Chapter 1: In Which The Bachelor Party follows the Wedding Night
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa, Consensual, Heterosexual, Oral Sex, Prostitution, .
Desc: Erotica Sex Story: Chapter 1: In Which The Bachelor Party follows the Wedding Night - Jerry's problem is simple. He's a romantic who has a thing for bad girls. Some characters from the No Strings Challenge appear.
For seven years, I made more trips to Pittsburgh than I had actual business in that city. The reason was simple: I got infatuated with a woman. More accurately, I fell for a call girl who ran her own outcall service. Despite what people say, it does happen. Despite what people say, it's not always a disaster and I have no regrets about proposing to Tabby twice before her retirement. It didn't end badly for either of us, despite what people say.
My last few trips to Pittsburgh, Tabby had arranged for me to meet with one of her associates instead of her. On each occasion, my time with Tabby had been limited to a quick hug in the hotel lobby and ten minutes of conversation. As always, Tabby's treasures never disappointed except for the fact that no one ever measured up to the boss. I accepted the situation, Tabby was retiring and wasn't doing appointments herself anymore. This time though, she suggested that we have dinner before she introduced me to dessert.
I'd prepared myself for a pleasant dinner before Tabby handed me over to some extremely attractive and sexually-skilled but, to me, interchangeable young woman. For six months, I'd been mostly paying for the opportunity to chat with Tabby in the lobby.
She was already at the table when I got to the restaurant. At our previous handoff meetings, Tabby had dressed business casual so she wouldn't upstage my date. This time, she wore a black dress that showed off the tops of her breasts and a hint of a lace bra. A cutout revealed the girlish flatness of her tummy and she had on heels that made her rear roll as if ready to rock. When she pulled me to her for a quick hug and what turned out to be a lingering kiss, my cock responded immediately.
"I see you brought your friend along for dinner," she whispered then ran her tongue along the edge of my ear.
"Well, he was quite insistent about coming."
"Is that a promise, Jerry?"
By the time we sat down, I was thoroughly confused, but also had the feeling that was exactly what Tabby wanted. We clinked glasses.
"May the loveliest woman I know be as happy in retirement as she's made me."
"Well, I haven't retired quite yet." She winked.
"Did you break up with your boyfriend?"
"Charley and Alix are fine. They're in California."
"I knew about Charley, but who's this guy Alex?"
"She's my girlfriend."
"I thought Charley was your boyfriend."
"She's his girlfriend too. Very cute blonde, tight-petite body. If you remember Darcy?"
It took me a second, but I blushed as I remembered the lady who was probably the only one of Tabby's associates who rivalled the boss, "Oh, wow!"
"I like to think that I'm the lucky one."
"If Alix is anything like you or Darcy, this Charley guy must have his hands full."
"Actually, it's the other way around. There are nights when he's a bit much for the two of us. Thankfully, I have a little experience finding ladies for horny gentlemen."
"Tabby, I don't get it. You're more than enough for any man. Why would you settle for less than all of a his attention and love?"
"Jerry, you remember my telling you that you didn't really know me when you proposed?"
"Of couse, you said that both times."
"You might the sweetest men I've ever met. It's obvious that your idea of happiness is to find a woman and envelope her in your love."
"That would make me claustrophobic."
"You don't have to be that way Tabby. It's just a matter of trusting. If I'm not the right guy, I'm sure..."
"I'm not sure you get it, Jerry."
"I just don't get why a woman like you would settle for less. I don't care how handsome, charming, or rich this Charley is. You shouldn't have to share him. You deserve the whole package."
Tabby shook her head. I had a feeling she was starting to get annoyed.
"Charley's older than you. He's not as good looking as you. I have more money than Charley. He's a regular guy in many ways."
"I guess I thought that if you'd settle in with a man that he'd be as incredible as you."
"I think when you've been with as many men as I have, different things matter. It's not that I don't look at men, it's more that what turns me on might not be as obvious."
"Does he have a nine inch cock or something?"
Tabby laughed, "Guys are so weird. It always comes down to that. If it makes you feel better, you're at least an inch longer and much thicker. I've always loved the way you fill up my pussy and how it's a struggle to get all of you in my throat."
"That's not part of the show?"
"Jerry, I told you a long time ago that I've never had to act when I'm with you. I'm not that big a girl, so you're right on the edge for me.You're a terrific lover and total boyfriend material."
"Boyfriend material," was code for a client a working girl would consider dating.
She kissed me. Her hand brushed my thigh. I reached for her face and touched her thick dark hair.
