It Took Cupid’s Army

Can I woo the girl who knows my embarrassing childhood?

Based on a post by Mac G. Listen to the podcast at Connected.

Even though it is right in front of you, you don't always see what's good for you. Sometimes you need a little nudge. This is about a couple of mine.

When I was five, Jenny's family moved in directly across the street from us. Our families became good friends right away. Due to the fact that there was nobody else our age living nearby (Jenny is three months older than I am), we soon became inseparable.

She had no trouble keeping up with me in the rough and tumble things I wanted to do, and I had no problems playing house with her when she wanted. One of our parents always had to shoo us home at night because we would never think about it ourselves. I once tried to get my parents to let Jenny spend the night, but they said it was not right for girls to spend the night with boys.

Although I missed it at the time, the first indication that Jenny and I would end up together came when we were fourteen. I was over at her house watching TV with her and her dad. As we sat there, the doorbell rang. Jenny got up to answer it. She came back a moment later followed by a policeman.

"Mr. Adams," he said, "I'm afraid I have some bad news."

Jenny's dad got up to stand next to her. I stood a few feet behind them.

"I'm really sorry to say that there has been an accident. A drunk ran a red light and hit your wife's car," the policeman stated.

"What! When? Where? How is she?" Mr. Adams asked.

"The paramedics did their best, but I'm afraid she didn't make it. I am truly sorry."

At this point, Jenny turned around and looked at me, tears pouring from her eyes. She ran to me, buried her head in my shoulder and sobbed. I guided her to the couch and sat her down. Holding her gently, I let her cry herself out, trying to soothe her as best as I could.

After about fifteen minutes, Mr. Adams finished up with the policeman and came over to sit next to us. Jenny had calmed down a little and was just crying lightly. He took Jenny in his arms and held her. I got up and called my parents telling them what had happened. They both came right over.

After a lot of consoling and grief, Dad left with Mr. Adams to tend to the body while Mom stayed with Jenny and I. Mom told me later how proud she was of me and for handling the situation and comforting Jenny so well. Years later, Mr. Adams said he'd kill me if I told Jenny, but that it hurt a little when Jenny turned to me, instead of him, for comfort upon hearing the news about her mom.

The First Nudge

I have always thought differently about Jenny than anyone else. Even during those awkward adolescent times all boys go through in which girls are gross and have cooties, I never felt that way about Jenny. It was like my mind thought, 'That's not a girl, that's Jenny'. The trouble was that as I grew into a teenager and began to notice girls, it was the same thing; I didn't realize just how beautiful Jenny was becoming.

Ironically, it was on a date with someone else in the summer between our Junior and Senior years that her beauty was pointed out to me. We had been having a great time: Dinner, movie, and ice cream afterwards. It was close to time to take my date home.

"Anne, can I ask you a question?" I asked.

"Sure, what's up?"

"Well, when I asked you out, you seemed a little surprised. Pleased, but surprised. I got the same response from Sarah Jansen last month, and I was wondering if it was true you were surprised, and if so, why?"

Anne smiled and hesitated a moment before answering.

"Yes, it's true I was a little surprised and I'm sure Sarah was as well. The reason is we keep expecting you two knuckleheads to wake up and see what a good thing you've got."

"Knuckleheads? What two knuckleheads?" I asked.

"Okay, it looks like it's up to me to straighten you out, although I really shouldn't," she sighed. "I'm going to do this in a roundabout way. I'm going to ask you a bunch of questions. Some of them may seem silly, and some might be embarrassing, but I need you to trust me and answer them all honestly."

"Okay, I'll try."

"Good. Now first question: Do you think I'm pretty?"

"Of course I do. Most guys in school do."

"Thank you," she said, blushing a little, "Now, I know all guys have different ideas about the ideal woman, but am I your ideal? Be honest."

"No, you're not." I said a little chagrinned.

