A Well Lived Life Book 9 AnalaChapter 28 Turning Twenty One Part I
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April 22, 1984, Chicago, Illinois
Penny melted into my arms and moaned softly as we kissed. She tasted like cherry, and our tongues tangled, sharing the flavor of the lip gloss. I knew she was in a hurry, but I wanted to take our time and build the pleasure to the explosion that I knew would come. I wanted to savor it, and I knew it would be better for her if she did as well. If Penny had her way, I’d already be inside her! She broke the kiss, panting.
“Slowly, Penny,” I said gently. “It’ll be better. Let me make it perfect for you.”
“OK,” she whispered. “What do I do?”
“Let me, please. You’ll know what to do when we get there. I promise!”
I kissed her again and then slipped the straps of her teddy over her shoulders. Penny shivered in anticipation. I leaned down and kissed the tops of her shoulders. She smelled of lavender body spray, my favorite, heightening my arousal. As I kissed Penny’s neck, I felt her heartbeat accelerate. Her breathing was not quite ragged, but soon would be. And all I’d done so far was kiss her!
I slid the teddy down, exposing her small, firm breasts and planted soft kisses on each one in turn. I dropped to my knees and pulled the teddy down to her ankles, and she stepped out of it. I leaned forward, nuzzling her downy pubic hair, inhaling deeply. I planted a kiss on her mons, then kissed my way up her belly and chest as I stood up. Unbidden, she pulled my pajama top over my head, then kissed my chest, planting soft kisses on my nipples as I’d done to her. She knelt down and pulled down my pajama bottoms, and giggled as she planted a kiss on my glans.
She stood up and I pulled her to me and into a tight embrace. I felt her rock-hard nipples trying to bore holes in my chest as she wiggled her body against my erection. We kissed again, our tongues exploring each other’s mouths, and our hands running over each other’s backs and butt. After a few minutes, I broke the kiss and scooped Penny into my arms and laid her on the bed, which Bethany had left turned down.
I started kissing Penny at her shoulders and worked my way down until I sucked her nipple into my mouth and swirled my tongue around it. She moaned softly when I released her, then sighed when I sucked the other nipple into my mouth. I moved back and forth between her breasts for a few minutes, then kissed my way down to her aromatic, dripping pussy. I teased her labia and clit with my tongue, doing my best to excite her, but not quite bring her over the edge. Penny shivered when I pressed my tongue between her labia and licked from bottom to top.
“Steve,” she gasped. “Please, do it now!”
I moved up and lay on top of her, my glans pressing against her swollen labia, feeling the volcanic heat that was building inside her. I looked her deeply in the eyes and kissed her softly.
“What do you want to do, Penny?”
“I want you to fuck me!” she whispered.
“Are you sure?” I asked, applying just a small amount of pressure.
“Yes! If you don’t do it with me now, I’m going to bite it off the next time you ask for a blowjob!” she giggled.
“You would be very sad, Penelope Margaret!” I grinned.
“Please fuck me, Steve!” she begged. “I can’t stand it!”
I pressed forward and my glans slipped past her labia, and Penny gasped as I came up against her hymen.
“OK?” I asked gently.
She bit her lower lip and nodded. I had expected her to get nervous at some point, and we were at that point now. I leaned down and kissed her softly and then broke the kiss and looked deeply into her eyes. I pushed forward against her barrier, and felt it start to give. I pulled back a bit, then pressed forward with enough force to break through.
“Oh!” she gasped.
I paused for a moment, watching Penny’s face. She had grimaced slightly, but then the grimace had turned to a smile. The heat and pressure from her tiny pussy was intense, and I was tempted to just push all the way in without waiting. But I held off until she was ready.
“Put it all the way in!” she gasped.
I pulled back a bit and pushed deeper. It took six thrusts before I was fully embedded in her hot, silky, extremely tight tunnel. I leaned down to kiss her softly.
