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A Happenstance Encounter


Tina and Bob

On Thursday Feb 24 Bob picked me up from work and we decided to stop at this new restaurant bar we had discovered the day before. It was almost 5:30 PM when we walked into the bar. There were two open bar seats and we took them. We were greeted by Cat the bartender and we ordered two glasses of Chardonnay and Bob and I just talked about our day’s events. To Bob’s left was a man drinking a Bud Light, but he soon finished and closed out his tab and left.

 

Soon after that a woman came and sat down in the same seat. As she sat we all made eye contact and just smiled. Cat came over and said "Hi Chrissie", Chrissie said "Hi Cat" and ordered a glass of red wine. Bob and I wondered if she was a local or a visitor. Chrissie looked to be in her early 40’s, she had a slender athletic build, around 5’ 6” or so, strawberry medium length hair, blue eyes and what I guessed was a ‘B Cup’. She wore a wedding ring so we assumed she was married. She definitely was tanned so we wondered if she had an outside type of job. We thought she was attractive but not flashy. She wore dark blue slacks and light blue cotton top that had buttons that came half way down and she had the top three buttons undone. She wore black flat shoes.

 

Bob and I kept glancing at her and finally Bob broke the ice and asked her if she lived locally, she said that she did not, she lived in Kenwood, Ca that is about 75 miles away. Bob and I proceeded to introduce ourselves and we shook hands, she had a firm strong handshake. I asked her if she was traveling and she said yes she was visiting friends in Orlando, Florida for two weeks and that she had a mid-morning flight the next day. We talked about what we all did for a living and she advised that she was a Physical Therapist, worked as an independent contractor so she could make her own hours and take time off whenever she wanted. Bob asked if her husband was joining her, her right hand went immediately to her wedding ring, she hesitated looking down at her ring, looked back up at us and then said no, he passed away three years ago. Bob immediately said, oh we’re so sorry, I didn’t mean to pry. It was an awkward moment, but she said, that’s OK, you didn’t know. She said he was only 39, he died in a motorcycle accident. Now I said we’re so sorry Chrissie. Again looking down and touching her ring she said it’s taken me a long time to be able to get through a day without breaking down emotionally, but I feel like I’ve finally turned the corner, it’s good that I can talk about it and not break down. I realize he’s gone and he’d want me to move on, but I will always love him. At that point I excused myself and went to the bathroom, tears streaming down my face.Once inside the bathroom it became a full blown sob, not because I was sad, but how wonderful I thought it was that a person could love another so intensely and unconditionally. After having a good cry, I got myself together and retouched my makeup and went back out to the bar.

 

Bob and Chrissie were smiling and laughing and apparently everything was back to normal. Bob had ordered us all another round and ordered some appetizers to share. When I sat down Bob said "Chrissie has agreed to show you how to massage the kink out of my back", and he winked at me, and I said "and did you tell her about my neck and shoulders" and he said "I did". I said to Chrissie "That’s great, I’d like to see what the rooms look like anyway".

 

Just then the appetizers arrived, and we did more small talk, she told us that she had immersed herself in her work and had taken up golf. Bob said, "That’s a good way to meet people", and she said, that she mostly plays with the same group of ladies and they are always trying to hook her up with men, but up to now she was not ready for any kind of relationship with men. She said that when she got back from Florida she would start easing into dating men again. I said "Great, you’re too young and beautiful to be alone". Bob said "That’s what I told her". We told her we were in our second marriage and that it is possible for lightning to strike twice, and that it did for us. She said "Well I’ll have to walk before I can run", and I told her that she was right for taking it slow.

 

Chrissie said she couldn’t wait to get to the warmth of Florida. I asked her if she liked the beach and she said yes, she loved being out in the sun. She said that she and her girlfriend would go to Playa Linda and Bob asked isn’t that a nude beach? And she said as a matter of fact it is. She said "I was hoping to see the launch of the final space voyage, but it had already launched the day before". She said "I thought it would have been cool to see it in the buff", and we laughed. We told her that we enjoyed nude beaches and resorts as well and that maybe we could go to one together and she said, "I’d like that".

