, yet so far

How Hotwifing led to first anal sex with wife

Unread post by ursamajor69 » Tue Jan 23, 2018 5:45 am

Like a lot of guys, one of the things I had always wanted to try was anal sex. None of my previous girlfriends let me, and my wife (Elaine) certainly didn’t. Any time I brought the idea up with Elaine (even subtly) I was shot down fairly definitively. Essentially, it boiled down to ‘nice girls don’t do that’.

As I’ve posted elsewhere my petite Asian wife is not a full HW, but we have explored many of the HW ideas over many years, at one point almost getting to the final stage. One of the things she loved doing most was chatting with guys online, role-playing her dirty fantasies, as well as some of mine!

There was one particular guy who she was particular fond of, Daniel, who was in the armed services at the time. She ended up chatting with him by Skype, IM or email almost every day, whether it was acting out steamy sex scenes or just talking about random stuff.

While this was going on I had to take a short business trip, the first one away since she started this fairly intense relationship. The separation kind of excited me, knowing that there is danger in distance. I suspected that Elaine could get more uninhibited with me being away.

And so it turned out, and much quicker than I anticipated. I arrived around the other side of the world, red-eyed from lack of sleep and just aching for a shower and bed, but I just had to see what Elaine was up to. I connected to the hotel internet and fired up Skype. I asked Elaine how things were etc and eventually asked her if she had been up to anything particularly naughty while hubby was away?

She paused, and almost whispered. “Dan did something different today.”

My heart skipped a beat. What could it be? She was a bit shy at first, but I prodded gently. Eventually she told me that he had her on all fours and was fucking her doggy style. However just before he came, he pulled out. I was disappointed to hear that, as the idea of Daniel depositing his sperm deep into my wife’s pussy always excited us both. I asked him what he did instead.

Again, with a hesitant low voice full of emotion she said “Well...he pulled out and sprayed his cum all over my ass. Then he massaged his cum into my skin around my ass. It was all wet and sticky.
I gasped. “Don’t you see what he is doing? He is preparing you.”
“Preparing me? For what?”
“He is preparing you to be taken up the ass.”
“Oh my god,” Elaine said breathlessly. “Really?”


I don’t know whether she was just feigning ignorance or whether she was truly surprised, but at least she didn’t shut down the idea. I told her how hot it was, and I could hear her panting over Skype. I encouraged her to be as naughty as she could while I was away, but had to go to sleep soon after (only after blowing off a big load myself, thinking of what my wife just told me).

When I got home, Elaine said nothing else happened. They went back to their usual roleplay – no further ass play mentioned. I still fucked her silly though, thinking about what almost happened.

A few days later, I woke up with a raging hard-on. I spooned Elaine, resting my shaft between her round butt cheeks until she gently stirred. I whispered into her ear.

“I just can’t stop thinking of how Dan was preparing your ass for his big cock.”
She said a soft “mmmmm” and turned around and kissed me gently. Without a flat out refusal, I kept going.
“Your ass is all sticky with his cum and he is pushing his cock against your hole.”
Still no discouragement, so I went all out.
“You whisper ‘no’ to him, but he won’t take no for an answer. Dan forces his way in and takes your ass with his cock. And even I’ve never been in there before.”

I gulped. Had I gone too far?
No! My gamble came good!!
Elaine turned to me and said clearly: “Well come on, then...do it! You’ve always wanted to.”

I didn’t need a second invitation (especially since she might change her mind!). The clothes flew off and she got on her hands and knees while I got the lube. We needed quite a bit of lube as I am fairly thick and of course she was an anal virgin. In fact, at first, I didn’t think my cock head would ever get past her outer sphincter she was so tight and couldn’t relax. But with enough pushing, I eventually popped my head inside as Elaine let out a grunt. I admired the view for a while, a cock between my wife’s round butt cheeks.

