Cheryl on the Table

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.
 

Which one of the two are you more like?
 
Myself, I'm more of a Voyeur. Just something about watching gets me going!!!

J and I have been married for 41 years.  Our sex life has been up and down for many years due to jobs, children, grandchildren, and life in general.  We were married 39 years when she finally agreed to consider swinging and having sex with other people.  After our first encounter with another couple, she realized she really enjoyed the alternative lifestyle and almost overnight became a sex machine.  People called her insatiable.  One of her new fantasies was to see to be pleased by a big black cock. I finally found a way to make this happen and here is how it played out.
 
J has blond hair, blue eyes, stands around 5'9" tall and wears a size 18 after having two kids. She has a very nice ass, with extraordinarily sensitive nipples.  Everybody she meets lusts after her.  She is very self-conscious though and doesn't think she looks that good.  Her many suitors think otherwise.
 
One Friday afternoon while she was at work, I texted her and told her I had a surprise for her.  When she arrived home, I told her to shower and shave and I would pick out her clothes.  
As she showered, I laid out a very short black skirt, yellow semi-sheer top, and 4-inch heels.  No underwear!
 
As we traveled to a town about 15 miles away, I told her I arranged a sensual massage for her from a black man at his apartment.  She was nervously excited.
 
When we arrived at his apartment complex, we had to climb two flights of outside stairs to his second-floor apartment.  She had some difficulty with her heels so I stayed right behind her to ensure she didn’t fall.  It also gave me the opportunity to look up and see her beautiful bald pussy as the skirt was quite short.  Her skirt was so short, she was unable to cross her legs when she sat as it would ride up to her waist.  She looked back to me with a smirk on her face and said, “Enjoying the view?”
 
We knocked on the door and a tall, black, young man named Christopher answered wearing scrubs.  He was her masseur for the evening.  We sat on his sofa and chatted for a while we discussed the massage session.  He told her that she would be receiving a full body massage and he hoped that she would enjoy it.  When J excused herself to the bathroom, I told Christopher the expectations.  I explained to him her fantasy and told him she would want a superior therapeutic massage then when she was fully relaxed and aroused, he was free to do what he wanted with her within reason.  I further explained I would be taking photos and videos.  He agreed and handed me his camera and said, “Please take some for me.”
 
J returned from the bathroom and Christopher showed her to his massage table and told her to get comfortable. She looked at me, I winked, then she disrobed.  As she laid face down on the table, Christopher very quietly disrobed.  I don’t think she knew he was now naked. His cock was at least 9 inches flaccid and bounced between his thighs as he moved around the table.
 
He started by standing at the head of the table, bending over to stroke her back. As he reached to rub her ass cheeks, his cock touched her head.  She now knew he was naked.  He proceeded to massage her back, shoulders and neck for the next 30 minutes. The harder Christopher rubbed her the more relaxed she became.  When he moved to her legs, he slowly moved his hands up and down, getting closer to her pussy each time.  I could tell she was very relaxed now as she cooed softly.  He then moved to her side and started rubbing her arm and leg simultaneously.  His cock was laying on her arm.  She then grabbed his cock with her hand and slowly started rubbing it and kissed the head. 
 
He then moved to her legs and spread them ever so slightly to be able to access her legs on both sides. He stroked her legs first on the back of her thighs and calves. He then moved inward to the inner thigh and stroked there for a while. Occasionally, his fingers would lightly brush her pussy lips and sphincter. She would gasp and moan lightly. He finished massaging her legs and feet and arms then bent over and started licking her pussy.  She intuitively pulled her knees up under her to give him better access.  He used this position to run his tongue over her vagina and asshole while fingering her clit.  After he enjoyed her pussy and asshole, he asked her to flip over.
 