 

Bob picked up the tab and she offered to share, but we said no it’s our treat. Bob ordered a bottle of red uncorked wine to go. She said "I took a shuttle here" and Bob said "We’ll just give you a ride".

 

Her suite was just a very short distance, but it was raining. We parked close by and made a run to her suite, she was in suite 825 on the second floor. We went into her suite and it was surprisingly large and nice. Chrissie told us to make ourselves at home, and take a look around and that she needed to use the bathroom. Bob went and poured some wine for us and I looked around the suite.

 

Chrissie came out and was in her bare feet wiping her hands in a towel. She said "I ran my hands under warm water, nothing worse than a cold handed massage". I asked her if I could use the bathroom and she said sure. I also made sure to warm my hands with warm water. When I came out Bob had his shirt off and she had one hand on his chest and one on his back. She was probing and asking him questions. I asked wouldn’t this be better if he was lying down? And she said if I had my massage table. So Bob said we could try the bed and she said OK, let’s try it. She told Bob to lay sideways on the bed, with his arms hanging over the bed. She stood in front of him, Bob’s head right about at her crotch level, and I could tell he was enjoying this. She started cracking his spine and Bob was telling her how good that felt, she was looking at me and explaining what and why she was doing it. Bob just kept telling her how wonderful her hands felt and how good it felt. She asked me to come over and do the same to Bob and I said, "Actually I know I will not be able to do it as good as you, just let me observe some more". Bob raised his arms and started rubbing the back of her legs, he said omg you legs are so firm. Chrissie looked at me and rolled her eyes, I am sure a bit embarrassed that Bob was groping her in front of me. I just said he’s always been a leg and ass man, but mainly he’s an ass, and we both laughed at the expense of Bob. I asked her when is it my time and she said whenever you’re ready, just get on the bed like Bob. I said OK and went into the bathroom in her master. I decided to go for it and totally undressed, wrapped a bath towel around me and came out. When I walked back into the bedroom Bob was now massaging/feeling/kneading her ass and she was massaging the small of Bob’s back bent over him. Bob had his face buried in the crotch of her slacks. I stood and watched for a brief moment, and then said OK my turn. I was at the foot of the bed and dropped the towel, Chrissie had a look of either shock or fear, I wasn’t sure which one, but before she could respond I climbed onto the bed next to Bob and layed on my back placing the towel over my lower stomach. I looked up at Chrissie and she said, I can see why you two like to be naked, and I said thank you. Bob was still massaging her legs and I said honey you’ve had your fun, it’s my turn. He got up and off the bed, I could tell he had a full blown erection. Chrissie started probing my neck and shoulders with her fingers and said "Sometimes I wish I had nice large breasts like yours. There are certain clothes I’d like to buy and wear, but they just don’t look good on me". I said "Well sometimes I wish mine were smaller for the same reason". Bob came over with Chrissie’s glass of wine and she stopped and took the glass from Bob and took a rather large gulp. Bob said to us both, but staring into Chrissie’s eyes, "I love breasts period, it doesn’t matter if they’re big, medium or small"; he took his free hand and first felt and rubbed her left breast and then her right. He paused and apparently gave her nipple a slight squeeze and then released. Chrissie took another gulp of wine and handed the now empty glass to Bob. Bob’s pants were bulging. She asked me to roll onto my tummy and her voice was noticeably quivering. She started pushing down on my spine with the palm of her hand, my spine responding with audible cracking. I was looking at Bob as he took off his socks, pants and boxers, he was at full attention as he approached Chrissie from behind. He started rubbing/massaging her shoulders and her breathing as she spoke became heavier and erratic.