"Hey, don't worry about it. I asked for honesty. I'm somebody's ideal and I'll find them one day. Let's concentrate on your ideal woman. I'll say an attribute and you tell me what you like. You okay with this?"

"I guess."

"Ok, height?"

"Your height, perhaps a little taller."

"Hair?"

"Red, long and straight."

"Longer than my shoulder length?" Anne asked.

"Yes."

"Eyes?"

"Green."

"Mouth?"

"Don't know. Never thought about that."

"Not a problem. Now, don't get embarrassed, but look at my tits."

I couldn't help it, I turned crimson, but I looked briefly. She had very nice tits.

"That's what I like about you, Tony; even with permission you don't ogle at a girl's chest. Most guys would be glued there right now. Ok, what would you change?"

"Nothing, I really like your tits," I said, turning even redder, if that were possible.

"Thanks, so do I. There's definitely something there to attract attention, but not too much. What about the butt? Do you like big butts?"

"Not really."

"What about legs?"

"Long, with a good muscle structure."

"Great. Now, here is what you just told me is your ideal woman; 5'9" or 5'10" tall, long, straight red hair, green eyes, an athletic build, long muscular legs leading up to a nice tight butt. Is that an accurate description?"

"Yes, that would be correct."

"And you still don't see it do you?"

"I guess not. See what?"

"You just perfectly described Jenny Adams."

I sat there for a moment. She was right of course, but I had never made the connection.

"Did you know that most guys think Jenny is the best looking girl in school? Many also think you are an idiot for not dating her. You've been best friends for so long you two cannot see it any other way. You should start looking at Jenny as the beautiful woman she is. With the great friendship you've already built, you two would make a perfect couple. Think about it, you dope," Anne ordered with a grin.

"I will, I promise," I said. "Now, I'd better get you home before your dad sends out the posse."

I drove her home in silence. When I walked her to the door, I said, "Thanks a lot for telling me that, Anne. I guess it's true it's sometimes hard to see what is right in front of your nose."

"You're welcome. I'm sure you two will be very happy together. Now, I don't usually do this on a first date, but as I'm pretty sure I've just ensured there won't be a second one, kiss me good night."

"Gladly."

I leaned forward and gave her a gentle kiss. She was having none of that. Throwing her arms around my neck she pulled me in for a nice, hard kiss. It seemed to last forever, breaking only when we ran out of air.

"Thanks, that's just what I wanted," she said smiling. "Now, go get her, Tiger!" With that, she turned and went inside.

It's a good thing the route home was so familiar, as I was not paying too much attention to where I was going; I was thinking about Jenny. She was beautiful. She was also a great person. She was funny and fun to be around; kind to everyone; caring with genuine compassion; helpful whenever you needed her. She had so many wonderful qualities that it's hard to think of them all.

Two days later, Jenny was over at my house watching TV. As the movie ended, she turned to me, saying, "Okay, Tony, what's up? You've been quiet all day and you've been giving me some funny looks."

I hesitated before answering, unsure as to how to answer. I was really nervous about how this would go. I took a deep breath.

"Jenny, will you go out with me on Friday?" I asked her.

"Sure, we can get together and..."

"No, please, that's not what I mean. I don't want to just get together; I want to go on a date, a real date."

She looked at me with her eyebrows raised. I could see the wonder in her eyes.

"Look, Jenny, I know we've been friends for a long time, you've always been my best friend, but lately I've been seeing you in a different light. I've always known you were pretty, but I'm starting to see just how beautiful you really are. I've always known you were a girl, but now I'm seeing you as a woman. We're friends but I'd like to see if maybe we could be more."

She sat there, deep in thought. I waited for her to decide.

After several minutes I added, "I know this is sudden. You don't have to answer now if you want to think about it for a while. Don't be afraid to say no. Nothing will change if you say no."

She smiled at me and said, "I don't need to wait. Of course I'll go on a date with you. I just wasn't expecting it. What brought this about?"

"I'll tell you, I promise, but not right now. What time do you want to start?"