“You’re no longer a virgin, Penny!” I said. “Are you ready for me to move?”
“Oh God, yes! I feel so full and warm now, and I’m tingling! Please move. Please fuck me!”
I slowly pulled back until just my glans was inside her, then very carefully pushed forward, embedding myself fully in her for the second time. Penny moaned softly when our pubic hair tangled, and gently moved her hips, grinding against me. She didn’t seem to be experiencing any discomfort, so I pulled back and then slid in again, a bit more forcefully. She was so tight that I had to be careful not to hurt her, and more importantly, not to cum too soon.
On the fourth thrust, Penny flexed her hips to meet me, and then we slowly developed a rhythm. She wrapped her legs around my thighs and we kissed fiercely as we moved together. After a few minutes of slow fucking, Penny broke the kiss and gasped for breath. She wrapped her arms tightly around me, and squeezed my thighs with her legs. She groaned deeply and her pussy began clenching my shaft.
“Oh my God!” she groaned.
“You like that?” I whispered.
“I never want to stop! Fuck me, Steve! Fuck me and make it happen again!”
We continued our relatively slow motion thrusting until she groaned a second time, this time, her body was shaking along with her pussy clenching me. The third one was even bigger and Penny groaned loudly as her entire body shook hard. I was getting close and began moving just a bit faster. We could no longer kiss - we were breathing too hard - but Penny could moan and beg me to make her cum.
“Fuck me!” she moaned over and over as I thrust deeply and firmly in and out of her spasming pussy.
Just before I reached the point of no return, Penny tensed, held her breath, and a crushing orgasm overtook her. She groaned and humped wildly against me, trying to prolong the overwhelming pleasure. I pushed as deeply into her as I could and allowed her spasming pussy to push me over the edge. I groaned and cum exploded from my dick, the pleasure causing me to nearly pass out. Penny’s tight pussy clenched and spasmed, milking each spurt of cum from me.
By the time my orgasm finished, I was barely conscious. I simply lowered my head next to Penny’s and tried to control my breathing. She hugged me as if her life depended on it, gently rubbing her mons against me. She gasped for breath and then I felt warmth on my face. I lifted my head to see that she was crying.
“Penny, are you OK?” I whispered.
“Yes! I’m not crying because I’m sad! I feel so warm and tingly inside! Can we do it again? Soon?”
I kissed her softly on each cheek, licking the salty tears from her face.
“Yes, of course. Let’s rest a few minutes, OK?”
“Don’t you dare get off of me!” she warned.
“OK. I’ll stay here. We might want to shower, though. I suspect there’s some blood.”
“It didn’t really hurt. Are you sure?”
“We can look, but I’ll have to move.”
She sighed, “Yeah, please let me see.”
I gently pulled out of her, then lifted up, and knelt between her legs. There was indeed blood on the sheet, and streaks of red along my dick and on her thighs. If proof of her virginity was needed, I certainly had it. She propped herself on her elbows and looked down, seeing the same thing.
“What a mess!” she giggled. “Is it always that messy?”
“It is, but usually without the red and pink!” I said.
“Maybe we should wash. And put clean sheets on the bed!” she giggled.
“How about a bubble bath? Then we can come back to bed and make love again.”
“Yes!” she exclaimed happily.
We got out of bed and I noticed that she moved a bit gingerly. That didn’t surprise me given how hard she’d humped at the very end. I wondered if she’d really be up for another round after our bath. We changed the fitted sheet, tossing the soiled one in the corner of the room, then went into the bathroom. I drew a warm bath and added apple blossom bubble bath and we got in. Penny sat between my legs, leaned back, and sighed when I wrapped my arms around her.
“This is the best birthday ever!” she sighed a moment later.
“I have to agree! You were wonderful, Penny. I told you that you would do fine!”
“You really mean that?” she asked.
“Yes. You were fantastic. You feel really good and made me feel really, really good.”
