Sharing Claire, The Agony & The Ecstasy, Part 8 free porn video

An eventful Christmas with agreed plans being tested by Jason’s family

Hi, this is Neil, picking up the story from where Claire left off.

It was the middle of December 2016, and Claire’s relationship with Jason had now been going strong for around five or six weeks. In many ways, Jason and I were chalk and cheese, with very different lives and upbringings. But having bonded over our mutual dedication to the Brooklyn Nets, we had become good friends, hanging out to watch most of the games together. And, of course, we had a shared interest in a certain forty-three-year-old elementary school teacher.

Claire and Jason were typically getting together two or three times a week, and I’d grown used to seeing them together in bed, and it was still a huge turn-on for me. From what she told me, and what I saw with my own eyes, Claire was enjoying their sessions more and more, as they got more in tune with each other and what they each enjoyed most. Normally I’d watch, but sometimes I’d let them have their privacy. I was enjoying all kind of other side benefits from Claire’s relationship with Jason. She seemed to be nearly always in a good mood, had started to dress in a more sexy and revealing way and also seemed more sexually confident and adventurous. And on the nights when Jason wasn’t around, which was most nights, Claire was very loving and ‘affectionate’ to me. I’d loved the ‘pre-Jason’ Claire with all my heart and soul. The ‘post-Jason’ Claire was the same wonderful woman, but with some new added extras! What was not to like?

In the middle of December, Jason and I had conspired to get Claire to wear an incredibly revealing dress to a club, and with my agreement and connivance, Jason had then fucked Claire outside over the bonnet of his Cadillac. The evening had then moved on back to his condo, where Jason gave Claire a very noisy fucking just feet away from me and two of Jason’s friends in the lounge.

The following day, totally unplanned, Claire had accompanied Jason, his young son Joshua and his sexy ex-wife Hannah around a petting zoo. When I joined them at the end of the visit, the little boy and his mum invited us to spend Christmas with them in their cabin in the Catskills Mountains. And Hannah’s comments made it very clear that, if we accepted, she planned for our stay to be anything but platonic!

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Hannah had dropped this bombshell on us just seven days before Christmas. When we got home from the zoo, you can guess what the first topic of conversation was. Claire raised the subject teasing me about Hannah’s none to subtle interest in me. I was making her a cup of coffee when my lovely wife sidled up behind me and I felt her arms around my waist, as she hugged me and kissed my cheek.

“Looks like I’ve got some competition then, honey!”

I turned my head, to see a smiling Claire who was obviously enjoying the joke.

“I won’t be hurt if you want to try the next size up, darling,” she said, cupping her breast, “After all, I’ve known you’ve been a boob man ever since we first met. And Hannah does have a pretty spectacular rack.”

“Ha, ha. Have you finished yet?”

“Oh, honey, I’ve hardly begun yet,” my beaming wife continued, “I think it’s lovely how Hannah-the-maneater has the hots for my husband. How she wants to gobble you up and spit you out!”

I was mildly offended by Claire implying I couldn’t cope with a ‘maneater’ like Hannah. “I’d be perfectly fine, thank you. I might even show the lovely Hannah a thing or two!”

Claire changed tack. “I bet you’d love to get your hands on those big tits of hers, wouldn’t you, honey?”

Best not to deny the obvious, I thought. “I won’t deny she’s got a nice pair, but that doesn’t mean I want to sleep with her. I’ve seen plenty of tits like that before, and somehow I’ve managed to avoid the temptation to jump their owner! I do have some level of self-control, you know.”

Claire kissed me softly, and looking lovingly into my eyes told me, “Honestly baby, I’m pleased Hannah made it clear she fancies you! A little bit jealous? Yeah, but mainly pleased. After all, it’s a back-handed compliment to me, saying the guy I bagged is hot.”

Claire kissed my cheek again, “And, honey, it makes me feel a little less guilty about all the fun Jason and I are having.”

When she’d eventually stopped teasing me, Claire asked, “But seriously, honey, what do you think? Does the idea of a few days with them and jumping sexy Hannah appeal to you?”

With the mandatory teasing out of the way, I knew Claire now wanted a serious conversation, about Hannah and Joshua’s offer.

Ever since Hanna’s offer, I’d been thinking about little else. And not in the way Claire or any other red-blooded man might have expected. Having thoroughly examined the idea, I had two overwhelming feelings. Firstly, from a purely physical angle, of course, I’d love to get together with Hannah. She was beautiful, sexy and had a great pair of boobs, which had always been my thing. But far more importantly, I knew this was the last thing I wanted to do in terms of my relationship with Claire. This might sounds odd, as most week’s Claire was now sleeping with Jason a couple of times a week or more. But, I was okay with that and had encouraged and enjoyed this.

