Karen's First Time

Like many people, I was really mad, confused, upset and various other emotions after my divorce from first husband. He cheated often. Constantly saying it would never happen again, and of course it did. Then we separated for a bit. Once we got back together he said it wouldn't happen again. At this point he talked me into swapping a couple of times. I went along with it thinking it would help the marriage, of course it didn't. And I soon found out that he was once again screwing his secretary. So I knew divorce was looming so I went out and a brief affair with a married coworker of mine. To be honest he was a nice guy and I felt bad being the other woman. I felt really guilty one time we were on a business trip together, we had been in meetings all day and were back in his room and had a drink or two. I had removed my blouse and he had removed his pants and I was on my knees giving him oral when the room phone rang (cell phones not that common back then). It was his wife....for some reason I felt sorry for her. The affair soon ended after that. 
 
Fast forward a few months, my divorce is final and I had just moved into a apartment. Across the street from the apartment was a shopping center which was handy, because there was a grocery store there and a dry cleaners that I would use.
 
After a couple of long weeks at work (I had attended back to back conferences) I had a weekend to myself. I had made no plans because I just wanted to rest up after the road trips.
 
Saturday afternoon I decide to walk over and grab some things at the store. While walking down one of the aisles a man comes walking towards me. We just smile at each other, no words spoken. Well it was at that point things startled to tingle. I was now horny and realized I had made no plans to go out Saturday night or Sunday. So now I'm feeling bored and horny.
 
As I'm walking out of the store, I noticed the guy I smiled at getting into what looked to be his work van. Not sure what came over me (maybe the new sense of self-empowerment after the divorce), I simply walked up to his van and motioned for him to roll down the window. I simply smiled and said, "Not sure if you are busy with work, but if you have time for a quick fuck I live in apartment 212 right across the street". Didn't wait for a reply, simply turned and walked towards my apartment.
 
Needles to say my heart was beating a bit fast as I walked across the street and up the stairs to my apartment. I went into the kitchen and put the few things I bought away...and then heard a knock on the door. Now my heart rate skyrocketed.  I opened the door and said something like, "I'm glad you had some time to spare." I barely gotten the words out when he had grabbed me and pulled me close to him and next thing I know our tongues are entangled and our hands are exploring each other's bodies.
 
Once the door closed I thought we would head to the bedroom but I guess we were both so hot and horny we ended up fucking right there on the living room floor. Never made to the couch let along the bedroom. Clothes were off in a matter of seconds. We barely said a word to each other the entire time he was there....which I guess was 45 minutes or so, it seemed to go by so quickly. I was wet the moment he touched me and he went down on me instantly. Now he didn't go down for a quick lick and then expect a blowjob he stayed down there until I came, and I came hard. I returned the favor and went down on him....he fucked me from behind, me on top of him and missionary. I knew I came at least one more time. I'm sure he came but I just remember him being hard all the time lol.
 
After my second orgasm I was out of breath and thought I was about to pass out. At that point he got up and said he had appointment he had to get to. He dressed and left, I was still nude, sweaty and hot and just laid on the floor for another half hour trying to put my thoughts together on what happened. I tried not to over analyze it, just took it for what it was. A great fuck session with a guy I never saw again.
 

My fantasy has always been to watch my wife get fucked by another man. We have been with another woman before which is a whole story in itself that I’ll tell you about later.
 
One night several years ago my wife and I had gone to a club. Not your ordinary club, but a good club for swingers and singles. The night had started out rather slow and we were not finding any action that I had hoped. My wife knows what she wants and that is what we go with. And that night we found what she wanted and it was such a great experience she knew she wanted to do it again. She had gotten fucked by a black guy and she had enjoyed it. So, when we got the chance, she wanted to try it again.
 
Being at a swinger’s club isn’t really her thing, but fucking in front of people or listening to them fuck is a big turn-on for her. Since we don’t live close to any swingers’ clubs or anything of that nature, we don’t get many opportunities to do anything like this.
 
A couple of years ago we got a chance to go to another club. Yes, one of those clubs. We were looking for a little fun and hoping to find something as good as the last time we were out. We talked to many people as the night went on and my wife was trying to figure out what we were going to be doing to have fun that night. There was a hot blonde that was interested in us and kept on grabbing my cock which my wife was loving because this was getting her going. My wife and I decided that this was not what we had in mind for tonight, so we just kind of let that slide and we went on to pursue something else. She said she would know it when she saw it.
 