“You’ll do this with me whenever I want? We can fuck lots?”
“Well, you don’t want your mom to find out, but yes, we can fuck a lot. Eventually, you’ll need to find a boyfriend who you can date.”
“I can’t until I’m sixteen!” she groused. Then she giggled, “So you can fuck me at least until then! I won’t complain!”
“Neither will I!” I said.
We soaked quietly in the tub for a time. I enjoyed the feel of Penny’s firm body in my arms, and was ready for another round when she was.
“Could you be my boyfriend when I turn eighteen?” she asked.
“What do you mean? Like go steady?”
“Yes. I mean if you don’t get married before then.”
“How about we worry about that in three years? Isn’t there something you’d rather do right now?”
“Yes! I want you to fuck me again!” she hissed.
I slid a hand between her legs and gently rubbed her clit.
“Are you sure?” I asked, kissing her neck.
“Ung,” she groaned, then added breathlessly, “Yes! I’m sure! Fucking feels SO good!”
“We can do it right here,” I said.
I was already hard, so I helped her turn around, and maneuver so that she straddled me. I slid forward in the tub, helped Penny position herself and waited while she slowly slid down my shaft.
“Oh wow! This is cool!” she gasped, wrapping her legs around me. “What do I do?”
“Just move however feels good,” I said.
“What about you?”
“Penny, your tight little pussy feels so good, anything you do will be fantastic!”
She started slowly rocking and sliding, trying to find the motion that gave her the most pleasure. We kissed and I strummed her nipples with my thumbs. Penny found a motion that she liked and started moaning softly. She broke the kiss.
“I like this!” she gasped, and then groaned.
I felt her pussy grasping my dick, squeezing it tightly. She continued moving and less than two minutes later, shuddered as she had another orgasm. I moved my hands to squeeze her butt and twisted my head to suck on her nipple.
“Oh God!” she groaned, humping harder.
I sucked and licked her nipple and then ran a finger over her rear entrance.
“Oooh!” she squeaked. “That felt weird!”
Penny began sliding up and down my shaft, moaning softly as I sucked her nipple and tickled her hole. I let my pleasure build and when she had her next orgasm, I began thrusting and twisting my hips. When the first jet of cum spurted from my dick, I pressed the tip of my finger into Penny’s rear. She groaned and her pussy spasmed hard. We enjoyed our shared orgasm and when her finished, she collapsed against me.
“Why did you do that?” she gasped.
“Because I thought it would make you feel good,” I said.
“It was strange. I’m not sure I liked it.”
“Then I won’t do it again,” I promised.
“I like sitting on it like this!” she whispered.
“We can do that in bed, too,” I said.
We got out of the tub and got into the shower to rinse off the suds. I pulled her to me, with her back against me. I pressed my hand between her legs and gently massaged her clit. Penny sighed and leaned back against me while I slowly worked her to an orgasm. When she shuddered, I pressed my finger into her opening and fingered her through the orgasm. She breathed out hard and nearly collapsed. I held her around her waist with my other arm, supporting her.
“You OK?” I asked.
“Yeah. I’m a little uncomfortable, but I want to do it again!”
“Penny, I could use my mouth and tongue. That way I won’t hurt you,” I said.
“Maybe that’s a better idea,” Penny replied. “I could do that for you, too.”
We got out of the shower and we dried off. I led her back to the bed and we got into a 69 position. Penny gingerly lowered her pussy to my face and took my glans into her mouth. It didn’t take long before I was rock hard and she slowly took most of my dick into her mouth, sucking gently and swirling her tongue. The pleasure was exquisite, but I held out until I’d licked her to two orgasms, then filled her mouth with my cum, which she quickly swallowed.
Penny moved off of me and turned around. I pulled her to me so we could cuddle. We kissed deeply, then lay together for about twenty minutes before I asked her if she wanted some champagne. She said that she’d never had any before, so I got up and opened the bottle. I poured us each a glass and handed one to her. She sipped it and wrinkled her nose.
