I had been married for 10 years but was newly divorced and on the dating scene again. I was raring to get out there, flaunt my stuff and have fun for once in my adult life. Since I was a bit older than most of my competition at the bars and clubs I hung out at, I had to work a little harder than the 20-somethings to make myself look “hot.”
I worked out five times a week, watched what I ate and I didn’t smoke or drink more than a few glasses of wine with dinner.
All that hard work paid off and my healthy life-style produced a tall, lean, and in good shape woman with a nice set of firm breasts just a bit larger than a handful and a round compact bottom that demanded attention. My long mane of black hair swirling around my shoulders and my vibrant blue eyes completed the look.
I definitely turned everyone’s head when I entered a bar or club in whatever slinky dress I’d chosen for the night. Unfortunately, it seemed to attract men that were complete losers. They either didn’t have a job, were totally fat and gross, or, even worse, still lived with their parents. I don’t want to sound like I’m above everyone else but damn-it! After being in a loveless and virtually sex-less marriage, I deserved someone that could at least support themselves and give me what I needed in and out of the bedroom.
I was about to give up hope and start buying “grandma” panties when Julie, a friend from work, tried to set me up on a blind date. She came over to my cubical after I got back from lunch with a devious look on her face. “Hey Ann, do you have any plans for this weekend?”
I didn’t look up from my monitor as I replied with a sarcastic, “Yep, I’m going to go shopping for a grave site for my sex life. I tried to save it but there’s no hope and the doctor said it was time to pull the plug.”
“Aww! Come on now, it can’t be that bad can it!” Julie exclaimed sympathetically as she pulled up a chair next to my desk.
I turned and faced her. “It is so bad that when I woke up this morning I discovered that my vibrator had committed suicide. His note said he couldn’t handle the pressure anymore.”
Julie chuckled at my corny joke and then replied, “What if I told you I know this guy that is very interested in meeting you?”
“Oh gawd! Not a blind date! Those guys always turn out to be such losers,” I whined. I normally didn’t go for blind dates, they seemed so cliché and painful when I saw them in the movies or on TV, but I wasn’t completely ready to give up so I let her tell me about him.
“No this guy is different. He’s young, in great shape and owns his own company. Oh, and did I mention? He’s rich too,” Julie replied with a big grin.
“Well that sounds nice but money isn’t everything and just because he’s young it doesn’t mean I would like him,” I replied, still unconvinced.
“Hang on, let me show you.” Julie reached for her phone on her hip, pushed a few times on its screen. “Here, now tell me what you think?”
Julie handed me her phone and I looked at the photo she’d found of him. He was definitely a young, probably about 26, with short blond hair. He was wearing a black tailored suit and I could tell by the way the suit hung off him that it was covering a body of well-toned muscles. What really sold me, though, was his warm and sincere smile. It drew me in and I wanted to get to know him better. “What’s his name?” I asked indifferently. I didn’t want her to think I was really interested.
“His name is Steve Kolowaski,” Julie answered.
“And he wants to meet me?” I asked.
“He sure does,” Julie replied. “He was complaining about the women he’d been meeting being shallow and immature so I showed him a picture of you last week when we were hanging out at the bar and told him a little bit about you. He said he would be very interested in meeting a ‘lady’ like you. He said you were just his type.”
I studied the picture and wondered what kind of man he was. “He has his own company? What does he do?”
“Yep! He has a lawn maintenance business and about 20 employees,” Julie answered with a smirk.
She could tell from my questions that the hook was set and it was time to start reeling me in. “And this isn’t an old picture?” I interrogated. It all sounded too good to be true.
“I took it last week,” she said. “He really is a great guy. I’ve known him for a few years.”
“Why aren’t you going out with him?” I asked.
“You know I like older guys,” she answered with a laugh. “Steve says I have a sugar daddy complex, which is fine by me.”
I laughed as she showed off the gold bracelet her latest older gentleman friend had bought her. I thought for a few more moments then said, “Oh what the hell, it wasn’t like I was doing anything this weekend anyway. Tell him to give me a call.”