I could feel her relaxing, getting used to the feeling of something in there. Using more lube, I gently pushed in, a little at a time, until I had finally buried my entire cock in my wife’s ass. I was in heaven! I asked Elaine if she was alright before I started fucking her. Gently at first, of course. She said: “My god, you feel so much bigger when you are in there!”

My wife is not much of a moaner, but this time it was different. I could see her grasping at the pillows and sheets as she moaned out load with each thrust. These were not pretend, pornstar acting moans, but real, guttural, involuntary moans somewhere between pleasure and pain. As I thrust harder, the moans got louder. It was music to my ears!

Between the moans she would blurt out a few words. ‘Oh my god’ etc. And eventually ‘Cum in my ass.’ I didn’t last much longer after that, and I dumped my load into Elaine’s rear as she whimpered. I let go of her hips, and she collapsed on the bed, panting and sweating. We kissed and cuddled and whispered about how wonderful that was.

I have absolutely no doubt that my wife was thinking of Dan the whole time she was moaning with my cock up her ass. I never asked her, but I think it was pretty clear; just one of those unsaid things. I think this was confirmed when she only let me do anal to her twice more after that, and then never again after things with Dan cooled off. She said butt stuff was ‘too slutty’, but I mentally noted that she didn’t mind being a slut for Dan. Therefore, I have come to the conclusion that in her mind, her butt really belonged to Dan.

Not that I am unhappy about that. After all, I was the first one in her rear-end and I finally got some anal sex. But much more than that, I really got off on the idea that my wife’s ass was only really on offer to her one special guy and no-one else, not even her hubby. So it is like the best of both worlds!

I know there are some HWs here who describe doing things for their FBs that they would never do with hubby (eg cum swallowing, anal sex, or rough sex etc). This is one of those aspects of HWing that I find very exciting and always love reading about on the forums.

Sorry that this has been a bit long, but I really wanted to share one of the highlights of our (admittedly soft) adventures.

User avatar
SamWarrens
2 Bit Whore
Posts: 1249
Joined: Sun Sep 11, 2016 3:07 pm
Location: Canada

Re: How Hotwifing led to first anal sex with wife

Unread post by SamWarrens » Sat Sep 29, 2018 12:13 am

Another well told tale. Keep writing!
Great minds may think alike, but fools seldom differ.

trdd
Player
Posts: 257
Joined: Sun Jan 22, 2017 7:16 am

Re: How Hotwifing led to first anal sex with wife

Unread post by trdd » Sat Sep 29, 2018 1:36 am

Amazing what the mental game will set up and encourage. But when that isn't there, everything can go back to 'normal'. Thanks for sharing this.

Rex-Lex
Virgin
Posts: 31
Joined: Fri May 23, 2014 2:09 am

Re: How Hotwifing led to first anal sex with wife

Unread post by Rex-Lex » Sat Sep 29, 2018 3:25 am

Amazing. Best story on here. The mind is certainly the most powerful sex organ. It is incredible how liberating it can be for a hot wife to imagine what she can/could do with a lover... No more "nice girls don't do that." Once she's in the cheating or hotwifing space the conditioned mindset and normal 'rules' just go completely out the window. Thanks for posting this and please keep us appraised on further developments.

User avatar
ursamajor69
Trainable
Posts: 64
Joined: Mon Jan 28, 2013 8:50 am
Location: So near, yet so far

Re: How Hotwifing led to first anal sex with wife

Unread post by ursamajor69 » Sat Sep 29, 2018 6:10 pm

SamWarrens wrote:Another well told tale. Keep writing!
Thank you for your interest in my story, Sam. I try to add to this, as well as my other fiction based story thread.
trdd wrote:Amazing what the mental game will set up and encourage. But when that isn't there, everything can go back to 'normal'. Thanks for sharing this.
I agree with you trdd. When the mental game was there, it was wonderful, and the opposite for going back to normal. I really wish I could go back to those heady days when my wife had a boyfriend she was totally infatuated with. Writing this story was my way of recalling those feelings.
Rex-Lex wrote:Amazing. Best story on here. The mind is certainly the most powerful sex organ. It is incredible how liberating it can be for a hot wife to imagine what she can/could do with a lover... No more "nice girls don't do that." Once she's in the cheating or hotwifing space the conditioned mindset and normal 'rules' just go completely out the window. Thanks for posting this and please keep us appraised on further developments.
Thank you Rex for your very kind comment.