"Why don't you pay the check, Jerry? It's time for dessert."
Despite her fuck-me outfit and the flirting, I still assumed that Tabby would hand me over to her associate who usually turned out to be the cutest woman other than Tabby at the bar. When Tabby got back to our table, I was fully expecting this to be the end of our evening and our friendship. She touched my cheek and squeezed my shoulder."So, I want to make sure I have this right. Most men's ultimate sexual fantasy is to be with two women or to do some sort of role play where they do wild things to all of my orifices. But, that's not for you?"
"Your fantasy is to be alone with a woman you love."
"And who loves me back."
"Would you settle for a night with a thirty-four year old single mom who runs an escort service instead?"
I took her hand.
"Tabby, for the last five years, you've been my fantasy. You're the only woman I want to be with, even if it's just one more night."
"Jerry, I want you to understand something. I didn't say no because I didn't think I could love you. It's more that I can't give you what you really want. I can't handle the responsibility of being the only love of someone's life for an entire life. I've really been flattered that you want to share something so precious with me."
"Tabby, I know what you're saying. It's time for me to move on and meet the right girl."
She shook her head. Her brown eyes stared straight into my soul."I wasn't finished Jerry. I was hoping you'd give me a wedding gift?"
"Sure, I guess I'm surprised you'd ask, but I guess I won't be seeing you after tonight and I do think of you as one of my most intimate friends. Are you registered somewhere?"
Visions of blenders and china settings flitted through my mind.
"As a matter of fact, I registered just before dinner."
I pulled out my cell phone to write it down.
"The honeymoon suite at the Regency."
I looked at her quizzically.
"I didn't realize that Charley and Alix were in Pittsburgh with you."
"Actually, they're in Minneapolis right now.
"Are you asking me to pay for a night at the Regency as your wedding gift?"
"I guess I am."
She winked at me flirtatiously.
"Shouldn't Charley be paying for your honeymoon suite?"
"Why should he pay if he's not going to be there."
I didn't get it at first. As soon as I did, my heart jumped and my cock stirred.
"I hope you don't mind living out your fantasy with the wrong girl." She winked flirtatiously, but that quickly gave way to a completely different vibe. Most of the time, Tabby was bubbly in my company. There was a vulnerability in her face that she'd never before revealed. She put her hand palm up on the table.
"So, there's no associate of yours who's joining us for dessert?"
"Jerry, for a really smart guy, you can be pretty slow sometimes."
"Does this mean that you've changed your mind about my proposals?"
"Jerry, before you get the wrong idea, I'm still marrying Charley and Alix."
"Then what are we talking about here?"
She ran her tongue across her upper lip then squeezed my hand.
"Well, I can't give you a lifetime together, but was wondering if you would give me a wedding night?"
"The two of us free to express our love for one another in any way we see fit. We'll be one man, one woman, who happen to be in love sharing one room for one night. I won't get to have that kind of wedding night in my marriage."
"Tabby, I have to confess that's exactly what I've done with you whenever we've been together."
Sadness crossed her face. Tabby took both my hands in hers.
"Jerry, I need to confess too. I've given you sexual pleasure and certainly genuine affection and friendship, but I've never given you love."
I could only sigh. I had convinced myself that she had.
"I'm worried that if I share this side of me, it'll be even harder for you in the long run. My asking you for this gift might not be fair. I know that sounds a little conceited, but you're not the only man who's gotten addicted to my company. You are the only one I want to do this for."
Someone must have turned up the thermostat, because my insides were melting. It took some effort for me to speak clearly.
"Tabby, I'm a grown up. I know that I've been paying you to be with me. I also know that it's really going to hurt maybe for a long time to wake up in the morning and know what happened the night before can't ever happen again. At the same time, there's no amount of pain or sadness that I wouldn't risk to make love with you just once."
"If you just want to fuck me, that's fine too." She giggled.
Tabby pulled my face to hers and kissed me. I'd exchanged thousands of kisses with her on our dates, but this was clearly different. Before this, I was convinced that Tabby kissed me more passionately than any real girlfriend that I'd ever had. That included my ex-wife when we were head over heels in love and still twenty. This kiss didn't just reached inside me it had hooks in it. This wasn't Tabby the sexual magician, it was Tabby the woman behind the magician and the girl inside the woman. I didn't want to pull away, ever. It was so intense, that I began to wonder if I really could get over losing whatever was going to happen between us. Once that thought crossed my mind, I didn't want to pull away, but I did.
"Is everything okay, Jerry?
"I forgot to pack my Viagra."
