Vacation Bliss

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This is a story about reconnecting with my old friend Caroline. Believe it or not, we met at Sunday school when we were probably about four years old. Since the church was a huge part of our youth, we became good friends and spent most Sundays together, not to mention summer camp and all those other religious activities.

As we matured, and I use that term loosely, we began hanging out together outside of church. Two prim and proper religious girls began rebelling and turning into party girls. We used to go to parties and clubs together whenever we were in-between boyfriends.

Caroline was strikingly beautiful. She had the natural looks of a model. She was 5’8″ tall with dark, thick hair and sky blue eyes. She had long, sexy legs and a great body. If that wasn’t enough, she also had nice, full breasts. Every time we walked into a club, she would turn heads. Throughout the evening, there would always be a line-up of men at our table, as well as free drinks.

Caroline was fun, but on the conservative side. Unlike me, Caroline had plans for her life. Although everyone told her she should go into modelling, her lifelong dream was to become a flight attendant and see the world. She was focused and thus accomplished her goal. She even ended up living in Europe for several years. Although she could have had her pick of guys, she never settled.

Over the years, we went our separate ways. We both got married and didn’t see each other as often as we should have, but we always kept in touch.

A few years back, we decided we would reconnect and vacation together with our husbands. Plans were made, and we went on a cruise together.

During that vacation, we had a lovely time. We all got along well. Her husband, Doug, is a lovely older man who happens to be wealthy. Caroline was always a smart cookie. With her good looks and hot body, she had no problem finding a rich older man. He treated her like a princess and gave her whatever she wanted. Caroline was living the well-to-do lifestyle.

During that cruise, there was a lot of flirting and teasing, but overall we all behaved. My husband made several comments to me about Caroline and how attractive she was. He couldn’t resist pointing out that she had “spectacular” breasts—like I was blind and never noticed. I’m sure he would have jumped her in a heartbeat if he had the chance. I told him that Caroline was way out of his league.

My husband did comment that she was a trophy wife. This never occurred to me, but when I thought about it, I suppose she was.

About six months after that cruise, Caroline invited my husband and I to their condo in Florida for a winter vacation. Of course, we accepted, and off we went.

This vacation was more casual than the cruise, as it was their winter home. This time I noticed Caroline was a bit more flirty with my husband—she was hugging and touching him much more than on the first vacation. She wore sexier outfits and walked around the condo in a loose-fitting robe in the mornings. Believe me, I’m the master at teasing; I know when something’s up, and I’m sure my husband was up.

My husband and Caroline turned out to both be early risers. They spent every morning together sipping coffee on the balcony before Doug and I woke up.

A few days into our visit, Caroline confided in me that her husband Doug had been pressuring her to spice things up sexually.

“Really, Caroline, you’re one of the hottest women I know; what more could he want?” I was surprised by her confession.

“He wants me to have sex with other men,” she bashfully revealed.

“He does?” The first thing that came to mind was that maybe he was impotent due to his age. I mean, he was pushing close to 70.

“Wow, does he want to watch?” I asked.

“Not really. He wants to have sex with other couples; he talks about it all the time.”

“Oh….” So much for my impotency theory. Then the light bulb clicked—was this going where I thought it was?

“And… are you thinking about it?” I asked

“Well, he has always been very good to me, and I do like to please him.” She sheepishly stated.

My husband’s comment about her being a trophy wife came back to me. There is always a price to pay.

“My problem is I don’t feel comfortable doing anything like that with strangers,” she went on to say.

“Have you ever done anything like that?” Caroline asked.

“Well, not really. We have never exchanged partners, but my husband has had sex with a couple of my friends,” I confessed, but quickly added, “But that was all approved by me; things kind of just happened.”

“Oh, really?” Caroline sounded relieved.

I could see where this was going… “Caroline, are you asking me if we could switch partners?”

“Umm, yes,” she giggled.

I couldn’t help but giggle, too. It was just like when were kids talking about boys.

Wow, I wasn’t expecting this. This entire conversation completely floored me. Although Caroline was always a fun party girl when we were younger, she never really had a wild Elvankent Escort side.

She went on to say that this all started with her husband after our cruise vacation six months earlier. Doug couldn’t stop talking about me. He made it very clear that he was interested in me.