You've hit the nail on the head with what you say about 'rules' going out the window when a wife is with a lover, even if it is just on online relationship. I couldn't believe how my wife shed so many of her inhibitions when she a lover, even if they never physically shared a bed.

If there is interest, I could post about how this all came about and the heady first few days of their tryst.

OOAA

Re: How Hotwifing led to first anal sex with wife

Unread post by OOAA » Sat Sep 29, 2018 8:40 pm

Greatly managed!!! Congrats ;)

Rex-Lex
Virgin
Posts: 31
Joined: Fri May 23, 2014 2:09 am

Re: How Hotwifing led to first anal sex with wife

Unread post by Rex-Lex » Sun Nov 25, 2018 1:58 pm

[/quote]If there is interest, I could post about how this all came about and the heady first few days of their tryst.[/quote]

Yes - please do!

I'm sure there are many other folks who would be delighted to hear about how you first got into hotwifing.

User avatar
SamWarrens
2 Bit Whore
Posts: 1249
Joined: Sun Sep 11, 2016 3:07 pm
Location: Canada

Re: How Hotwifing led to first anal sex with wife

Unread post by SamWarrens » Sun Nov 25, 2018 6:17 pm

Yes, please share.
Great minds may think alike, but fools seldom differ.

User avatar
ursamajor69
Trainable
Posts: 64
Joined: Mon Jan 28, 2013 8:50 am
Location: So near, yet so far

Re: How Hotwifing led to first anal sex with wife

Unread post by ursamajor69 » Thu Nov 29, 2018 1:18 pm

Thanks everyone for your interest and comments. Here is the beginnings of our story.

Chapter 2
How the fantasy began


It may seem a bit backward to tell you how it all started as part 2, but I suppose I wanted to share first what I still look back on as one of my favorite memories of our hotwifing experiments. But that would be doing this part of the story a disservice as my pulse always quickens thinking about the events surrounding the beginnings of Elaine and Dan.

First, I suppose a bit of background. At the time of this story, my Elaine and I were in our 30’s. How to describe her? Well, obviously, I think she is beautiful, but more specifically she is a petite Asian woman, shade over 5’2. She weighed roughly 110 lb but was still curvy in all the right places (between B and C cup and nice round hips and butt). We are both professionals who met each other in college and I was her first guy. She was definitely a virgin when we started going out, but soon learnt she was a naturally gifted cocksucker. I used to enjoy her wonderful blowjobs, though she always refused to swallow my cum.

We had been living together for 5 years or so but had been together for over 10 years, and we were getting into a rut. Sex was rare (as in months between sex and she never gave me head anymore) despite my overwhelming desire for her and we were focused on our very busy work lives as well as trying to pay off our mortgage. As finances were tight, we were not yet trying for a baby and herein lay an important detail: Elaine was from a very religious family and she didn’t like the idea of artificial contraception. Believe it or not, despite the length of our relationship, I had never cum inside her pussy at this point. My pull-out game had become very strong, and on the rare occasions we could have sex, I would finish unsatisfactorily into my cupped hand.

And then came an online game and as there was a chat feature, it was inevitable that we started to interact with people all round the world. Now Elaine is a great flirt in real life and as it turns out in the virtual world as well and she began to gather a group of male fans – everyone seemed to want to chat with her. As these things go, she started to get the hots for one particular guy, Dan, who happened to be in active military service and was more than 10 years younger than she was. And I was totally oblivious until I saw out of the corner of my eye some text on her screen where they were talking about kissing and cuddling. I mean, really tame stuff, but I did not appreciate Elaine keeping a secret like this from me. When she saw me looking, she quickly shut down the game, which only furthered my suspicions regarding her intentions.