“Great! I’ll let him know after work. I don’t think you’ll be disappointed,” she said as she took her phone back. She punched a few keys on it and my phone buzzed, she’d sent me his picture.
“Thanks,” I said as I looked at his picture on my phone. He was really cute and had a body to die for, knowing he had money and was self-supporting was just the cream on top.
Julie was humming as she headed back to her own cubicle. I stared at my monitor as I thought about going on a blind date with him. If this date was a flop, I was going to give up on ever trying to have sex again.
Later that night I got a call from Steve. We talked about general things for a while then I started on more probing questions. “How old you are?”
“I just turned 25. Is that a problem?”
“No, not if it isn’t a problem that I’m older than you,” I teased.
“I would hardly say 26 is older than me!” he said. “26! Too funny!” I said and laughed for a minute. I composed myself then said, “I’m really 11 years older. Does that bother you?”
Steve drew in a deep breath and then said, “To tell you the truth Ann, I prefer ladies that aren’t my age. Most girls I meet that are my age or close to it are just that, girls. I prefer a woman who is more mature.”
I was pleasantly surprised by his answer. “Is that how you really feel?” I asked.
“Yes, it is. I’ve dated younger, older and those my age. My relationships with the older women have lasted the longest and been the most fulfilling,” he answered.
I was really beginning to like this guy. I wanted to talk with him longer but the late hour was brought to my attention when my grandfather clock struck two. I apologized for needing to wrap things up. “If I don’t get to bed soon I’ll be useless at work tomorrow,” I explained.
We quickly made arrangements for a date on Saturday then hung up. I had a big smile on my face as I undressed and crawled into bed. It was nice to have something pleasant to look forward to for the rest of the week.
For the next three days, I was walking on cloud nine. I felt like I was back in high school again and was going on my first date with the captain of the football team after the big game. Julie poked fun at me for it then told me she was happy to see me smiling.
Saturday night finally arrived and Steve picked me up at my house. He took me out to a very posh restaurant for dinner then we caught a comedy play at the local playhouse. Between the wine and laughter, I was feeling mellow and happy. He drove to the beach, which wasn’t far from where we lived, and we sat on the soft sand as we stared up at the sky and talked some more.
What could I say? I was completely smitten by him. He was perfect in every sense of the word—smart, engaging, a listener, funny, polite, employed and didn’t live with his parents. How could one not start falling head over heels for him?
When he brought me home around 3 a.m., he walked me to the door and gave me a soft, gentle kiss that made my knees buckle. I nearly invited him in but decided that I shouldn’t be too eager and I didn’t want to look desperate.
Over the next week, Steve and I talked on the phone or went out to eat every night. He even made me dinner at his place one night. I was impressed by his culinary skills. Everything was wonderful and I was floating on air.
The only thing that bothered me was he would only kiss me. Sure, his kisses were very passionate and they turned me on, but he always seemed to stop just when I wanted more. I couldn’t figure it out. He said he really liked me, he told me so and I could see it in his face when he looked at me, but every time things got hot and heavy he backed away and would say good night.
I finally asked Julie about it when we were at lunch a few weeks into the relationship. “He told me he’s really enjoying his time with you and I can tell he really likes you. Maybe he knows you hadn’t gone out for a while and he didn’t want to mess things up by rushing into anything?”
“Maybe,” I replied. “I’ve given off the right signals when we’ve been kissing.”
“Well, step it up. Be more aggressive. Maybe he’s waiting for you to take the lead,” Julie suggested.
I decided that on out next date I would be more aggressive from start to finish. I picked up my cell phone off my nightstand and dialed his number.
“Hey sexy lady!” Steve greeted.
I giggled and said teasingly, “This is Ann, I think you have me confused with one of your other girlfriends.”
“Nope, I can feel the sexiness oozing through the phone,” he replied.
