Mending

[MistressAthena]

Shelia was in heaven under his touch. And when he finally moved his face down to her crotch area she thought she would scream out loud from the excitement. His tongue felt so incredibly wonderful.

And then he did something that had never been done to her before. He began licking at her asshole. She liked anal sex but had never felt this before. Her hips bucked as an orgasm was already looming. And then when he said she could cum on his face and in his mouth she almost lost it. But, not wanting this pleasure to end she fought it off.

After a few moments she could not fight it any longer. She didn't know if she had squirted (because she never had before) but she definitely felt a heavy rush of fluid expell from her body almost fiercely. He back arched and her head thrashed side to side. She cried out, "Oh my God! Ahhhhh! Oh Ted, fuck me. Please! Do it now!"

 

[allonblack]

Shelia thrashed around violently yet erotically. I did my best to keep my face buried in her crotch even though her pelvis hit me hard in the nose. I felt a small burst of liquid hit my face. I wiped it off of my cheek and rubbed it between my fingers. It was a clear fluid, very smooth in texture. I wiped the fluid on her moist puckered asshole. I wanted it so bad but knew anal sex wouldn't be proper on a first date.

In the past I needed to tease Linda's pussy to get it wet enough to penetrate but that was not the case with Sheila. I slid my penis head into her entrance and it was met with the grasping pink flesh. I was paralyzed inside her momentarily before I gave a hard thrust and slid completely into her. My balls smacked her ass with wet thud. I continued to pound her as fast and as deep as I could without cumming. I would pause momentarily to catch my breath. Her knees were bent and looked someone uncomfortable as we lay there in the missionary position. I stretched her legs out and put her feet on my shoulders. To my surprise I found I could go even deeper in this position. Between moans I kissed and sucked on each of her toes making her squirm even more as my taste buds tickled her sensitive nerve endings. Deciding to press my luck I flipped her over and put her on all fours. Her body was dead weight, putty in my hands as I flung her about.

In the split second I was outside of her I saw a drop of precum bubbling out of my glistening cock head. I plunged back into her warm vagina. Her asshole opened even wider making me want it even more. I leaned into her hard, my weight becoming too much to bear. We fell to the bed tangled, our bodies straightened, mine on top of hers. I could barely move my hips. Huskily I breathed into her ear saying "I'll warn you now Shelia, if either one of us moves even slightly I'll probably blow my load."

 

[MistressAthena]

Shelia was in heaven. She had never cum so hard and felt so good. She occassionally moaned his name. His cock filled her up wonderfully. It was larger than Steven and the Dildo she used. When he flipped her over she offered absolutely no resistance. She enjoyed being dominated by him in this way.

When they fell forward and he talked about blowing his load she said, "Pull out. Don't do it in there. That's not where I want it. with her face turned to the side against the matress she slid her hands between them and pulled her ass cheeks apart, "I want it in here. You can take a moment to regain yourself if you need to. But, I'm ready. You don't even have to worry about lube."

 

[allonblack]

She parted that beautiful ass inviting me in. It was almost too much to take. I took a deep breath and pinched my cock head as I bid farewell momentarily to her pussy. My hand shook and my cock even quivered slightly as I entered her ass. I entered her ass hesitantly not wanting to hurt her. I was surprised by the tightness, it seemed tighter than her pussy but much much warmer. I let my cock head linger at her entrance. She tightened her abdomen and exhaled hard, puckering her asshole. I slid inside her deeper with ease. I had a brief moment of imagining Steven doing this to her but quickly was thankful she was experienced. "Holy cow" I muttered softly ass her ass muscles massaged my shaft.

I was too in the moment to even speak to let her know I was about to cum. I continued to thrust during ejaculation pausing only when I slid out of her because it was too wet. A small stringy piece of cum hung on my cock head, I rubbed it onto her ass cheek and resumed thrusting. Every burst of semen was received and deposited right back onto my cock but her contracting asshole. This provided even more lubrication, further fueling my hardened, pulsing cock. Finally I collasped beside her onto the pillow. My hand fondled her breast as I spoke. "Congratulations Shelia. I had never had anal sex before you. You took my anal sex virginity you naughty girl." I said fluttering my eyes as I gave her a puppy dog eye expression.