"Um, I'll let you know."

"Fine. Want a Coke?"

"Sure."

I went a got one for each of us. We watched some more TV, neither one of us talking much. When she left to go home, she paused at the door and gave me a long look, smiling slightly.

The rest of the week seemed to last forever. Jenny must have said something to her dad, and he spoke to my parents, because on Wednesday evening Mom came into my room, announcing, "Let me know what you plan on wearing for your big date Friday, and I'll make sure it's clean and nicely pressed."

"Okay, Mom, thanks. I'm not sure...wait, how did you know about Friday?"

"Moms just know," she said, grinning. "If there's anything else I can do for you, let me know."

When Friday came, I had still not told her what I wanted to wear, having changed my mind several times. I went out in the afternoon to get a haircut. When I got back home, there was a brand new outfit laying on my bed waiting. It was perfect. As I was getting ready, my dad came in my room.

"Here, try some of this," he said, handing me a bottle of cologne. "It's a very popular scent."

"Thanks, Dad."

"Also, a good date needs a good ride. Take my car tonight."

I was stunned. Dad rarely let's anyone drive his car. He had saved for years to afford it. "Are you sure?" I asked.

"Yes, I'm sure. I got it cleaned up nicely today and it's got a full tank of gas. Enjoy yourself."

"Wow, thanks, Dad! You're awesome."

When the time came, I walked across to her house and knocked. Mr. Adams answered.

"Come on in Tony, she'll be right down. Where are you going tonight?" he asked.

"I made a reservation at that new Italian place south of the mall. After that, we'll just see. Probably a movie later on," I answered.

We heard the sound of Jenny coming down the stairs. I turned to see her and was stunned. She was wearing a light green sun dress that stopped just above her knees. Her legs looked great, tapering to a pair of strappy sandals with a 2½-inch heel. Her red hair cascaded down over the front of her shoulders, framing her face nicely. Jenny's eyes were sparkling and she was grinning from ear to ear.

I walked up to her as she got to the bottom of the stairs.

"I've never seen you look more beautiful," I said.

She blushed a little and said, "Thanks, you look great, too."

We walked back to her dad.

"Have fun tonight you two," he said. "I've talked to your parents, Tony, and for tonight, and tonight only, there is no curfew for you two - just don't push it too far."

"We won't, Mr. Adams, I promise," I said.

We walked across the street to the car. Jenny's eyes got huge when she saw we were heading to Dad's car. We drove to the restaurant in an awkward silence. As we were waiting for the table, I reached out and took her hand in mine. I wasn't sure if it was a good idea, as I figured she could feel that my heart was beating about 200 times a minute. Jenny just smiled at me and squeezed it gently.

Dinner went well. The talking started slow, but we loosened up some as things went on. By the end I think I had my heart down to about 150.

As we walked back to the car, I took her hand again. Before I opened her door, I turned her to face me. "Are you still as nervous as I am?" I asked.

"Oh God, yes," she replied.

"I have an idea, but I don't want to make it worse," I said quietly.

She looked up at me, whispering, "I don't think anything would make it worse."

I leaned forward and kissed her. As our lips met, it felt like I had touched 1,000 volts. The excitement went from head to toe. I wrapped my arms around her, pulling her to me gently. Jenny hesitated for a moment, and then just melted in my arms.

After several minutes, we broke the kiss. Jenny was smiling broadly and looking at me dreamily.

"Now we don't have to worry about That for the rest of the night. One less thing to think about," I said.

She just started laughing, pulled me in and hugged me tightly. I could feel all the tension leave her body. She felt so good in my arms; I knew I wanted this to happen a lot more.

After a few minutes, she pulled back, looked at me and said, "You're right, I was thinking about it. I shouldn't be bothered about it anymore. I do think, however, that we should make sure."

