Fantasy Sex Cruise 05

"Are you ready Alison?"

"God yes Eddy I'm more than ready. Stick that lovely cock in my ass and fuck me!"

I pressed forward and the head of my cock pushed through her sphincter and into her rectum. She let out a little sigh and closed her eyes. I held still so she could adjust to the intrusion. I was really conflicted at this point about how to proceed. Part of me wanted to ease the rest of my cock into her and then lie on top of her and have her put her legs around me so I could kiss her while we fucked but that would be making love to her and this was not a making love situation. So I decided to remain on my spread knees and enjoy the view of this beautiful naked young woman sharing this most intimate part of her body with me.

I had almost forgotten about Emily. She was still in the middle of Allison and me and Kealani and Shelley. I looked over at them and saw Kealani kneeling behind Shelley who was on all fours. Kealani had put on the strap on dildo and was just beginning to slide it into Shelley's ass. Shelley was almost panting she was so excited. "Emily would you slide over here next to me so you can help me with something?" She sat on her haunches next to me and looked at me expectantly. "While I'm fucking Alison I want you to reach between my legs from behind and play with my balls." Her hand moved quickly between my spread legs and cupped my scrotum. She began to massage them and gently pull on them. "Oh yeah Emily that feels great."

My cock swelled as Emily caressed my balls. I pushed more of it into Alison and watched as her asshole stretched around it. She seemed to be very relaxed and I felt no resistance as I began to pull back and push forward. Soon I was driving it in all the way with each thrust. I would pause a little when I was in to the hilt and Emily would use a little more pressure to squeeze my balls, which caused my cock to involuntarily flex inside Alison's hot rectum.

"I feel that all though my body when you do that Eddy. It feels wonderful."

I picked up the pace and fucked her harder. She grunted each time my hips slapped against her ass. Emily reached in front of me and used her other hand to rub Alison's clit. Her grunts increased in volume and intensity.

"Ohhhhhh you two are doing it to me again. You're making me cum. Will you cum with me Eddy?"

I said softly to Emily, "When she starts cumming I'm going to pull my cock out of her ass. I want you to grab it with your other hand and jerk me off on her pussy while you squeeze my balls."

"OOOWWWHHHHH YESSSS EDDY NOW. I'M CUMMING REALLY HARD."

Her head rolled back and her stomach began to heave up and down and I felt her rectum begin to spasm around my cock. I felt the tingle in my prostate and pulled my cock out of her. Emily's hand encircled it immediately and began to jerk it while holding the tip on Alison's slit. "OHH God yes I'm cumming." The first glob of white cum spurted out as Emily squeezed both my cock and balls while pointing the tip at Alison's cunt. The long rope of jizz stretched from her clit to her gaping asshole. Emily jerked again and as soon as the second salvo blasted out she repeated squeezing my cock and balls. She managed to coax six thick jets out of me that covered Alison's crotch in hot white cream. She let go of my balls and lowered her head and stuck my cock into her mouth where she sucked two more hot spurts out of me.

Satisfied that she had extracted every drop from me she removed her mouth from my cock and pushed me back. I sat back as she turned her attention to Alison's gooey cunt and began to lick the cum off of it.

Alison raised her head and looked at Emily. "That was fucking amazing you guys. When can we do it again?"

"Don't tell me you've become an anal slut like Donna." I said to her.

"I shouldn't have to tell you Eddy. It should be obvious. I realize I'm not very old but the last half hour has been the best sex I've ever had in my life. In fact the whole day has been incredible."

We all turned our heads to see what was happening when Shelley howled and began to shake. Kealani had the strap on buried in her ass and her hand was furiously rubbing her clit. After a minute of riding out her climax Shelley pulled forward and dislodged the strap on from her rectum and lay flat on the bed. "God I see what you mean Alison. These ass orgasms are really intense."

Emily looked at Kealani still kneeling on the bed with the strap on dildo sticking out in front of her and said, "Kealani, since you're obviously ready would you fuck my pussy with that thing while Eddy fucks my ass?"

"It would be a pleasure Emily. Why don't you three see if you can get Eddy's cock ready for action while I go pee and get some water?"

