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The Roommate

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By (user no longer on site) OP     over a year ago

I thought I'd tell the story of the first time our bed was shared with another. This is true. But before I get there, I thought I'd jump back a ways and talk about how we first talked about swinging in the first place

Serenity and I had been married for a couple years when one night we were in bed talking and playing with each other when we both started... prodding each other (physically and verbally ).

We kept asking each other to tell us their fantasies. It turns out we had both had the same fantasy, of playing with others, but we hadn't worked up the courage to tell each other. For some reason on this particular night we were both trying to get the other to say it without saying it ourselves out of fear of offending the other.

Finally after talking our way around the issue for a bit, Serenity decided to bite first. She looked at me with timid eyes and said "You won't be mad?"

I answered, "Of course not sweetheart, no matter what it is, you can tell me anything."

"Well, I've been kinda wanting to know what it would be like to play with more than one person at a time."

I was taken aback, I would never have thought she would want to have a threesome, but here she was saying she would. I admitted that I wanted to try swinging myself but was afraid she wouldn't approve.

We talked for what seemed like hours about all our fantasies and were surprised to find that all our fantasies turned each other on. Turns out she had always wondered what it would be like to be with another woman (sufficient to say I sprang back to "full attention" at that idea), I had wondered what it would be like to watch her be fucked by another guy (perhaps while she sucked me at the same time).

We had the best sex of our lives (up till that point that is) that night as we talked about all the ways we wanted to take pleasuring each other and ourselves to the next level.

But the next morning, we didn't know where to begin to actually fulfill these fantasies. Naturally, that's where the internet came in...

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By (user no longer on site) OP     over a year ago

There were a number of things to think about. As up till the night before we had been nothing but vanilla with each other, all of our friends were vanilla as well. We weren't into the bar scene.

There also was another problem. We had a roommate. Mike was my best friend for years and after moving to California and he was looking to move away from Phoenix, we suggested he might be interested in becoming roommates and he agreed, we moved to a new larger apartment (2 bedroom instead of 1) and he moved to California and moved in as well. But both he and us had conservative backgrounds, how could we explain to him if we brought over strangers and took them into our bedroom.

We figured we'd cross that bridge when we came to it, the first bridge was finding someone willing to have sex with us. We found a few for-pay swinger sites on the net and joined them. Built out our profiles and tried to find people willing to join us for some fun.

Unfortunately almost 2 years passed and we hadn't found anybody willing to play with us. We were starting to worry that our fantasies would remain just that, fantasies.

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By (user no longer on site) OP     over a year ago

Now Mike has Cerebral Palsy, a condition that among other things gives him poor motor control. it requires all of his concentration just to be able to walk in a straight line or even type at a computer.

One day Mike got the worst flu he had ever had in his life. And this flu practically incapacitated him, he couldn't even get into or out of the bath tub without help. With me being a full time worker, and Serenity being a natural caregiver type (and with her being no stranger to having disorders and diseases incapacitate her as she has Lupus), she spent the days while Mike was sick acting like a live in Nurse, including helping him to the bathroom, into and out of the bath tub, and drying him off.

It was not a fun week for either of them that's for sure, but we all got through it and he got better again.

A few weeks later though, when we were in bed for the night, I could tell something was bothering Serenity so I asked her what's up.

"Ok, I have to admit something to you," she said, "I've been kinda... dreaming about Mike the last few days."

"Dreaming?"

"Dreaming about being fucked by him."

I was shocked, I never would have thought she would have thought about him that way before, but see after being his caregiver for that horrible week, she had spent a lot of time looking at him naked, and, frankly he's a bit blessed down below. I had certainly noticed as we were helping him, but was surprised she had.

"Is that bad?" she asked me, breaking me out of my thoughts.

"Of course not sweetie, I already told you, I trust you and love you, and I want you to get every pleasure you can out of life. I'm not offended or upset in any way."

She suddenly became a lot more cheerful after that.

"You... don't think he might be interested in it do you?"

I was quickly getting excited about the prospect. Not only would this be our first real opportunity to swing, but it would kill two birds with one stone.

"I don't know, but if you are interested, I suggest we take a two step process in finding out..."

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By (user no longer on site) OP     over a year ago

I'll write more tomorrow. Hopefully you guys are interested in hearing more.

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By (user no longer on site)  over a year ago


"I'll write more tomorrow. Hopefully you guys are interested in hearing more."