She leaned in and kissed me again. This one was even better because we were both putting more of ourselves into it. She kept holding me tighter and pulling me closer, her hands pressed to the back of my shoulders. I put one hand on her lower back, gently rubbing. With the other hand I reached up and held the back of her head, my fingers entwined in her hair. The feel of her tits pressing against my chest aroused me and I began to stir in my pants.

We finally broke the kiss when we heard a whistle from near the restaurant. I turned to look and saw a couple standing there. He was looking at us and she was tugging on his arm to get him to move. When he saw us staring back at him, he gave in and they walked off.

I turned back to Jenny, worried she'd been upset by the scene. "Maybe we should go somewhere else."

Jenny and I decided to go over to the theatre, where we quickly agreed on a movie. We sat in the back, with my arm around her and her head resting on my shoulder. I enjoyed the feeling of her up against me so much that I wasn't paying attention, and still don't remember what movie we saw.

Afterward, we went down to the park on the waterfront and just walked around holding hands. Finally, around 12:30 a.m., we decided we should get home. Standing on her porch, I looked at her and couldn't help but smile.

"I have never had a better night in all my life," I said.

"Me neither. I'm just upset we waited so long to do this," she said.

"I know, we were kind of dumb, weren't we?"

"We'll just have to do whatever we can to catch up." Jenny winked.

We stood there kissing for about twenty minutes. I decided I should be getting home before her dad came to investigate. I was a little surprised he hadn't yet.

I don't think I touched the ground as I went across the street. It took me hours to fall asleep; I didn't want the night to end and went over every detail, committing each to memory.

For the rest of the summer, except for the five days Jenny and her dad were at her grandparents, we spent every day together. We got closer and closer. At one point when we were at the mall, we ran into Anne, who noticed we were holding hands. She told us she was very happy for us. I confessed to Jenny that it was Anne who had suggested that I look at her closer. Jenny gave Anne a big hug and thanked her profusely.

When school started, it quickly got around that our friendship had blossomed into romance. It seemed to be the general consensus that this was a good thing. We got a couple of grumbles from a guy who had been after Jenny to go out with him since our freshman year, but we just ignored him.

Every day after school we did our homework together, helping each other through troublesome concepts. It may have taken a little longer than if we had done it separately, but we didn't care because we were enjoying every minute of it.

I once overheard my dad talking about us to my mom, saying, "We haven't spent as much time as they have together since we were on our honeymoon!" Mom just told him to mind his business and leave us alone.

The Second Nudge

It was March and Mr. Adams was leaving on a business trip. We had celebrated my 18th birthday the night before and we were all still in a good mood, or so I thought. My parents and I walked across the street to Jenny's house. They were going to drive him to the airport while I stayed with Jenny. Mr. Adams greeted us at the door and let us in.

"Where's Jenny?" I asked, not seeing her there.

"She's up in her room right now," he replied. "Listen Tony, I need to talk to you for a moment before you see her. She's a little upset right now."

"I thought something was bothering her, but she said it was nothing"

"It started a couple of days ago when she got the mail. There was a letter addressed to her mother, from her high school reunion committee. I wrote them last time to say she had passed, but I guess they never put that down on their records. It got Jenny thinking about her."

Jenny has told me many times how much she misses her mom. My mom has been a great help to her as she was growing up, but it's just not the same.

"Then today," Mr. Adams continued, "she was helping me pack. When she got the suitcase out of the closet, she knocked down a box and it spilled on the floor. The box contained a lot of pictures of Jenny and her mother. She's been looking at them for a while now and crying. I comforted her as much as I could, but I don't think it's enough."

We let my parents put the suitcase in the car while Mr. Adams went back to say goodbye to Jenny. I followed him back to her room and waited outside while he talked to her. When he came back, he looked at me for a moment before speaking.

"Jenny needs to feel loved right now. She knows I love her and she knows how much you love her, but right now she needs to Feel it for herself. I trust you Tony. I know you two are taking things slowly, and I'm proud of how you are going at this new relationship of yours. Most guys your age would have put pressure on her for more. I know she's hesitant to say so, but I do believe that she is ready for more. All she needs is some gentle coaxing from you."

