by Angela Ward
It was overwhelming to me, and perhaps the most overwhelming part of it was that she’d entrusted so much to me that I couldn’t necessarily grieve for her myself. Instead, I went about clearing up the last issues of her life. Though our entire family was gone now, we had employees who’d worked for us for generations, and they were an incredible help when it came to navigating through all of the outstanding issues. The family lawyer helped with the estate and helped me to create new trust funds for my nieces and my nephew and helped me arrange for Brandon as well (though he refused anything and had his own very lucrative company that would more than cover the costs of raising the kids in luxury even if by comparison to our wealth it seemed small.)
Three weeks after she died, it came time to meet with Brandon and begin fulfilling my promise to Lacy. I was nervous because what she’d asked wasn’t easy, wasn’t something I would have chosen but it was simply impossible to say no to her, and I would have done anything to save her and given that I couldn’t do that, the only choice available to me was to soothe her and the promise did that. Sure, the promise was ultimately unenforceable. It wasn’t something she’d shared with Brandon and even if she had, it wasn’t the kind of promise he or anyone would have held me accountable to. Still, there was no way I would back down from it, even given its nature.
The day started with a surprise trip for Brandon’s parents and the kids to Anaheim, California, to see the famous mouse and his amusement park. One of the wonderful advantages of wealth was that those kinds of trips were easy to arrange even when they were six states away. It was a little bit awkward to come up with a reason why Brandon wasn’t included, and I just mentioned that based on a previous comment I understood he was very busy with work. That was another advantage of wealth. Very few people tended to question decisions. We drove together to the airport and watched his parents board with the kids. Brandon told me he was thankful that I worked so hard to help the kids get over Lacy’s death, and it wasn’t quite time to tell him it wasn’t about the kids but about helping him. We drove back to the estate, and I didn’t go into the house but instead took one of the cars, making sure to arrange for dinner in the evening. I arrived at the day spa at about ten.
I had my hair and my nails done, a deep red for my fingernails and toenails to match the lipstick I planned on wearing and made sure my jet black hair hung in waves. I was scrubbed and massaged and prodded all over, but I’d had the wax treatment two days prior, the tiny manicured wisp of hair the only remaining color on my pale white skin except for the little tattoo of the heart directly below my left breast, a tattoo Lacy had matched with one of her own below her right breast. From the spa, I drove to a boutique and picked up clothing. I hadn’t planned (as I should have) or I would have had one of my assistants back home send me some overnight. Of course, the consequences of that were minimal. I could have spent thousands on clothes every day and not ever touched the principal of my endowments. Finally, at five o’clock, I drove back to the estate and made my way inside.
I found Brandon in the study reading quietly or trying to. He looked up at me and smiled wearily. “Tracy. I… I didn’t know what to do about dinner. I know you wanted to—”
I put my fingers on his lips to quiet him and I took his hand. “I made a promise to Lacy. She’d intended to give you something on your anniversary, she’d planned it and worked it all out and then…” I trailed off. We both knew what the and then meant. “It was the only regret she had. I mean, it was the only thing she was afraid would be left undone. She knew you’d take care of the kids and all of that. She wanted to make sure…God, there’s no easy way to say this.”
He looked at me, curiosity and grief mixing on his face. I backed away, still holding his hand and he stood and let me lead him up the stairs to the bedroom he and Lacy had shared. I let go of his hand, took a deep breath, and then reached behind my back to unzip the dress I wore. It fell to the floor and Brandon gasped. I knew he looked at me but saw Lacy, and as I stood there wearing only sheer red thigh high stockings, I felt a stirring of excitement that made me feel an equal stirring of guilt. He stood still, staring but not moving. I stepped closer and put my hand on his cheek. “She asked me to comfort you. She said you’d been a month or two without intimacy because of schedules going crazy. She’d planned a special night for your anniversary.”