After J turned onto her back, he again focused on her upper body.  First, he worked on her shoulders and stomach.  He started massaging her breasts from the outer skin where they meet her chest and started moving inward. He reached her areole on the first one and slowly started rubbing his big fingers around it. As he did this, her nipple started to harden even though he had not touched it yet. He did not touch that nipple yet and he moved to the other side doing the same thing. He brought both of her nipples to full attention. After they were standing up, he slowly dripped some oil on them and started rubbing them. You could see J's stomach twitching and her hip rise as he did this.
 
He teased her nipples and lightly pinched them while tugging on them, turning her on even more. He then moved down to her legs. He started at her feet and worked his way up. As he moved his hand slowly to the inside of her legs, he would pull and slightly spread her legs apart from each other in the process. Pretty soon she had her legs spread wide enough to enable him to massage her thighs and see her full pussy at the same time.
 
He worked on her thighs and in the process would lightly touch her pussy. After a short amount of time, he began rubbing her abdomen. He started where her vagina began and worked all around her hips. He slowly would move his fingers in between her legs where the leg met the pelvis and slide his fingers down to her asshole and back up lightly running his fingers over both her ass and pussy.
 
She felt his bare cock next to her arm and reached over and to my surprise, took him into her mouth.  Obviously, the therapeutic portion of the massage was over.  She then grabbed his leg and had him position himself over her. They were now in the sixty-nine position and she had a massive black cock right above her lips. She reached up and grabbed his cock at the base and brought her head up to meet it with her lips.  She slowly jacked his cock in and out of her mouth.  I thought she would have a heart attack when she reached the tip and realized how big his cock was. Fully hard, he was over 10 and a half inches long and about 5 inches around. She never flinched.  He was licking at her pussy and matching her every move when she slowly opened her mouth and proceeded to start licking the tip of his cock.
 
She pulled his cock out of her mouth and motioned for him to position himself between her legs. His shaft was now positioned at the entrance of her wet and willing open cunt. He asked her if she was ready for it and she just smiled. Christopher slowly started to work the head of his cock at her opening, teasing her.  He then slowly slid the head in and she grimaced a little due to the muscles being stretched. He took his time and let her adjust to his size. He proceeded to do this through the beginning slowly sliding his cock in little by little. Around 6 inches was in and she was starting to feel a mixture of pain and pleasure deep inside of her. He would move his cock in and out slowly to help her adjust to the size and depth he was going in her. At about 8 inches, he pulled back and pushed the rest of his cock deep into her until his balls slapped up against her ass. This sent pain through her whole abdomen but he stayed there and let her cervix adjust to the size. The pain started to fade and she felt more pleasure that she had never known before. His cock filled her completely up and she loved it.
 
Soon, he whispered into her ear.  They both got off the massage table and moved to his bed.  She immediately laid on her back and placed her legs high in the air.  Christopher donned a condom, climbed on her and thrusted into her in one motion.  As he started thrusting in and out, J wrapped her legs around his back and interlocked her ankles.  She was now feeling the pleasure of his movements and was working her hips to match him. His cock glistened in the light from the wetness she had. He was moving in and out of her and she was nearing orgasm two, which she has never done in a single session. He kept going and started to work his cock all the way out to the tip and then all the way in again. After about six full strokes like that, she came again. This time she started to squirt, something she never did during intercourse. Christopher’s bed was now soaked.
 
He then stopped and rolled her onto her stomach and resumed fucking her from behind.  You could see her cum running down her legs on the mattress.  Soon he began to cum. 
When they were finished, J started to dress.  Christopher helped her buckle her stilettos and as he did, he leaned in and kissed her vagina.  She then whispered into his ear, “Next time I want you bareback.  I regret not feeling your cum in me."  He smiled ear to ear.
 
As we made our way back to the car, she said, “I’m sure glad we have leather seats!I’m going to be leaking all the way home. What she didn’t know, was a guy was working on his car in the parking lot near our vehicle. Her skirt had ridden up while climbing down the stairs and then climbing up into our SUV. The guy got a good view of about everything to include her cum on the back of her thighs.
 
J invited Christopher to our home many times after that first encounter. True to her word, she let him cum deep inside of her mouth and cunt each time.

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.