She asked me how I felt about it. I told her that her husband was a lovely man, and I would have no issues with it as long as she was positive this is what she wanted to do. I didn’t want this to jeopardise our friendship.

She asked about my husband, and I just laughed.

“He has been singing your praises ever since the cruise. I know what he thinks.”

So just like that, it was agreed that it would happen that evening. We decided not to tell our spouses but rather just surprise them. This gave both of us an opportunity to back out if we changed our minds or felt uncomfortable.

All afternoon, I had mixed emotions about this rendezvous. Although I have always been attracted to older men, and Doug was certainly older and very classy, I questioned his potency. I had never been with a man of his age.

On the other hand, I knew my husband would be thrilled with Caroline; what man wouldn’t? I guess I was a bit jealous. Was I getting the short end of the stick?

I have always played the good wife and have been somewhat conservative in front of my husband, so this was out of character for me. It’s one thing to have flings with strangers; it’s completely different when friends and your husband are involved. Yes, I was apprehensive.

That evening, we all got dressed up and went out for a nice meal and a bit of dancing afterward. Caroline looked fantastic in a low-cut summer dress. Throughout the evening, my husband couldn’t keep his eyes off Caroline’s spectacular cleavage. I found his behaviour embarrassing and disrespectful of me, I kicked him numerous times under the table. The thought that he would be enjoying that cleavage later didn’t help.

As the evening progressed, we were all feeling good from the alcohol and having a great time. Caroline grabbed my husband’s hand and pulled him onto the dance floor. I can never get him to dance with me, but with Caroline, all of a sudden, he was a dancer.

This gave me time alone with Caroline’s husband, Doug. He was a classy gentleman, very polite, and attractive. You know how I feel about mature men. We had a nice conversation.

Towards the end of the evening, I coaxed Doug up to the dance floor for a series of slow dances. As I glanced across the floor, I could see my husband and Caroline were all over each other. I have to admit, seeing them behave like that was uncomfortable. The thought that my husband would soon be having sex with Caroline was disturbing to me. Luck always seemed to follow him when it came to my friends. Caroline wouldn’t be the first of my friends that he had sex with. (See other stories.)

Not to be outdone by Caroline and my husband on the dance floor, I moved much closer to Doug. I snuggled into his arms and sensually swayed my hips ever so slowly from side to side across his groin. I could feel his hardness pushing into me—oh, my, he was getting worked up. I whispered into his ear how nice it felt to be held. He held me even tighter, and his hands began to roam my body.

The alcohol was taking effect, and before the dance was over, I couldn’t help accidentally grinding my pelvis into his groin. In turn, he grabbed my ass with both hands and pulled me closer, his hard cock pushing into me. “Oh Doug,” I purred. He snuck a kiss on my neck.

By the time we all returned to the table, we were all sexually flustered. It was time to head back to the condo. Caroline and I made eye contact and confirmed we were still good with the plan. I bet she was, and I was still feeling a little bit annoyed knowing what was in store for my husband.

Back at the condo, I fell onto the couch next to my husband. Doug was sitting in a chair across from me and was admiring my exposed legs. My legs weren’t as long as Caroline’s, but just the same, they were shapely and thin.

Caroline came in with more drinks. I could tell she had loosened the top of her dress, and as she bent over to serve us drinks, she gave my husband an eyeful of cleavage. She then sat next to my husband on the couch, and a hand fell on his thigh. I could tell my husband was taken aback by how forward she was with me sitting next to him. Remember, the guys had no idea what we were planning.

My husband was sandwiched between me and Caroline and wasn’t sure what to say or do. I saw him discreetly looking over at Caroline’s long, crossed legs as she sat next to him. My legs all of a sudden felt inferior.

Doug got up to use the washroom, and Caroline used this opportunity to turn to my husband and began to run her hands over his shoulder. He was holding my hand on his thigh, and I noticed he was hard—very hard. I grabbed his crotch to feel his hard erection through his tenting pants. He sat up, Beşevler Escort obviously startled by my actions. He just looked at me with a confused look on his face. I was angry at his obvious arousal towards Caroline but managed to contain my anger.

“Oh my, honey, I bet this is for Caroline, isn’t it?” I purred

He wasn’t sure what to say. He’s no fool; he didn’t say anything. Caroline then proceeded to squeeze and assess his groin for herself.

