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Hi all, I'm Mark, age 51 and I'd been happily married for almost 25 years. Then one day at work, I got a call from the police that I needed to go to the local hospital as my wife had been in an accident. When I got to the hospital, I could tell from the nurse's reaction to my name that things weren't good and when I was approached by both a doctor and a police officer, that pretty much confirmed it. I quickly found out that she'd been hit from behind by a drunk driver in a pickup truck and that pushed her into the intersection, in front of a cement truck and had been pronounced dead at the hospital. Understandably, it took me a while to get over it and get back to 'mostly normal'. While our sex life hadn't been great, I'd always figured that as long as we were married, other than enjoying a look or two at other women, I'd stay faithful to Linda. With her gone, I eventually went on a few dates that had been set up by a friend but none of them seemed to really work. The only 'up-side' to everything was that the driver that hit her had been in a company vehicle so the resulting settlement from the lawsuit meant that at least I didn't have to worry about money for a while.

Then one night I was surfing the internet and discovered online sex-chat sites. From there, I'd often spend an hour or so every night chatting with all sorts of people. There was lots of chat about what people did or didn't enjoy, things they'd done and things they wished they'd done. It was one of those chats that someone mentioned a swinger's site they were part of and I checked it out.

Not only were there public and private chats but both had the ability to watch or stream a cam and there were also profiles from all over the country from people seeking others for some sort of sex. It took a while to get the hang of it but eventually I was able to search for people near me and while not as often as I'd have liked, I did manage to connect with a number of people for sex and totally enjoyed it. Most were couples who wanted another guy to join them in one way or another, for some it was a true threesome, for some the husband just wanted to watch and for a few the husband was obviously a 'cuck' and his wife would be telling him how much harder, bigger, longer, better or whatever I was. Honestly, at just over 7" long, I wasn't huge but from what I'd been told and what I'd seen, at over 2 inches wide, I was thicker than most. I'd run into a few husbands who didn't make the 4" mark even when hard so I guess compared to them I was huge. Occasionally, I'd connect with a woman solo, most were single and just looking for hot sex with no commitment, some were married and fooling around on their husband and then there were a couple of 'hot wives' who apparently fucked around with their husband's permission and encouragement or my favourite was when both the husband and I took turns fucking his wife.

Overall, I'd say less than 2% of the time I chatted with anyone on the site ended up with us getting together for sex but I had a lot of fun chatting in the public rooms and chatting plus occasionally camming in a private room. There was one room that was international so it really didn't matter what time of day or night I was on, there'd be people there to chat with. I found I was often more explicit and open to talking about kinkier things in that room because there was almost zero chance of actually meeting.

A lot of the chats were random but there were a few people that I'd gotten to know and would actively look for to chat with if they were on. One of them was Estelle, she was from England and when she cammed in the public room she was a huge tease, taking a long time before flashing her tits and if I was lucky, sometimes she'd show her pussy. Her profile said she was 52 but looked closer to 42, long/blonde hair, not thin but definitely not fat, nice tits that looked like about 34D with a piercing in each and a bare pussy. One night we got chatting and she asked if I'd like to take it to a private room as I seldom used my cam in the public rooms. I said sure and when I opened the room and opened my cam, she had her audio on as well and the first thing she said was, "I love to tease in the public rooms but every so often when I'm really horny, I like to have a bit more fun in a private room. Tonight's one of those nights, are you open to some fun on cam?"

After another 'sure', she smiled, backed away from her keyboard and pulled off her top, leaving her tits fully exposed. As she reached down and played with her nipples, I heard, "Your turn, take the shirt off so I can see your chest."

Her tits were pretty much average, big enough to be a nice handful but not so big as to sag and her nipples were already hardening. I wasn't a body builder by any means but years of general labour in construction had kept me in good shape and when I peeled my shirt over my head, I heard a soft, "Nice!" through my speakers.

Then she pushed her chair even further back and as I watched, she undid her pants and slid them down, revealing that she was wearing thong panties that just barely covered her pussy. I'd already gotten a pretty good idea of how things were going to go so, so I pushed my chair back, adjusted the camera angle and slid off my jeans, showing a very respectable bulge in my boxers.