My wife had put a couple of drinks down and was feeling pretty good now. She was a little more daring and said she wanted to go change outfits like she did when we had been to a club previously. We had brought the very same sexy outfit that was see through, so she went and changed into it. When she came back out, there was not one guy's eyes on anyone but her. Even the women were looking on in awe. She is a beautiful woman that knows how to control a room.
 
One guy came up to me and told me he was jealous. He said he would do anything to get to fuck my wife, but she just didn’t feel right with him, I guess. As we were standing around, in came this well-built younger black guy and I think she almost came right there. The look on her face was almost mind blowing. She got this horny grin and told me she was ready to start our night. As he walked by her, she gave him this dirty smile and took her hand and rubbed down by her cunt. He stopped walking and came over to her and asked if he could help her with anything. She just smiled and said that I think you already know what you can do. They danced around a little bit, but I could tell she couldn’t take it anymore, so she quickly unzipped his pants and took out his cock and grabbed it and lead him into another room like a dog on a leash.
 
I stayed back a couple of minutes to give them some time to get to know each other. When I did finally get to the other room, they had already undressed and she was sucking his cock. It was larger than mine. Not much longer, but thicker. I could tell she liked it.
 
My wife had picked a room where people would be able to watch if they wanted to. I stayed back in the wings and was kind of hidden so she really didn’t know I was even there.  As I watched my wife in action, I could tell she was enjoying every second of this guy’s cock. She was sucking it like there was no tomorrow.
 
Now it was his turn to return the favor. He got his face down to her pussy and started licking like it was candy. She was turning red and I could tell she was already about to cum. She was squirming and shaking and he was getting her cunt all ready for his big shaft. But before he fucked her, he now spread her legs out and started fingering her pussy to the point that she started squirting fluids all over the sheet they were laying on. It was like the flood gates had opened up and all the juices were flowing.
 
She finally had all she could take because I’m sure she had cum multiple times already and I could tell she just wanted to have him inside her. I heard her say to give me your big, black cock. He asked her if she wanted him to put on a condom and she told him no, she wanted to feel him inside her cunt.
 
He took her and spread her legs wide and slowly inserted his bbc into her tight cunt. She told him to go slowly because she said it was so big that she needed to get used to it. After several minutes of the slow movement, she said she needed him to fuck her harder so he started to go full penetration into her dripping wet cunt. She was telling him how good his cock felt, and how she loved fucking him.
 
They switched positions multiple times with her sitting on top of his cock and riding him like she has never ridden before. My wife took his whole cock inside of her as deeply as she could, rubbing back and forth and cumming time and time again.
 
They finally switched back to missionary style and were fucking hard when I heard her say to him, she wanted him to cum in her pussy. She said she wanted to feel his cum drip out of her pussy all night long. When he heard her say that, he started to pick up the pace and finally started moaning and said he was about to cum. My wife was now cumming herself and as he shot his load inside of her, she started squirming and shaking with every pulse of his exploding cock. Her body was red from all of her orgasms, and I could tell she was getting worn out. They had gone for almost 40 minutes of nonstop action. Not to mention that all the other people that had gathered around to watch started going to other parts of the place as they had gotten a show that they would remember forever.
 
When he pulled his now soft cock out of my wife, I could see the cum dripping down her ass. She was getting what she wanted, I guess. She would be able to feel his cum dripping out of her the rest of the night. But I didn’t realize that she was not done yet. She wanted more. My wife took his cock and started sucking on it again. I guess he was young enough that almost instantly he got hard and she took his cock and guided it into her cunt and said she needed more of his cum. He fucked her for another 10 minutes until he exploded with more cum inside my wife’s pussy again. Again, as I watched the cum drip down her ass, she was getting what she wanted. She was going to feel this the rest of the night.
 
They both started cleaning up a little and I slowly came out of the crowd that had gathered. She saw me and gave me that dirty little smile she sometimes gets. My wife asked me if I had enjoyed her show. She said she needed to have a little more cum in her pussy tonight and she now wanted mine. Her new little friend just kind of sat back in the corner and decided to watch us.
 