 

[MistressAthena]

Shelia couldn't believe how good everything felt as she lied there next to him. She chuckled when he mentioned anal virginity. Shelia turned on her side and smiled down to him as his warm seed seeped from her backside, "Oh, I should take your anal virginity properly. Believe me, I would be very gentle and use my fingers to start with and plenty of lube. I know you may feel frightened of it. But, I want to share with you how good it feels. I want you to know. And don't think it would make you gay. For one, it wouldn't be a guy doing it. And second, after that great sex there is no doubt you are all man. That was the best sex I have ever had! Think about what I said. I'm going to take a quick shower."

She thought to herself, "I wonder if he'd be brave enough to let me do that to him." She stood and rushed off to the shower as cum began to ooze down her thigh.

 

[allonblack]

I laughed nervously when she talked about taking my real anal virginity. I pushed myself up and saw that there were cum stains, mine and hers all over her bed. I smiled somewhat proud of myself. I had came twice already but didn't know if I would have enough in me for round three. I had heard and read that anal play could heighten a man's arousal but didn't know if I was quite ready for it. I started to get out of my bed but realized my cock head was stuck. I winced in pain a little.

I went into the bathroom and saw her in the shower. "Hope you don't mind if I join you." I said stepping in front of her to wash my cock. I moved behind her once I was satisfied with its cleanliness.

"Shelia, I'm intrigued to say the least. I assume you are serious since you described in great detail what you'd to me. I'm not afraid and don't think it's gay. Besides my ex-wife's lawyers did pretty much everything to me but tell me to bend over so I'm not too scared. I'll admit I've had fantasies of a woman taking my ass with a strapon while I pound away at her lesbian lover's pussy. But that fantasy usually ends with them both following me back to a harem where they feed me grapes on golden silken pillows until I decide who I want to give me pleasure that evening." I was glad I was behind her so I couldn't see her roll her eyes if she thought I was insane.

"My sex life has been so vanilla so far. I trust you and I guess turnabout is fair play, whatever I do to you I should be able to take myself. So I'm putty in your hands do what you want to me." I said staring down at the blob of my cum that was temporarily clogging the drain.

 

[MistressAthena]

Shelia smiled as he entered the shower. She listened as he spoke. She chuckled within herself when he spoke about his fantasy. But when he spoke about letting her mess with his backside she cocked her head to one side in surprise. She turned around to face him looking quite surprised, "Really? Wow. Steven...." She caught herself about to say, "Steven would never let me do that." But she exhaled, "Forget about Steven. You are a much better man than him."

She put her hands on his shoulders and leaned up to give him a peck on the cheek. She pulled away and said, "I am glad you trust me enough to do this. The feeling is incredible, Ted. I can't wait to show you. Are you up for it now or some other time?"

 

[allonblack]

I swallowed hard and spoke, "I...I guess I'm up for it now. You've sparked my interest and if we don't do it I'll just wonder about it until I'm here at 3 a.m. begging you to stick it in my ass." I paused "Ok I just heard that how you must've heard that, but yeah I'm curious enough to try it, you only live once, right? But you say the feeling is incredible are you speaking only from a receiver's standpoint or have you given it before? I know you said Steven wouldn't let you do it but this is the suburbs, I'm sure every household is filled with kinky desires disguised by white picket fences and perfect lawns."

"So if you've got the...uh..."equipment" I'm willing and ready. If you don't have it I don't think we can do this since you've got the look of a woman who just had the best sex of her life and doesn't need sex toys other than the next door neighbor." I said chuckling to hide my nervousness.

 

[MistressAthena]

Shelia could tell he was nervous. And somehow she found it endearing. Yet, she also felt the wonderful tinges of being in control again. She leaned up on her tippy toes and kissed his lips. She then smiled at him wide eyed with excitement, "This is going to be fun, sweety. I can't believe you trust me this much." She turned around and turned the water off and then stepped out of the shower. She handed him a towel and then dried herself.

Shelia made her way into the bedroom and said over her shoulder, "To start off with, I want you on your hands and knees in the center of the bed." She then sat down on the edge of the bed and looked through her nightstand. Without looking at him she said, "I haven't used some of this stuff in a long time. I am glad I never threw them out. I have a couple of very small things to use that will be perfect for you. And of course I have some lube for you."

 

[allonblack]

I took my position on the bed as instructed. I could hear her shuffling things around in the drawer. I sat up, my ass cheeks resting on the balls of my feet. It felt surprisingly good but I quickly returned to my hands and knees, not wanting to see what she had chosen for fear that I would change my mind.