Can't wait

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By (user no longer on site)  over a year ago

Yes more please mmmmm

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By *af105Man  over a year ago

newtownards

Please

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By (user no longer on site) OP     over a year ago

I thought that things would work best if first we explained to Mike that we are swingers and that we might be occasionally inviting people over to... well have lots of fun in the bedroom.

It was decided that I should break that to him. All three of us come from religious backgrounds that frown against extramarital sex so this was going to be awkward. So the next morning I went to visit Mike in his bedroom to chat with him. I explained how Serenity and I had been each other's firsts and that we had decided that we wanted to experience more sexually.

I explained how my own studies of our own religious backgrounds actually shows that the prudish view of sex came culturally well after the documents that founded either Judaism or Christianity, how the Bible called people like Solomon wise and a pillar of virtue while he had 300 wives and 700 concubines, yet religious leaders today teach monogamy which doesn't match. (Sorry for the religion side-track downer, thought it was somewhat important to point out the awkwardness of the conversation ).

In any case he listened well, and respected our decision without any judgement as any true friend would. He told us that he is perfectly fine with us bringing in new friends. I went back to my room to tell Serenity that that conversation went well. Next stage would be to find out if he would want to actually want to be the first "friend" to play with us...

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By (user no longer on site) OP     over a year ago

So we decided the actual proposition would likely have better results if it came from Serenity (for obvious reasons). We waited a while and then Serenity went in and asked him if he would be interested in having some fun. Since we knew Mike was a virgin at that time, I told Serenity I was ok if for the first time if I was not in the room, as long as she told me everything afterwards.

Serenity went and visited Mike in his bedroom like I did before, asking if he was up to having a roll. Despite my previous conversation with him, it never occurred to him that Serenity would be interested in having sex with him. He was flattered but nervous, and had to think about it for a few minutes before his libido and the possibility of finally having sex, with someone he likes and trusts without any of the pressure of a romantic relationship told him this was really a no brainer.

Serenity suggested that it would be better in our room as we have a king sized bed while he has a full. I waited in the living room while Serenity guided Mike into our bedroom, a grin on both of their faces...

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By (user no longer on site) OP     over a year ago

Sorry for the delay everyone, busy weekend. Hope you like these last 2 installments I just posted. Plan to write more tonight.

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By (user no longer on site)  over a year ago

Great story and excellent build up to hoe and why you came to join the lifestyle. Can't wait to read more.

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By *onnoisseur100Man  over a year ago

Woking-ish

Well written, and interesting. Keep it cumming, if you've got time between giving blow jobs to your two live in lovers!

Can't wait!

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By (user no longer on site)  over a year ago

sounds good

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By *appycouple8543Couple  over a year ago

Milton Keynes

Great so far

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By (user no longer on site) OP     over a year ago

Thanks. I'm glad you all like it. Will write up that first encounter tonight to the best of our recollection (will try to balance between what specifics we remember and just some fun details that make sense to make it a fun read )

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By (user no longer on site) OP     over a year ago

To say any of us were nervous would be an understatement.

Mike was nervous because he had never had sex before, he didn't know what he was doing. Plus he was about to fuck his best friend's wife, and no matter how much both me and my wife had said this was ok, it's a hard stigma to get over.

Serenity was nervous, she had never had anybody other than me before, and she was going to be Mike's first ever sexual experience, what if she couldn't please him the way that she could please me. And she was a little nervous that I would get jealous and upset, even though I had assured her that not only would I not, but that I found the whole thing erotic. And she was a little nervous about her own desire. She had always seen Mike as nothing but a friend, and over the last few weeks she has found herself lusting after him, and now, finally his dick that she had been dreaming about would be hers. What if he didn't match up with her dreams.

I was nervous that somehow this would effect our friendship. What if Mike didn't enjoy himself and resented us for "pressuring" him into it, even though all we did was offer him a roll in the hay. And while I knew Serenity would always love me, and that she only had lust for Mike, not love, there was of course a slight twinge of fear that she might actually like fucking Mike more than me. But these nerves were overshadowed by my realization that behind that door, our new lifestyle was truly beginning. I was incredibly aroused, and couldn't resist taking the opportunity to tend to my own stiffening cock.