But all of my intuition and EQ told me if I went with Hannah, it would weaken what Claire and I had. It would change what we had, a consensual wife-sharing arrangement, into something more akin to an open marriage. And that frightened me. I was happy to share Claire with Jason, and Hannah excited me physically, but I didn’t want to do anything that would weaken Claire and my commitment to each other. Even weakening our bonds of love and marriage by one single thread didn’t seem a great idea.

I managed to get all of this across to Claire, and she got it. I asked her to be honest with me, and tell me, irrespective of what she and Jason were doing, was she comfortable to share me.

Claire looked down for a moment and then answered, “Neil, honey, it might sound incredibly hypocritical, given my relationship with Jason, but basically the answer is ‘no’. Sure, I’d love to see you having fun, and I’m kinda interested to see what you and another woman would look like. But, that aside, I don’t want to share you with another woman. I know it’s not fair or consistent, but that’s how I feel!”

Claire was actually crying as she said this, and we hugged and kissed. I was happy to hear her answer, as I didn’t want to be ‘shared’. I might have been okay to let Claire go with another man, but I didn’t want to be shared, given how I thought it would change our bonds of love. Claire being with Jason was already one big step we were dealing with. Me being with another woman felt like it would just be a doubling of the strain or risk. And maybe not just a doubling. Maybe this was one of those things that was exponential.

I was happy that Claire and I were on the same page, and we agreed the diplomatic thing to do was just not respond to Hannah’s invitation, and hope she’d take the hint.

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Claire and I decided on this plan Sunday evening. It lasted all of twenty-four hours! We hadn’t factored in young Joshua, Jason’s six-year-old son, and Hannah’s shameless use of her young son to get what she wanted. The other thing we hadn’t factored in was that Claire and I are both people who hate to say ‘No’ and to let people down or hurt them.

It was Monday evening when I answered my wife’s phone. “Hello, Claire’s phone. Who can I tell her is calling?”

A bright little voice answered, “Hello, Neil. Please tell Claire it’s Joshua for her.” First the father, now the son…

With a big grin, I called Claire in from the kitchen, telling her who her caller was.

“Hi sweetheart, how are you?” Claire asked, the phone still on speaker.

“I’m good thanks,” and then a pause from Joshua. “Are you and Neil coming with Mummy, me and Daddy to the cabin for Christmas?”

Claire should have guessed why he was calling, but she seemed flustered and taken slightly off guard. “Well Joshua darling, it’s really kind of you to ask, but I’m really not sure we would be much fun for you, and we are kind of busy…”

What followed was a short conversation which showed that, even at six, Joshua was a very determined young man. Claire ended up promising Joshua that she and I would talk about it, see what we could do, and he could ring back tomorrow.

As she ended the call, Claire looked a little bewildered. She’d been out-argued by this determined six-year-old, which for an experienced teacher was a bit humiliating!

The next day, our minds were all made up that Claire would gently but firmly tell Joshua ‘no’ when he rang. But the next day came, and Claire did tell Joshua ‘no’, but he really was a very determined little guy, and Claire ended up promising him we’d discuss it a second time. We had little doubt he would ring the following day which was already only four days before Christmas.

When Joshua had rung off, Claire and I knew we had to discuss it. Both of us still had the same reservations, and the best we could come up with was for us to go for a couple of days. This would keep little Joshua happy. But we’d also make it clear to Hannah and Jason that this was a ‘family-friendly’. And that I had no interest in anything happening with Hannah, and that the same applied between Jason and Claire while we were staying there.

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We set off early and it was mid-morning when we arrived at their place in the Catskills. Hearing our car horn, Hannah, Jason, and Joshua all looked delighted to see us. Joshua had the biggest smile, followed by his mother with dad back in third place, doing a good job of hiding his happiness at spending time with Claire. There had been some negotiation about how long we’d stay. The three of them were spending nine days at the cabin, driving up on Friday a couple of days before Christmas, and only heading back to on New Year’s Day. Having made the ‘family-friendly’ nature of our visit clear, we’d told Hannah we’d stay for two days. She was insistent we stay longer and used the emotional blackmail of telling us little Joshua would be heartbroken if ‘Aunty Claire and Uncle Neil’ didn’t stay longer. We ended up compromising, agreeing we’d arrive early on Monday 26th and head back after lunch on Thursday 29th December.

No sooner had we arrived, then Joshua was dragging us off to show us the den he’d built, half-way up the steep hill behind the cabin. He insisted we crawl inside so he could show us all the inside and all of the things he’d put in the den. He grabbed our hands again and took us to where his dad had made a swing for him, hanging down from the branch of an old tree. Thanksgiving cardboard cut-outs were too hard for Jason, but he could manage a kickass Swing for his son! Go figure.

Then the little boy had Claire and me scrambling higher up the hill, telling us to be quiet, and then pointed out a white-tailed deer about a hundred yards away on a ledge. For the next hour or so, Joshua dragged us around showing us one thing after another, until Hannah called us all for lunch.