That’s when I asked him, “Would you like Caroline to take care of that for you tonight?”

He was shocked. He looked at me and then at Caroline. She gave him a devilish smile of approval. He was at a loss for words.

“It’s fine, honey, go enjoy yourself. I’ll take care of Doug,” I reassured him.

He just nodded as Caroline stood up and took his hand to lead him off the couch.

At this point, I was history. I could have told him I was going to go fuck every guy in the bar, and he wouldn’t have cared.

As Caroline led my husband like a puppy dog towards the bedroom, I yelled, “Have fun and see you in the morning, sweetie.” The door to the bedroom closed.

When Doug returned from the washroom, he looked around and asked where the others were. I told him “they went to bed,” he nodded, and then I said, “Together.” His eyes just popped wide open as he realised what I meant.

“Does that mean we will have to share a room tonight?” he teased. “Umm, huh,” I responded as I got up and grabbed his hand, and off we went.

As we passed the first bedroom, Doug slowed down to listen to the erotic sounds emanating through the closed door. His trophy wife, Caroline, was getting fucked by another man, just like he wanted.

“Don’t worry about them,” I pulled Doug along.

Once we got into the bedroom, Doug hesitated for a moment.

“Do you mind if I take a Viagra?” He asked.

“Not at all, sweetie… Am I in for a treat?” I teased.

“Oh, I hope so, because I know I am,” I saw him grab a pill off the night table and pop it into his mouth.

I knew from experience that I had about 30 minutes before Doug got nice and hard, so I took it slow. Doug and I kissed and caressed each other. It was all very tender. He slowly undressed me, taking his time to explore my breasts and every curve of my body.

He gently kissed and licked my nipples. He commented on how swollen and erect my nipples were. I love having my nipples played with, especially if it’s done gently and sensually.

He laid me down on the bed, and it felt so erotic to be laying there spread out naked, waiting to be taken. Doug kissed me and slowly began running his hands up and down my legs. He slowly moved down my body until he repositioned himself in between my legs. I was wet and ready for him to give me oral.

Doug’s head fell between my soft thighs, and he began kissing my inner thighs.

“Hmmm, you’re so soft; you have fantastic legs.” He moaned.

Doug’s kisses continued to move north until they finally reached my baby smooth and bald pussy. He moved his mouth all around my wet vagina, rapidly flicking his tongue against the soft flesh of my labia. He was gently lapping up all my juices.

“Umm. “Doug, I need to tell you something,” I said.

“Hmm hmm,” he moaned, his face buried in my pussy.

“I think I should warn you…I squirt sometimes,” I blurted it out.

Doug stopped indulging himself immediately, and his head popped up.

“Really!, you squirt?” He asked with a huge smile on his face.

“Hmm hmm, sometimes and it can be quite messy,” I warned him.

“Oh wow, I am in for a treat.” His head dropped down, and his mouth went back to work.

Doug began licking and kissing away. It was obvious he was carefully avoiding contact with my clitoris. The closer his tongue came to my little, sensitive button, the harder I tried to move my pussy to force his tongue to brush against it. He anticipated my responses and carefully moved his tongue along the folds of my lips, teasing me and slowly driving me crazy.

I placed my hands on the back of his head, and I rotated my hips around and around. I was dying for Doug to stimulate my aching clitoris. I let out a soft moan.

Doug circled the top edge of my engorged clitoral area. Then he finally began licking it up and down, causing me to squirm and moan.

“Not yet,” he said as he sensed my oncoming orgasm.

He then backed off and momentarily went back to tickling my inner lips, just as he had done before.

I was wet, and I could feel myself getting even wetter. He returned to my pearl-shaped clitoris, and swirled his tongue around it. Flicking it, he was torturing me; I wanted to climax so badly.

Doug then easily worked two fingers into me. I was so wet I could hear the slurping sounds his fingers were making as he finger-fucked me. I loved what he was doing and was ready for more. I felt him add his ring finger. It met some resistance at first, but I accepted it. I bit my lip and Cebeci Escort jerked my hips in response.

“Oh, fuck!” I moaned.

My breathing was heavy, and I felt a swell building up inside of me. I was close to an orgasm when Doug said, “Don’t you dare cum until I tell you to.” He eased up, giving me a moment to regain control.