"Believe me, what you're packing will be just fine."
Tabby kissed me again, but lightly. I gave the cab driver fifty bucks to break the sound barrier.
A part of me says that I shouldn't share what happened that night, but I need to. Even now, I might still be replaying it in my mind. This sounds corny, but my mother gave my wedding ring to give to my first wife. When we broke up, my ex gave it back and told me that she hoped that I found the woman who would do better by me. I was touched, because Jodie had a very good relationship with my mom when mom was still alive. My first reaction was to say that we'd save the ring for our daughter, Cheryl. Jodie told me that I needed to find the woman who deserved my mother's ring, before I passed it on to Cheryl.
As cheating bitches went, Jodie was a better ex-wife than wife and we always stayed friends. That doesn't happen often after you walk in on your wife with two of your best friends, at the same time no less. I knew it meant nothing and that Jodie simply loved sex, but I finally realized that I needed to be with a one-man woman and Jodie wasn't even a one-man-at-a-time woman. I probably should have gotten a clue that first time we had sex and she put a condom on me without using her hands. Looking back, I'm not completely sure how Jodie paid for college. I lost the friends, but kept Jodie as a best friend somehow.
Obviously, it doesn't make a lot of sense for a one-woman man to fall in love with a call girl. Jodie told me I needed to try "good girls" if I wanted to be happy. She even tried to set me up with some, but they were Jodie's friends and it turned out there were things about them that Jodie didn't know. My biggest problem romantically is that I have a thing for bad girls. My weird fantasy is that my Ms. Right will love me so much that she'll decide that she only wants to be wild and bad with me.
After Jodie, I'd kept mom's ring on a chain around my neck as a reminder of what I really wanted in the end. I usually took it off when seeing escorts, butI'd worn it during all my "dates" with Tabby. When Tabby and I got to the door of the honeymoon suite, I went to one knee. She was horrified at first. "Jerry, I told you that this is one night only."
"Tabby, if we're going to do this right, I have to propose properly. If this night's going to be a wedding night, you're going to have to wear it this time."
She started to cry. "Jerry, I was worried that you might have a little trouble separating after tonight. Now, I'm starting to worry more that you might change my mind and I'll be the one who's not going to be able to give this up."
I took her hand.
"Tabby, this was my mother's wedding ring. She wouldn't take it off even after my father died. She gave it to me to give to the woman I wanted to spend the rest of my life with. I just wish you could keep it for more than a night, but my memories of you and this night will spent the rest of my life with me."
Her finger shook as I slipped it on or was that my hand doing the trembling?
"I love you Tabby. Some part of me always will."
"I love being your wife, Jerry."
We locked into another passionate kiss. Somewhere in there I had the presence of mind to slide the card, open the door, and nudge our intertwined bodies into the honeymoon suite. For fifteen minutes, neither of us had any idea what the room looked like. If there were ever a moment when I wanted time to come to a complete stop, this was it.
Tabby broke away for a moment. "I think it's time to get a little more comfortable."
She pointed me in the direction of one of those white-fluffy robes, then disappeared to the bathroom. The room's fireplace was already going. The curtains were open to a twentieth- story view of the skyline. A bottle of champagne on ice and a bowl of luscious-red-sliced strawberries sat atop a table next to a turned-down king bed. A can of low fat whipped cream sat next to the strawberries. As I pictured uses for the whipped cream, my erection pushed out the front of my robe.
"Is that for me?"
I hurriedly pulled the robe over my exposed penis, something I'd never worried about before in Tabby's presence.
I looked up to see the most beautiful woman I'd ever laid eyes on. Tabby had put her hair up giving me a full view of her gorgeous face. She wore a virginally modest-white peignoir that went to the floor. I could see through the material, but couldn't quite see Tabby's bare skin or even what she might have on underneath. She balanced on a pair of red heels.
I fluttered my hand over my heart.
"You're so gorgeous."
"I wanted to make sure that I looked just right for my first time with my husband."
"Can I just look at you for a couple minutes? I don't want to ever forget this."
"You will be gentle with me?"
"I might be a little too turned on to be gentle, but I can promise tender."
We kissed some more then sat down to toast our wedding night, each sipping from the other's champagne flute.
"Jerry, I love that fire, but it's a little warm in here. Do you think you could help me get this off?"
"I thought you'd never ask."
Tabby turned her back to me, making sure to brush the fabric of her nightgown against the bare skin of my arms. I untied the row of delicate lace knots that held the peignoir in place like a present, then watched it drop around Tabby's ankles. She wrapped her arms around herself like a girl who had never been alone with a man before.