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By (user no longer on site) OP     over a year ago

While I pulled up some porn and got acquainted with my left hand, Serenity and Mike were trying to get comfortable on our bed, but the tension was just a little bit awkward

Awkward that is until Serenity realized that Mike was the most nervous of all. After all, we had had time to come to terms with our desire to have sex with others. Mike had just been pulled into this (quite literally). Somehow seeing how nervous he was about this set her at ease. Her desire to comfort others and make them happy kicked in and she suddenly shifted her focus. All she cared about was making Mike's first time as amazing as possible.

"Don't worry Mike, we don't have to do anything you don't want to do, and I promise to do everything I can to make anything you do want to do the most fun you've ever had."

Mike's face didn't look so sure, but the bulge in his pants, made it obvious that he really wanted to see where this is going. Serenity inched closer to him and placed her hand on his thigh. Mike gulped as he looked down, his eyes transfixed by her hand. Serenity inched her hand up her thigh and finally made contact with her target. She gently rubbed his cock through his pants and he gasped.

She rubbed a little harder and was rewarded by him giving out a little moan. "That's starting to look a little confining, why don't we give him a little room to grow." she said with a smirk, and she undid his pants. Together they removed his clothes, letting his cock spring free at last. She looked at it hungrily, and then reached out and touched the sensitive head. She ran her fingers along the shaft.

Naturally she was getting wet here and really wanted some stimulation too, her other hand reached down and started rubbing her own mound through her clothes. She rubbed him for a few minutes (to his great pleasure) before she took a break just long enough to remove her own clothes.

Mike was transfixed by her breasts, and when she saw this she grinned "You can touch them if you want, you can touch anything you want."

Mike started to get a little bolder and took her invitation literally, he reached out and grabbed her breasts and started exploring. She lavished the attention and let out a moan.

The two of them spent the next few minutes exploring each other's bodies. Serenity enjoyed the attention, but was ready to kick it up a notch. Hand jobs were nice and all, but she knew Mike could do that for himself, she decided to give him something she knew he couldn't. She wrapped her hand around his cock and lifted it upright, then she bent over and flicked her tongue across the tip of his dick.

Mike lurched with pleasure, having never felt anything like that.

"If you liked that," she said, "you are going to love this." And with that she took him into her mouth fully.

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By (user no longer on site)  over a year ago

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By (user no longer on site)  over a year ago

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By (user no longer on site)  over a year ago

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By (user no longer on site) OP     over a year ago

Quiet but positive responses to the last post. Will post some more tonight and then I think perhaps I'll try my hand at writing a fantasy story

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By (user no longer on site)  over a year ago

Loving this it is getting better each segment and making me so horny reading it. Please continue. Very well written with all angles covered describing each emotions and fears along with how erotic it is. Look forward to seeing more

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By (user no longer on site)  over a year ago

Love where this is going. Wish this was me having your hands over me

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By (user no longer on site) OP     over a year ago

With that Mike's body started lurching. He had never felt anything like that before. Serenity sucked in earnest, wanting to give him the most amazing blowjob. One that he would compare all future blowjobs to for the rest of his life if possible.

She would get her pleasure soon enough, right now she wanted to give him every great sexual feeling.

Out in the living room, still jacking off, I hear his loud moans and the realization that my wife was giving another man pleasure sent me over the edge and I cum hard, the hardest I had ever cum from my own hand.

Mike didn't last very long before he started filling Serenity's mouth with his cum. She pulled back letting additional spurts hit her in the face and she opeened her mouth. When his spurts subsided and he lay on the bed still semi-erect, she opened her mouth and let his cum dribble out, down her chin, and fall back onto him.

"Did you like that?" She asked, her face gooey from his cum.

"Wow" was all Mike could manage to say.

"Are you finished for now, or do you want to fuck me?" She asked him.

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By *orovoyeurMan  over a year ago

Cumbria

I'm looking forward to more

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By *AMES19620Man  over a year ago

newport

Mmmmmmm

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By (user no longer on site)  over a year ago

I love this story...

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By *ifunforuMan  over a year ago

Oxfordshire

Wow great story more please

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By *unTimesSkegMan  over a year ago

skegness

Wow I'm looking forward to the rest.....

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By (user no longer on site)  over a year ago

Getting interesting, keep it coming

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By (user no longer on site)  over a year ago

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By *onnoisseur100Man  over a year ago

Woking-ish

Bump....

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By *af105Man  over a year ago

newtownards

More

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By *traight forwardMan  over a year ago

doncaster

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By *ceman619Man  over a year ago

Sunderland

More plz

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By (user no longer on site) OP     over a year ago

Unfortunately while Mike very much wanted to fuck her, he couldn't get back to full hardness right away again, and they couldn't get it to work. "Don't worry Mike, My pussy will be waiting for that cock of yours when it is ready" perhaps we can play again later.