“That tastes funny and tickles my nose!” she giggled.
“Don’t drink it if you don’t want to,” I said. “Not everyone likes it.”
She took another test sip, but didn’t hand me the glass. It took ten minutes, but she finished her glass. I took it from her and got back into bed with her. We still had about two hours before the party started, so I pulled the duvet over us and we cuddled.
“Are you doing OK, Penny?” I asked.
“Yes! Will it always be uncomfortable like this after we do it a few times?”
“No. It’s because you were a virgin. By Wednesday you’ll be fine and it won’t hurt anymore.”
“Good!” she grinned. “I really want to do it again right now, but I don’t think I should.”
“Then let’s just cuddle,” I offered.
We lay together until about 11:00am, when we got up and showered again. We dried off, then dressed. Penny sprayed her body spray on her and we waited until her hair dried. Once it did, which was about 11:40, we left the room and went downstairs. Penny was all smiles when we walked into the kitchen and she asked if she could help.
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May 1978 The first couple of weeks in May were busy with school, work, and friends. Except for Becky, I didn’t even have any dates. But I was OK with that. Well, almost OK. I wanted to see Anna, but it likely wasn’t going to happen until school was out. I had tutoring sessions with Melanie, but she still wouldn’t talk to me about anything other than Spanish. Barely a hello. I was grateful for the tutoring, but it was maddening seeing my friend this way. I hoped someday she could understand...
March, 1982, Milford, Ohio As I drove along I-65, I thought about what Stephanie had asked for and what Bethany had said without even knowing about the request. Of course, because Bethany and I were so in tune, she might have actually had an idea that I was struggling with getting involved with my sister again. I kept turning it over and over in my mind and I kept coming to the same conclusion — that I shouldn’t do it. I was torn between doing what Stephanie wanted and doing what Kara and...
September 7, 1992, Chicago, Illinois “That went reasonably well,” Michelle said when her parents drove off. “There were a few times I thought my expression would give away something I shouldn’t. You were messing with me, weren’t you?” She grabbed both my hands and smiled, “I was telling the truth, in my own way. Thank you!” She leaned forward and kissed my cheek. “So, what’s left?” I asked. “To visit UofC tomorrow and formally withdraw from classes. To spend some time with you and your...
October 1981, Chicago, Illinois I arrived back at the apartment just before 10:00pm and saw the address for the party. I decided I wasn’t particularly interested in going so I put on some music, poured myself a glass of wine, and started reading more about Russia. I was alternating between the history and culture book and the Communist Party book, decided on the history and culture book for this time. I didn’t get much reading done because I was thinking about Tatyana, which led me to...
January 23, 1996, Chicago, Illinois “Father, bless!” I said, greeting Father Basil with upturned palms. “Bless you, Stephen,” he said as I kissed his hand. The waiter showed us to a quiet table along the wall of Roditys in Greektown. He took our drink orders and was back quickly. We placed our food orders right away and he left to put them in with the kitchen. “I’m not quite sure how to address this, so I’m just going to ask you bluntly. Are you the father of Michelle’s baby?” I shook my...
June 29, 1995, Chicago, Illinois On Thursday, I finally had lunch with Melissa again, something I hadn’t been looking forward to. Much like with Cèlia, Melissa and I had passed an inflection point and I was left with sub-optimal paths forward. I’d been struggling with the possible solutions, and all of them had pitfalls. When I walked into Takumi, I had something of a plan. Whether it was good or not would only be known once everything played out. “I spoke to my wives,” I said after we’d...
December 5, 2000, Mayo Clinic, Rochester, Minnesota “I had a good time last night,” I said. “I was surprised you invited a friend!” Mary laughed as we walked into the exam room, “Naomi had a good time as well. You know what a Resident’s life is like.” I nodded, “No social life.” “Exactly. You guys seemed to hit it off pretty well.” “Yes, but I’m not here for that!” “You’re everywhere for that, and you know it!” I couldn’t help but laugh. “Let’s just say that you hit the sweet spot -...