"I didn't know you were ever shy about my seeing your body?"
"Jerry, I've never been this naked with you."
"Let me look at you some more?"
"Only if I can look at you first."
She helped me slip off my robe. My penis stood at a right angle from my body. I don't know that it's ever looked bigger.
"Jerry, you've got a beautiful body. I love how you're in shape, but clearly not the kind of guy who lifts just to look good. You're just so manly. I got pretty excited that first time we were together."
My cock twitched from three o'clock to one-thirty.
"I guess I never knew that."
"Well, there were a lot of times I wanted to stay longer."
"But you've always been generous about time."
"I mean like a couple months. I really meant what I said about my feelings for you."
She touched my cock shaft with her fingertips.Tabby stepped away from the nightgown and offered a second toast.
"I hope this memory lasts us both a lifetime."
"I'll drink to that."
She twirled around for me and posed. She had on a pair of black stockings and garters, a sheer G-string accented her perfect ass and flat stomach. A black pushup bra covered breasts that looked as if they came out of some 36 C mold for the ideal balance between fullness, form, and uplift.
"I hope you want to do more than just look."
"If I look any longer, I'm not going to be able to guarantee that I'll be gentle."
"You know Jerry, when you stare like that, it gets me really wet."
She reached for my hand and led me to the bed. She started to take off her heels, but I insisted they stay on. With our heads next to each other on the pillow, we kissed yet again as our hands explored one another's torsos.
"I want you inside me, Jerry!" she whispered.
"I want to be inside you my love."
"Jerry, don't worry about me. I'm ready."
"But I have to unwrap you first."
I kissed her then crawled to the foot of the bed where I slipped off the red high heels one at a time and began to massage her feet and toes as I let the dream begin.
"Even your big toe is gorgeous, darling."
They wiggled involuntarily as I unpinned her stockings and rolled them down slowly. For the next half hour I kissed, licked, and massaged every bit of Tabby's exquisitely proportioned lower body. She cooed her approval.
"I love the way you touch me. You're strong enough to be truly gentle. I feel so safe with you, honey."
"I'll always be there for you Tabby in every way."
I'd worked up to her inner thighs.
"Jerry dear, I want to return the favor."
"I don't think I'll have the patience to make it through one of your incredible massages Tabby."
"Who said anything about massaging you?"
She licked her lips and blew a kiss in my direction. I untied the knot on the side of her g-string then moved my face up to her pussy where Tabby's wonderfully female scent greeted me. I gave her a few exploratory licks and Tabby's cooing turned into moaning as my tongue found her clit. My finger slipped between the lips of her vagina. Before she could climax, I started to kiss my way up towards her belly button. She moaned, "You fucking tease."
"Don't worry sweetheart, I'll be back, I promise. I just want to touch every bit of you first."
When I unhooked Tabby's bra to expose her breasts and nipples, I whispered, "I worship every inch of your body, but these are the temple."
I licked, kissed, and caressed them until her nipples swelled and her chest heaved with pleasure and anticipation. She was now fully naked.
"I love you more than you can imagine, Tabby."
"I love you too, Jerry, and I want it to be my turn."
I spent several more minutes playing with her breasts until her nipples seemed ready to explode. I kissed my way up until I gently massaged her scalp. We made out again, our tongues intertwined. It was as if we were trying to inhale one another.
Tabby rolled me onto my back and slowly kissed her way down my chest. By the time she reached my navel, the tip of my cock hit her cheek.
"Jerry, honey, did your cock grow since we were together last? I don't remember that happening before."
It hadn't, but it definitely did make contact at least an inch higher on my stomach than previous times when Tabby had kissed and licked her way down as a prelude to an exquisite blow job, the centerpiece of our sessions together. She cupped my balls in her right hand and ran her left index finger along the shaft.
"Jerry, I swear I'm not dreaming this. It's bigger and believe me I know something about cocks. You're huge."
It definitely did look bigger to me too and I was certain that whatever excess blood was in me had found its way there. It was redder than I'd ever seen it. This wasn't a boner, this was a steel girder.
"Do you think I can still get my mouth around you?"
She winked at me.
"I don't want to have premature ejaculation problems on my wedding night, but I'd love to watch you try."
She kissed the tip of my penis and my cock twitched its approval. My hips thrust in the direction of her face.
"Easy there boy. You know you don't come until Tabby lets you come."
Tabby made little circles with her fingertip along the bottom of my cockshaft.