The food was great. Claire and I were surprised Hannah was such a good cook. From first impressions that day at the zoo, we had her down as the type who would see the kitchen as boring and unglamorous. It just shows how appearance can be deceptive.

After lunch, we all headed to some learner ski slopes and had great fun with Joshua making us all laugh with his antics as he struggled to master the basics of skiing. And Claire wasn’t far behind, as she’s never really been into skiing, and it’s many years since we’d taken the girls. Finally, tired from all the exercise and the fresh mountain air, Joshua was spark out at around seven thirty, and the four grown-ups settled down to dinner and a couple of bottles of wine.

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The meal was wonderful and after a very rich dessert, Hannah teasingly asked us, “Guys, I know this is a ‘family-friendly’ vacation, but I was just wondering whether that would stretch as far as allowing you to join Jason and me in the hot tub? Or would that be a bit too raunchy for sweet innocents like the two of you?”

We all laughed, and Claire shot back, “Well that all depends, Hannah dear. If you promise to wear something decent and respectable, then it sounds perfectly fine. But if you plan to flaunt yourself and those big fun bags of yours in front of my poor husband, then I’m not so sure…”

Everyone laughed at Claire’s joke, and Jason and I looked at each other, both waiting for Hannah’s reply. She struck me as the kind of lady who didn’t like to come off second best.

Hannah fluttered her eyelids and putting on her best ‘little girl lost’ voice came straight back. “Well Claire, honey, can I help it if your boy’s got eyes on stalks? I promise to do my best if you try and keep hubby’s eyes where they should be.”

Cue more laughter from Jason and me, enjoying the verbal fencing between our two ladies. For once, Claire let someone else get the last word – sort of, as she smiled sweetly. “Well, that sounds fair, Hannah. I’ll try and control boy wonder, as you kindly agreed to keep ‘the girls’ under control.”

Honor satisfied for both of our ladies, the conversation moved on. We complimented Jason and Hannah, telling them what a great place they had here. In the divorce settlement, they’d agreed to split the ownership fifty-fifty, planning to use it as a place they could come and spend time together with Joshua. By the sound of it, their divorce had been pretty amicable. They explained that after all of the grief of losing their elder child, neither of them had the heart or energy for the type of games lawyers so often encourage. As the conversation moved on, it took a more mellow and philosophical direction, no doubt aided by the hot waters and alcohol.

Then Hannah moved the conversation in an unexpected direction, asking me how I found the wife sharing thing. “Neil, honey, I’m curious, can you tell me how you feel when you see Claire together with Jason,” she asked, adding with a thoughtful look, “Coz when I was married to Jay, I’d have scratched his eyes out, and hers too, if I’d have caught him in bed with another girl.”

I felt slightly embarrassed being asked this in front of everyone, but one of my many character flaws is that when I’m asked a question, my first instinct is to answer. (I guess, like most things, this goes back to childhood. The keen little boy, hand in the air, always seeking to please the grown-ups. So different from the normal adult habit of obfuscating and avoiding answering the question, at any price.) And so, even though I was aware I was blushing, I answered Hannah’s question.

“Well, I guess, the truth is I have kinda mixed feelings. I mean, obviously I do enjoy it, otherwise we wouldn’t do it. But sometimes it can be hard, but strange as it might seem, that’s part of the appeal.”

The blank, slightly confused look from Hannah told me I needed to expand my answer.

“Well, it’s like this, I guess. Claire and I love each other, totally, one hundred percent and always will. But I love knowing she’s getting amazing pleasure being with Jason, and I love being the man who lets her have that pleasure. And I guess there’s a weird kick I get half imagining it’s me in Jay’s place, but knowing it takes another guy for Claire to get all this fun.”

Hannah’s face showed she was starting to get it, so I went for broke. “It’s kind of a weird mix between altruistic giving, the voyeuristic fun of watching an attractive couple going at it, and the bittersweet pleasure of knowing Claire needs another guy to get to that level…”

There was a smirk on Hannah’s face now, and before she could say anything, I got in. “And Hannah, what about you, what rocks your boat?”

No flies on this girl. As quick as a flash her answer came back. “Hmm, what rocks my boat? What rocks my boat. Well, you mean apart from lilly-assed white boys from Wall St., which I’m told is off the menu tonight.” She grinned, enjoying everyone’s laughter. And then, with a look full of meaning, she looked across at Jason. “Jay, are you okay if I tell them what I’m about to tell them?”

“Sure Hannah, baby, I’ve got no secrets from Claire and Neil,” came Jason’s cryptic reply.

A thoughtful, half embarrassed look came across Hannah’s face as she started telling her story. “What did rock my boat was sex, and sex with lots of different guys, either different guys at different times or later lots of different guys at the same time.”

