Allison's Confessions

"Forgive me, Father, for I have sinned..."

Ted lifted his head to smile at the pretty redhead standing at the entrance to his tiny cubicle. The confessional routine was something of a dark irony underlying the reasons for their relationship of convenience. It had actually been his own confessions to her that brought them together. It was ill-advised to possess underaged porn on board--well anyplace, for that matter--but he had been supressing those urges for a very long time. He had tried hurriedly covering up the photos when she had entered that day with questions about her new assignment to his section.

It was foolish for him to think that fleeing into self-imposed exile would heal his broken sexuality. Maybe he might really have been a priest or a youth counselor if things had been different. Well, that was how the previous generation had dealt with people like him...and so perpetuated the cycles of abuse and shame. He thought it best to stay away from any position where he might come into contact with vulnerable youth, so here he was, managing wait-staff from his cubicle deep in the interior of the massive cruise ship, avoiding relationship with anyone. Occasionally Fate would send him another kindred soul, a temporary alliance in shame. There had recently been an effeminate young Filipino cook, fleeing family sanctions against his sexuality, with whom he'd managed a brief affair--but once immigration was cleared his lover had left the ship for the freer lifestyle of California.

Perhaps it had been discouragement at that loss that led him to the back rooms of the seediest sex shop in Jamaica, where the clerk seemed to understand what it was he was most interested in. In any case, she had seen them. He was mortified, certain that All Was Lost. Frantically, his story spilled out--feeling "different" as young as ten, being "groomed" and seduced by a respected pastor, being rejected by family and community when he attempted to get help, how desperately he had sought to avoid becoming a perpetrator himself... Astoundingly, she had listened quietly, and with tears in her eyes reached out and embraced him. The unexpected empathy had brought forth a flood of sobs and tears, and a blossoming friendship. Later, on one quiet afternoon off, that friendship had been fueled by a couple too many margaritas, and she had begged him to take her to bed. "Honey, you know I don't swing that way..." he had said--but they had still ended up disrobed. Her smooth skin against his was so comforting and arousing. And her mouth on his cock...! Oh she knew what to do. After he climaxed, she lay next to him as she brought herself off. He kissed her face gently and watched the waves of pleasure overtake her. He apologized for failing to do more for her, but she had excused it with a smile. She'd even expressed gratitude that he had allowed her to suck him off! "We all have needs", she'd said, "I'll be there for yours and you can do what you can for mine". She confessed how easily aroused she could become at times, and how tempting certain passengers could be. Well, he could certainly empathize with that. She said that she usually kept it at the level of playful flirting, but once in a while flirtation had led to invitation and if her resolve was weak...well now he knew how horny she could be.

And so the routine had come about. He was now her Confessor when she'd crossed the line, and sometimes her outlet on those times that line had appeared too risky to cross, but her arousal still wrestled with her good judgment. Two weeks ago she had appeared somewhat shaken that her flirtations had almost put her into a situation of becoming the unwilling sex toy to an intoxicated fraternity group. He could relate to part of that...the fear and shame, anyway...  He held her as she sobbed the feelings away. Again she volunteered to kneel in front of him, sucking his cock, and dispersing her own sexual tension with her fingers. He wasn't entirely convinced he wasn't exploiting her, but here she was again, with something to confess...though smiling broadly this time.

"Oh my, Allison. What have you gotten yourself into this time?"

"I was naughty. But it was OH so nice," she replied with a smile. "I thought you might like to hear about it. And since I was sooo bad, I've decided on a special penance for myself--but I'd like to wait a while for it. I think it might work out better if I could shop for something first."

Ted just shook his head. "You're something else, girl."

"You're the second person to say that about me in as many days. So I guess there must be some truth in it."

"Uh oh. So out with it..."

"ummm...." She reached for his zipper. "How about out with this?"

Ted moaned. "As if I could say no."

She opened his fly and gave his flaccid penis a kiss, then swirled her tongue around its head. The shaft stiffened quickly in her hand as she bobbed her mouth over his swelling glans. "Nice." She stroked lightly on his shaft as she described her attraction to the two young women she'd slept with the previous afternoon. He was intrigued...she'd confessed the occasional hookup with a girl, but never had mentioned a threesome. He always enjoyed watching her pushing herself into orgasm, and he found it aesthetically pleasing to visualize the three beautiful women together. Her erotic handling of his cock was enhancing the experience as well. He relaxed to enjoy her attentions, listening attentively as she described their seductive beach outing and slippery shower together. "...and then Libby--she's the older blonde one with the really nice big boobs--she started playing with my ass and...omigod!...she slipped a finger all the way in just as I start coming from Jenelle playing with my clit...and..." She took his cock as deeply into her mouth as she could at that moment, feeling him twitch with excitement. "...oh fuck it felt good. So anyway......I was thinking......if you're interested......I'd like to let you fuck my ass for real if you want to..."