I looked at him with a puzzled expression. Did I just understand that he was giving his ok for me to make love to his daughter?

He must have understood how I was feeling because he laughed a little and said, "I know that's not what you expect to hear from a father, but I understand what it is like to be young these days. Besides, like I said, I trust you Tony. You have been the best thing in Jenny's life for a long time and only want the best for her."

He held out his hand and I took and gave it a shake. He then left to go on his trip. I paused a moment to get myself together before entering Jenny's room. She was sitting on her bed with her knees up and arms around her legs. Her face was buried in her legs and I could hear her gentle crying. The bed was covered with pictures. I walked over and cleared a space of pictures and then sat down. I pulled her to me and held her in my arms. She cried for a little while longer and then stopped. When she looked up at me, her face was streaked with makeup from her tears.

"Don't look at me Tony. I must look terrible," she said, hiding her face again.

"What you look like, Jenny," I said, "is the most beautiful woman in the world."

I picked up a tissue from the box nearby and wiped at her face. She tried to pull away, embarrassed at how she looked, but I wouldn't let her go. When I had her face dry, I leaned in and kissed her. I could feel the need in her lips and held on for quite a while. When we parted, she laid her head on my shoulder. I reached down and picked up a picture of Jenny and her mom at the beach.

"Your mom is a very beautiful woman. You take after her in that regards."

"That was my first two piece suit." she said quietly. "At 10 I thought I was old enough for one."

"You look wonderful in that suit. Too bad I was too young to appreciate it then."

I looked at her and saw the tears forming again. "I miss her so much, Tony," she whispered.

"I know you do. I miss her too. It's your depth of love and compassion that make you who you are. It's one of your best features and why I love you so much. I know it's hard, but instead of thinking about the fact that she's gone, let's focus on the good things we had while she was here? Show me some of these pictures"

At first it was hard for her to look, but the more I encouraged her to focus on the good, adding some of the things I remembered about her mom, the happier she became. After about an hour, we had gone through all the photos and put them back in the box. Jenny was smiling as she put the box on her desk. She came back and sat down next to me, hugging me close.

"Thank you so much, Tony." she whispered in my ear. "You always know just how to make me happy."

"Only because you make Me so happy." I replied.

Jenny pulled back and looked in my eyes. She must have liked what she saw because she smiled and said, "I love you."

She leaned forward and kissed me. It started out tender and loving, but became more passionate as it progressed. After several minutes, I reached behind her, unzipped her dress and began to rub her back in lazy circles, progressing to tracing the length of her spine with the lightest touch of my fingertips.

Jenny pulled back. For a moment I thought I'd pushed her too far, but she just smiled, tossed her shoes away, pulled her dress up over her head and tossed it on the floor. She had on matching bra and panties; the creamy skin of her tits was set off beautifully by the black lace.

She reached over and began unbuttoning my shirt, her fingernails grazing my chest as she fumbled occasionally, sending shocks through my body. I pulled it out of my pants and started at the bottom. When it was undone, I took it off and tossed it on top of her dress while Jenny busied herself unbuckling my belt. When she unzipped me, I stood up, shimmied out of my pants, which joined the pile on the floor, and sat back down.

We hesitated for a moment, just looking at each other. While we had both seen the other before, it was mostly hurried in the back of the car. This was the first time we had been able to get a good look.

She looked absolutely beautiful. Her bra emphasized, rather than hid, her tits, creating nice cleavage at the top. Her legs looked wonderful encased in the thigh-high nylons, long and smooth. Her panties, nicely riding high on her hips, hinted strongly of the wonderful treasure hidden beneath. I saw pleasure written all over her gorgeous face.