As she licked her lips and nodded, her thong joined her pants on the floor and not long after, I was naked with my boxers at my feet. Watching her peel her thong off and expose her perfectly smooth pussy had me nicely hard and when she started fingering her pussy, I quickly went from 'nicely' to 'fully'. Most women I'd been with had fairly noticeable pussy lips, but Estelle's started small and then as she got aroused, the got puffy and larger but stayed tight and rounded unless she was holding them open to show her opening. "You've got a nice fat cock, I'm sure a few ladies have enjoyed the feeling of it stretching out one or more of their holes."

When I started stroking my cock, she licked her lips and told me she couldn't wait to see me cum. By the time I exploded, I think she'd cum at least two or three times. That started a great online masturbation relationship where we'd get together on cam at least 3 times a week and masturbate for each other. It wasn't long before she was telling me how good it would feel to have my fingers in her pussy and I was telling her I'd love to feel her stroking my cock. That moved to roleplay with both of us masturbating as we talked about how good it felt as if it was the other person doing the touching, stroking or fingering and it always ended with both of us having awesome orgasms. Sometimes she'd pull out a vibrator and use that on her pussy while she told me how good it felt to have my thick cock stretching her pussy as I slid it inside her and how much she'd like to feel my cum shooting inside her.

One night when her cam opened, instead of her computer chair, she was naked on her bed with the cam looking up her body. We didn't always cam, sometimes we just chatted and she'd already told me that she enjoyed a bit of anal play and I'd let her know that I'd experimented a bit too and enjoyed it as well. When I saw the tube of lube beside her, I figured I was going to get an even better show than usual. As she idly played with her pussy, she took the lube and then slowly and erotically, she spread it around and worked some into her ass. With just enough pressure to open her pucker, she said, "I'm pretty sure you've got some lube there, how about you join me?"

I didn't think I'd be able to get a good angle from my computer chair so after a quick nod, I grabbed the laptop and headed for the bedroom. Grabbing the lube, I set up the laptop so she had as good a view as I did and proceeded to lube my own pucker. I just followed her lead as she worked one, then two and eventually three fingers deep into her ass. At the same time, she was fingering her pussy while I stroked my cock. We stayed in sync with our anal fingering, with me following whatever speed/depth Estelle was going at. Our orgasms were always good but the added stimulation had me hitting my chest with cum and for only the second time, I saw her squirt a couple of times when she came. When I told her I wished it was me fingering her ass while she squirted all over my face, she squirted again and then told me that if she was there, my cum would already be in her stomach instead of all over my chest.

From then on, it wasn't uncommon for us to enjoy some anal play with our fingers while we fingered/stroked ourselves to orgasm. Then one evening we both must have been really horny because when she started fucking herself with the vibrator, I asked if she'd even used it on her ass. When she nodded, I said, "I'd love to see that!"

"I will if you will!"

"But I don't have a vibrator."

"Hmmm, got anything else that would work?"

I thought for a second or two then said, "I'll be right back."

When I got back, I heard a, "Oh fuck that'll be hot to watch!" from Estelle when she saw the long, thin cucumber in my hand. I'd only tried it once before when I was really drunk and horny but seeing the way Estelle's face lit up, I was definitely good to try it again. I remembered it being slightly painful the last time I did it so after stretching a condom over the cucumber, I made sure both it and my ass were well lubed and then as she eased her vibrator into her ass, I eased the cucumber into mine.

"That looks amazing, about the only thing better would be if it were my cock that I was watching slide into your ass!"

"I'd love that... just about as much as I'd love to be the one sliding a toy into your ass and stroking your cock until you came."

I was already getting close to cumming and the thought of that made my cock throb a few times and a fresh stream of precum ran down the length of it.

"Oh, you like that idea do you? Maybe while I slid it into your ass, I'd suck your cock until you explode into my mouth so I can swallow your whole load."

As a second, larger string of precum oozed out of my cock, I said, "I've never tried it but do you think it would be hot to suck me until I filled your mouth with cum and then gave me a long, hot kiss to share it?"

Between her loud, "Oh fuck yes!" and the sudden squirts from her pussy as she came, I could tell she definitely liked the thought of that. It wasn't long before I was spurting stream after stream of cum and when I finished, Estelle's next comment was, "Let me see you taste it, scoop some up and lick it off your hand!"