I knew I wouldn’t last long because I had almost cum multiple times just watching her. With some of the crowd still watching I got undressed, and slid my wet with pre-cum cock into my wife’s cum-loaded pussy. I fucked her until she started cumming. Her cunt convulsed so hard that it squeezed my cock and made me start to cum. I came in her pussy, mixing my cum with my wife’s new fuck buddies cum. I pulled my cock out and watched it all slowly slide down her ass. She got up and went over to our young fuck buddy and she gave him a long passionate kiss and said thank you for such a great time. He gave her one last little finger fucking and handed her a card of his if we were ever in the area again.
 
He left after he got dressed and we got cleaned up and went out to the main room. I had multiple people including women and even the bartender say that my wife was one of the women they would like to fuck if they ever got a chance after seeing her in action. I guess I’m the lucky one here.
 
Later that night when we were driving to our resort, she slipped her hand down pants and put her fingers in her pussy. She brought them out and rubbed them on my face. She smiled and said we gotta do this again sometime as we pulled into the parking lot to call it a night.
 
And what a night it was.

Ok so this may be a bit taboo and yes there are plenty of issues that come with this… but our conversation (and fantasies) revolve around swapping and sex in this fashion.
 
It might sound silly but is this frowned upon in swinger circles? Would we be blacklisted or is there a place for this?
 
We wouldn’t be sleeping around and maybe hope to find a regular couple or 2 to have this fun with, but as a general rule what’s the community’s approach to those coming in and looking to have bareback sex?

It has been quite a few years since we have been able to get away for our anniversary and we finally planned a week away for just ourselves at the beach.  We decided to go during the late summer when my wife's parents could watch the kids during summer break.  We had a lot of anticipation and excitement leading up to it and left early on a Saturday morning to be able to fully enjoy our first day.  We had an early check in for the room and got up there before noon and decided to get ourselves settled before going down to the pool area.  We splurged and had an ocean-facing balcony so when my wife was unpacking I went out to take a look.  When I came back in she was standing there laughing as she held a 24 pack of condoms and looked at me and said, "We are here for 6 days, this might be a bit much."  I smiled and said, "Just wanted to make sure I had enough."  Of course she couldn't let it go by without responding, "You know, if you just had a vasectomy, we wouldn't need these anymore at all." I replied,  "I know, I know."
 
So we finished unpacking and she changed into her bathing suit.  We are both 38 and have pretty nice bodies but for her, she doesn't enjoy wearing a bikini anymore.  She is 5'6" cute brunette with long hair, a firm sexy ass and soft 36D tits.  She changed into a sexy suit none the less, it was kind of like a bikini at the top but with an added amount that covered her stomach.  I didn't mind as I could still admire her breasts.  When we got to the pool area we went right to the bar and the drinks kept flowing.  We laid by the pool, walked by the beach and spent some time in the water but mostly just had drinks in our hands.  On the way back to the room we stopped by the front desk and bought a few 6-packs for the fridge in the room.
 
We walked up to the room carrying our beer and as soon as we got inside we put the beers down and started really kissing, then she pulled away and said to save it for later because she wanted to have a few drinks on the balcony.  I hand her one and she goes out on the balcony while I put the others in the fridge.  Then I walk out and hear her talking to someone, that's when I saw that the room next door had an adjoining balcony.  He was a younger guy named Jeremy and was having a pleasant conversation so I offered him a beer and then sat down.  We talked for a while and it was a lot of fun and my wife then made a comments and said, "You must be having so much fun with all these young sexy girls on the beach."  He just laughed and said that he enjoyed some of the sights.  I jumped in and responded, "I like what I get to look at" and got an eye roll from my wife.
 
My wife said she wished she still had the body she used to have, especially the perky tits.  Without thinking I reached over and grabbed a tit and said that they were great.  I expected her to swat my hand away but she left it there and said I only liked them because I was stuck with them.  I immediately looked at Jeremy and asked if he thought they were nice too and he just smiled and said he didn't mind looking at them. 
 
This is when I realized that the drinks had really hit her because she stood up and leaned over, squeezing them together with her hands saying, "They might look good from this angle."  She bent over a little too far and fell into his lap and they both started laughing.  She collapsed on her knees in front of him and looked at him and asked, "Do you really think they look nice?".  He insisted yes and she still argued that he was just saying it to be nice.  So I leaned forward and reached around and grabbed her top and pulled it open with her tits spilling out. "Now he can see them and I know he likes them," I said.  He said they looked so nice and soft and that he really did think they were nice.
 