“Gawd you are so corny and I love it!” I said giggling. “So listen, the reason why I’m calling is I wanted to know if you wanted to come to my house on Saturday. We can cook frozen pizzas and rent a couple of cheesy horror flicks. What do you think?”
“That sounds great. I have a couple of classic horror movies we can watch,” Steve said.
“Be at my house around seven, okay?”
“Sounds great, I’ll see you then.”
We said our goodbyes and I started my plan in motion.
On Saturday morning, I went to The Lacy Closet, an upscale lingerie store that sold fine corsets and accessories, then to a spa where I had a Brazilian done. While the woman worked on me I watched in the mirror. I had to admit I did have a pretty enough pussy to sporty a Brazilian. When I finished there, I went to the store to pick up a cheese pizzas and a bottle of wine.
Right as the clock was striking seven the doorbell rang. I opened the door and Steve was standing there with a bottle of wine. “Oh you got a bottle of wine too?” I asked then laughed. “Maybe we’ll get a bit drunk and who knows what might happen?”
“Yes, who knows,” he replied with a smile as he stepped past me into the house. He followed me as I headed into the kitchen to turn the oven on for the pizzas. As I was working on that, he put his bottle of wine in the fridge, then pulled out the one I got and poured us each a glass.
We talked and drank the first glass of wine in the kitchen as we waited for the pizza to cook. When it was ready, we took it and the bottle of wine into the living room. We sat next to each other on the couch as we ate the pizza, drank the two bottles of wine and watched “The Teenager from Outer Space.”
When the movie was over, I put my plan into action. “Steve, do you mind if I go change into something more comfortable while you get the next DVD ready?”
“No, not one bit,” he said as he stood up and picked up the other movie.
“Thank you sweetie, I won’t be but a moment.” I quickly went into my bedroom and changed into the purple silk corset that zipped up on the side and the matching thigh-high stockings that I’d bought earlier. I slid the matching G-string panties up my legs and made sure the waistband laid flat against my hips. I could feel the dampness of my pussy already making my panties wet. I touched up my makeup to give me a classy slut look then donned a pair of black stiletto heels.
Steve was facing the TV with a disk in his hand when I came back downstairs. He heard me coming down the stairs and started to talk as he turned around, “So sweetheart I was thinking that we could watch ‘It Came From Plan…’ ”
He stopped talking in mid-sentence when he saw me standing in the doorway, his reaction to what he saw was apparent in his pants.
“I think we should be done with the movies for the night and find a better way to entertain ourselves for the rest of the evening.” I said with a come-hither look on my face as I tried to pose sexily.
“Are you sure? I don’t want to go too fast,” Steve said nervously.
Seeing him standing there, not knowing if he should ravage me on the living room floor or run away made me want him even more and I could feel the excitement growing between my legs. “Oh my dear sweet Steve, I’m 100 percent sure that I want you,” I replied as I crossed the living room to stand in front of him.
Steve dropped the disk that was in his hand and kissed me deeply. The warm soft flesh of his tongue in my mouth, swirling and dancing with mine, caused waves of chills to race through my body. His strong exploring hands made my nipples strain against the silk fabric of my corset and I felt the fabric tease them making them want to be played with.
As we kissed, my hands did some exploring of their own. I unbuttoned Steve’s shirt until his chiseled chest and tight abs were exposed. Then I broke the kiss and bent my head to take his left nipple between my teeth, causing him stiffen at the unexpectedness of it and moan softly.
While I licked and nibbled on his nipples, I slid my right hand down his body. I unbuckled his belt and unbuttoned the top button of his pants so I could slide my hand inside and feel his cock for the first time. I was surprised by how thick and long it was; and I couldn’t wait to have it in me. “Oh god I want you now. I want you inside of me, please I’m begging you.” I whispered into his ear as I massaged his cock, loving how it twitched against my hand.