March 1980, Hovås/Göteborg, Sweden I woke early as usual, but just enjoyed being in bed with Katt. When she woke, she hopped out of bed and pulled a robe out of her closet and handed it to me. “There’s a spare toothbrush in the bathroom. Go have your shower, then we’ll have breakfast after I have my shower.” I quickly showered and brushed my teeth, and went back to Katt’s room. She went to shower and came back a few minutes later. She dressed, and I got a very good look at her sexy body...
April 5, 1997, Chicago, Illinois “You missed cuddles this morning!” Birgit said accusingly when I walked into the house about 9:30am. “I know, Pumpkin, but I had a work emergency and had to go see Aunt Joyce and Grandpa A.” “And now we have to get ready for karate!” “I know. We’ll have some family time this afternoon. I don’t have any plans.” “Good!” I hugged her and the rest of the kids, then went to find Kara. We hugged and kissed, and went straight upstairs to get ready for...
September 3, 1989, Chicago, Illinois “Good morning, Sensei,” I said, bowing to Sensei Jim. “Good morning!” he said waving me to a chair in his office. “How was your trip?” I asked. “Enlightening. I spent most of my time acting as a manservant to Sensei Robert and Sensei Hiro.” “He who will lead, must first serve,” I said. “Someday, I’m going to send you to Sensei Hiro, should he live long enough. You understand.” “Does that mean you are now 6th Dan?” I...
October 29, 2000, Chicago, Illinois Birgit followed me as far as the stairs, then scooted upstairs when I went to the front door and opened it. “Hi!” Sophie said. “Hi!” I replied and held the door open so she could come into the house. I closed the door behind her then led her to my study where I waited until she went in, and then walked in, closing the door behind me. I nodded to one of the wingback chairs, she sat down in one, and I sat down in the other. “Is something wrong?” she...
August, 1983, Chicago, Illinois I walked in the near 90°F heat to Carla’s place. I was grateful that the humidity of the morning had dropped significantly; otherwise the heat would have been unbearable. By the time I walked up the steps to the apartment over the photography studio and knocked on her door, I had broken into a light sweat. Carla answered almost immediately and invited me inside her studio apartment. The air was moderately cool, and the window air conditioner was running full...
July 1982, Milford, Ohio On Tuesday morning, I kissed Kara goodbye and headed to my parents’ house for my usual morning routine with my little sister. She was happy that I could spend the morning with her and asked to take a walk, so we weren’t in the house with my mom. “Let me guess — this walk will end in the clearing,” I said with a smile. “Yes,” she said, taking my hand as we walked down Overlook towards Klondyke. As usual, we turned around and walked back, taking the path to the...
March 13, 1994, Chicago, Illinois “Hi, Steve!” Ailea said when she opened the door. “Hi,” I replied, accepting the offered hug. There was no touching of lips, just of cheeks, and I wondered if I’d misread her intentions at her birthday lunch, or if, perhaps, she detected my reluctance to return the offered affection. “Lunch is ready, so go ahead and sit. I’ll bring it in from the kitchen.” I went to the low table, sat down, and a minute later, Ailea brought miso soup and sushi, our usual...
April 3, 1997, Dallas, Texas “Remember what I said about drinking too much,” I said, as I poured bourbon into three cups. We’d stopped at a liquor store, bought a bottle of Blanton’s, and then returned to the small suite I’d reserved at the Westin. Deborah’s room was down the hall, and Krissy’s was two floors below. Krissy’s comment had caught me a bit off guard, but I hadn’t reacted visibly. I didn’t know her quite well enough to know if she’d been teasing with Deborah, so I was being...