There was a pained look on Hannah’s face. Normally so sassy and confident, this wasn’t the Hannah we were used to seeing.

“You mean like gangbangs?” my sweet wife innocently asked.

Claire had seen the movies, but I don’t think she’d ever met anyone who admitted to doing a gangbang in real-life.

The tone of the evening had suddenly turned. Hannah’s initial question about my feelings watching Claire and Jason had started the turn. But what Hannah was about to share would take it up at least two or three levels.

Looking mainly at Claire now, Hannah started to explain, “You’ve got to remember, this all happened when Jay and I were sick with grief having lost little Jayden. We were in a bad place. Always fighting. And with all the pain and grief, we weren’t doing it for each other anymore in the bedroom. We agreed to join a swingers club and see if that helped things any. And things got kinda out of hand. As you can imagine, with Jay’s ‘attributes’ he was an immediate hit with the ladies. And I got kinda jealous and pissed, and I started going with pretty much any guy who’d have me. It was my way of punishing Jay and punishing myself. And sometimes, I’d let a few friends do me at the same time, and I found out I really liked it.”

What had started as a four-way conversation had developed into a confession from Hannah, directed mainly at Claire, with Jason and me semi-attached listeners on the side.

My wide-eyed wife asked, “Did you enjoy it, Hannah? Do you still do it?”

Hannah’s tone changed from pained remembrance to playful teasing, “Hell girl, sounds like your thinking of getting a little action for yourself! But, to answer your question, baby, yes I did enjoy it, mostly, and yes I do sometimes still get involved.”

There was then a meaningful little look across at Jason, and an almost imperceptible nod of approval from him, and Hannah continued, “You see, I’m so busy with Joshua and my realtor business, I don’t have time for a regular guy. And well, a girl's got needs, and so sometimes I hook up with a few of the guys Jason and I knew from when we were younger. Some of the guys who were our buddies, who ended up working for him.”

Claire was still wide-eyed, almost whispering to Hannah, “I’ve seen it on porn movies, but what’s it actually like, to be with more than one guy at the same time.”

Hannah’s smirk got bigger if that was possible, and she looked across at me, “Hell Neil, baby, you're going to have to keep an eye on this one! I thought she was a little miss goody two shoes. Sweet little teacher girl. Turns out Jay’s not enough for her now. Looks like you’ve got a budding little nympho on your hands here, Neil! Good luck with that.”

Claire blushed while the rest of us guffawed at Hannah’s wisecrack, but even as she blushed, Claire’s look across at Hannah showed she still wanted an answer to her question.

Hannah held her hands up in mock surrender. “Okay, okay, girlfriend. I’ll tell you. It’s a real mix. It’s real fun, a real ego boost to be at the center of all that male attention. And to have three or four or five sets of hands playing with your tits and ass and pussy. Well, you can imagine, that feels like you’ve died and gone to heaven. But it can be tiring and hard work too. You know, one cock in your pussy and having to keep some other guy happy with your mouth at the same time. Or a cock in your pussy and one in your ass, and trying to keep in time while some guy stuffs his big dick down your throat.”

Even though it was Hannah doing the talking, it was Claire, who we were all looking at. Claire’s face told all of us she was imaging herself doing the things Claire was describing. And I felt myself physically shiver, as in my heart I knew Claire would be keen to discuss doing something like this when we got back to New York. And the thought both scared me and excited me, and however much I might be frightened, I knew I’d have had a hard time saying no to Claire.

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The conversation about Hannah’s various sexual explorations eventually petered out. We chatted a little more about various things before Claire declared she was feeling sleepy and suggested we head to bed. As we got up, she made a throwaway comment about hoping she could sleep okay as she had a painful back and shoulders. Jason said that many years ago Hannah had received proper massage training, and suggested Hannah give Claire a quick massage to reduce the pain and help her sleep.

The old Claire had always been a bit self-conscious about massage and things like that, but after a little persuasion she agreed and lay down on the massage table Jason had dug out from storage.

The massage was a therapeutic massage to help Claire’s painful back and shoulders. But seeing Hannah’s dark hands glided up and down Claire’s pale skin, with the glistening massage oil, soon had my cock hardening in my swim shorts. There was something very erotic about the difference in skin tone, and the knowledge Hannah was a bit of a sexual player from what she’d said. I wondered if she had a bit of a thing for Claire, and whether she’d try something on with my beautiful wife. Some parts of the massage were quite innocent. But whenever Hannah’s hands were on Claire’s ass, or thighs or near to her boobs, Claire’s breathing and body movements would give away her excitement. However much she tried to hide it. Claire knew this, and from the mischievous look on her face she was deliberately teasing Claire and getting her excited.