Steve didn’t speak but picked me up and carried me to the couch. He sat me down on the cushion and then knelt before me, spreading my legs apart. Slowly and seductively, he kissed his way up my legs causing me to squirm and moan. Then he reached up and slid my panties over my hips, down my thighs, past my knees to my feet and finally pulling them off. Steve tossed them to the side then leaned forward again.
“Oh my god…” was all I could mummer as I waited to feel the touch of his lips again.
Steve kissed my inner thigh first then placed the tip of his tongue at the bottom of my wet pussy and began to slide it up, spreading my lips open from the pressure and revealing my small clit. He used his teeth to nibble gently on the erect nib and used his tongue at the same time to flick at the sensitive part underneath it. While he teased my clit he slid a finger inside of me and began to probe for my G-spot, which he quickly found as was evidenced by the increased moisture from my pussy and my long moan of pleasure.
His mouth explored my pussy as he gave it the best tongue action it ever had. I lowered the cups of my corset so I could play with my nipples. They were standing erect and when the cool air hit them, my body shivered deliciously. It had been so long since I’d felt a touch of a man, I suddenly needed Steve to kiss and play with my nipples.
“Oh god, please play with my nipples.” I moaned softly.
Steve kissed his way up my body over the swell of my stomach and along the center of my rib cage to my breasts, but kept his finger inside of me and used his thumb to rub my clit. When he got to my nipples, he looked up at me with his blue eyes as he traced the outline of my left areola with the tip of his tongue before he wrapped his lips around my eraser-sized nipple.
The sensation was so intense that I arched my lower back, grabbed the back of his head, closed my eyes and breathed in deeply causing a hissing sound with my teeth. “Oh god, just like that,” I purred as he sucked on my nipple.
He moved to my other nipple but this time he bit it, causing exquisite pain to run through my body. I yelped from the delightful pain and felt my pussy grow wetter from it. “If you… keep this up… I’m going to cum,” I said between shuddering breaths.
“Good I want you to cum for me,” he replied with a smile then went back to sucking, licking and biting on my nipples while his finger continued to stroked my G-spot and his thumb grinded against my clit.
Steve didn’t have to wait long for me to cum. I felt my pussy begin to rhythmically contraction and I was breathing deeply through my nose trying to hold off as long as I could but it was a fight that I was gladly going to lose.
“Mmmm…” I moaned as Steve kept exploring me. “You’re making me … oh god … making me cum!” Steve increased his assault on my nipples and pussy as my breathing got shorter and more erratic until I couldn’t hold out any longer. In one long breath, I cried, “Oh my god!” and my body began to betray me. I bucked wildly under Steve’s mouth and I wrapped my legs around his back to try and stabilize myself as my sticky cum poured out of me and coated Steve’s hand.
I squirmed for several moments while Steve continued to tease my sensitive clit and kissed me deeply. After I calmed down from my intense orgasm, I took Steve’s hand, which was covered in my cum, and pulled it towards my mouth.
I looked at him and slowly licked and sucked on his finger to clean it of my pussy juice. I was sucking on it like I would a cock, letting it slide between my full lips and go as deep as it could in my throat. Steve watched and I knew from the look on his face that he was wishing that it was his cock in my mouth instead of his fingers.
Letting his finger slip out of from my lips, I smiled and said, “It’s your turn.”
I leaned forward as Steve stood up. I finished unbuttoning his pants and slid both his pants and underwear down until they were bunched around his ankles. I had to catch my breath when I saw his cock for the first time.
It was quite large and thick with veins running up and down the shaft with a very thick head. His balls were also large and clean-shaven, which I liked but so infrequently saw. I was looking forward to having his cock inside of me, I knew it would fill my tight pussy completely, but for now, I wanted to taste him with my mouth.
I reached up with my right hand and began to stroke his cock slowly, while I leaned my head forward and used the tip of my tongue to tease his balls. I could tell he was enjoying himself from the moans that escaped from his lips. While I licked his balls, I inhaled his musky scent—a mixture of sweat, soap and precum. It was more intoxicating than wine we’d had earlier.
