Pizza Delivery

Recently I was at home and I heard my wife’s phone ring. She was gone shopping with her friend so I picked it up and it was a message from a high school friend Dennis. He had been a boyfriend on the block. I touched the message and it said -
 
"It’s been fun flirting with you on the phone but you still have not sent a naked picture that you promised. I know you said you have DD's but I have not seen you since high school. I would love to see them. It cold out here in South Dakota and your hot body, even a picture, would be fantastic!! I love nasty chatting with you. A spicy one would be fun, after all I sent you one of my cock and you said, 'Mmmm, I love your cock, always did!!' Waiting for your pic honey chat soon."
 
I heard her car pull in and I put her phone down on dresser where she left it. She came in and asked if I had seen her phone. I told her I had been in garage but I thought I saw it on the dresser this a.m.
 
She hot-footed to the bedroom and got her phone and, relieved, she said, "Man, I thought I lost it!!" I said, "Glad you did not!!"
 
She has a smart phone and watch and knew she had gotten a message. 

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

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.

Lately we have both been having a fantasy that I'm not sure how to make reality. I'm not even sure we want to.
 
Basically the fantasy is we both go out to the same vanilla club as singles. I do the single girl thing of flirting and dancing with hubby acting as back-up from across the room. At some point during the night I choose one guy and have sex with him in the parking lot. Hubby will be close to offer protection if something goes wrong but otherwise will not be known to my partner.
 
My question is 1) Do you think it is possible to pull this off safely? 2) Since we have always insisted on same room swinging would this damage our relationship? 3) Has anyone else had this same fantasy or actually gone through with it?