As soon as he began finger-fucking me again, I returned to the edge of my orgasm. I was now thrashing on the bed.

“Oh, God!” I cried out. “I can’t!”

“Yes, you can,” he barked, giving me another ten second reprieve. Then he pushed his fingers forcefully deeper inside of me. I raised my ass off the bed and started fucking his hand wildly.

“Oh Fuck….” I cried out, and again, he immediately stopped.

“Don’t stop, oh fuck, please don’t stop.” I begged.

But he did just that. “I’m not ready for you to come yet.” He spoke in a firm voice.

“Oh shit, you’re killing me,” I pleaded as my body was shaking.

He began edging me, slowly sliding three fingers in and out of me. His thumb began stimulating my clitoris with measured, tiny strokes.

Then he reached deep inside of me and curled his fingers up, rubbing along the inside wall until he found my g-spot.

“Oh, gawd…” I growled as I felt my eyes roll back in my head.

I curled upright like I was doing a sit-up, holding myself in that position with my arms wrapped around Doug’s head. My abdominal muscles tightened and ached as I held my position. I watched closely as Doug rapidly spanked my clit with the palm of his hand and fingered my g-spot roughly.

“Ohhhh….SHIT” I began to scream as he mercilessly attacked my vagina on all fronts. There was no holding back now; I was over the edge for sure.

“Cum for me, April, cum for me.” He finally gave me permission to cum as he continued to spank my clitoris.

I grabbed his arm with both hands and clung to it as my entire body shook. A massive orgasm began to wash over me.

Liquid began to splash out of my pussy, covering his hand and dripping all over the bed.

I could tell by the shocked look on his face that, although I had warned him, he was surprised at just how much clear fluid was shooting out of me.

“Holy shit…I’ve never seen anything like that.” He remarked.

He grinned and moved in for the coup d’etat. He opened his mouth, placed his lips around my clit, sucked it into his mouth, and began to lick it rapidly and firmly.

I slammed my back into the mattress and thrust my pussycat hard into his face, rearing wildly. I started wailing like a siren, my voice rising and falling with the waves of pleasure I was feeling. I thrashed violently on the bed as I came again and again.

I had to finally push Doug away from me, as I couldn’t take it any longer. Doug’s face was sopping wet; it literally looked like he just stepped out of the shower.

“Oh shit, I’m so sorry” I appologized at the mess I made.

“Are you kidding? That was amazing! I have always wondered what it would be like to be with a woman that squirted…You more than exceeded my expectations…WOW”

“You were amazing.” I remarked as I lay back, totally spent and exhausted.

Doug moved up and held me in his arms. I ran my fingers through his lush, hairy chest. It felt so nice to be held in his arms.

His cock was now rock-hard and waiting for me to recover. He had a beautiful looking cock, bigger and thicker than my husband’s, as he was a larger man all around.

I reached down and wrapped my tiny hand around his cock and began stoking him. His cock was now rock hard thanks to his little blue pill.

“You just lay back and let me take care of you,” I said.

I gave Doug the full treatment; after all, I knew Caroline was doing the same with my husband. I gave him a long and sensual blow job. I sucked his cock longer than any other man before him. I wanted to return the edging that he put me through, but being on Viagra, he was constantly hard, and as hard as I tried, I could not get him to cum orally. I even ran and dug my nails into the back of his scrotum as I pumped his cock, but he remained hard.

I finally gave up and climbed on top of him and began riding him for an extended period of time. I cycled from nice, slow, long strokes to bucking on him like a mechanical bull. Although my intention was to edge him, I was no match for his Viagra induced cock. It was me that was being edged again and again.

I orgasmed over and over until he finally ejaculated in the middle of the night. Doug made me work for his semen like no other man ever had.

We joked that he had taken too much Viagra as he remained rock hard all night long, even after he ejaculated.

The next morning, we were at it again. We both knew that our spouses, being early birds, were up and having coffee. The thought of having sex when your spouse is in the other room was so hot. I’m sure they heard everything.

Before we went out to join them, I told Doug that my husband had no idea that I could squirt. It was something I didn’t discover until we were well into our marriage. I told him it could be our secret. He was thrilled.

When we came out of the bedroom, there were Caroline and my husband sitting on the balcony, sipping coffee and chatting like they had done every other morning. We joined them and just carried on as if nothing had happened.

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