I spent the next few moments teasing his balls. I licked them, put them in my mouth and sucked deeply on them and dragged them over my soft full lips like a dirty whore. I didn’t forget about his cock as I tended to his balls and used his precum to lube it as my fingers wrapped around the shaft and slowly jerked him off.
I felt Steve’s hands grab the back of my head and he softly but firmly guided my mouth away from his balls towards the tip of his cock. I slid forward until I was sitting on the edge of the couch with his cock right in front of me and just watched as it bobbed in front of my face. It was mesmerizing.
“Suck on it,” Steve begged. My soft breath hitting the tip of his cock was driving him mad with anticipation. “Please, Ann … please suck my cock.”
I smiled up at him then leaned forward. My tongue touching the base of his cock was like a shock and he jerked in pleasure. I slowly licked along the length of his shaft, feeling his urethra give in slightly and spill more of his precum from the tip, as I moved towards the tip. As soon as I felt his hot sticky precum touch my lips, I parted them and wrapped them around just the tip of his cock, savoring the sweet sticky fluid in my mouth. My fingers wrapped around the shaft again and moved up and down while I focused on the tip.
“Oh yeah, that feels nice,” Steve moaned as he looked down at me.
I pulled his cock out of my mouth and let it rest on my soft cheek. “Mmm baby, you haven’t felt anything yet.”
His cock twitched when I took the tip of my tongue and licked the opening of his cock and milked out more of his sweet precum. Steve reached with his other hand and softly grabbed the side of my head, while the one hand that had been on the back of my head also slid to the other side of my head. His hips began to rock back and forth slowly letting his cock rub against my cheek.
“Do you want to fuck my face?” I asked teasingly. “Yes,” he hissed.
“You are going to have to wait until I’m done with you,” I said with a devious smile then I parted my lips again and took his massive cock completely into my mouth. I grabbed his tight ass and pushed my head as hard as I could until I felt the tip of his thick cock hit the back of my throat and then push further down. My lips touched the base of his cock and he whimpered loudly from the pleasure coursing through his body from his cock. My throat made primal sound, thick and guttural, as his cock push deep into my face and I could feel him grow harder.
While I deep throated Steve, I could feel my pussy getting even wetter and more sensitive. I closed my legs and used my inner thighs to pleasure myself as I sucked on his cock. I hadn’t been so turned on in years and it felt wonderful. “Oh fuck!” Steve shouted as his cock pushed deeper into my throat.
I held his cock as long as I could then I broke free when I needed to gulp for air. A long sticky stream of spit dangled from his cock to my lips, which I quickly grabbed up with my hand and started to use on Steve’s cock. “Did… you … like that?” I ask between gasping breaths as I looked up at him and my hand jerked him off.
Steve looked back down at me and smiled. “Oh yeah, that was very nice baby!”
“Good, I’m glad you liked it,” I said then slowly eased the tip of his cock back into my mouth. I sucked hard on it, letting the soft inner skin of my cheeks engulf his tip. I knew he liked it because I could feel his cock twitch in my mouth and his knees began to shake.
My pussy was on fire, and I slid my left hand down my body and between my legs, while the fingers of my right hand wrapped around the shaft of Steve’s cock again. With my lips wrapped around the tip, I began to pump his cock, letting the tip rub against my lips and inner cheeks. It made my mouth tingle and my pussy ache for him but I wanted to give him the best blow job of his life.
As I stroked his cock I could feel and taste more of his precum spilling into my mouth and I liked it. I let the head of his cock pop out of my mouth. “You want to face fuck me baby?”
“Yeah,” Steve replied as he stared into my eyes. His eyes were filled with lust unlike I’d ever seen before. I’d never seen another person look like that and it only served to deepen my hunger for him.
I let go off his cock and opened my mouth as wide as I could and looked up at him. He caressed my cheek with one hand as the other rested against the back of my head, holding it in place as he guided his cock to my lips. Steve traced my lips with the tip, spreading his precum around them to lube them for when they would be wrapped around his cock, then slowly pushed the tip into my mouth.