When Claire turned over onto her front, all of us could see her aroused state from the shape of her hard and very erect nipples pressing through the cups of her bikini top. All of us saw it, but we all knew better than to mention it and make Claire feel self-conscious. Jason and I exchanged a smirk, both knowing the other was enjoying the sight of this sexy massage. Hannah started working on Claire’s shoulders, leaning over her so that her huge enhanced boobs were moving around just inches from Claire’s face. I’m sure Hannah was doing this on purpose, to tease and maybe arouse my innocent wife.

And when she caught Claire looking at her big fake tits, Hannah just grinned. “Hell, sister, they won’t bite! If you want to have a feel, I won’t be offended, honey!”

Claire colored up, stuttered an apology for staring, but Hannah just carried on grinning and lifted one of Claire’s hands and placed it on one of her big fake tits. Hannah held Claire’s hand there, controlling Claire’s hand to make a milking motion and smirking, “Don’t they feel real nice? All my men friends tell me they feel really natural. What do you think, Claire?”

My sweet wife was too embarrassed to answer, and Hannah eventually let go of her hand and continued the massage. When the massage was finished, we all retired to our three different bedrooms, and Claire jumped me virtually as soon as the bedroom door was shut. She was that hot and aroused from Hannah’s massage, and I was the lucky beneficiary!

After we’d both cum, we lay there cuddling and savoring the moment. I teased Claire about the massage, and she admitted the feel and touch of Hannah’s hands on her body had got her really excited. After that Claire wanted to talk a little more about the gangbang Hannah had described. I didn’t say anything to Claire, but her eagerness to talk about it just confirmed my fears that she might want to try something similar back in New York.

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The next day was hectic, again centered around keeping young Joshua happy and occupied. In the morning we went to a zip-line, which all of us except Claire loved, as she doesn’t have a head for heights. Then some white water rafting, when I was the one who got queasy as I’m not a great guy for water sports. When we finally got back to the cabin, Joshua decided I was his new best buddy and dragged me off to help him build a pretend fort up amongst the rocks and trees at the back. As I worked with little Joshua to help make him his fort, our vantage point half-way up the mountain allowed us to look down on the porch of the Cabin.

I wasn’t sure where Jason was, but Claire and Hannah soon emerged from the cabin clutching their warm mugs and parked themselves on the porch and started what looked to be an intense conversation. I was too far away to hear, but they were huddled close together and it looked like one of those girl conversations they only have about ‘intimate’ topics when their men-folk are not around. I felt my stomach cramp up, as all my instincts told me they’d picked up where we left off last night, with Hannah answering all of Claire’s inquisitive questions about sex with multiple partners and the other games Hannah had admitted to.

Looking down on this conversation, I felt a wave of excitement mixed with a sense of lost control. We’d started this game less than two months ago with Jason. And here we were, with my previously innocent wife quizzing her new BFF about multi-partner sex! From day one this whole thing had been partly about Claire exploring, but I’d never imagined we might move so far and so fast.

Joshua’s little voice called me back to more pressing matters, and I was only able to sneak an occasional look at Claire and Hannah who continued in their intimate girl-talk for another hour or so. I was pre-occupied pretending to be a variety of monster and baddies, attacking Joshua’s new fort. Somehow, I never got to be the goody!

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With the tired six-year-old safely tucked up after Aunty Claire had read him his bedtime story, Hannah cooked a wonderful meal and we enjoyed a relaxing evening which again ended up in the hot tub. When I complained about a bad back and painful shoulders from all my fort-building, Claire suggested Hannah give me a massage, like she’d had the night before.

I didn’t need much encouragement, as I’d seen how skillful Hannah’s massage was the night before. From the way Hannah had teased Claire the night before, I was under no illusions. I knew Hannah would almost certainly tease me in the same way. But I was confident I could resist, and still determined I didn’t want anything to happen between the four of us during our visit.

The massage was wonderful, and I felt my body relax as I let myself go. As I lay face down and Hannah massaged my back, I’d occasionally feel Hannah’s 34DDs graze my back. I knew this wasn’t strictly necessary, and knew Hannah’s love of teasing and game-playing was behind this ‘accidental’ body contact.

When Hannah told me to turn over, I was very conscious my cock was responding as nature intended and there was a noticeable tent under the towel Hannah had covering my midriff. Hannah smiled knowingly but said nothing. By now, the alcohol and feelings from Hannah’s hands on my body were eroding my self-control, and I found myself sneaking a look at Hannah’s magnificent breasts when I thought she wasn’t looking. As she continued the massage, a sly grin appeared on her face and the first time she caught me looking she just winked at me. As she continued, I swear she was sticking those big things out even more. As she massaged the insides of my thighs, she put the towel to one side so my cock was still covered, but her hands were so close to me that she occasionally touched my cock. Pretending it was an accident, but we both knew different.