He lifted his hand to mine and pressed it against his cheek. I could see the pain in his face. He closed his eyes and held my hand against him and then, as though a dam broke behind his features, he put his other arm around me, his hand on the small of my back, and he kissed me. It was sweet and tentative, and I felt such a mix of emotions, but I it wasn’t at all the torment I’d expected. He broke off the kiss and he said, “You’re not Lacy…I…”
I looked at him and kissed his cheek. “You can pretend I am.”
He hesitated for a moment, but that seemed to do it because he kissed me again and this time he was far more passionate. I melted into his kiss and directed him toward the bed as his tongue explored my mouth. I pulled away and fell to my knees, unbuckling his belt and working on his pants as he pulled his shirt off. In a moment he was naked and I felt for the first time real desire. He was beautiful, and I’d never noticed it before. His cock was lovely, though he wasn’t hard. I imagined the situation made it somewhat difficult, but I leaned forward and extended my tongue, lifting him up and into my mouth. As I sucked, I pushed him back so he ended up seated on the edge of the bed. He moaned and I felt him stiffening in my mouth, and I realized Lacy hadn’t given me such a terrible chore at all. As he grew, I moved my mouth deep, relishing that I could go all the way to base without gagging for a minute or so until he was finally erect. I heard him say “Oh, Lacy,” and then tense up in embarrassment.
I pulled my mouth off and climbed on top of him, guiding him into me as I leaned down and said, “It’s okay, Brandon. This is her.” I began moving. “She wanted this for you. She planned it for you and asked me to be her for you.” That encouraged him and he moved against me, and perhaps it was because it had been so long for me, but I loved the feel of him inside of me. He was also holding me so tenderly and sweetly, and I realized that was a big part of why I enjoyed it. I moved on top of him for about ten minutes and then pulled up. “She had a surprise for you.” I reached down and took his cock in my hand. “But she never got to do it.” I positioned his cock at the opening of my ass, my untouched virgin ass. “But now she can, through me.” With that, I slowly lowered my body down and felt his cock stretching me, pushing into my asshole.
Brandon gasped a kind of startled gasp and then he groaned. It was a bizarre and new feeling for me. I felt a great deal of pain, but I lifted my head back and stared at the ceiling so he wouldn’t be able to see it. Beneath the pain there was a feeling of fullness that seemed impossible, and also I felt a strange and whispery stimulation that came from deep within my pussy. I could have done without the pain, but the other sensations were alluring. When he got entirely inside, he put his hands on my hips and began moving me up slowly. It was strange because the movement heightened everything—the fullness, the pain, and the building pleasure. He moaned, and I think it was the moan that pushed me over the edge suddenly. That whispering pleasure suddenly became a shout and I felt an unexpected orgasm burst over me. I shuddered atop him and began bouncing harder and faster. He reacted to my movement by increasing the speed and intensity of his, and as sensations of pleasure coursed over me, he slammed upward and I felt him emptying himself inside of me.
I collapsed forward on top of him, and his hands came to my shoulders to hold me as his cock slipped out of my ass and left me feeling horribly empty. In that position, with me laying on top of him, we were silent for a long while. And then, tears fell from my eyes as I thought of my sister and my promise to her and how now that I’d done it there was nothing left for me to do for her. I wept as he stroked my hair and then wept with me until finally there were no more tears and I fell asleep on top of my
sister’s husband while he held me.
I awoke in the morning to find he’d put me in bed properly and covered me with the blankets. I got up and moved to the en-suite bathroom. A long shower felt refreshing and I wondered just how strange things would become or if we’d pretend the whole thing hadn’t happened. Finally, I came out and made my way to my own bedroom to change. I stepped out of the room and felt Brandon’s arms around me. He held me tightly and whispered, “Lacy gave me a wonderful gift but…so did you, Tracy. Will you stay with me and the kids for a while? Help us all?”
