Headline
Message text
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.
Up to this point, nothing had happened that I hadn't done before but now I was going to be licking my cum from a woman's pussy for the first time and found I was half aroused and half worried as I had second thoughts. Apparently, Bella had no second thoughts because even before I'd decided if I really wanted to go through with it, her pussy was on my mouth and my cum was oozing out onto my tongue. Even as I took the first couple of tentative licks, I felt Kala's lubed fingers pushing against my pucker and after a few thrusts to get me slick and loosen me up, I felt the head of the vibrator buzzing against my ass. Thankfully it wasn't the first thing to ever go into my ass but it was a decent size so it took a bit more lube and some pushing before it finally slid fully in. When I looked over at the screen, I could see Estelle frantically fucking herself in both the ass and pussy with toys as she watched what was happening at my end.
Even before my brain realized that eating my cum from Bella's pussy while someone else used a vibrating strapon in my in my ass was arousing, my cock had figured it out because almost immediately, I felt it stiffening and starting to stand back up. With Bella on my face, I couldn't see Kala but when I looked up, I was slightly surprised to see Kala's hands cupping Bella's tits and playing with her nipples. I could also hear Kala and when I heard Estelle asking what it was like, I could easily hear Kala saying, "Oh fuck it's good! I can feel the vibrations in my own pussy and I love watching his ass open and then close as I slide in and out. I've always wondered what it was like for a guy fucking my ass and even though I can't feel the vibrator going in and out, it's still a huge turn on!"
"Damn, now I really wish I'd been able to get the time off because then it would have been me doing it!"
I could also hear Bella's moans and it wasn't long before I could feel the last of my cum being pushed out and into my mouth as her pussy contracted through her next orgasm. When she moved to the side, I could finally see Kala as she fucked me and watching her tits sway with each stroke just added to the pleasure of the strapon going in and out of my ass. With a grin, she looked at Bella and said, "Didn't you tell me that Estelle said something about them wanting to kiss and swap cum after he licked her clean?"
She must have forgotten that part because she gave a soft, "Mmmm, ya!" and turned her head toward mine. Now it was her turn to hesitate slightly but then she moved closer and as we started kissing, Kala kept thrusting the strapon in and back out of my ass. I don't think I could explain the mix of feelings as Bella and I swapped my cum plus her juices back and forth, each of us swallowing some of it until it was gone. When she finally moved away, not only were her and I breathing a bit heavier, so was Kala just from watching.
I had a quick thought and pulled Bella close enough that I could say to her, "I'm nicely hard and I'll bet I could cum again. I'd love to have you suck me until I cum."
After her quick smile and nod, I added in a whisper, "and then see you swap it with Kala."
Hearing that, she smiled even more, then gave me a quick kiss before reaching down to wrap her hand around my cock. Not long after, I was treated to the view of her tongue circling the head followed by her lips wrapped around my cock as she slowly took as much of my thickness into her mouth as she could. Soon, she was giving me some of the best head I'd had in a long time and looked like she was enjoying it as well. At the same time, I was watching the sway of Kala's tits and the look of pleasure on her face as she thrust in and out of my ass. Oddly enough, when Kala shifted to give Bella a bit more room, the angle of her thrusts changed and suddenly she was hitting what I knew was my prostate because it took the sensation to a whole new level. I don't think she realized why but when I moaned even louder, Kala quickly realized that something was better and kept going at the same angle. After another few minutes of Bella's oral skills, I erupted into her mouth and even though it hadn't been long since I'd just cum, the level of arousal from everything that was happening triggered a much bigger than usual second load.
When the last pulses of cum had ended, Bella kept her lips tight around my cock as she pulled back and then to Kala's surprise, she straightened up and before Kala knew what was happening, Bella was kissing her and she was tasting my cum from Bella's mouth. While she seemed a bit surprised, she certainly didn't seem to mind and after a second or two, Kala put her arms around Bella and pulled her even tighter as they continued kissing. When they finally broke apart, Kala gave me a sexy smile and then as she pushed the strapon as deep as she could and held it there, she leaned forward to kiss me. I quickly realized that she'd kept some of my cum in her mouth as I felt it ooze into mine. Just like she'd done with Bella, I grabbed her and pulled her even closer so we could continue our kiss. At the same time, she started fucking me even harder and it felt so good that I was pretty much moaning into her mouth.
Once she was satisfied that all my cum was gone, she sat back up and gently pulled the strapon out of my ass. After a few seconds of silence, I looked at both of them and said, "Well, was it as much fun as you'd thought it would be?"
Both of them nodded and then Kala said, "It definitely was but now I wish I'd gotten fucked too."