Now most guys won't admit it but they've likely licked some cum off their fingers just to see what it would taste like and I was no different but I'd never done it while someone else was watching. I was a bit hesitant but went ahead and did it anyway.

When I heard her saying, "Damn, that's so hot! If I could find a guy to kiss me with his cum in my mouth, I'd be giving him head regularly!"

That was all the encouragement I needed to scoop up some more, lick that off and then stick my fingers in my mouth to get the rest. I could tell she was getting close to cumming so I said, "How about getting eaten with your pussy full of cum? I've never done that either but I've thought about it."

Apparently, she was suddenly thinking about it too because only a few seconds later, I heard another loud, "Oh FUCK!" followed by several squirts of her juices as she erupted in another orgasm. When she finally caught her breath she said, "Damn I'm so glad we started camming and playing. It's been a long time since I've cum that hard!"

I was still hooking up with the occasional woman or couple and always enjoyed the sex but more and more, I was looking forward to my cam sessions with Estelle and the orgasms that followed.

Dirty talk quickly became the norm as we got ourselves off. One evening we were chatting and I told her that I likely wouldn't be online as much over the next week as I was planning on going away and didn't know what the internet would be like. When she asked where I was going, I said I'd booked my usual week at an all-inclusive in the Caribbean. We immediately had the thought of her joining me but she said she couldn't get time off.

As it was, the internet was great and with the time difference, I was able to log on in the early to midafternoon to line up with when she was home. For some reason, my orgasms were even more intense, possibly because I'd already spent the morning looking at a bunch of barely dressed, hot women on the beach plus I'd usually already had a few drinks.

Over my first three days there, I'd gotten somewhat friendly with the lady who worked at the beach bar, Kala, likely more because I usually tipped fairly well even though it was an all-inclusive. She was taller than I was by a few inches and built to match. Large tits that pushed against her uniform top, a firm but not overly large ass, a great smile and her accent made her English sound even sexier. On the evening of my fourth day, I was just heading back from watching the sunset and she was closing the bar down so we walked back toward the resort buildings together. We chatted for a bit and then she looked at me and said, "I think my friend Bella is the housekeeper for your unit."

When she described her, as short, long black hair and looked a lot younger she actually was I said, "Yup, that sounds like her. Why?"

Kala didn't say anything for a few seconds then said, "I could get fired for saying this but I'm pretty sure I can trust you. Bella told me that she came by to clean a guy's unit and when he didn't answer her knock, she figured was out and let herself in. He must not have heard her because he was on cam with a woman and..."

Oh fuck, I remembered hearing something the day before but thought it was just someone walking past the room.

Seeing look on my face, Kala grinned and kept going with, "She described you pretty well but from the look on your face, that pretty much takes away any doubt. Bella and I are both separated, I have two kids and she has one. From what she told me about what she heard, neither of us have done what the two of you were talking about and some of it we hadn't even thought of doing but is sure sounded like it would be fun to try."

I'd been wondering where she was going with it and now, I had a bit of an idea but I wanted to make sure I was right so I said, "So how much did she hear?"

It's hard to tell with someone who had darker skin but I was pretty sure that Kala blushed before saying, "well, she heard you saying to the woman that you'd love to fill her pussy with cum and then have her straddle your face so you could lick her pussy and then share what you got in a kiss with her."

When she stopped there, I said, "Are you saying you'd like to try that?"

"Well, Bella told me that she thought it would be amazing to try and I agreed but I got more turned on when Bella told me that you were playing with your ass while the woman told you how much she'd like to fuck you there with her toy. Was Bella just bullshitting me or is that what she saw and heard?"

After a few seconds of silence, I said, "Well, she's pretty much telling the truth. That was Estelle and I'd talked with her about meeting me here so we could try some of the things we've talked about but she couldn't make it."

Now she looked confused, "What do you mean 'try'?"

I took a deep breath and said, "I've never actually met her in person. We met on an adult site and have found we enjoy some kinkier thinks and get off while watching and talking with each other. One day maybe we'll actually be able to get together."

"Wow, that's different!"

After a longer pause, Kala said, "We get all sorts of guys trying to fuck us or get blowjobs either free or for money. Bella and I don't but some of the other women do. After she told me what she'd seen/heard, we were both really turned on and wondered if you'd be interested in doing those things with us. Knowing you've never actually done them even more makes it even hotter."