The first drop of a lube was cold but quickly warmed to my body temperature. I squeezed my ass together, making the lube pucker with a moist sound. "I'm ready." I said confidently. "But just one quick question, what do you want me to do during this? I mean like jack off, or just lie here and enjoy it. I'll warn you I've never done this before but I'm a man so therefore I think I'm the best at everything. So don't be surprised if you hear me begging to get on top and ride you." I said squeezing tighter onto the pillow. "This probably isn't the right time but if wanted to call Steven or Linda and moan like I'm killing you that would really boost my ego about all this. I'm kidding by the way." I said, swallowing hard when I heard the snaps on the strap-on snap. I felt the bulbous rubber head make it's way towards my passageway. I whispered softly "The things I do for love."

 

[MistressAthena]

Shelia rubbed the dildo head up and down his crack. She then pulled away and began to rub a much smaller dildo around his asshole. She softly said, "Ted, you talk to much. And I know you do that when you get nervous. I need you to relax. You have to trust me when I say I don't want to hurt you. I want to pleasure you."

She sighed and said, "But, I would be lying if I said there would be no pain at all. But it should be minimal and will soon turn to pleasure beyond your wildest imagination. I need you to concentrate on keeping your anus relaxed. No matter what, you have to concentrate on not tightening it up. And when I begin to push into you, you should push down like you are taking a shit. Once this dildo is all the way in you, I will stop and allow your body to adjust. Then, I will begin to use it to loosen you up. When you are loosened up, then I will use the strap-on. At any time if you feel burning, let me know and I will use more lube."

Shelia then began to gently push the tiny dildo at his anus. She was essentially poking at it as if coaxing it to open for her. She smiled down and said, "You have a beautiful ass. I can't wait to see a dildo sliding in and out of this wonderfully tight hole, sweety."

 

[allonblack]

As Shelia explained the rules I nodded in understanding. The small dildo probed my ass. I thought about rolling onto my back so I could see what was going on but decided it may be better if I didn't see. I pushed out as she instructed and inhaled slowly, I could feel it sliding deeper into me. I was somewhat surprised at the efficiency of my body.

"Oooh" I said groaning. "Um...I don't know what's supposed to happen here but you must've hit the right spot because I'm getting a hard-on." She slid it deeper until her hand pressed against my ass cheek. I realized I must've gotten it all. I was proud of my progress. "I'm ready for the strapon, I can take it." I said confidently. When she removed the dildo I felt an emptiness. I thrusted towards the air in front of me, begging for her to fill my ass.

 

[MistressAthena]

Shelia smiled as he took the starter dildo so easily. She felt proud of him, oddly enough. When he said he was ready she was surprised. After sliding the smaller one out she smack his ass once on each butt cheek and chuckled, "Are you sure this is your first time, you dirty boy?" The large strap on dildo poked at his asshole now. This one was 2 1/2 inches wide and 7 inches long. She chuckled to herself thinking of how different the two dildos would feel to him.

She rubbed his ass cheeks as she began pushing in. She pulled her own hands around and said, "Reach around here and pull your cheeks apart."

 

[allonblack]

I did what Shelia told me trying to hide my enjoyment. I had fantasies about nailing a woman in the ass, they had already came true. I had never had an enema or anything in my ass not even a finger. I felt a little scared even though I did trust her but I could understand now why women are scared to lose their virginity. The pain I felt so far was minimal but penetration opens up the imagination to fear. Especially blind penetration like I was experiencing.

"I swear this is my first time." I said in protest even though I knew she was kidding. "Do you want to stay in doggystyle position or should I roll onto my back so we can face each other? I don't know if you want to just focus on my ass or if you want to lend me a hand." I said starting to stroke my growing erection.

"You can do whatever you want to me all I ask is that you add a little more lube and rub it around with your finger, that would feel great right about now."

 

[MistressAthena]

Shelia chuckled, "Oh baby. You are incredibly sexy like this. Besides, once we get Big Daddy worked in, then you can get on your back."

She leaned over and picked up the lube. Then she squirted some on his asshole and worked it in and around. She sweetly said, "Sweety, this is how anal play should be. When I first started having it, this is how it was. When you have a partner that does it lovingly, slow and gentle it is wonderful. Once you get it worked in, then of course picking up the speed is ok. But allowing the other person to make requests and say how they want it, makes it enjoyable. Just being roughly pushed over a couch or onto a bed and having a dick carelessly shoved in your ass and get pounded by it for a couple of minutes until the agressor gets off is not fun."