"Why don't you go to the bathroom and give the strap-on a good cleaning. Then Bella can fuck you with it for a bit and I'm pretty sure that'll get me hard again. Once I am, then I'll take over if you'd like."
With only a quick, "Sounds good!", Kala headed to the bathroom, leaving Bella and I on the bed.
When she got back, Bella put it on and Kayla lay on the bed. Bella didn't waste any time spreading Kala's legs and sliding the strap-on into her pussy. I couldn't resist reaching out to touch Kala's tits and was soon alternating between teasing her nipples, sucking them into my mouth and sharing long, hot kisses with her.
I figured it would take longer, but in less than ten minutes of watching Bella pound Kala's pussy with the strap-on, my cock was fully hard again so I rolled onto my back and whispered to Kala, "I'm ready if you are."
At Kala's nod, Bella moved out of the way so Kafta could roll over and lower herself onto my cock. "Fuck Bella, you're right, he's definitely thicker than I've ever had too!"
Just like Bella, it took her a bit for her pussy to accommodate my thickness but each time a little more went in, she'd moan in pleasure until she had my cock fully inside her. As she rode me, I grabbed the lube and after getting my fingers nice and slick again, I slowly slid two of them into her ass. If anything, that just made her ride me even harder and now I was glad that I'd already cum twice because even though I was fully hard, I knew it would be a while before I'd be cumming again. As she rode me, I caught Bella's eye, looked at the lube, looked at the strap-on and then back at her. I had to repeat it a couple of times before she caught on but when she did, she smiled, nodded and started putting the strap-on in place. I was still fingering Kala's ass while using the other hand go back and forth between her clit and her tits. When Bella moved into place, I pulled my fingers out and she slid the head of the strapon in. That made Kala's eyes open really wide plus a gurgled moan of, "What... oh... Fuck... easy... yes!"
It took a bit for Bella and I to find a rhythm that worked but once we did, we gave Kala one hell of a fucking. It took almost 30 minutes for the sex, the additional friction of the strap-on going in and out of Kala's ass and the moans of both women before I erupted for the third time of the evening, deep in Kala's pussy. As my orgasm ended, Kala looked at Bella and said, "How about you cleaning me up?"
Without saying anything, Bella lay back on the bed so Kala could straddle her face and enjoy Bella's tongue licking up everything that oozed out of her. Eventually, Kala moved to the side and said, "Damn, I might be sore at work tomorrow but it'll definitely be worth it."
Then she looked at me and said, "How much longer are you staying here?"
"I'm leaving Sunday so another two days. If you're wondering if I'd like to get together again, that would be a definite yes."
After an enthusiastic 'yes' from both of them and a few more hugs and kisses, they got dressed and left. Then for almost another hour, I chatted with Estelle who she said she'd cum at least 5 times just watching us and masturbating with fingers and toys.
When I logged on the next afternoon, there was a message from Estelle saying she'd been called into work for some sort of emergency and not likely home in time to get online but would definitely see me on Sunday if I had time before I flew out that afternoon. I did a bit more surfing online before heading to the beach. It was cooler and a bit windy so not as many ladies to look at but at least Kala was at the bar so we chatted while I had a few drinks she asked if I still wanted to get together with them later on.
I quickly said, 'yes' and after a few minutes, I brought up what I'd been thinking, "From the way you were playing with Bella's nipples, the intensity that you kissed her, how well you handled the strapon, the two of you swapping my cum and then her fucking you with the strapon, I'm guessing that she's your 'bisexual friend' and that you've played together before."
Kala just nodded and said, "I wasn't sure if you'd catch it or not. We both got separated at about the same time and for a bit we were totally pissed with men so one night we ended up having sex. We're not a couple at all, more like what you would call 'friends with benefits' when we need more than our own fingers or toys."
Then she asked why I wasn't online and I told her about Estelle having to work late. "Oh, so that means you'll likely be a bit hornier tonight?"
I grinned and said, "Most definitely!"
"Good because Bella and I were thinking we'd switch so she could use the strapon and I could get filled and then licked."
Just then a whole group came up for drinks and we weren't able to keep talking so I grabbed a drink then moved to a lounger and enjoyed what sun there was. I spent some time out in the water, on the beach and a few more drinks but there were always others around or someone else working with her so we couldn't have much of a conversation. When I headed back, I mouthed the word, "later" and got a smile and a nod from her as she poured a round of drinks for a small group.
Sure enough, just after 11, there was a tap at my door and I let Kala in. When I asked where Bella was, she said, "She went home sick this afternoon, so you're stuck with just me. Is that ok?"
"Definitely, I'll bet you can do it all by yourself."