Ted moaned. He'd fantasized about her soft, round ass ever since that first tipsy encounter with her in bed. He imagined her moaning and cumming as he was driving his shaft into her, feeling her tight ring of muscle contract as he pumped hot seed into her. In his fantasies she was a hairless teenaged boy who he could suck on in return, but would it be that different? And at least there would be no legal worries with it. Her mouth was travelling up and down his shaft now, her tongue lashing at the sensitive ridges underneath. He looked down to see her angelic face, freckled and framed in short auburn hair. Laughing eyes met his as she engulfed him one more time, urging his cum to burst into her. She smiled and hummed, swallowing as he spurted and moaned, his cock twitching in approval. She licked him clean, and rose up to kiss him full on the mouth so that he tasted his cum on her tongue. Her hand still shuddered busily beneath her pants, and he reached to squeeze her buttock tightly as she came, breathing heavily into his mouth.

"Oh Allie... You're such a dear. But why? C'mon...what's in this for you?"

"Besides getting my anal cherry popped by a guy who knows how, you mean?"

"It's not that complicated a procedure. You know what I mean. There are 3000 people on this ship, and at least 1500 guys and about 1200 of the girls on it would kill for what you're offering. Why? And why ME for godsakes?"

She sighed and hugged him. He hugged back. He felt solid, firm. "I don't TRUST any of them. Well, except maybe those two ladies... But I do trust you. Look--we've both got a dark side. Secrets, flaws. I know some of yours. You know some of mine. You're a hebephile, I'm a promiscuous flake. And we're still friends. With 'benefits'. The way I see it, the benefits kind of seal the relationship--and I want to keep this relationship with you." She grinned. "And besides--now I think I might really like it!"

He kissed her again, gripping her bottom tightly. "I'd love it..." he admitted, sliding his hand lower into the cleft of her buttocks.

"mmm...not today, though. I'm a bit worn out. And anyway, there's something I want to shop for if I can be granted a couple of hours of shore leave when we get back to Tampa tomorrow, ok". He nodded, kissing her again with a shy smile. She rearranged her clothes to make herself presentable, making sure to give him a nice view of her wriggling ass, then checked her face for any telltale residue of their activity. "Do you have me scheduled on days for the next sailing? Maybe I could sleep over one night? I want plenty of time to enjoy this..."

"I'll check it out. I'm sure I can arrange something..." With that she was gone again, leaving him to shake his head with amazement. Perhaps the heavens were forgiving him for his past, and had sent him an angel to make up for the wrongs life had sent his way. He sighed and zipped himself back into his fly.

The next morning, Allison disembarked with the last of the happy passengers. She was tempted to call Jen and Libby to say goodbye again, but decided to stick to her decision to leave off the affair--at least until a time that they were all on land again. It wasn't difficult to find a sex shop close to the cruise port, and she was happy to discover that it was one of the more female-oriented, upscale ones. She didn't feel quite so out of place browsing in a place that had sexy lingerie in the front, anyway. What she really wanted, though, was found in the display cases toward the back. A cute young clerk came over to assist her after a discreet length of time. "Can I help you make a selection?"

Allison smiled. "Does it come with a demonstration?"

The clerk laughed. "Not in the store, I'm afraid. Though I'm happy to provide you with reviews based on personal experience, if you like."

Allison looked her over appreciatively. About her height, fuller in the chest and hips... It might be nice to have a friend to visit in this port. "Well, I'm looking for a strap-on..."

"Ooo--fun! Will this be for a man or a woman?"

"Well, a man. For now, anyway..." Her thoughts were running back to Jen for some reason. She looked back at the clerk, wondering how many times a day she had to deal with lusting customers. "Is that weird?"

"Oh baby, nothing is weird here! But actually the 'Bend Over Boyfriend' package is pretty popular with our female customers. You might be surprised how many guys want their gal to fuck them with this."

"Something new everyday it seems... Are any of them designed to stimulate the wearer, too?"

"Oh of course. Here are some with vibes in the dildo. And this one...well it presses back *just* right, if you know what I mean."  She pointed to one with a small bulbous protrusion curving out of the base.  

"Ooo.  I'll take it!"

"Medium, large, or enormous? We don't have smalls, of course. Nobody ever wants 'small', " she added with a smirk.

"Just medium...I don't want to freak him out." Anyway, she might want to practice on herself ahead of time, she thought. And it was actually about his size. She chose it in a realistic flesh tone, and picked out a belt that roughly matched. "I, um, don't suppose that you'd help me try this on, and get the fit set up right?" She was blushing a bit, or was it showing a little flush of arousal?