After giving me the once over, and her approval, I assumed, she looked in my eyes and gave me a wicked grin. Reaching behind her back, she unclasped her bra, which loosened on her chest but held in place. Leaning forward, she ever so slowly pulled it away from her body, revealing a glorious sight: twin mounds of firm flesh with exquisitely erect nipples.

Even though I had felt them before, I tentatively reached out. When my hands were mere inches from touching her tits, Jenny leaned forward, closing the gap.

She shut her eyes and sighed as I gently caressed them. They felt so soft and smooth; it was a joy to hold them. I ran my hands all around the outside, slowly making the circles smaller and smaller. When I finally reached the nipples, I took them between my thumb and forefinger and squeezed, causing Jenny to wince.

"Sorry." I said.

Easing up, I concentrated on her nipples for a while then went back to the outsides. Laying her back on the bed, I continued to caress the left one while leaning down to take the right one in my mouth. I sucked gently on her nipple while flicking it rapidly with the tip on my tongue. Jenny grabbed my head and pressed me to her, urging me on.

"Yes, keep it up," she said. "That feels so good."

I increased my efforts, sucking and licking her nipples before moving outward. I spent about fifteen minutes exploring every inch of her tits, moving back and forth between the two. Finally, Jenny pulled me up off of them to give me a deep kiss.

"That felt so good; you can do that any time you want to," she said smiling. "But right now, it's my turn to pleasure you."

Jenny rolled us over, and started kissing her way down my body. She paused briefly at my belly button and probed it with her tongue. This tickled and got me giggling. My giggles only encouraged her to continue probing harder. Soon I was laughing so hard I had to pull her up in a hug. She looked at me with a wicked grin.

"Enough of that, you minx," I said. "Are you pleasuring me or torturing me?"

"A little of both, and I'll have to remember that reaction for the future."

"With my luck, I'm sure you will."

Grinning, she went back and gave me one last lick before continuing downward with the kisses. When she got to my briefs, she grabbed a hold of the sides and tugged. I lifted my hips to allow her to remove them. She tossed them over with the clothes on the floor.

Starting at my feet, she kissed her way up my legs, going back and forth between them. As she slowly moved higher, she spread my legs a little to give herself room to kneel between them.

When she got to my cock, it was hard and sticking up in the air. She gently took it in her hands, caressing it lightly. Running her hands all over it, she examined it closely, then leaned in and kissed it right on the tip.

"Oh my God," I moaned, "that feels wonderful."

She kissed it again. Sticking out her tongue, she licked all around the head. She licked me from top to bottom and all over my balls. Licking back up to the top, she opened her mouth and slipped the head inside, bringing another moan from me. She slowly moved up and down, taking a little more of me inside her mouth each time.

After what seemed like forever, I finally bumped into the back of her throat, causing her to gag. She took me out of her mouth to catch her breath, and looked up to see my reaction. I looked back at her and smiled broadly.

Pleased, she took me in her mouth again. This time she bobbed faster. She gagged a couple of times when she took me too deep, but soon got a good feel for it. She scraped me once with her teeth, but other than that, the feeling was more than anything I had expected. I knew I wasn't going to last long.

"Oh God, Jen....I'm gonna come soon," I croaked.

Jenny smiled up at me then said, "I must be doing something right then."

"Yes, you're doing great."

"I can't wait to see what you taste like. Let it go for me."

She renewed her efforts; her mouth was flying. With a loud moan, I exploded in her mouth. She tried to swallow it all but some of it spilled out onto my groin.

When I stopped shooting, Jenny let me fall from her mouth and started cleaning me off with her tongue. When she was done, she crawled up next to me. Even though she had some of my cum on her lips, I kissed her hard.

"My god, Jen, that was incredible," I said when I broke the kiss. "Where on earth did you learn to do that?"

"On the Internet." she said, blushing. "I found some articles and a couple of videos. And then I practiced a few times on a banana."

"You learned it well. I hope I can live up to it."

"Don't worry about it."