She told him how sweet he was and that she wanted to make sure he got a nice view of them and I sat and watched as she reached forward and pulled his swim trunks to his ankles.  I sat speechless ash she leaned forward and squeezed her tits around his dick slowly tit fucking his cock to make him hard.  As she did it she asked if her tits were as soft as they looked and if he enjoyed the way her big areolas looked on her big tits.  "Those are the most suckable nipples I have ever seen," he responded.  She quickly stood up and pushed one of her tits in his mouth and his hands immediately went to her ass and he effortlessly slid her bottoms off.  As he was sucking her nipples back and forth he was also rubbing her pussy and driving her wild.  She spread her legs open wide enough to straddle him and sat down on his lap with his dick in between them.  He was really enjoying her tits and I know how much that turns her on and how crazy he was driving her. 
 
It was then that she leaned forward dragging her pussy along his dick then letting the tip touch her pussy as she started working her way down on it.  At this moment is when I noticed just how big he was, she was about halfway down and working it up and down inside her but he wanted more.  He grabbed her ass and started pulling her down onto his dick.  She moaned, "Oh my god I am so full.  You are so deep.  This is stretching me out so much.  God keep going".  When she said keep going is when he thrust his hips upward and went all the way inside her.  She was just moaning "Oh fuck me!" over and over as she rode his dick through an orgasm.  She was really pushing down to get it all inside her when I saw him grab hold of her ass and clench up and I knew he was cumming.  She got up right after and walked inside the room and I didn't know how she felt about what just happened.
 
She was only gone for a minute and came back with a beer and handed it to Jeremy.  Then she turned and got on her knees in front of me and pulled my pants down to see my already hard dick.  She sat on my lap like she did his and had my dick pushed between us.  She was kissing me deeply and then kissing my neck and told me to close my eyes.  So I did and and the next thing she did was slide back a little and then I feel her touch my dick.  She kind of giggled as she unrolled a condom onto me then got on top and pushed my dick inside her.  She was riding me and told me that since I brought condoms that I needed to use them.  She kept talking and said: "Wow, doesn't this feel so strange to get sloppy seconds while wearing a condom. Jeremy made my pussy all loose and sloppy for you."  I couldn't think with how wild this situation was.  She looked at me and continued, "You know he hasn't even kissed me and I have his cum in my pussy."  With that I tensed up and came in the condom.  
 
She went inside the room and laid down in bed and fell asleep immediately.  Jeremy and I finished our beers and then both went to our rooms.  I laid in bed for hours replaying what just happened as she slept soundly through to the morning.

Last year, my husband revealed that his biggest fantasy was me being a hot wife and fuck other men. He said it turned him on to see another man’s cock in all my holes.
 
A few months ago, he took me to an upscale hotel in Dallas, I finally gave him what he wanted.  He was the wildest Saturday in my life. 
 
First, he booked an in-room massage for me.  The masseur was a young, well-built black man.  As I laid on his massage table, he slipped out of his clothes.  I swear his cock hung nearly to his knees. At the end of the massage, he started rubbing my clit and fingering me.  He brought me off several times. He then moved closer to my head and started rubbing my tits, pinching my nipples, and fingering my cunt at the same time.  His semi-hard cock was within a foot of my mouth so I reached out and put in my mouth.  He instantly became hard as I sucked him.  He then grabbed my head and pushed his cock down my throat.  I soon felt and tasted his cum flowing down my throat. 
 
After he left, I texted my husband and told him to come up to the room.  I thanked him profusely and stepped into the shower while J laid out my clothes for the evening.  When I finished my shower, I saw my outfit J picked out.  It was a blue silk dress with chains with three chains across the back.  Obviously, no bra tonight.  He also didn’t pack any underwear as he wanted me to go “commando.” A new pair of stilettos accompanied the beautiful dress.  When I finished my makeup, I slipped on the dress.  The dress was very short, only 3 inches below my pussy.  The material was very clingy and you could clearly see my nipples and areolas. After I finished dressing, J told me an Uber was waiting for me outside to take me to a fancy cocktail bar about 4 blocks away.  He told me to sit at the bar and order a drink.  He would be along in an hour or so. 
 
I nervously climbed into the Uber.  As I slid into the back seat, the hotel door man got a good peak up my dress as it slid up my thighs.  Our sex life was beginning a new chapter. 
 