Any idea these touches were accidental disappeared when I felt Hannah’s warm hand underneath my balls, as she smiled at me and started tickling the sensitive skin there. As she started playing with my balls, she looked directly at me, as if daring me to tell her to stop. I was totally torn. It took me all the way back to that first night with Claire and Jason. A big part of me didn’t want anything to happen between me and Hannah, because of how it might affect my relationship with Claire. But the physical side of me wanted her so much. And the physical side won out, as I lay there and enjoyed the sight of her amazing tits, as I enjoyed the sensuous touch of her hand stroking me up and down. Hannah’s eyes connected with mine, and she knew my resistance was gone, that she had me and I was hers.

Hannah placed her lips next to my ears and whispered, “Don’t worry Neil, honey, relax and enjoy it. It doesn’t mean you love Claire any less. I talked to her and she wants you to have a little fun, like she does with Jason.”

I felt Hannah kiss me softly on the cheek, just as I felt her hand grab my cock and start leading me by my dick towards the bedroom Claire and I shared.

Claire and Jason were sitting next to each other on the sofa and both smiled at me as I walked passed them. My eyes locked with Claire’s for a moment, and I knew she was happy for me to enjoy myself with Hannah.

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Hannah closed the door behind us, and we stood by the side of the bed passionately kissing. All of my earlier reluctance to go with Hannah had been overwhelmed by my physical attraction to her and my need to have sex with this woman. Our tongues hungrily fought as my hands started stroking her nipples and cupping her boobs, still encased in her bikini top. I’d never felt enhanced breasts before, and I was surprised how natural and realistic they felt.

I was enjoying myself hugely, but it was also a disorienting experience for me. For the last twenty-four years I’d only been with Claire, and to suddenly be kissing another woman and playing with her breasts was amazing but also confusing. Even though Claire’s look had told me to enjoy myself, I still felt guilty. ‘Cheating’, or just being with another woman didn’t come easily after twenty-four years of loving monogamy, even with Claire’s approval. And at the back of my mind, there was an ironic thought, that now I understood a little better how it had felt for Claire that first time with Jason.

Hannah’s hand was now working me up and down, and I had to warn her to go easy, as I didn’t want to cum too soon. I unhooked her bikini top and, now freed from their harness, her big boobs swung free and I marveled at their size and shape. I’d seen plenty of big fake tits on the internet, but seeing those beauties up close was something else. As she saw me staring at her big boobs, Hannah smiled and lifted my hands to cup her boobs.

“Enjoy them, Neil honey. Claire tells me you have a thing for big tits, so enjoy them, baby. Don’t they feel life-like and realistic? Give them a good feel! Claire had another feel earlier today, while you were out with Joshua, and she couldn’t believe how realistic they felt,” Hannah told me gleefully.

At first, I was a bit shocked Claire had wanted to feel Hannah’s big fake tits again, after she’d already had a feel during her massage. But when I thought of how many new things she’d already tried these last few weeks, I was less surprised. I nervously wondered whether Claire had felt Hannah’s big boobs a second time because she was interested in getting her own boobs made bigger.

I was distracted from all of these thoughts when Hannah pulled me down onto the bed, as we continued kissing. I lowered my head and kissed Hannah’s neck and ears as my hand dropped over her tummy to her pussy, and gently started stroking her love lips and clit. My lips moved down to suckle and nibble at her nipples which were very sensitive as Hannah moaned and sighed with pleasure. As I kissed and licked down over her stomach to her thighs, she knew where my head was headed, and she moaned with anticipation.

As my head neared her core, I was struck by a mix of performance anxiety and a determination to prove my ability to satisfy Hannah sexually. I’d challenge any guy not to feel anxious when they were bedding a beautiful, sexy woman like Hannah. Being with a beautiful often makes many guys anxious, but the fact Hannah’s ex was a six-foot, five-inch man mountain with a ten-inch cock only made the anxiety worse.

I didn’t have a ten-inch cock like Jason, but I’d always been able to make Claire cum with my skill and love of cunnilingus. The competitive side of me was determined to show Hannah a great time. I think there’s something in every man’s DNA that is fundamentally competitive, and this drove my need to make Hannah cry out and cum from my efforts. This wasn’t about love or feelings. It was about showing Hannah, Claire and Jason I was at least on the same page as Jason, when it came to pleasing his two women. I might not have been his equal, but I wanted the girls to at least rank me on the same page.

Until now, it had been Hannah that had taken all the initiatives. But suddenly I wanted to be more assertive and dominant. I got Hannah to roll over onto her stomach, whispering for her to close her eyes, which made her smile at the thought of what I might have planned for her.

With Hannah unable to see me, I kissed her ears and neck and then bestowed little butterfly kisses all the way down her back, alternating with short swirling patterns with my tongue. All the time my lips and tongue were teasing her, my fingertips would tickle and tease her skin.