I pulled away and studied his face. “I cried all night,” he continued, “But they were the first good tears, tears that seemed to take the pain away or at least the sharpness of it. I’m not asking you to sleep with me again and I’m not asking you to pretend to be Lacy. I’m asking for you to stay and just be you.”
I realized suddenly how much I wanted it. “I’ll stay,” I said and then melted against him as he pulled me tightly to him. I think it was the nearness and his arms around me that made me add, “But we have to sleep together again. I’m supposed to sleep with you five or six times per week for a month.” That wasn’t exactly true. The promise was that I’d give him anal sex and then stay for a month or two and sleep with him again if I thought he needed it. I was pretty sure he needed it, and I realized that I needed it, too.
He held me tightly and said, “What if I accidentally call you Lacy?”
I lifted my face and I kissed him softly. “Then we’ll remember her together.”
Trying Where It's Tightest
A First Anal Sex Erotica Story
by Amy Dupont
all rights reserved copyright 2013 by Red Hot Explicit Erotica Press
It was just so quiet. I mean, there were people talking in small groups and walking around and chuckling and all the usual party filler but, overall, it was just so muted. I stood in the corner sipping my daiquiri and pretended that I was part of the furniture. I felt a warm blush rise through my body and felt certain that I was changing color to match my dress. Everyone else was in some shade of blue or gray. It was like a memo went out and, of course, I didn’t catch it. My eyes scanned the room for some sign of my host but decided it would be impossible to find him if he were wearing anything but hunter orange. So, I drained my glass and began making my way to the front door. I could let myself out and head home, none the worse for wear.
My hand was on the door knob when I heard his voice. “Going so soon?”
I sighed and turned around. “No, of course not, Tommy, just stepping out for some fresh air.”
Tommy nodded. “Okay, well, why don’t I go with you?”
His smile and his blue eyes had me cornered. I gave in. “Fine.”
Tommy Marlowe had been my next door neighbor for only three months, but I’d developed quite the crush in that time. We lived in a nice high-rise in the fancier part of town, but I’d scrabbled my way there and held on by my teeth while Tommy was secure in his family’s wealth. It was no snap judgment to say this. Tommy was my boss’ kid. Actually, he was my boss’ boss’ kid. His dad owned the whole shebang. Marlowe Technical Solutions was Tommy’s future and, hopefully, mine too. So, though I liked him, I couldn’t afford to screw things up with an office romance, especially one involving the son of the owner. “Tommy, thank you for walking me out, but I’m going to head in now and call it a night.”
He gave me a little pout. “What? But it’s not even midnight; you haven’t rung in the new year.”
I shrugged. “That’s okay, really, I don’t think the world’s going to shift dramatically enough for me to miss sleep and miss work.”
He looked at me, aghast. “There’s no work tomorrow, you can’t possibly be considering spending New Year’s Day in an empty office doing paperwork.”
I laughed at his little boy horror of responsibility. “No, as a matter of fact, I’m not.”
Tommy grinned. “Well, that’s good to hear.”
I nodded. “I brought the paperwork home.”
He gripped his hair and shook his head, and I laughed outright. Then, he straightened up and took me by the arm. “Come on, I need to prevent this catastrophe.”
I stumbled after him as he pulled me along the hallway. “Where are we going?”
“To your place.” He tugged me along faster.
I laughed again and pulled him to a stop. “Well, in that case, I’ll have to stop you right here.”
Tommy looked at me, disappointment showing in his face like a kid opening a Christmas box full of new underwear. It made me like him more than ever. “Oh, okay, Ari, I was only playing around.”
I sighed and grabbed his hand, feeling all my principles slipping away as I headed back down the corridor in the opposite direction. Looking over my shoulder at him, I gave him a wink. “My apartment’s actually this way.”
Of course, by the time I was standing in front of my door at the end of the hall, Tommy standing close behind me, my mind was changing again. My hand shook as I put the key in the lock and opened the door. What was I thinking? This could ruin my career, erase all my hard work. I started to make my excuses to Tommy when I felt him pull me against him and lean down to whisper against my ear, his lips brushing my skin and making me shiver. “Mind if I come in?”