I walked into the bar and felt the eyes of every guy turn towards me. I sat at the bar and ordered a Manhattan. It didn't take long for the first guy to sit next to me.  Within 5 minutes, a handsome Hispanic man asked if he could sit next to me and buy me a drink.  I nervously agreed.  As we chatted, he scooted his chair closer to me and placed a hand on my thigh.  My bare thing!
 
He repeatedly eyed my body from top to bottom.  The dress that was hugging my body, and my swaying breasts.  I wore a gold necklace that hung just above my cleavage. He lifted my necklace up to look at it and brushed my breast as he did so. 
 
Shortly after another guy approached. He was also handsome & charming, but there was a bit of an edge to him. He bought me a drink, we chatted a bit, and this time I did feel excited.
 
His name was E and he owned his own business. He was very handsome so I really didn’t care about that information.  As we started our second drink together, husband arrived.  I now knew where this was going. 
 
The three of us had a nice dinner and did some dancing.  E- then asked if I wanted to get out of there. I knew what that meant, so I eagerly said yes.
 
The three of us to our hotel room.  J made us some drinks while E started to caress and kiss me.  The drapes to our room were open.  As admiring the beautiful Dallas skyline, E slipped my dress off which sank to the floor.  He asked me to keep my shoes on.  I watched our reflections as E kissed me all over.  He lifted me up and pressed me against the window. The glass was cold against my bare breasts but I didn’t care as E’s hot breath kept me warm.  Soon he pushed me onto the bed.
 
I pushed myself away from him, turned around, got on my knees and unzipped his pants, revealing a nice, uncut cock. I gave E the experience of his life, sucking him off in front of the window. I started slow and methodical, but after warming up starting sucking him at a feverish pace. He groaned, occasionally telling me how good it felt and how I was a good little cock sucker.  His hand grabbed my head, pulling me deeper into him. I took every inch of him in, then felt his cum shooting into the back of my throat as he gave a deep groan.  He held me there as I took all of his cum in, swallowing every drop. As his half hard cock left me mouth, I looked up at him, giving both him and J a mischievous grin.
 
He took forced me back onto the bed and started licking my cunt. I felt my first orgasm of the evening come over me as he licked my cunt, tongued my clit, and fingered my asshole. 
As I came down from my orgasm, I felt his hard cock slip into my soaking wet pussy. He asked if he needed a condom.  I said “No, I want your raw cock in me."
 
His cock started sliding in and out, in and out. The whole time he whispered in my ear, telling me how good my pussy made him feel... how tight it was... how wet it was. How naughty of a girl I was for taking in the cock of a man I just met.
 
He moved me over onto my hands and knees. He kept sliding in and out of me, dominating my pussy as he fucked me hard.  "Oh yeah, fuck me." I said to him. He started thrusting harder into me. I felt my second orgasm of the night building. "Don't stop, I'm going to cum."
 
My body gave out as my second orgasm overtook me. Holy shit did that feel good. Just as I began to come down from it, I felt him give a big thrust and cum deep inside my unprotected pussy.
 
He collapsed onto my back, his heavy body pressing me into the bed. "God you're so sexy," he growled into my ear.
 
We laid together in silence on the bed as J watched us basking in the afterglow of our fucking. I then felt J on the bed.  He was on his back with a nice erection.  I took him into my mouth then J said, "Ride me please."  I straddled J and started riding his cock. 
 
J then grabbed my waist and pinned me.  I then felt E working a lubed finger into my ass.  I slowed my pace and steadied my breath as I took his entire finger in my ass.  I bit my lip and waited for the next step.  I then felt E slip his cock into my ass.  I now had my husband in my cunt and my new lover in my ass.  The two men started fucking me in earnest.  "Fuuuuccckkkk..." I groaned as his cock entered me again. J and I did anal sex all the time, but this was a bigger cock than I was used to plus J was in my pussy making every hole tighter.  I simply hung on for the ride of my life. 
 
After letting my ass adjust to E’s cock, he started thrusting into me, very slow and methodically at first. He then started fucking me like his life depended on it.  It didn't take long until my most powerful orgasm yet overtook me. I let out a groan-scream as my ass pulsed around his cock.
 
E and J kept fucking me through my orgasm, gradually picking up the pace. Then the let out a groan and came inside ass and cunt. My holes were now filled with cum. 
 
It was the best Saturday of my life.  Counting the masseur, I took two loads in my mouth, two in my cunt, and one in my ass.  After E left, J and I cuddled and drifted off to sleep.  I had the sweetest of dreams.