"Eddy you lay on your back and we'll take turns sucking that cock back to life." Emily told me. She and Alison spread my legs and got between them. I felt Alison's hand wrap around my shaft and her warm wet mouth surround my cock head. Her tongue began to lick the tip as she softly squeezed my shaft. Emily lifted my balls up with her hand then sucked one of them into her mouth and began to treat it like it was a piece of hard candy. Shelley decided I needed to have some of the juice her recent orgasm had produced so she straddled my head and lowered her pussy onto my mouth.

Shelley's twat was soaking wet. I opened wide and sucked it hard. Her sweet hot juice dribbled onto my tongue and rolled toward my throat. I stuck my tongue in her hole as far as it would go and then pulled it out and sucked some more. Another gush of mellifluous nectar streamed into my mouth. It amazed me how easy it was for these young women to secrete vaginal fluids so copiously. Every time I've had contact with one of their pussies it was practically gushing. They must get a lot of practice. I certainly didn't mind, it tasted as sweet as honey.

Alison's superb cock sucking skills were having the desired effect on my member. Emily exchanged my right testicle for my left as the guest of honor in her mouth and continued sucking, licking and rolling it around with her tongue. She did it with such sincere enjoyment and her actions contributed greatly to the restoration of my erection. There really is no substitute for genuine enthusiasm.

Kealani returned and remarked, "I see you three have diligently fulfilled your mission. Eddy looks like he's ready to return to active duty. But stay like you are for a few more minutes while I indulge in the pleasure of tasting that sweet ass of Emily's." She lay down between Emily's already spread legs and buried her face in her ass crack.

"Oh my, Kealani, I feel so privileged to have someone as beautiful and wonderful as you wanting to stick your talented tongue up my ass." Emily raised her hips and spread her legs farther apart to give Kealani complete access to her anus. Despite the distraction of what Kealani can do to your asshole with her tongue, a pleasure I knew from firsthand experience, Emily continued to orally stimulate my balls without the slightest diminution of efficacy. Quite the contrary, she opened her mouth wider and engulfed both of them.

I pushed Shelley's ass up a little so I could say to her, "Shelley keep your pussy a little above my mouth and use your hand to rub your clit. I want to see how you get yourself off. When you're ready to cum you can push that sopping twat down on my mouth so I can suck your juices out of you."

"Oh God Eddy that really turns me on for a guy to watch me play with myself. I'm gonna cum all over your face."

"It turns me on too Shelley. I don't think I've ever watched a woman do it from this close before. Show me how you like it."

I put my hands on each of her ass cheeks and mashed and massaged them as she pulled the hood of her clit back with the fingers of one hand while rubbing the exposed nub with her other hand. She alternated rubbing her clit with extending her fingers down into her slit to rub her lips and her vagina. Her breathing became more rapid. Her nipples were hard and swollen. She was rubbing her pussy with all four fingers now and her hips were jerking back and forth. "OH, OH, OH I'm cumming for you Eddy. NOW. I'm cumming!" She lowered her cunt down on my mouth and I stuck my tongue into her as she bent over at the waist and put her hand down on the bed to steady herself.

I had asked Shelley to do this initially as a distraction from what Alison and Emily were doing to my cock and balls but it almost backfired. Shelley's orgasm and seeing her masturbate just inches from my face almost caused me to cum in Alison's mouth. I managed to regain my composure and rolled Shelley off me so she could finish riding out her climax.

"Kealani do you think Emily's ass is ready for a hard cock?"

She pulled her face out of Emily's crack long enough to say, "She's more than ready but I could keep on eating her sweet ass for another hour or so."

"Well you can go back to it after I deposit a load of cum in it if you want. Now how are we going to arrange ourselves for this double dicking?" Kealani told me to stay on my back and told Emily to straddle my hips and face my feet. When she was in position Kealani told her to guide my cock to her asshole and press her hips down. I felt the head contact her anus then she squeezed my shaft and pushed down. The head slipped into her hot little ass.

"Take your time Emily. Relax and lower yourself down gradually." She slowly let her hips descend until half my cock was inside her. She stopped and took a couple of deep breaths then let herself plop down and completely engulf my cock. She sat still allowing her innards to accommodate to the hot fleshy invader.

"Oh Eddy I feel so full."

"Are you doing OK Emily?" Kealani asked her.