 

Suddenly she stopped massaging me, and I heard her say "Bob I don’t think I am ready for this". I looked up and saw that Bob was kissing her neck and was pulling her top out of her slacks as she was trying to tuck it back in. I knelt on the bed and reached out and held her hands in mine. I looked her in the eyes, and said "You need this, let us help you, everything will be OK". Chrissie said, "I thought I was ready to move on, but I just don’t know". I said "You need to trust us, we want to help with the healing process, if at any point you don’t feel like you can go on we will stop immediately". Chrissie said, "You promise?" and we both said "Yes, but trust us, it will be beautiful for you".

 

Bob finished pulling her top out of her slacks and then lifted it off of her as she raised her arms in the air. Bob undid her bra and I lifted it off of her and tossed it to the side. Her breasts were firm and her areolas were light pink about an inch and a half across, and puffy, her nipples extended out a good inch. She looked at me and said "They’re small aren’t they?" And I just said "They’re beautiful". I reached out and held her left breast nipple between my thumb and forefinger and gave it a firm squeeze, to which she responded with an approving moan. I pulled her towards me and sucked the same nipple as Bob was undoing her slacks. I was impressed with how defined her arms were. She had the body of a much younger person, very athletic looking. Bob pulled down her slacks and white baby doll panties all in one motion and she stepped out of them. She asked Bob if there was any more wine and I reached over to the nightstand and gave her mine since I had only taken a few sips from. Once again she took a rather large gulp, looked at me, and asked, "Are you OK with this?" And I said "Absolutely". She finished the glass of wine and she looked at me and said, "OK then".

 

She turned to Bob and Bob said "You are so beautiful" and he kissed her on the lips and they embraced. He eased her onto the bed, and he told Chrissie "Relax I can feel you trembling". She said "I am trying to". Bob laid next to her and said "This will be wonderful". He started kissing and touching her breasts and nipples. It was apparent that Chrissie’s nipples were very sensitive and a source a great pleasure for her. I decided to go for it, and positioned myself between her legs. She looked down at me, and said "This is a first for me". I touched her clit with my thumb and she flinched. I then inserted one and then two fingers into her vagina, she was very moist and warm, and once again she let out a soft moan. I tasted my fingers and then reinserted them back into Chrissie moving then in and out and rubbed her swollen clit with my left hand. Her clit was bigger than mine, looked like the tip of a baby finger. She was definitely responding in a positive way as she started to slowly buck her hips. Her pubic hair was light brown and closely trimmed, but it was more than a landing strip above the vagina, but totally smooth around her vagina lips and anus. Her legs were long, slim and firm and she had no tan lines.

 

I moved up and began to lick her clit as she looked down at me. I positioned her legs up so I could view and lick her anus. Bob asked her if she was feeling more relaxed and she responded "Oh god yes, Tina feels wonderful". Bob said to me, "Let’s switch", and I said OK.

 

I went up and Bob went down, literally. I asked Chrissie if she wanted to kiss me, and she said Tina I am not bi. So I said that’s OK, maybe that’s something we can work on. So I just sucked and played with her nipples while Bob was performing his magic. She was so turned on by what Bob was doing to her that I could tell she had tuned me out. She just kept looking down at Bob so I decided to let her enjoy what was happening and totally focus on Bob. I got off the bed, sat on the sofa and sipped from Bob’s glass of wine while watching the show and touching myself with my free hand.

 

She kept telling Bob how wonderful he felt, she was holding his head in her hands. It almost appeared as if she was trying to shove his head in her pussy. She was grinding her pussy in his face and then it was "OMG,OMG, OMG I’m CUMMING", and cum she did, her whole body shuddered as she continued to hold Bob’s head against her vagina and her chest heaving gasping for air. I knew exactly what she was feeling, and felt a slight tinge of envy as I sunk my fingers deeper inside of me.

I knew Bob had no condoms, and I didn’t have any in my purse, I made a mental note to restock.