She just grinned and said, "I was hoping you'd say that so I brought the strapon anyway."
First, we shared a hot kiss and then quickly undressed each other. I loved how she looked naked and when I told her so she said, "Oh, so you've got a thing for black women do you?"
I just grinned and said, "No, skin colour doesn't mean much to me. I've got a thing for good looking women with totally sexy bodies and you definitely fit that category."
"That's one of the best answers I've heard!" and with that she gently pushed me back onto the bed and moved between my legs.
After a minute or so of enjoying the feel of her lips around my cock, I suggested she turn so I could lick her too. I think both of us were getting close to cumming when she stopped, moved around and said, "As much as I'd like to cum from your tongue, I really want to feel your cock in my pussy again until you fill me with cum."
I had no problem with that either so I gently rolled her onto her back and after raising her legs slightly, I slowly slid my cock into her pussy, just like she'd done with the strapon in my ass the last time we were together. As much as I wanted to fill her with cum, I also wanted to last as long as I could and make her cum as much as she could. I kept up a slow, steady rhythm and both of us enjoyed me teasing her clit at the same time that I sucked on her nipples. It didn't take long before I knew I'd better switch to a different position so I could last longer. Sliding out, I told her to lay on her side and then I spooned behind her and slid back into her. I was still able to play with her nipples and maybe it was the added friction of her legs holding her pussy tighter around my cock but after only about 20 strokes, I could feel the muscles in her pussy start to flutter as she moaned and came.
With a soft, "My turn to ride!", Kala moved me to my back, straddled me and lowered herself onto my cock. Maybe 'lowered' isn't the best word because as soon as she felt my head sliding inside her, she pretty much dropped until I was fully inside her. Then she slowly lifted herself back up and dropped again. It felt good to me but it was apparently feeling really good for her because almost immediately, she started moaning. Her moaning got even louder when she reached down and started rubbing her clit. It wasn't long after that before she came for the second time and this time, it was much more intense and lasted longer. She kept riding me like that through two more orgasms until I knew I was getting close and suggested I could take her from behind until I filled her pussy.
I knew I wouldn't last long that way but I also knew I'd be able to give her some nice deep strokes before I came. I held off as best as I could but it didn't take long before she felt my cock throb as I shot stream after stream of cum into her pussy. Maybe knowing what was next was what did it but even as I was still cumming, she came as well. When I was done, I said, "Stay right there" and then as quickly as I could, I pulled out, turned around and got my head under her pussy. Having done it with Bella before, I knew what I was in for and was looking forward to it so without hesitation, I started licking her pussy as my cum oozed back out and I was enjoying the taste of our combined juices. When she shifted slightly so her clit was over my face, I gave it a good licking and sucking as I slid a couple of fingers in and out of her slick pussy hoping that she'd cum again. After a minute or so of that, I got my wish and as she came, she moved back so my tongue could go back to licking whatever oozed out of her pussy. When she started to move to the side, I held her by the hips so I could lick her clit to take her to another orgasm.
When I finally let go and she rolled to her side, she said, "Holy shit, now I know why Bella said she'd never enjoyed getting eaten as much as she did while you licked her after cumming. Damn that was good!"
After kissing some more, I said, "Whenever you're ready to move to the strapon, I'm good to go."
With just a simple, "Fuck ya!", she reached for the bag she'd brought and pulled out the strapon and harness. Right away, I noticed it wasn't the same one and when I asked, she said, "Well, neither of us have ever had a guy as thick as you so I thought maybe you'd be open to something a bit thicker too!"
I couldn't really argue her logic but looking at the strapon, I wasn't totally sure. It was about 9" long and almost as thick as my cock was. When she saw me looking at it, she grinned and said, "I actually bought it the day after the three of us got together because both of us enjoyed the thickness of your cock so much, we've already fucked each other's pussy with it but figured it'd be fun to see how well it worked in your ass first."
"Well, only one way to find out I guess, how do you want me?"
"How about you lay on your back with a pillow under your ass to make it easier and then in a bit we can switch and I'll give it to you from behind."
Once I was in position, Kala reached back into the bag and pulled out a small vibrating egg. When she saw my puzzled look, she just laughed and said, "This one's for me!" then she turned it on, slid it into her pussy and then put the harness on to hold it there. Next, she grabbed the lube and at the same time I felt her finger getting my pucker nice and slippery, I watched as she took the head of my cock into her mouth. I was still fairly soft from cumming so she easily took my entire length into her mouth but as I hardened again, she wasn't able to get as much in until eventually she was only sucking on half of it while she stroked the rest. The two sensations worked beautifully together and while she sucked and licked my cock, I felt her add a second and eventually a third finger into my ass before she looked up and whispered, "Feels to me like you're ready, what do you think?"