"That feels wonderful, Tabby."
"I haven't even started on wonderful yet, Jerry."
Her tongue slithered along the underside of my shaft as her mouth covered my cock. I groaned.
"Jerry, you barely fit in my mouth. I don't know if I'm going to be able to deep throat you this time."
"Whatever you're doing feels incredible."
Tabby set up an easy rhythm as she took the head of my cock in her mouth and sucked gently under the ridge. I moaned.
"I love the way you taste, Jerry. I could suck your cock for hours."
"I'm definitely not stopping you."
She licked her way down to the base then gently sucked on my balls. Once again, she stretched out her hand from little finger to tip of her thumb to take stock of my length. The tip of my penis was a good inch above the tip of her thumb. Tabby's eyes opened wide and she broke out into a big smile.
"Talk about the perfect wedding gift. Your cock is so beautiful. I've never seen it this excited. I love big dicks."
She then took me in her mouth again. Her tongue wiped the front of my shaft as she lingered at the halfway mark.
"That feels so good," I moaned.
I felt Tabby start to take me into her throat. This had always been a favorite part of her blow jobs for me. Tabby could do so many things with her mouth, tongue, and lips. I loved the contrast between her agile tongue and the moist warmth of her throat which was more like a vagina, better suited to receiving than manipulating. I'd had the privilege of being deep throated many times by her and the mixture of her mouth and throat had never been less than intoxicating. Bit by bit, she took the length of my cock until I could feel the muscles of her throat contract involuntarily around the top third of my penis. It was an act that required complete trust between the man and woman. One bite and I could go from the height of pleasure to excruciating pain. If I got too excited and thrust too hard, I could just as easily gag her. As good as it felt, there was nothing that matched what it looked like when Tabby would reach bottom on my cock and get that triumphant look in her eyes.
I did my best to keep my cock still while she worked her magic as I waited for that moment, but much to my surprise Tabby started gagging on my shaft.
"Are you okay, sweetie?"
She signalled yes and tried again. A fierce look of determination flashed across her eyes. She was less than an inch short of completing her mission and she tried to get there at least seven or eight times. Finally she pulled off me and settled for kissing and licking the length of my cock.
"That was incredible, honey."
"I wanted to completely make love to you with my mouth. You're just too big tonight. Not many guys I've ever been able to say that about."
"But you did make love to it."
She shook her head.
"I need to have all of you down my throat for that."
I motioned for her to cuddle.
"Tabby, you can't be that upset."
"I wanted to make it a perfect night for us."
"But it is a perfect night. Besides, I don't want you to make love with your mouth. I want us to make love to each other."
"Jerry, I know how much you love having your cock sucked and I really do love the taste of your cum."
"I do, darling, but there are a couple other things we need to do first."
She touched my cheek and we kissed. I started to kiss my way down her neck and collarbone, my prelude to going down on her.
"Jerry, can we maybe do that later?"
"But I want to make you feel as good as you just made me feel."
"You must be an incredible father, Jerry. You're so considerate."
"I doubt that, but I try."
"What do you think our child would be like?"
My heart pounded reflexively.
"If we had a girl, I'd want her to be exactly like you. I couldn't imagine anyone more perfect. It would be incredible to raise a baby with you, Tabby."
She glanced down at my cock which was even redder and more swollen than it had been when Tabby undressed. She reached down to run her fingers along the shaft.
"I want you to make love to me right now, Jerry."
She straddled me and lined her vaginal lips up with my throbbing dick.
"I can't wait. Where's the condom?"
"Jerry, I said we're going to make love. I want to know what it's like to try to make a baby together. We can't do that with a condom, can we?"
In all our times together, Tabby had been passionate, sweet, and a wilder ride than any woman I'd ever been with. She had, however, never been careless.
"Tabby, I don't mind, but..."
"We both have recent tests. I have your result. Besides, you might not mind using one, but tonight I do. I want you inside me for real. Okay?"
I nodded. She pushed her vaginal lips against the tip of my penis, just enough to hold it in place.
"You don't have to worry about my getting pregnant, Jerry. I know my cycle and if an accident happens, I'd be okay with that as long as you were. Is that okay?"
"I don't want an accident, but if we have one it would be the happiest news I could imagine."
"I love you Jerry. I just don't think anything truly bad can happen from an act of love."
I might have come right then, but fortunately managed to hold on. Tabby lowered her pussy onto my cock inch by inch. I'd been in Tabby multiple times before and in every imaginable position. It was clear to me though, that this was the first time we'd ever made love. She was already slick and more than ready for me. I could swear that every nerve on my penis had found its corresponding partner along her vaginal walls. As soon as I was completely inside her, Tabby began to rock gently on top of me and I started thrusting back.