 

Bob looked at me, and silently mouthed the word, “condoms”? I just shook my head no and mouthed back the words,” it’s OK”. He winked and smiled, and mouthed the words “I love you”. Chrissie had settled back down and Bob was now working his way back up to her, his cock screaming for attention. He paused at her breasts for sucking, feeling and squeezing. She asked Bob to hold her and they embraced. He asked if everything was OK and she said, "I forgot how good it was to cum like that". Bob pulled her legs up so her legs were bent at the knees and then placed his arms through the opening between the back of the calf and the thigh, pushed her legs slightly up, he again asked if she was OK and she said yes, with that he eased himself up and into her and Chrissie let out a soft moan that sounded like Ohhhhhh as she embraced Bob. Bob just stayed inside her for a moment, making no motion and then slowly raised her legs higher and began to slowly stroke her. He was moving in slow circles on the in stroke and she was moving her hips to his rhythm. I was getting close to climax myself.

 

Bob began to pick up his pace, and his thrusts were getting aggressively faster and harder as he drove his cock into Chrissie as deep as he could possibly go. His balls were now making that slapping sound against her ass. I thought Chrissie was going to hyperventilate her breathing pattern had become so irregular. She just kept saying "OMG you feel so good, OMG you feel so good", but in an out of breath way as if she was gasping for air. I had already climaxed and thought how I should have put a towel down under me because I had gotten the sofa all wet with my cum. Bob was telling her how wonderful she felt. She had both her hands on his ass pulling and encouraging him to drive deep into her. She was bucking her hips up to him and Bob was ramming his cock into her, her legs all the way back to her head, suddenly she yelled, "You’re making me CUM, I ‘m CUMMING, I’m CUMMING!" I was almost shocked that Bob hadn’t cum himself sooner, but now he was pumping her really fast, and then he moaned, "I’m cumming", the final thrusts were deep and aggressive and then he just stayed inside not moving. Both Bob and Chrissie were breathing heavily, Chrissie more than Bob, her chest continued to heave up and down. She moved her hands off his ass and up to his back in an embrace and she said stay inside and hold me. I decided to give them a few minutes of intimacy, and go into the bathroom and get dressed. When I came out Bob was using the towel I had previously wrapped around me and was using it to clean both his and Chrissie’s cum from her vagina. Had they waited I would have licked Bob’s oozing cum away myself.

 

Chrissie looked at me and said "Tina, thank you for sharing your husband with me; you two are wonderful", although I really knew she meant Bob was wonderful; I said "You’re so very welcome". I said to Bob we should leave and let Chrissie get some rest before her long flight tomorrow. It was almost 9 PM and Chrissie said, "Nonsense we still have some wine to finish,and we need to exchange contact information". She got out of bed and put on the robe that was hanging on the bathroom door. Bob was still standing around naked so I bent down and picked up his boxer’s and pants, tossed them at him, and said "Time to get dressed".

 

We sat at the kitchen table and finished the remaining wine. Chrissie said when she gets back on March 11th that she wants to take us out for a nice dinner on her. She said she would book another room there for the night so we wouldn’t be rushed; she’d drive home the next Saturday morning. Bob said "If it looks like we’ll have good weather maybe you can book two nights so we can play golf on Saturday", and she said that would be nice. We exchanged phone numbers and addresses and she said she’d call me on the night before departure to confirm everything. It was now past 9:30 PM and, I said, we really gotta go. We wished her a good flight, and that we’d see her in two weeks. As we left Chrissie and I hugged and kissed on the cheek. She gave Bob a big embrace and Bob gave her one as well and a kiss on the lips. I slapped Bob on the ass and said come on let’s get home.

 

When we got in the car I told Bob that he better be willing to give me a good fucking when we got home or that he was going to be sleeping on the couch. Bob just said, yes dear, smiled a shit grin, and we drove off.

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      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.
    • By Maturecouple1122
      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.
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