That was the beginning of the end of any protest I had left in me. I couldn’t even find the words, but just nodded slowly and let him pull me inside my own apartment. It was dark, only the dimmed light in the kitchen was shining, but when I reached for the light switch, Tommy grabbed my hand back. “The light’s just fine.” Then, leading me as if into his own place, he headed unerringly for my bedroom.
We did stumble a little on a small ottoman I used as a side table and I giggled in the near dark. My mind was going in a million directions and not arriving anywhere. Tommy pulled me into the bedroom and closed the door behind us, shutting out the small amount of light coming from the kitchen. In the dark, I suddenly stood alone, trying to let my eyes adjust and find him. Then, his voice came softly, just in front of me. “Any New Year’s resolutions?”
I looked up blindly to where I figured his face was. “No, not really.” My voice croaked unnaturally.
His hands came up to stroke my hair back from my face. “Are you sure?”
I coughed, trying to clear my voice and my head at the same time. “Um, I don’t believe in resolutions.” I whispered.
His hands traveled down my cheeks to my neck and then, my shoulders. I felt him pulling closer. “That’s too bad. What if I make one for you?”
My lips mumbled against his as he leaned in. “Okay.”
“Resolution number one,” his lips brushed softly against mine, “fuck the boss’ son.” His mouth came down hard on me then, cutting off any response I might’ve made. His lips pressed roughly against mine as his tongue thrust and parted my mouth, slipping inside to explore as his hands began to work down from my shoulders to the front of my dress. I tensed as his fingers slipped under the light fabric and began to caress my breasts, but his mouth moving down from mine to bite and kiss along my neck took my momentary clarity away. I relaxed into him and kissed his forehead as his mouth moved to follow his hands.
He straightened up only to pull my dress off my shoulders and yank it down in one fluid motion to let it fall and bunch on the floor around my heels. I stood now with nothing on but my panties and the light lacy bra that was already falling off my full breasts. I shuddered, sensing Tommy’s inspection of me in the dark. Doubts filled my head again and I began to reach down for my dress. He pushed my hand away and then, held it in his and brought it to rest on his now bare chest.
I hadn’t realized that Tommy’s hesitation wasn’t hesitation at all. While my head was swimming with self-consciousness, he was undressing and now, I felt his naked toned body press against mine, matching my goose-pimpled skin to his own warmth. He kissed me again as he encouraged my hands to explore his body. I let my fingers trail over his taut stomach
, lightly dragging my nails over each defined muscle, but as my hands slipped lower, I lost nerve and moved them around to glide up his back and his neck. He chuckled. “Don’t worry, I don’t mind.” He reached behind him and took my hands and brought them back to his hips. Then, he removed my bra and with almost the same motion, he lowered his mouth and took one of my nipples between his teeth and pulled.
The sudden sharp sensation made me gasp and my hands gripped his hips, my nails digging into his skin as he sucked on one breast and then the other. I felt each stroke of his tongue over my sensitive nipples like a quick electrical pulse that traveled through every nerve in my body before settling between my legs. My hands ran along his body everywhere, gripping his hair, squeezing his strong shoulders, going lower, without thought, until they rested on his cock and I caressed his balls, making him moan. I had never been so forward with anyone. I was always analytical to a fault, and my few relationships had suffered the most from my orderly life view. But I didn’t give a shit about order and discipline now. My head was filled with images of him on me, in me, and I wasn’t thinking beyond that.
It was my turn to lead the way. Pushing his mouth away from me, I slid to my knees in front of him and took his cock in my hands. He was large, larger than the few men I’d been with, and I paused for just a brief moment to consider what I was doing. Tommy’s hands were on the back of my head before I could fall back into my old analytical web, and his cock pressed against my lips until I opened and let him slip inside.