"Jerry, you should have warned me that your cock could feel this good."
When she said it I got so excited, I pushed harder than I meant to. Tabby let out a gasp of surprise and I started to apologize, but Tabby responded by pushing back even harder. I pulled her to me and kissed her forcefully. I wanted to press whatever parts of my skin I could to press against hers. Her breasts flattened against my chest, my hips ground into hers. Somehow, she was both virgin bride and skilled courtesan all at once.
"I can't get enough of you. I want every bit of you," I panted.
"Jerry, I hope you don't mind, I'm not going to let go of your cock. It's mine and it belongs completely inside me."
My tongue pushed into her mouth. Was the sweat on my chest and thighs mine or hers? I tried to get a full view of Tabby's body as she rode on my cock. I definitely wasn't the only one sweating. I'd never seen her more turned on.
The skin around her chest turned pink. Her nipples were swollen and her stomach started to shudder. Usually, she had three or four orgasms before I let myself come. I'd always been proud of my staying power with women and my partners had always appreciated it, but we were too much in synch. As Tabby's excitement built, so did mine.
She rocked to her side, her signal for us to change positions.
"I want you on top, Jerry. I want you completely inside me."
We made the change to missionary without my having to re-insert, then revved the dial back up to the setting for orgasm as Tabby's spread legs pointed straight at the ceiling. I got so excited I thought I was going to knock the back of Tabby's head through the drywall with my next thrust. It only got her more excited. We both went from breaking a sweat to being covered in it. Tabby's entire stomach and chest were pink. Her breathing had sped up to the point of looking like a seizure.
"Make me feel your love, Jerry!"
I pushed into her even harder as I realized that I was breathing every bit as fast as she was.
"Come for me baby, come inside me!"
I tried to say something back, but I couldn't make works. I'd passed the point of no return. A gusher of sperm had formed just below the tip of my penis. I exploded into Tabby just as she too went over the top. Her climax intertwined with mine and intensified the pleasure. For that moment, we ceased to be two separate people. Even if I hadn't gotten her pregnant, I knew that a part of me was now with her just as a part of her had become a part of me. Making love like this was the most religious experience I'd ever had. I was inside her in every possible sense.
I collapsed on top of her and her body. As her body yielded into mine, It felt as if our skins didn't separate us.
"I love you so much, Tabby."
"I love you too, Jerry. I wanted you to know that for sure."
After a few minutes of bliss, I started to pull out, but Tabby stopped me.
"Not yet, lover. Remember, you have to stay all the way inside me."
"Tabby, I don't think I have anything left. You got it all."
"I don't think your cock knows that, though"
I pulled back an inch, then pushed forward again.
I tried to speed up and resume our lovemaking, but collapsed again instead.
"Jerry, why sorry? We don't need to fuck. I just want you to stay inside me until you get completely soft."
We started kissing again and the next I knew fell asleep in her arms as the happiest man in the world. The last thing I remembered Tabby saying was, "Thank you for giving me such a beautiful wedding night, Jerry. I'll cherish it forever."
She had her hand over my chest and my mother's wedding ring glittered back up at me while I fantasized about never letting my cock go soft, so I'd never have to pull out of the most beautiful place in the world. I woke up once or twice in the night and was sure I heard sobs.
When I woke up, I had figured that Tabby might have left or that she would be getting dressed. Instead, she had three quarters of my cock in her throat and was demanding to swallow my come for breakfast. In the midst of my ecstasy, I noticed that the ring was back on its chain and around my own neck again.
I asked anyway. "Tabby, did you change your mind?"
She shook her head. "Sorry, Jerry. I actually thought about it last night, but my answer's still "no."
"Then why are you still here?"
"Do you want me to leave?"
"So Jerry, you know how grumpy I get if I don't get my shot of protein in the morning."
"I guess I might have some for you little girl. But after last night, I'm not sure I have any left."
"I want more of your big manly dick before I go back to Charley's little boy cock forever."
Tabby took one of the champagne flutes and held the rim to my cock.
"Jerry, you just barely fit."
She then placed the sliced strawberries on and around my cock and balls then covered them in whipped cream.
"Jerry, I realized last night that if either of us are going to go back to our regular lives after last night, I needed to be your whore again."
"What if I don't want to go back to that?" I whispered hopefully.