A few minutes later I hear the door open and Mike, haphazardly dressed, walked across the hallway to his room and closed the door. I pretty much sprinted to my bedroom where Serenity was waiting with a grin on her face. "What took you so long?" she asked me.

Within minutes I'm naked on the bed and she is stroking me while telling me the story that I've told you. It was all I could do not to cum as she described giving pleasure to another man, and when she was finished telling the story I practically pounced on her, and started fucking her hard.

"Did you like sucking Mike's cock?" I asked her while fucking her.

"Oh yes!" she responded.

"You disappointed he couldn't fuck you?"

"Yes, Yes I wanted him to fuck me so bad!" she practically screamed. "I wanted that cock in my pussy, I wanted to make him cummmmm!" She moaned as the release she'd been waiting for through the whole encounter finally came to her.

This was more than enough to put me over the edge, and I came hard into her pussy.

As we calmed down from our own playing it was clear that Serenity was not done with Mike, not in the least.

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By (user no longer on site)  over a year ago

This is great - more please

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By (user no longer on site)  over a year ago

Wow loving this.

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By *avenStorm50Couple  over a year ago

Bristol

Very well written. This really is a very good read x

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By (user no longer on site)  over a year ago

Oh please continue

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By (user no longer on site)  over a year ago

Yes please, more of this.

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By (user no longer on site)  over a year ago

Look forward to hearing the rest

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By *ood tongue!!!Man  over a year ago

harwich

a very good story I cant wait to read more of ur exploits

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By *af105Man  over a year ago

newtownards

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By (user no longer on site) OP     over a year ago


"Very well written. This really is a very good read x"

Thanks! I appreciate it.

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By (user no longer on site) OP     over a year ago

Serenity and I continued playing for another half hour or so. When I got back up and got dressed again I found Mike sitting in the living room.

"Well you sure got my wife riled up. Did you enjoy it as much as she did?" I asked.

Mike blushed, "Well... Her mouth is much better than my hand."

I laughed, "wait till you try her pussy, that's even better."

"Are you sure you are OK with this?"

"Are you kidding? Thanks to how you just made my wife feel, I just had the best sex of my life! She wasn't even that energetic on our honeymoon."

Mike blushed again, "well if you are sure. I don't want to hurt our friendship."

"Don't worry. Remember we were going to do this eventually anyway. Frankly I'm glad the first time was with someone who I know I can trust as much as I trust her. So... are you going to do it again?"

"She really wants to?"

"Mike, trust me. She wants you to fuck her brains out."

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By (user no longer on site)  over a year ago

Please continue

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By (user no longer on site) OP     over a year ago

"But I have no experience... She probably won't even like it." Mike replied.

"Mike I'm going to admit something to you here that is a little hard for me to admit. You are bigger than me... down there."

"What? Really?"

"Yeah. I haven't measured you or anything but I'd say you have at least 2 inches on me. Ever since she helped you out when you were sick recently she has been fantasizing about... 'feeling you inside' her. Trust me, you may not have experience, but you make up for it in size. You will both have a lot of fun."

He blushed again. At this moment Serenity walked out of the bedroom and said "You two wouldn't be talking about me would you?"

"Sorta. I was telling Mike that you are looking forward to round two."

"Oh I am," she walked over to Mike and placed her hand on his crotch and rubbed him through his shorts. "How about you... Are you ready for more?"

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By *ood tongue!!!Man  over a year ago

harwich

more please

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By *AMES19620Man  over a year ago

newport

Mmmm:mmmmm

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By *he Master JMan  over a year ago

Southall

Bloody great

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By (user no longer on site) OP     over a year ago

Mike visibly responded, he twitched at her touch, looked nervously over at me and then nodded. Serenity offered him her hand to help him up and then guided him back to the bedroom. Once again I waited in the living room, surprised that they were both ready for more already.

Inside the bedroom, Serenity wasted no time in stripping Mike's clothes off of him and then her own. Mike was already semi-erect again, but she knew how to get him back to full attention, she took him back in her mouth again and sucked just long enough to get him hard again before she stopped. He looked disappointed till she said "Don't worry, we aren't done yet, but this time I want you inside me."