I had caught my breath by then, so I smiled at her and began kissing my way down her body. When I got to her belly button, I attacked, like she did with me. I didn't get the same response, so I continued on down.

When I got to her panties, I studied them for a moment. The way they hugged her curves looked really good. The black was a nice contrast to her alabaster skin. It was like beautiful wrapping on a gift.

I ran my fingers along the edges. Her skin was smooth and warm. Placing my palm on her, I pressed lightly and moved it in small circles. Jenny squirmed at this and let out a soft moan. As I was rubbing her, I could feel her panties getting moist. I hooked my fingers in the sides and pulled them off.

I thoroughly enjoyed seeing her exposed slowly. She had a small bit of hair in a strip at the top. The rest of her pussy was shaved. Her lips were glistening with her arousal. The aroma was stimulating. Her musky scent thrilled my senses. My mind was saying 'This is what a great woman smells like'.

I paused to breathe deeply before taking her panties the rest of the way off her legs. I caressed her calves tenderly, first one leg, then the other. Moving up, I kissed the back of each knee. Spreading her legs and putting them back on the bed, I tickled my way up her thighs making her squirm.

With her legs spread, her lips were parted slightly, her arousal evident. They looked like a flower opening to accept the warmth of the sun. It was more beautiful than any flower I had ever seen.

I leaned forward and ran my tongue slowly from right above her anus, up across the lips, to up above her clit, flicking the tip over the small ridge I felt there. This caused her to take a sharp breath in through her teeth; her thighs clamping around the sides of my head.

She relaxed, and I pushed her thighs apart again. I ran my tongue all around the outside of her pussy. After licking her for a few minutes, I reached in with my fingers and spread her lips apart. Inserting my tongue, I pushed it in as far as I could, marveling at the feel of her wetness spreading over my face. Her moans encouraged me, and I continued to lick inside her opening.

Soon, I worked my way up to her clit. Holding it in my lips, I ran the tip of my tongue over it rapidly. Jenny was groaning loudly, grabbing my head, pushing me harder into her. While sucking on her clit, I slowly pushed my finger into her. She was hot and wet and clamped down on my digit. I leaned back so I could watch as I stroked in and out. Every time I withdrew, she tightened up on me as if she didn't want to let go.

Soon I added a second finger, twisting them as well as stroking. As her moans got louder, I leaned in again to lick her clit. Increasing the speed of both my fingers and my tongue, she pushed her hips up off the bed towards me. Suddenly she wailed. Her thighs clamped down on my head, all of her muscles tightened up then started contracting wildly. I felt her flood my chin as she gasped for breath.

After a while she calmed down and loosened her grip on my head. I stopped licking and crawled up on top of her.

"I've never felt like that before in my life," she said to me breathlessly. She continued, looking at me with an intensity I'd never seen before, "Tony, you made me feel amazing."

"Just like you made me feel. I'm glad. How are you doing? Do you want to continue?" I asked, my re-hardened cock nestling against her pussy.

"Yes, I do." Then, looking me deep in the eyes, she said, "I want to feel you inside me."

She reached down between us and took a hold of my cock. Rubbing it against her, she positioned it at her entrance and nodded. I pushed, slowly increasing the pressure. There was a lot of resistance. Finally the head popped in, causing Jenny to gasp. I stopped for a moment, letting her get used to it. When she had relaxed, I pushed further into her.

Using short, steady strokes, I slowly eased deeper and deeper inside her. Soon our pubes were touching. We both let out a moan when we felt it. Remaining completely inside her, I rubbed against her, eliciting a moan when I rubbed across her clit. She arched up her pelvis, pushing back at me.

I began to withdraw from her. She clamped down like a hot, velvet vise. When I got almost out, I pushed back in slowly. I continued with long, slow strokes, each one sending waves of pleasure, radiating out from my cock to fill the rest of my body.

Looking down at Jenny, her eyes were closed and her face was filled with ecstasy. Her hands were at her head, gripping and releasing her hair. Her mouth was held in an O. Her breathing was getting faster and shallower.