"I guess I'll have to cancel breakfast and get dressed. I'm sorry Jerry. The consolation prize is pretty good though, don't you think?"
I noticed that Tabby had put her black stockings and heels back on.
"As long as I get to have breakfast too."
"I was hoping you'd say that. After I have my protein shake, I think we'll still have some strawberries and half a can of whipped cream. Just don't use it all. Having orgasms makes me hungry."
If oral sex were like college football, Tabby's blow jobs would be in the BCS title game every year. She was simply the best cocksucker I'd ever met, possibly because she clearly enjoyed giving them even more than I enjoyed receiving them. There'd been a few nights when she would ambush me in my sleep trying to get me to come a third time, something guys can't do after they turn twenty-five. I'd have to beg her to stop sometimes. A couple times, I was convinced that I'd disappointed her.
Tabby dabbed her tongue into the whipped cream then pushed one of the strawberries closer to my cock. She repeated the process until my cock shaft was covered in strawberries and whipped cream. As she knelt between my legs, Tabby's soft brown hair brushed across my thighs.
"Jerry, I say the key to a truly great banana split is to find the right banana. Do you think you could help me with that?"
My cock bounced up and down and bits of whipped cream flew off my shaft.
"Mmmm, maybe I've found what I was looking for."
Tabby ran her tongue around her lips. Her breasts ran along the tops of my lower thighs as she inched her body upwards to take my cock in her mouth.
"Dammit Tabby, you know I love being teased, but this is torture."
"Do you want your nasty little whore to stop? Just say the word."
She slowly licked the whipped cream off the tip of my cock as she made "mmm mmm" sounds.
"You must be really excited Jerry, I can already taste your pre-cum."
She touched the tip of her tongue to the slit on top of my penis. I yelped.
"You're so swollen, Jerry. Let Tabby make it all better."
Tabby took the tip of my cock in her mouth as her tongue traced the edges where the head met my shaft. I almost came right then, but she popped off me at just the right moment. She ate two strawberries, then offered me one which I ate. She then took a strawberry, rubbed it on her pussy lips, dipped it in more whipped cream, and held it to my lips.
"Just a little preview of what you get if you're a good boy and give Tabby her special breakfast."
We went back and forth like this for what felt like an hour. Until she was half way down my shaft, I didn't notice that she was taking more of my cock in with each pass between strawberries. She licked the whipped cream off my balls, making slurping and smacking sounds the whole time.
"Mmm, I think this banana just might do."
The strawberries and most of the whipped cream were gone. Tabby ran her tongue around the shaft of my penis. Now and then, she would kiss different parts of my cock. I had no idea how long she did this, but I finally said, "Tabby, I really need to come."
"I'm not done yet, Jerry."
She then took my cock back in her mouth. Her tongue slithered along the front of cock shaft and the next thing I knew her lips were in my pubic hairs. It was the smoothest most effortless deep throat that I'd ever experienced. I knew my cock was every bit as hard as the night before. As I looked down at Tabby swallowing my entire cock, it got harder. She went up and all the way down a dozen times, just to prove that she could do it easily. I started to pant. On her final trip down, she stuck her tongue out and ran it along my balls. Tabby and one other girlfriend were the only two women I'd ever met who were capable of deep throating me. I was pretty proud of that fact. I had never imagined that a woman could ever do this with me. It felt amazing. Each time Tabby moved her tongue, my cock pulsed ready to explode down her throat. Somehow though, she knew just how to get my right to the brink without taking me over.
"Do you like that, Jerry?"
"I didn't think there was anything new to do in bed. When did you learn how to do that?"
"Alix taught me. I love being a dirty girl."
"I love you're being a dirty girl."
I felt Tabby's fingers cradle my swollen balls then explore further back as she slipped a finger in my ass.
"Jerry, you have to come in my face."
It wasn't that I'd never given a woman a facial. In fact, Jodie, my ex-wife, really liked them, especially after she'd been with other guys. It was sort of her idea of penance, though it got weird when I realized what was going on. I'd just never given one to Tabby. She'd always had more of a girlfriend vibe in our sessions, a preference that I'd made pretty clear.
Before I knew it, Tabby had me standing next to the bed. She was on her knees in front of me as she kissed her way up my thighs.
"I can't be your whore if you don't come in my face, Jerry."
She sucked on my balls for a few second then licked her way up my shaft until I was back in her mouth. I looked at the vision beneath me. Tabby's black stockings were parallel with the floor. I could see the curve of her perfect ass. Her hair fell across her shoulders. We should have smelled like sex, but maybe because of the whipped cream and strawberries, she had a fresh sweet smell. Having come in her mouth dozens of times, I knew she was the queen of suction. Tabby knew just how much pressure to apply with her mouth and just when to vary both speed and pressure to maximize my pleasure. Her mouth felt like a perfectly-fitted glove.