"Go for it, but go for it slowly!"
I'd played with a few toys on cam with Estelle before but this was definitely the largest thing I'd ever had up my ass and even as the head opened me up, I knew there was a good chance it was going to hurt a bit but I was also pretty sure that there'd be more pleasure than pain. When the head suddenly popped in, I suddenly wasn't sure about my thoughts on pleasure vs pain because it definitely hurt but with her going slow and gentle plus stroking my cock, I finally relaxed enough that I felt more of it slide in until it hit the inner muscle ring. It took even longer for her to get past that one and again it hurt when it popped by but when I felt her hips right against me, I knew I'd taken the whole length. After waiting a few seconds for me to get used to it, she pulled back slightly and then pushed back in again. She kept repeating that except each time she pulled back, it was a little further until after a few minutes, almost the entire length was sliding fairly easily in and out of my ass. By now, my cock was not only fully hard again but oozing precum which let her hand slide up and down the shaft easily. Just when I could feel that I was getting close to cumming, she pulled out and told me she wanted to try it from behind.
Once we'd re-arranged ourselves, I felt the head pressing against my back entry again. It definitely slid in easier than the first penetration but with the new angle, it felt bigger and was hitting my prostate even better. As she thrust in and out of my ass, I heard, "Damn, every time I push in, that moves the egg a bit and really feels good."
I was enjoying the feel of the strapon but missing her hand stroking me when she suddenly pushed as deep into my ass as she could and moaned, "Oh YES!" and I could feel her hips almost quivering against my ass as she came. When she pulled out, my first thought was that I'd love to fuck her pussy again but then I had a better idea and said, "How about you take that off and then bend over the bed so I can lick you some more?"
After pulling the harness off, she started pulling the egg out so I stopped her with, "No, leave it in for now - it'll just add to the feeling."
Once she was bent over the bed, I kneeled behind her and started licking her slit, every so often dropping a bit lower and giving her clit a few quick flicks with my tongue. It didn't take long for her to start moaning so I pulled away just enough to say, "So in the last week, you've had three firsts; fucked a guy's ass with a strapon, swapped cum from your mouth to his and had your cum filled pussy licked. How about one more thing you've likely never had?"
Even as she was saying, "What?", instead of her slit, my tongue flicked over her pucker, getting an immediate, "Oh fuck, you're right - no one's ever..."and then as my tongue made a few more passes over and around her pucker, I heard, "but damn it feels good!"
I'd never used my tongue on a woman's ass before and while I'd thought of it, it wasn't even something that Estelle and I had talked about. Knowing that she was enjoying what I was doing, the next time my tongue was going over her pucker, I stopped and gently pushed the tip inside her. Her "Ohhhhh!" of pleasure was all I needed to keep going and as I kept tonguing her rear entry, I eased two, and then three fingers into her pussy at the same time. With the combination of my fingers and tongue, I was able to get her off twice before I stopped and stood up. As I'd been tonguing her ass, I'd gotten as much saliva in and around it as I could, plus I'd grabbed the lube and gotten my cock nice and slick so when I pushed the head against her back entry, she opened fairly easily. By the time my head popped in, she was definitely breathing heavier and when she felt the rest of the shaft sliding in she said, "Holy shit you feel even thicker than in my pussy!"
As I kept up my slow, short and gentle thrusts I whispered back, "Now you know how my ass felt not too long ago."
It took a few minutes of gentle pressure until her ass had opened to accept my full length and width and I could feel the vibrations of the egg on my cock.
"Damn, that's definitely the fullest my ass has ever been with a cock or a toy but it feels really good!"
It had been a while since I'd been with a woman who enjoyed a cock in her ass and I'd been thinking of what it would be like to fuck hers since I first saw her naked, so as I kept stroking in and out, I whispered back, "It feels really good to me too! Can you cum just from a cock in your ass?"
"Sometimes and I think this is gonna be one of them!"
"Then let's make sure you cum nice and hard, reach down and rub your clit at the same time."
She did and it wasn't long before she was moaning for me to go faster and harder. I had no problem with that and a few minutes later, she started cumming. I'd been getting close but when I felt her ass squeezing and releasing my cock as she came, my orgasm hit and I was filling her ass with spurt after spurt of cum.
When I finally pulled out, a few globs of cum hit the bedspread. We both lay there and relaxed for a few minutes before I said, "It's not a huge bathroom but want to join me for a shower?"