"Oh yes. I like the way it feels in me. I can feel Eddy's pulse in his cock. I'm getting excited thinking about what it's going to feel like when both of you are fucking me."

"OK then. Lie back on Eddy and put your feet on his thighs." I supported her neck as she lowered herself to lie on my chest. I turned her shoulders slightly so her head was on the pillow next to mine. My legs were spread so when she put her feet on my thighs she spread her legs wide with her knees bent. "Before I get between your legs, use your feet and push yourself back and see if you can fuck Eddy's cock." She moved back tentatively and her ass slid up my cock a couple of inches. Then she slid forward and impaled herself once again on my erection. She repeated this movement until she felt confident and comfortable that she could fuck herself with my cock.

"Oh Eddy I'm doing it aren't I?"

"You sure are Emily and you're doing a very nice job."

"Don't get too carried away Emily. I'm going to get between your legs now and put this very realistic artificial cock in your adorable wet pussy. When I do, Eddy will be the anchor. I'll be doing the fucking and I'll do it with enough force to move you on and off Eddy so it should feel like your being fucked in both holes."

Shelley said, "Oh wow this looks like fun. I want to try it next."

"We'll see about that but for right now why don't you and Alison get on either side of Emily and suck those perky boobs of hers."

Kealani kneeled between our legs and placed the tip of the dildo at the entrance to Emily's vagina and began to insert it. She was right about how wet Emily was because I could feel it sliding steadily into her. Having never done this before I didn't know what sensations to expect but I definitely could feel the dildo through the thin walls of Emily's cavities. Kealani gave her a couple of strokes with about half the dildo and finally pushed it all the way in.

"Ooooohhhhh Kealani stop please. Hold it there deep inside me. Oh God it feels so good. I feel like everything inside of me is being stretched and caressed at the same time. It's wonderful."

I turned my head so I could kiss her cheek and neck. Shelley and Alison were both sucking as much of Emily's tits into their mouths as they could. "Now Kealani go on. Fuck me. I'm ready." I wasn't sure if Kealani had ever done this before in either position but she soon made both Emily and me feel like she was an expert at it. The look in her eyes told me she was enjoying it too. She drove the dildo in and out of Emily in an ever-increasing rhythm until Emily's ass was sliding up and down my cock with no effort on our part. Emily was grunting each time Kealani pushed the dildo completely in her and exhaling sharply when Kealani used her hands on Emily's hips to pull her back down on my cock as she withdrew.

"OH MY GOD I've never felt anything this good in my life! You're all taking me someplace I've never been before. Ohh, Ohhh, Ohhhh!"

I could feel her body filling with sexual energy. Her rectum was hot around my cock and her head was rocking from side to side. I whispered in her ear, "Go on baby girl. Cum for daddy. Cum like you've never cum before." A wail that sounded something like the song of a humpback whale came out of her mouth and her back arched. Kealani stopped her thrusting. Emily stretched her arms out like she was flying and her rectum squeezed my cock until I thought she might cut off the blood flow. My own orgasm exploded and I began to spurt one jet after another deep into her bowels. Her back literally jerked off my chest with each of my ejaculations.

Emily's orgasm was the most powerful thing I've ever seen another person experience. She lay on my chest almost unconscious for a full two minutes. All of us were in awe of her capacity to let go so completely in a sexual climax.

The silence was broken by Donna's voice. "What the hell have you done to her?"

Emily came back to life and answered her: "They took me to heaven Donna. I think I left my body."

Alison said, "She's OK Donna. You should know as well as the rest of us how intense these anal orgasms can be."

"Yeah, you're right. Eddy really rang my chimes."

We all disentangled and Kealani helped Emily pull herself off my cock. "I don't know about the rest of you but I need a break." I announced. We all headed out to the sitting room and the veranda. Emily asked me where my cell phone was and I opened the desk drawer and handed it to her. She went out onto the veranda and I headed for the bathroom for a pee and another shower.

Alison followed me in and got in the shower with me and began to wash me. "I really want to thank you for letting us come here today. This has been the best day I've ever had. You guys are really great. I don't want you to think that we do this type of thing all the time. We're not promiscuous at school. Even among the girls in the sorority we have to be careful. We four are very close and keep our sexual activities among ourselves for the most part. That's why we took this cruise. We wanted to go somewhere that we could really let our hair down and enjoy each other without worrying about somebody pissing on our fun. Meeting you and Kealani and Lauren was a special treat and we'll never forget it."