Opening her eyes, she smiled up at me and said, "I never knew pleasure could be this strong. Every time I think it can't get any better, it does."

She reached up and caressed my face, looking deep in my eyes. I gently kissed and nibbled her finger tips. She stuck her first and second fingers in my mouth and I sucked on them. Moving her hands down, she ran her nails over my chest, tickling the hairs.

Easing down on her, I kissed all around her face and down to her ears. Gently biting her lobe brought out a moan from her. Coming back up, I placed a kiss on each of her eyes.

Rising up on my arms, we both looked down to watch me thrusting in and out of her. It was the best sight I had ever seen. After watching for several minutes, she pulled me down on her so she could kiss me. Our tongues dueled with each other as I slowly increased the pace. Soon I was slapping her hard with every thrust. We were moaning around our kiss. I could feel myself getting close.

"I'm gonna come real soon," I panted.

"Yes, do it," she answered. "I want to feel you come inside me."

It only took about a dozen more thrusts before I groaned, buried myself as far into her as I could, and blasted off. She wrapped her arms and legs around me and squeezed me tightly, rubbing her clit against my shaft. In only a few quick strokes, she came as well and her pussy spasmed around my cock.

It seemed like I came forever, but we both soon came down from the heights of pleasure. I rolled us on our sides but remained inside her.

I looked deep in her eyes and kissed her tenderly.

"That was the most incredible thing I have ever felt in my life," I said. "If I had known it was that wonderful, I wouldn't have waited so long."

"I'm glad we did wait," she said, "It only heightened the pleasure. This was just right. I love you, Tony."

"I love you too, Jen."

We stayed like that for a long time, just gazing at each other and gently kissing.

Eventually, I softened and slipped out of her. After about a half an hour, I got out of bed to shut the light off. Climbing back in bed we slipped under the covers and I spooned up to her back as I reached around her to hug her tightly to me. She turned her head to give me one last kiss.

"Goodnight, My love," she said.

"Goodnight, Beautiful," I responded.

It didn't take me long to fall asleep. In the morning, we were still cuddled up together. I woke up first and just laid there, enjoying the feel of her in my arms. Soon enough, she woke up and turned around to face me.

"Good morning, Love," I said, kissing her. "Waking up with you in my arms was truly wonderful."

"I know," she responded, "I have never felt this good myself."

We laid there for a few moments, then got up and got dressed. I stayed and talked for a little while before heading home. In the kitchen, both my parents were sitting there drinking their morning coffee.

"Good morning, Tony," my mom said cheerily.

"Good morning," I said.

"Would you like some breakfast?" Mom asked.

"No thanks mom, I'm not hungry."

We sat there in an awkward silence; Mom and Dad did a bad job trying not to grin.

After several long minutes I said, "Okay, if I don't say something we'll sit here forever. Let's all acknowledge that yes, I just spent the night with Jenny, and, yes, we did have sex. And, no, I never want to talk about it again, okay?"

Dad just grinned from ear to ear and Mom smiled at me.

Jenny told me that when her dad got home from his trip at the end of the week, he just knew. She was a little embarrassed when he asked, but he made sure she knew he didn't mind, and if she ever needed anything, or wanted to ask questions, he would always be there for her.

Life got even better following our night together. Jenny and I spent as much time together as possible. We even spent the night together some, and neither my parents nor her dad said anything.

Jenny and I were married at the end of the summer. She chose go to work while I went to college. She worked as a receptionist in a law firm until just before our first child was born. Our parents helped support us until I graduated and got a job.

We just celebrated our five year anniversary. Mary, named after Jenny's mom, is now three years old, and her little sister Anne is almost one (yes, we did name her after our friend that got us together). I've got a great job as a computer consultant. Jenny gets more beautiful every year and loves being a mother.

Our life turned out wonderfully. All it needed was a little nudge.

Based on a post by Mac G, for Literotica