Kala quickly took me up on my suggestion and soon there were two naked bodies, touching, kissing and washing each other. When we finished, I think we were both considering some more fun but by then it was almost 1am and Kala said, "Damn, I'd better get going so I can get some sleep before work tomorrow."
When I suggested she just stay, she gave me a quick kiss before saying, "If I did, odds are I wouldn't be getting the sleep I needed and while management looks the other way if staff have some fun with a guest, I'd be in trouble if anyone found that I'd stayed the night."
That was understandable so she headed out and I went to bed. When I woke up the next morning, it was a beautiful day but knowing I was flying out, I grabbed breakfast and then got everything I could packed before heading to the beach. When I got there, Kala was just opening the bar and there was a younger woman working with her. I could hear them talking and giggling a bit but when I went up to the bar, both of them went totally quiet.
Somewhat jokingly, I asked, "Were you ladies talking about me?"
From the look on Kala's face, I knew I'd actually been right and then she said, "Well, I hadn't actually said 'who' it was but seeing as you've brought it up; Mark, this is Dawn and Dawn, this is Mark, the guy that I've been having some fun with. Dawn just got married and I was telling her about some of the fun that I'd had this week but I'm not sure she believes me."
That's when Dawn looked at me and said, "Have the two of you really kissed after you came in her mouth?"
"Yup!"
"And you've licked her pussy after you've came there too?"
"Yup!"
"Damn that sounds hot! I've never had a guy willing to do that."
"Not only was I willing, I enjoyed it too."
Then Kala said to her, "Would you like to see?"
"I'd love to but I'm not going to cheat on my new husband."
That got a chuckle from Kala before she said, "I didn't mean you had to try it and there's no good place here to fuck but I'll bet Mark wouldn't mind if I gave his cock a nice sucking and you could watch us swap the cum afterwards."
Her simple, "Fuck ya!" was the only answer we needed so Kala motioned me around behind the bar. When I got there, there was a small area with some lattice for storage that pretty much blocked anyone else from seeing anything. Not waiting any longer, Kala undid my trunks and pulled them down, releasing my already hard cock.
"Holy shit he's thick!"
"I told you he was! Why do you think I said my ass is a bit tender this morning!" and even as she was talking, she was kneeling down and taking about half of my cock into her mouth. By now, she was learning what I liked so as she sucked and licked the first half, she used her hand to stroke the remaining half. We both knew there wasn't time for a long, slow session so she gave it everything she could and I didn't try to hold back. In just a few minutes, I was spurting a nice load into her mouth. When I finished cumming, Kala stood up, opened her mouth and showed Dawn all the cum. Then she turned to me and as Dawn watched with a slightly open mouth and wide eyes, Kala and I kissed until we separated and I showed her that now, all the cum was in my mouth. As Dawn watched, we went back to kissing before showing her that we both had some of my cum in our mouths and then swallowed before kissing some more.
"Holy fuck, I think I just came a little from watching you guys and I know I'm wet. I'm not sure how but after seeing that, I'm really hoping I can talk my hubby into doing it sometime."
Kala just grinned and said, "Well, maybe just tell him that you overheard one of the other women talking about it and it got you really turned on. If that doesn't work then maybe tell him if he's willing to try it, you'd be willing to try anal with him, you mentioned that he's wanted to try it and you've said no."
"Hmm, hopefully the first option will work because I'm not really sure I want to try anal but if it means getting to try what the two of you just did, I might just go for it."
With that said, I gave Kala one last kiss before saying, "I've got to go and grab some lunch before getting ready to go. This was definitely the best trip I've ever taken thanks to you."
And then so Dawn couldn't hear, I mouthed, "And Bella!" before heading back up. I grabbed some lunch and when I tried connecting to see if Estelle was online, the damn internet was down so after trying a bunch of times, I finally gave up, grabbed a cart and moved all my stuff up to the lobby for loading. It wasn't until I got to the airport that I finally got an internet connection but we really couldn't have any cam fun there so I just sent her a message letting her know I was at the airport with the details of what Kala and I had done the night before and that morning. It wasn't long before I got the reply of, "Damn! Now I really wish I'd been able to meet you there. Hope you have a good flight and I'll be looking forward to seeing you on cam again soon!"
As always, the resort had made sure everyone was at the airport way plenty early so I found a relatively quiet corner and we spent the next thirty or so minutes messaging back and forth. After a trip or two to the customer service desk and a call to my boss to get a few more days off, I was finally boarding my flight about 6 hours later except instead of heading home, I was now on an overseas flight that would eventually get me to England where Estelle would be waiting for me at the airport!
You need to log in so that our AI can start recommending suitable works that you will definitely like.
There are no comments yet - be the first to add one!
Add new comment