"Alison I really have a lot of respect and admiration for you and your friends. I've never met nicer women of any age. If there's ever anything I can do for any of you just let me know."

She kissed me and said, "Thank you Eddy. I hope you know we're all a little bit in love with you." We finished washing each other and dried off.

When we walked back out on the veranda Emily saw Alison and said, "Oh Alison there you are. I was looking for you. Smile." She took Alison's picture with my phone. Alison started posing and Emily snapped a few more then handed the phone to her and said, "Here take a few of me so Eddy can remember what we look like. I've already got Donna and Shelley." Emily sat in a chair and posed provocatively with her legs spread apart and her breasts pushed out then stood and turned her back and looked over her shoulder with her legs spread and her ass stuck out. She then took the phone back and started pushing buttons on it. "OK Eddy I've put all our names, numbers and email addresses in along with the best picture of each of us in your contacts. I took the phone and told her I would guard it with my life.

Kealani announced, "Ladies it's going on 4 o'clock and I think we need to wind this party up so we can start getting ready for tonight. It's another formal night and I'm sure you have lots of preparations to make." We had another pre-dinner cocktail party to attend at 7 and we needed to see about where we wanted to eat. Our guests put their clothes back on and I put on my swimsuit. I needed a few minutes in the hot tub before I did anything else. We all kissed goodbye and the girls left.

"Anybody want to join me in the hot tub?" I asked. Lauren and Kealani both thought that would be a good idea. We deflated the air mattress and washed it off in the shower, then headed up to the pool.

The soak in the hot tub felt good. "How did you enjoy your little pussy party Lauren?" Kealani asked her.

"It made me see I've led a very sheltered life when it comes to sex. When I was their age, I never even thought about doing the things these young ladies do so casually. I do admire and respect them for being so liberated and comfortable with having sex in a group. Now that I've experienced it and enjoyed what I did with them so much I wish I had done this trip a few years ago. Then instead of my husband sneaking around with his girlfriends he could have brought them home so we both could play with them. I'm seriously going to ask one of them to come stay at my house for my son's birthday this summer so he can learn about sex from somebody that knows what they're doing."

"How about you Eddy, did you enjoy yourself with all that young cooze?"

"I felt like the proverbial kid in the candy shop. I agree with Lauren, they did exhibit a remarkable degree of maturity and sexual confidence, which I don't remember when I was dating young women at that age. I think being so uninhibited and adventurous is very healthy and a great way to increase their self esteem. And I didn't detect the least bit of jealousy or cattiness from any of them." I wondered what Linda would think about spending half a day having sex with a bunch of college kids, male or female.

On the way back down to the room we stopped at the concierge desk to make reservations for dinner. We decided on the Italian restaurant and the concierge booked us a table for three at 8 o'clock. When we got to the suite we took turns in the shower. I went first so I could get out of the way of Kealani and Lauren who would take over the bathroom to prepare for the night's festivities.

When I had finished I sat in the sitting room and picked up my phone and looked at the entries for the young ladies. I was sure Linda would want me to explain what I was doing with four contacts for young women all with a nude picture. Donna's picture was a shot from behind with her gorgeous ass prominently displayed and her pouting pussy perfectly framed by her butt cheeks and upper thighs. She was looking over her shoulder and smiling sexily. My cock twitched at the sight of it.

I still had some time before I needed to get into my tux so I turned on the information channel on the TV and watched for a few minutes. A video of the Las Vegas style review came on. Tonight's late show started at 10 and was the 'adult' version. Which meant that the female dancers were scantily clad and topless. I made a note to suggest we go see it since we hadn't done many nighttime activities on the ship outside of our suite.

I got dressed and at 6:45 Kealani and Lauren made their appearance. Lauren looked spectacular in her new blue velvet gown. The new high-heels made her taller and she had on the blonde wig that Kealani had worn a couple of nights ago. Her makeup was perfect with a pink shade of lipstick that looked incredibly hot yet soft at the same time. A sparkling diamond necklace and matching earrings completed the image.