At first, he was slow and deliberate as he fucked my mouth with just the tip and I could feel it swell with each stroke. Then he gradually filled my mouth and throat with more and more of his cock. Steve moved slowly in and out as he enjoyed the sensations on his cock, but as the minutes passed he began to push deeper into my mouth and his thrusts became faster. It wasn’t long before he was going as fast as his hip would allow him.
Loud slurping and, sometimes, gagging sounds filled my living room as Steve fucked my mouth and throat. I tried to breathe as large amounts of spit spilled from my chin, onto my breasts and new corset.
“Oh fuck!” Steve cried out as he pounded my face. He suddenly pulled his cock out, letting a large stream of stick spit dangle from my chin and his cock.
Gasping for air I asked, “Why… did… you stop?”
“Lie down on your back,” he demanded.
I liked how forceful his tone was and quickly got onto the floor. Steve finished stepping out of his pants and kicked his pants across the room. He squatted down as he mounted my face and guided his cock towards my mouth.
I opened my mouth wide and immediately felt him drive his massive cock down my throat and press his tight abs against my nose. With the thickness of his cock and his belly pushing on my nose I couldn’t breathe, but he quickly pulled back up allowing a precious few seconds to catch a breath of air.
Steve quickly got into a rhythmic cycle and I could regulate my breathing. While he was busy fucking my mouth, I slid my hand down to my aching pussy and began to play with my clit. I was in heaven, I had a big cock in my throat and I was playing with my pussy. I didn’t think it could get any better than this.
I could feel every vein in Steve’s cock throbbing against the soft skin of my mouth and taste his precum on my tongue. I knew it wouldn’t be much longer before he would cum. Sticky saliva ran down the side of my face and my pussy oozed its own stick sweetness onto my living room floor when I heard Steve’s breathing suddenly become more erratic. His cock was twitching as it swelled even thicker.
“Oh my god, I’m… going… to fucking cum!” Steve moaned out.
I forgot all about my need to cum as I wrapped my arms around his hips, resting my hands on his ass, so he couldn’t pull out of my mouth. I wanted to taste every sweet drop of his cum gushing down my throat and I wasn’t going to allow him to deprive me of that.
“Oh…fuck…” was all he could say as his cock began to twitch more. I could feel his cum travel down his urethra and spill out the hole at the end of the tip. It was thick, hot and sticky-sweet as if filled my mouth. I made loud gulping sounds as I swallowed his load and his body shook violently above me as stream after stream of cum filled my mouth.
He came so much that some of it had oozed out between his cock and my lips and it ran down the side of my face and onto the floor. When he finished cumming, he rolled off my face and laid beside me gasping for air. I took my fingers and scooped up the cum that spilled out of my mouth and fed it to myself.
“Mmm! You taste so sweet,” I said as I licked my fingers clean.
“Oh my gawd, that was intense! I didn’t know you could be so wild!” he said while still shaking from his intense orgasm.
I rolled onto my side and flicked his nipple with my tongue, causing him to shiver. I kissed my way up the rest of his body and whispered into his ear, “Wait until I get you into the bedroom and show you my collection of handcuffs and toys.”
Steve grinned and leaned down to kiss the tip of my nose. I moved my hand behind his head and forced his mouth lower then kissed him deeply, letting some of his cum that was still in my mouth mix with his saliva. We kissed for several minutes, enjoying the closeness, and then I reached down and felt his cock growing again.
“Cum with me,” I said with a giggle as I stood up. I led him to my bedroom where we spent the rest of the night exploring each other’s body and trying out several fantasies as we tried to have as many orgasms as humanly possible before collapsing against the pillows in exhaustion.
It has been just over a year since that night. Steve and I are still dating and there has even been talk about marriage, but in the mean time we are still enjoying the long walks on the beach, our nice dinners at restaurants or home, and the wild sex we have with each other, and sometimes others. That, however, is a different story for a different time.