She was soon moaning with anticipation, as my head continued to move lower and lower, ever closer to where she wanted my mouth. Just as my mouth was nearing her core, I removed her bikini bottoms and spread her legs wide, pausing momentarily as I took in the piercing and ring she had at the top of her pussy. I’d never seen a pierced pussy before in real life, and it took me a few moments to get over my surprise. But then, ever so softly I touched her love lips and clit with my tongue, giving her just the smallest of hints of what was to come.

When I judged she was sufficiently excited, I rubbed her pussy up and down with the side of my hand to tease and stimulate her, and then turned her over onto her back. I pulled her long legs hard, so Hannah’s pussy was right on the edge of the bed.

I crouched above her and we kissed hungrily, as Hannah spurred me on. “Come on, Neil, Claire’s told me what a wonderful lover you are. She’s had Jason and now I want what she’s been having all these years.”

I looked Hannah straight in the eye, my look telling her I was intent on pleasuring her as much as I could before having my own pleasure with her.

With one final kiss, I kissed and licked my way slowly and teasingly down Hannah’s sexy black body. Until finally my mouth arrived at her pussy, and I felt Hannah’s hands on my head as they played with my hair and held me there.

I used all of my years of experience with Claire to build Hannah up to a frenzy of excitement. I kissed, I nibbled and I licked at her pussy. Sometimes my mouth was tender and loving, other times it was firm and insistent. Sometimes I’d work Hannah’s pussy with my tongue, sometimes my tongue and fingers, and at other times my fingers did the work while my tongue just licked her clit ever so softly. And as I teased and played with her pussy, I experimented with her pussy piercing to increase her pleasure. I soon worked out that if I pushed my tongue or fingers against Hannah’s pussy ring I could really make her squeal and moan from the extra pleasure.

I was rewarded as twice Hannah’s hands firmly gripped my head and pulled me in deeper, her thighs tightened around my head as her hips lifted as she squealed and sobbed through her climax. All the time telling me how good it was, and how wonderful she felt.

After her second climax, when the muscles in her legs had relaxed, I lifted up and smiled at Hannah’s contented face and we both knew it was time. Time for our two bodies to be joined together. At that moment, I had no thoughts about Claire or my determination that nothing would happen on this trip. All I could think about was Hannah and how I wanted to be deep in her body. It was what we both wanted and Hannah smiled at me tenderly as her fingers parted her love lips and I pushed my cock into her.

As I sank my five inches into Hannah, I was pleasantly surprised at how snug and tight her pussy felt. After years of being married to Jason with his ten-inch cock, I’d assumed Hannah’s pussy wouldn’t feel good for a small cock like mine. But I was pleasantly surprised as her pussy was a snug fit for my slightly under-sized cock, and her expression and gentle moan told me she was enjoying having me inside her. I enjoyed the moment, then pulled back before driving back into Hannah as she moaned with satisfaction, her long legs now wrapped around the small of my back.

I slowly pumped up and down, as I enjoyed a woman other than Claire for the first time in twenty-four years. As I continued to slowly pump in and out, Hannah opened her eyes and pulled me down for a deep and soulful kiss.

“This is nice, Neil baby. You feel good inside me, darling.” And then Hannah’s customary playful smirk reappeared. “You might not believe me, Neil, but I haven’t had a man in many months. I’ve been so busy and not met anyone I wanted. But this feels wonderful baby. Wonderful.”

I loved hearing these words from Hannah, but some deep dark part of my brain refused to let it rest, and I had to ask, “And what about Jason? I don’t have a big cock like your ex. Is it still good even, if I’m not as big as Jason?”

Hannah suddenly looked at me with a mix of sympathy and pity, tenderly stroked the side of my face and told me, “Neil, baby, stop beating yourself up. Not every guy can have a ten-inch dick like Jason. Jason’s a freak, a one-in-a-million freak. You rock my world just fine, honey. Now, stop worrying about Jason, and give this lady some sugar! Come on, baby, speed up a little and do me harder, darling.”

Hannah was right. I pushed my Jason inferiority complex to the back of my mind and concentrated on ‘making love’ to this beautiful, sexy woman whose thighs I was lying between. Whose legs were locked around my back to ensure my cock stayed as deep in her body as I could push it. And we kissed softly as I slowly started going faster, and Hannah’s excitement started building again as she pulled me tighter. She threw her arms around my neck. I loved the feeling of being deep in her body, the feeling of her pussy cradling my cock tight.

I knew I couldn’t hold out long, and as I warned her, Hannah just smiled and I felt her legs tighten around me. I covered her mouth with mine as I made the final push and sprayed my seed deep into her body. We held each other and continued kissing, and I realized Hannah had cum again. I was pleased for her, and then I had a little self-satisfied smile to myself. Not bad, Romeo. She came three times. Not bad at all!