When I confronted her about it later, she denied it. Arguments were had and she finally confirmed what I had seen. It was clear she was bored with our current situation and was indeed looking for a bit of excitement, even if that meant going behind my back and outside our marriage. We reached an agreement that she wouldn’t do it anymore. But she would not keep that promise and I would every once in a while see her chatting to Dan – still non sexual stuff like hugs and kisses. More arguments ensued cos I considered it cheating and I did consider walking out. But over the next month, something stirred in me, something completely new to me: the idea of my shy, conservative wife being taken by a young, fit toy-boy was turning me on in a major way. I had never heard about hotwifing, but this notion just would not leave my mind.

After one particularly heartfelt discussion (lots of tears), I suddenly blurted out to my wife tenderly as I could “Do you know what? The thought of you acting like a slut with Dan is actually really hot to me”. I had never used the word ‘slut’ to Elaine before. I held my breath fearing how she would respond. A look of disbelief replaced the sadness on her face. The tears stopped and she asked incredulously “Really?” I showed her how hard my cock was and spend the next half hour convincing her. The next day, Dan was online and I encouraged Elaine to start kissing Dan. Here is what happened after -

Elaine: Kisses you.
Dan: I thought we weren’t allowed to do that anymore?
Elaine: Things have changed.
Dan: Can I touch you anywhere?
Elaine: Anywhere, dear. My body is all yours

I was rock hard reading this. From a few smooches and cuddles to “My body is all yours”! It was clear that my wife had been aching for her would-be lover and with my permission, she made her intentions known to him. I wanted to stay and watch it unfold, but she got a bit funny about me watching and wanted alone time while she explored her new freedom with Dan. Not wanting to jeopardize things, I left the room and busied myself with other things. To this day, I have no recollection of what I did in the next 2 hours. TV? Reading? Work? I don’t know. I can only imagine it’s like for a first time husband of a hotwife, waiting at home for his wife to come home from her first date alone with another guy, popping the hotwife cherry as it were. I was waiting in bed when Elaine came in 2 hours later with a wicked smile on her face.

“Did you have fun?” I asked.
“It was great,” she said, now grinning widely.
“Tell me about it.”
“Well, I am still a bit shy talking about it. Eat me out first.”

She lay down on the bed and I ripped of her panties, which were soaked. I kissed her incredibly wet pussy and flicked my tongue across her clit. It took a couple of minutes before she climaxed. I climbed on top of her, spread her legs and plunged my super hard cock into her engorged and receptive pussy. I thought it was time to find out what they got up to.

“So, you obviously had a good time with Dan. Did you give him a blow job?” I asked. She nodded while smiling. “Did you let him cum in your mouth?” She nodded again. “So…did you swallow for him?”

“I swallowed all of it!” she answered enthusiastically. My look must have gave away what I was thinking, that Elaine had always spat out my semen. “Well, it would have been rude if I didn’t swallow, don’t you think?”

I couldn’t believe that my dear, wife was saying. I had to know more. “So what did you do after that?”

“He threw me on my back and I let him fuck me.”

“And did you, did you let him…” my voice trailed as I concentrated on lasting a bit longer.

“Yes, honey. I let him cum inside me. He filled up me up with his cum. And I loved it.”

The thought of a stranger from the internet riding my wife bareback and dumping his load into my wife’s womb was too much for me. I dutifully pulled out and sprayed a huge stream of sperm onto her belly.

I rolled over beside her and said to her gently “You really were a very naughty little slut for him!”

She grinned back at me. “Yes, I was, wasn’t I?”

“I love you,” I said reassuringly as possible, making sure that she got the message that I fully supported her acting like this and that it wasn’t some sort of ‘trap’ I had set up.