Wow, I'd kind of thought maybe it was just Kala that was interested but knowing it was both of them totally got my attention. "Well, I definitely wasn't expecting that but I'm certainly interested in trying new things. If you won't get in any trouble, why don't the two of you swing by my unit when you're done tomorrow night and we'll see where things go."

The next day when I cammed with Estelle, I told her all about it and she said she'd cum just from hearing what I was saying. Even though it would be really late on her end, she made me promise to ask if I could let her watch on cam if it happened.

That evening as it got closer to 11pm, I was figuring that they weren't going to show and then I heard a light tap on the door. When I opened it, I was surprised to see both of them standing there and let them in. Kala had brought a bottle of rum from the bar so after a few drinks and some flirting, I looked at Bella and said, "So just what are the two of you thinking we should do tonight?"

It was Bella that spoke first and said, "My pussy got so wet hearing you talk about licking the cum from her pussy that I almost came. My ex-husband wouldn't even kiss me after I sucked him, even if he hadn't cum and neither would any other guy I've been with."

"As I told Kala, I've never met her and haven't actually done what we talk about but I'm certainly open to it."

Then I looked at Kala and said, "And I'm guessing you want to watch me play with my ass?"

With a huge grin she said, "Not quite...I was thinking more about doing the fucking because no guy including my ex would ever let me do anything with their ass even though they certainly seemed to enjoy fucking mine."

When I said, "Sounds like a good time to me!" Kala gave a quick, "YES!" then reached into her back, pulled out a harness and a strapon.

"One of the girls that works here is bisexual. I didn't tell her it was you but when I told her what I wanted to do, she lent this to me."

I could see that it was about the same length as my cock but not as thick so I figured it it would be fine and seeing as doing this with two women could well be a once in a lifetime chance, there was no way I was going to say 'no'. When I asked if it was ok if Estelle watched on cam, they both said, "Sure!" so I fired up the laptop and got things set up. While I did that, the two women got undressed and while they were both very hot, they were both quite different. As I'd imagined, Kala's tits were huge and without a bra there was some definite sag but if anything, it just made her sexier and her pussy was clean shaven. While Bella's tits were a lot smaller; likely a B cup compared to Kala's DD, her nipples were much bigger and very hard. Her pussy was shaved except for a little 'V' of hair just above her pussy. When I got naked, both of them nodded appreciatively at my cock which was already standing nice and hard.

Bella was staring at my cock and finally said, "I've been with a couple of guys who were longer but I don't think I've ever been with a guy that thick!" followed by Kala's, "Ok, how are we going to make this work?"

I'd already thought of a few options but said, "Well, how about you straddle my face so I can lick you while Bella rides my cock. After I cum, Bella can move to my face and you can put on the strapon and do me with it."

They both agreed and after some quick intros between them and Estelle, I lay on the bed with Kala happily straddling my face while Estelle watched on cam. I loved eating pussy and even before Bella fully lowered herself onto my cock, Kala was moaning about how good my tongue felt. Then I felt Bella's pussy engulfing the head of my cock followed by, "Damn, I can already feel how thick you are. It might take me a bit to get it all in but I'm going to!"

It did take bit for her to work the whole length into her pussy and the whole time, she was saying how much she could feel me stretching her pussy but it didn't take long for my face to be slick with Kala's juices as she moved her pussy back and forth over my tongue. I just kept licking and let her move to wherever she wanted to feel my tongue whether it was clit or slit. I could feel the muscles in her thighs as she rode my face and thinking of what she'd be doing in a bit, I decided to see if she liked receiving a bit of ass play as well as giving it so I got a finger nice and slick before easing the tip of my finger into her ass. Her moan encouraged me to keep going and it wasn't long before I had two fingers in her ass as she rode my face. As her moaning got louder, she stayed longer with her clit over my mouth and by now, it had swollen to the point where I could actually suck it between my lips. When I did, she moaned even louder and her whole body quivered as she came. I wasn't sure if Bella had cum or not but I knew I was getting close and when I said so, Kala moved off my face to put on the harness and shortly after that I erupted into Bella's pussy. I usually came a lot and tonight was no exception. When she felt me cumming, she held still with my whole length in her pussy until I was done and then pulled off and started moving up. As I popped out, we could all see that her pussy was still slightly open and already oozing some of my cum.