She pulled off me for a second and smiled up lovingly.
"Jerry count down from ten for me."
"We can't have our rocket launch without a proper countdown."
"You're such a dirty little slut."
With my cock halfway down her throat, Tabby held up her ten fingers for me.
"Ten ... nine ... eight."
I started the countdown slowly and evenly but by the time I got to six, I had to all but spit out the last five numbers before liftoff. The first squirt started in Tabby's mouth, but she deftly pulled me out and held my cock so the next ones landed on her cheeks, forehead, around her lips, and a stray shot had landed in her hair. It was the most semen that had ever come out of me at one time.
Tabby held her head still for a few seconds so I could enjoy the view of my come all over her beautiful face. She then softly took the head of my cock back in her mouth and licked me clean as I groaned.
"Jerry, you don't know how much I wanted you to give me a facial. It always makes me feel so slutty."
"But you never asked."
"You just didn't seem like you were into the porn star experience thing. You could definitely be in porn though. That was a big load and you definitely have the cock."
I was so drained. I had to sit down.
"You amaze me Tabby."
A glob of my come hung off of Tabby's chin and was about to fall to her tits. Before it dripped off, she caught it with her fingers and licked it off. She then proceeded to do the same with the remaining ejaculate on her face.
"Did you have fun with your dirty little whore, Jerry?"
"Watching you do that was so nasty."
I bent down to kiss her.
"I don't know Jerry. I am a whore. I usually don't kiss my johns."
She must have seen my puzzled look.
"But, you're sort of special."
She got off her knees, pushed me back on the bed, and started kissing me back.
"Can you taste your come on me?"
"Am I going to get my turn to make you come in my face?"
"Mmm, did Jerry do a good enough job giving me a facial?"
She pushed down on the top of my head and I didn't come up for air until she'd had four orgasms. After that, Tabby 's mouth coaxed one more load out of my exhausted penis. I don't think my penis had ever been that busy in a twelve hour period.
It was near check out time and the honeymoon suite looked like it had been hit by a bomb, more accurately a sex bomb. We'd slept for about an hour in a tangle of sheets and sweat.
"Jerry, thank you."
"Is this the end?"
"I'm afraid it is. It was a beautiful wedding night. I'll always remember it and it was a great last day of work this morning."
"Thanks for spending both with me. That reminds me, before you leave I need to give you your envelope."
"Jerry, no. This morning was my gift to you."
She slid down and kissed the shaft of my penis, running her tongue lightly toward my foreskin.
"Thank you for all the good times, Jerry Junior. I'll miss having you fill me up."
"I don't think he'll ever find anyone as fun as you."
"Jerry, you're going to meet someone. There's some very special woman out there for you."
"If you run into her, would you have her give me a call?"
"Whether I do or not, I don't think I'll ever meet a woman who gives better head than you. This morning was incredible."
"To be honest, you're not the first man to tell me that, but there are women out there who are at least as good as I am if not better. If you're ever in Southern California, I can set you up with my girlfriend, Stefani and you might forget about me faster than you think. Darcy's pretty darn good too."
"She was, but she isn't you."
"I really do wish things could be different, Jerry. If I were a one man woman, it would have been you."
"If you ever change your mind ... You know it's not that easy. I want to fall in love forever with the perfect woman, but I have this thing for bad girls."
"Believe it or not, a lot of the women who've worked for me would like nothing better than to meet some nice guy and settle in. Actually, a lot of them are married. All my girlfriends who've been with you say you're definite boyfriend material."
"Is there anyone exactly like you?"
"Jerry, why don't you let me tell Darcy what you're looking for. You never know."
We showered and dressed. I wanted to walk Tabby out, but she wouldn't let me.
"I'm sorry Jerry. It's easier if I leave you in the room."
"I don't have to kiss you good-bye or anything."
"You don't understand."
"Don't understand what?"
"I don't want you to see me crying in the elevator in about five minutes."
We hugged, wished each other well, and that was the last time Tabby and I were ever together. Minutes after she left, I was the one crying. I then did the weirdest thing. I called the front desk and booked the room one more night and told room service not to clean the room. It sounded a little pathetic, but as long as Tabby's scent was still in those sheets, I didn't want to leave any earlier than I had to. It was months before I even thought about being with another woman.