I slowly eased my weight off Hannah, and as I lay on my back recovering from my exertions I pulled Hannah to me, so her head and long black hair were on my chest. I suddenly realized this was my go-to move after Claire and I made love, and the thought made me feel guilty. Guilty towards Claire and also guilty to Hannah. But Hannah seemed happy to rest her head there, and my own guilt quickly receded.

~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~

As we lay there together, I thought how good Hannah’s long black hair looked splayed out over my pale chest. I gently stroked her hair, noticing the different feel and thickness compared to Claire’s hair. Not better, not worse, just different. Absent-mindedly I found my fingers were twirling Hannah’s long hair, while her fingers seemed to be doing the same with my limp and sticky cock.

“Penny for them?” she asked.

“To be honest, I’m not really thinking of anything at the moment. Maybe just how much I enjoyed that, enjoyed making love to you,” I replied to Hannah’s question.

Hannah smiled happily. “That’s a good answer, honey. Just what a girl wants to hear,” as she turned her head, signaling she wanted me to kiss her.

We kissed, sharing several soft, tender kisses. And then Hannah rolled on to her side and looked at me with a serious look.

“Are you sad we did what we just did? Do you regret it?” she asked.

I thought how to answer. I wanted to be honest with Hannah. Before, I’d been a bit ambivalent about her. Not really my kind of person, I thought. A little too showy for my taste. But now, having just been to bed together, I felt different. I wasn’t the kind of guy who could sleep with a woman and not have at least some feelings for her.

“No, and Yes,” I answered. “No, in the sense I enjoyed it, and I’m glad it brought you and me a little closer together. But yes, in the sense Claire and I both said we weren’t going to do it, as it might just weaken another bond in our marriage a little. And yet, here we are, I did it and she seems happy for me to do it!”

Hannah looked at me thoughtfully for a moment. “Neil, honey, tell me honestly, are you worried about your marriage?”

Another good question.

“Again, no and yes. No, because I know Claire loves me. That I have her heart. And we’re all in a good place right now. Jason and I are buddies, and when the three of us get together it all seems good. But yes, because I’m not so stupid as to think things don’t sometimes sour. Or to know how much Claire loves what she and Jason have, and to see how Claire and Jason sometimes look at each other.”

Hannah looked wistful, and then looked at me, “Jason used to look at me like that.”

I was already beginning to feel those blues that arrive after you’ve done something that you promised yourself you wouldn’t do. And hearing Hannah’s words made this ten times worse.

“What do you think, Hannah? Should I be worried about my marriage?” I asked this woman who knew Jason so well.

Hannah thought about it maybe a little too long for my liking. “I don’t think so, Neil. I’ve chatted to Claire about the whole situation, and yes she and Jason are close, they do have feelings for each other. I don’t think you can be human and sleep together as often as they have, and not develop some kind of feelings. But, she doesn’t love him. Not like she loves you, honey.”

These were exactly the kind of words I needed to hear. Honest and reassuring. Telling me honestly that yes, Claire and Jason did have feelings for each other, but also reminding me what I might have forgotten in my post-sex angst, namely that Claire loved me with all her heart.

I kissed Hannah and thanked her.

We kissed a couple more times, and I felt Hannah’s slender fingers start to stroke me up and down in earnest. When I groaned with the pleasure she was giving me, she just smiled. “What do you think, big man, do you think you can get it up again?”

Excited by the whole experience of being with a new woman after twenty-four years, I managed to make love to Hannah a second time. And second time around, I was less driven by the need to prove myself compared to her ex, and it was more about Hannah and me just enjoying the moment and the experience. Hannah and I shared a wonderful climax together, as I pushed deep and she held me to her as she came as well.

Hannah and I came down from our wonderful shared orgasm, kissing softly and feeling close, and she soon drifted off as we snuggled and I held her in my arms. But, try as I might, sleep wouldn’t come. I tossed and turned, and eventually, I headed to the kitchen to fix myself a warm milk, thinking this might help me sleep.

There was no sign of Jason or Claire there, and as I looked at the closed door to Jason’s bedroom I heard the faint unmistakable moans of a woman making love. And I felt that familiar feeling of being drawn to the door, to see and listen to what was happening between Claire and Jason. I knew I’d succumb to the temptation, but I forced myself to sit at the kitchen table and drink my milk before I gave in to temptation.

And as I sat there, with Claire’s moans the constant soundtrack, I knew in my gut something had just changed in this whole set-up. Claire and I had promised ourselves not to swap beds on this trip. We’d promised ourselves we’d be a couple throughout this visit. But already, on only the second night, things had got all mixed up. Claire and I were both still each part of a couple. It was just we weren’t part of the same couple. I was now paired in a couple with Hannah, and from the moans from the bedroom, Claire was most definitely paired up with Jason.

And as I thought about this change, I wondered what the rest of this trip held and what the hangover might be when we headed back to New York.