The clerk looked around.  The store was quiet at the moment.  She waved over at the bored video clerk who was reading the Sunday newspaper.  "I'll be helping a customer in the fitting room for a minute, Pete.  Keep an eye on things, ok?"  He rolled his eyes and grunted an acknowledgement.  "C'mon back", she whispered quietly.  She led Allison through the curtain behind the desk.  She pointed Allison to a row of curtained booths.  "Oops, better get some batteries...  Be right back."  

Allison picked a booth and wriggled out of her capris.  She noticed that her panties were showing a slightly darker spot of wetness in the crotch, but decided to keep them on.  The girl was back quickly and opened the dildo, showing her how to insert the batteries.  

"I'm Connie by the way--I figure it's just common courtesy to know the name of someone who is seeing you naked".  

"Allison," she replied with a laugh.  "I usually try to follow that policy, too."  

"So, Allison, why don't you slip off those panties and I'll show you how this goes together."  Allison quickly complied.  "Oooo--very pretty pussy, Allison," she commented, making her blush.  "Now the dildo goes right in this ring thing, then these straps go around here like this..."  Connie was shamelessly pressing on Allison's ass and brushing against her mound as she adjusted the fit.  "Now with this dildo, you want to adjust the straps so the squishy part of the base rubs right up here...and then...oh my--you're not needing any extra lube for this right now, are you?  Well this little part can slip right inside..."  Allison gasped as it entered.  She hoped Connie was used to this.  "And then you just cinch up the straps tight on each side to hold it in place."  The rubbery base of the dildo covered her mound closely and pressed against it.   Allison only partly suppressed a moan.  The pressure felt good--and she wanted more.  "Now once you've got the other end where you want it, in him.  Or her..." --glancing quizically at Allison's face--"you can turn on the vibe by squeezing here."  

"OH!" gasped Allison.  She had stronger vibes in the past but this little buzz was hitting all the right spots, inside and out.  She reflexively grabbed onto Connie's arm for balance.

"That's OK, hon.  Now what's really nice is that when you fuck with it, the movement will shift the sensation around for you, like this..."  She held onto the fake cock with one hand, steadying Allison with the other arm across her back, and grabbing onto her butt.  She moved the dildo back and forth, pressing it firmly against Allison's mound.  Allison gasped and moaned and held on more tightly.  Connie took the hint, working the dildo harder.  "...and just remember.  When you have this on, YOU'RE the one in control.  So FUCK him, and LOVE it."

"Oh GOD, Connie!  Fuck!"  She crashed over, her cunt exploding pleasure to the rest of her body.  "Oh my god...what a ... oh fuck...."

"So should I wrap it up for you, or will you be wearing it home?" Connie smiled.

Allison laughed.  "Oh baby.  You'd better wrap it up, or I'll never get home.  That was a hell of a demonstration."

"Well, I'd say you were already fairly well prepped to make the sale," she winked.  "But I'll make sure you have my card, in case you're interested in checking out more of our product line someday.  Maybe after dinner some night?"

"I'd love that."  She proffered a kiss, which was enthusiastically reciprocated, then carefully unhooked herself from the dildo and handed it to Connie.  She shivered as Connie reached to caress her naked pussy, sampling her scent on her fingers.  That date couldn't come soon enough--but there was still Ted in the meantime.  She dressed quickly and followed Connie out into the store.  She hoped she didn't look too rumpled, but Pete hardly looked up from his paper.  Maybe he was used to this.

Connie seemed to read her mind.  "No, really--I don't do this all the time," she said softly.  "I don't want you thinking I work here to find hookups, you know."  She looked sheepish.

Allison smiled.  "OK.  Thanks.  I mean, it's your own business if you did...but I guess that means you really do want me to stop by again?"

"Absolutely.  Do you think you might call? Your, um, boyfriend ok with that?"  She handed over a business card, with a personal number penned at the top. 
 
"Absolutely.  And well, it's 'complicated', as they say.  So I'll be in touch.  But I work all week...I mean actually, I'm crew on a cruise ship...so don't feel bad if you don't hear from me right away, ok?"  

"Thanks for telling me.  Anything else I can help you with?"

"Oh there might be one more thing...for a couple of friends..."  Connie grinned as she helped Allison choose from an array of double-ended dildos.  As she pointed out her favorites, she made sure that Allison knew which ones she had in her home collection, as well.  Allison chose the best of those and had it gift-boxed and addressed to Libby's local address.  Connie promised that she would deliver it personally, if necessary, that afternoon.  She hoped that Jen might be staying there at least another night...  Thinking of them was making her feel empty, despite Connie's attentions.  Hopefully Ted would make it better.  She said goodbye to her new friend with a quick peck on the cheek and a promise to call soon, and walked to a neighboring coffee shop to call a cab back to the ship.  