The next day was almost as memorable, even though we were both had to go to work. During the day, I texted her the following message: “I thought what you did last night was so sexy. No-one at work knows your little secret, but every time you cough of laugh, a little bit of his cum leaks out into your panties.”

As soon as she came home, she playfully berated me for sending her the text. She said she turned bright red and people asked her what was wrong and she was completely lost for words. But she kissed me deeply and said she reacted that way cos the text made few feel like so dirty (in a good way). We tore each others’ clothes off and I laid her to the dining table, a new place for us to have sex. I entered her sopping cunt and started fucking her hard, her ankles jiggling on my shoulders while she moaned loudly. After a while, I grabbed her ankles, spread her legs while lifting her up slightly, allowing me to fuck her very deeply. It must have hit her G-spot because she came loudly straight away. While I am skilled at eating her out, I had rarely if ever made her cum just by fucking her, so this came as a surprise. I let her calm down a little and started fucking her again, her legs spread in a wide V while I ploughed her deeply. Same result, but this time she was cumming again and again on my cock. Her moans became shrieks and it wasn’t long before I had to pull out, spurting a huge long jet of semen that arced through the air and landed in a line between her breasts and belly. She was so hyped up on the thought of finally giving herself up to her boyfriend that she became multi-orgasmic. I still remember this as the first and only time I have her multiple orgasms like that.

The following months were great. As husband and wife, we were closer than ever, both emotionally and physically, all while Elaine pursued her almost nightly cybersex sessions with Dan. I really believe that my wife was on the pathway to cheating on me, but letting her loose with her boyfriend actually brought us closer than ever. Sex was so hot for about a year after this – almost every day, doing new and adventurous things she had never tried before including anal sex (as detailed in the original post in this thread…and I can provide more examples later if there is interest). So even though Elaine’s online fling never resulted in anything physical, I look back on this time with great fondness. Getting rid of the secrecy/jealousy and bringing it all out into the open pretty much saved our marriage.

radio4ron
Player
Posts: 429
Joined: Sat Feb 07, 2009 1:59 pm
Location: PS, CA

Re: How Hotwifing led to first anal sex with wife

Unread post by radio4ron » Thu Nov 29, 2018 2:15 pm

I was so SO surprised to hear my wife had never had anal sex as wild as she was! She just figured guys never asked her for it because she was not attractive back there. When I told her how much I enjoy it, she acted like that wasn't going to happen.

Over the years I couldn't help myself. She sleeps really REALLY hard and I began deep-fingering her ass when she was sleeping. Finally I told her I wanted anal from her BAD and she asked me how it worked and was concerned about it hurting her. So I convinced her to at least let me try lube and loosening her up and if that worked with her acceptance we'd go further. Well, first time out we went all-the-way. One thing that helped was I was so horny I barley got my cock in and shot my load...

Her comment was, it was not painful and it was easier and "cleaner" that she expected. She's made it clear no other guys she has sex with will get it, which is mainly because after anal sex she gets IBS and doesn't want to risk embarrassment with anyone else. That's one of the reasons she always has me right there when she has sex with other men so no rules are ever tested.

I still enjoy deep-fingering her ass when she's asleep, and I love sticking my tongue up there too, but she thinks me doing that is disgusting but still allows it from time to time. Anal with her is the best I've ever had...By far.

Rogueuser1
Player
Posts: 472
Joined: Mon Sep 12, 2016 5:50 pm
Contact:

Re: How Hotwifing led to first anal sex with wife

Unread post by Rogueuser1 » Thu Nov 29, 2018 3:44 pm

Love the update - definitely interested in hear more. I can't wait for the next part!
My Tumblr: hopetobecucked.tumblr.com/
My BDSMLR: https://bdsmlr.com/blog/hopetobecucked

OOAA

Re: How Hotwifing led to first anal sex with wife

Unread post by OOAA » Thu Nov 24, 2022 1:42 am

SUPER HOT!!!!!!!!!!!!!!! Let's see how evolves her relationship with Dan... 😈😈

Post Reply