March 28, 1991, Chicago, Illinois “This day belongs to you, Kara!” I said when the three of us woke on Thursday morning. “Happy birthday!” Jessica said. “Thanks,” Kara replied happily. “I think I’d like an amazing birthday fuck from our husband, and then a nice loving shower with my wife!” Kara said. “Do we have enough time?” I asked. Jessica giggled, “I set the alarm for thirty minutes earlier!” “Then let’s not waste any of it!” I said pulling Kara to me. Kara’s squeals as I plunged...
September 4, 2000, Chicago, Illinois On Monday morning I went to my study to make a surreptitious call to ensure that the surprise I’d planned for Kara was still going to happen, and after confirming that it was, Jesse, Matthew, Michael, and I began preparing for the Labor Day party by getting beer and soda into coolers, getting the grill ready, setting up tables and chairs in the backyard, and ensuring the liquor cabinets were stocked while my wives and daughters worked on food prep in the...
September 1, 1987, Chicago, Illinois “I heard that you have some kind of plan to help Ed,” I said to Connie. “There’s no plan,” she replied. “A witness who saw the shopkeeper alive after Ed left came forward.” That sounded convenient, and I wondered if the witness was real or someone that Anthony had put forward to solve the problem. Certainly, the videotape was real, because I couldn’t imagine how Anthony could have faked that, but the witness? Who knew? “So is he being released? Or is...
August 17, 1997, Chicago, Illinois We finished lunch and Marissa and the younger kids went to play, but Natalie sat with the adults to talk, with coffee, tea, or soft drinks. The Sarcus were very comfortable, but the Heaths were still struggling. But, vitally, they hadn’t left and hadn’t insisted Natalie leave the group. “Can you explain how you developed this attitude and approach?” Chris asked. I nodded, “It started when I was just a bit younger than Natalie. My mom was a total control...
July 1979 — Falkenberg, Sweden On Friday, when I got back from my run, Pam was in her bra and panties again. I whistled at her, she giggled, then finished dressing. I showered, and we went to breakfast and finished up our last day. Once class was done, we were pretty much free. On Saturday, we’d have several optional activities and then on Sunday we’d head back to our host families. After dinner on Friday, I took Pam’s hand and we walked towards the river. It was quiet and peaceful, and...
July 1980, Over the North Atlantic We reached cruising altitude, and I settled back to read my book. Pam raised the armrest between us, snuggled close to me and read as well. The cabin crew offered drinks, and I had my first Coke in a year! Meal service began about an hour and a half into the flight. After the cabin crew picked up the trays and offered drinks again, they passed once more, offering headsets for the movie. Trevor and Maria took them, but Pam and I didn’t, instead we turned on...
July 8, 1997, Chicago, Illinois “Is it really that surprising?” Leah asked. “I suppose not,” I replied. “I just didn’t read too much into the kiss on the cheek.” “I didn’t think it was a good idea to kiss you on the lips with all those people around, because I had no idea who they were or what they would think. You were VERY careful with our dance, so I kind of followed your lead.” Which showed very mature thinking on her part. Both of these girls were exactly the kind of students I...
November 8, 1993, Chicago, Illinois A dark fog swirled before my eyes as I tried to take stock. My head hurt, badly. I felt something on my face and realized, dimly, it was an oxygen mask. My right hand was uncomfortable and I recognized the feeling of an IV and pulse-oximeter. My left arm ached fiercely. On my chest I felt the pads and wires of an EKG. I didn’t feel anything else wrong as I continued taking inventory. I tried to open my eyes, but the fog didn’t clear. I tried to speak, but...
August, 1983, Chicago, Illinois In the morning Anala and I ran as we had the previous time, then showered together, carefully washing each other’s bodies in an intimate but non-sexual way. After our shower we went to the kitchen and I made breakfast and we sat down to eat. “Steve, may I make a suggestion?” she asked. “Sure.” “Broaden your circle of friends. Other than me, all of you are white, nominally Christian, 20-year-old Americans. And you don’t invite me to your Sunday...