She reached over to the nightstand and got a condom, and expertly put it on his dick. She then laid back on the bed. "Take me Michael" she begged, "Please! I can't wait any longer for you to fuck me."

Mike awkwardly climbed on top of her and fumbled to get his dick into her, she reached down and helped guide his cock into her and then he slowly sunk in. Both Mike and Serenity groaned. Once fully in Mike stopped for a moment to enjoy the feeling of being in a pussy for the first time, but Serenity needed more, she started bucking upwards, trying to force him to fuck her.

He took the hint and started sliding in and out of her.

"Oh Yes! Fuck me Michael!" I heard her shout from out in the living room and my cock jumped to full attention. It was happening, my wife was being fucked by my best friend, and she was moaning and screaming like a true slut.

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By (user no longer on site) OP     over a year ago

I didn't need to watch porn this time. I was listening to the sounds of them moaning and my wife's dirty shouting (dirtier than I had ever heard her before).

After a minute or two Mike was apparently getting into it because I suddenly heard another voice from my bedroom. "Oh fuck yeah! You like that?"

"Oh yes, yes Michael I've wanted this for so long, Fuck me! Harder please, please I need more!"

At this point I'm standing outside the door to my bedroom listening in, rubbing my cock for all it's worth, regretting nothing except for my kindness allowing this first time to be private cause I want to watch this, watch my wife becoming such a slut.

"Oh yeah, oh yeah, oh oh oh yeeaaaahhhhh!!" that last word a scream coming from my wife and I know, someone other than me just brought my wife to a full orgasm.

Moments after her moans subside I hear groans coming from Mike.

"Yes, yes that's it Michael, cum for me, cum for your little slut."

His groans become louder and I know that she has now returned the favor, that my best friend just fucked my wife and came in her pussy. Mike was a virgin no more, and our adventure in the lifestyle had truly begun at last.

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By (user no longer on site) OP     over a year ago

This was all Sunday afternoon. That evening my wife's snuggled up to me in bed and we talked about what had happened.

"You could hear me couldn't you."

"Oh definitely."

"Are you mad?"

"Mad? It turned me so on knowing how much you were getting into it. Where did all that come from?"

She blushed, "I don't know, when I'm with you I'm filled with love, and it's amazing, but this afternoon, with Mike... It was just about having a good time. Pure pleasure. It felt so good. It's not the same as with you, you are definitely better, but he felt different, and it felt real good. You sure you aren't mad?"

"No darling, I love you so much, and I know you love me. And I want you to experience every pleasure in life."

"So you wouldn't be upset if I said I wanted to do it again?"

"On the contrary, I'm glad you do."

"Do you think he will want to keep playing with me?"

"Based on the sounds I was hearing from both of you in there, I'd say that's pretty likely."

"Good, cause I want to, heck I want to do it again right now."

"Well perhaps wait till morning, in the mean time, it's my turn!"

And with that, I rolled over her and started kissing her passionately...

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By *ood tongue!!!Man  over a year ago

harwich

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By (user no longer on site) OP     over a year ago

Over the course of the work week they fucked like teenagers while I was at work every day. Every night I'd come home to great sex with my wife while she told me what they did that day. Sometimes we would reenact them, but always fun. But I was looking forward to the weekend when it was finally time for me to join in the festivities.

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By (user no longer on site)  over a year ago

mmmmm yes, a 3some. Hours of fun to be had there then

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By *AMES19620Man  over a year ago

newport

Mmmmmmmmmmmmmm

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By *ood tongue!!!Man  over a year ago

harwich

I hope there is more

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By (user no longer on site) OP     over a year ago

Saturday arrived and it was time to take things to the next level. Serenity, Mike and I entered my bedroom and cleared off the bed. Mike was nervous and we assured him that it will be ok but if he was uncomfortable we can stop.

He was mostly uncomfortable about me at this point (as he and Serenity had fucked a dozen times by now) so I suggested that we start fully clothed and start with just both of us giving Serenity a nice rub down.

For some reason Serenity was all for a 4 hand full body massage.

So I lay on Serenity's left and Mike lay on her right and we each start rubbing our respective sides of her.

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By (user no longer on site) OP     over a year ago

Serenity was loving having all the attention being on her. We rubbed up and down her sides, legs, shoulders. Finally I took a moment to remove her top and started kissing up her side. I then kissed up the breast closest to me and captured her nipple between my lips. Mike followed my lead and started sucking on her other breast. I rubbed my hand down and cupped her mound while both of her nipples were being sucked.

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