Shelia then lubed the dildo and pressed the tip to his asshole, "Just let me at least get the head worked in and then you can get on your back." Wasting no more time she began to slowly push in as his hands were still holding his ass cheeks apart. The sight before her was incredible. The sight alone had her incredibly excited. She sweetly said, "You are beautiful, baby."

 

[allonblack]

"I understand and agree with you completely though I never did anal but I did know enough to go gently with you even though you were fully aroused. As silly as it sounds this is like therapy for me. I mean I felt inhibited with Linda, like I could barely touch her and now here I am. I'll try not to talk too much during this but I assure you I'm not nervous, I'm turned on."

Her finger rubbed the lube in the counter-clockwise circles, making my cock jump each time she hit the bundle of nerves inside my entrance. When she said I was beautiful I thought she must be easy to please. After all the site of me naked with my ass spread open didn't seem like it would be attractive but to Shelia it was. I felt the tip of the strapon slide in. The head felt bigger than it was. I knew once it was in the rest should follow easily. I arched my back and moved my hips to help her slide inside me. Once I got it about halfway I stopped and her let her take over. I squeezed the pillow and realized I had never been more turned on in my life.

 

[MistressAthena]

Shelia sighed when the dildo slipped halfway into him. She smacked his ass cheeks and slowly slid the dildo out. She said to him, "Ted, I think this is the beginning of a beautiful sexual relationship. After seeing your sexy ass take my dildo, there is no way I can not come back to you for more. You wanted more excitement and I think I wanted to feel in control. Now turn over onto your back."

When he was on his back she was on her knees between his splayed open legs. She looked down at his body and smiled, "You are so incredibly sexy." Her eyes then saw his cock, "Ahh... And I see you are aroused. Very good."

She then reached up next to him and pulled a pillow to her. She slipped it under his ass to give her better leverage. She lined the cock up and began to push the tip in. Shelia smiled to him and said, "Now I want you to start stroking that beautiful cock of yours. Open up baby. Here I come."

Shelia then began to slowly push it in until the whole thing was burried in him. She smiled down to him patiently waiting for his ass to adjust, "Now tell me when you are ready for me to continue, sweety."

 

[allonblack]

Shelia mounted with me tender loving care. I began stroking my cock as she had instructed. I felt the length of the dildo filling me. "Ok, I'm ready start thrusting." I said with hesitant confidence. She began slowly, with each thrust her thighs smacked the back of my legs sending shockwaves vibrating through my ass cheeks. With my free hand I grasped desperately for her breasts but came up only with air.

I watched the smile never fade from her face as she thrusted inside of me. I couldn't moan, I couldn't gasp, I lay there in silence, not in pain but in a pleasure beyond words. I raised my legs higher into the air and begged her to go deeper and faster. Soon the only sound to be heard was that of the moist smacking of sex. Within a few minutes I could feel my testicles pulling close to me and a familiar feeling building deep within the pit of my stomach. My stroking grew faster, I knew I was near. Her hands were on the bed behind my shoulders as she hovered above me. I wanted to grab her hand and let her bring me to orgasm but there wasn't time. Before I knew it I was being splashed with my own hot flowing juice. The burst was more than I expected, considering I had already came twice. I think she noticed that I wanted her to finish me off so she paused her thrusting to see if I was disappointed. "It's fine baby, you can get the next one, I'm still hard so I don't think that's the last one." I was in awe as my ass tingled and I knew I might be on the verge of my first ever multiple orgasm session.

 

[MistressAthena]

Shelia did feel dissapointed. She was hoping to suck the juices from him. But, when he seemed to be on the verge of another orgasm she exhaled softly and pulled the dildo from his ass. She then took the dildo out of the strap on. As she lowered her face down to his crotch she said, "It seems like you really like me fucking your ass. We will have to do that more often." She then slid the dildo back into his ass as she took his hard cock into her mouth.

Shelia began to thrust the the thing in rather harshly and deeply. He was so open that she knew this would feel good. She sucked and licked on his cock. She even deep throated it -all while still fucking his ass with the dildo. She was enjoying this mutual exchange of sexual pleasure. Not to mention her sense of control which she had never felt before. Images of him dressed like a slave at her feet excited her as she sucked and licked on him.

 

[allonblack]

I was loving every minute of this and was glad she had shown enough restraint to not take out her frustration of men on my ass. Her body was at an odd angle as she sucked my cock. She looked beautiful even with her mouth stretched out as my cock rolled around her mouth, stretching out her cheeks.

I could only see her holding the very edge of the dildo so I realized it must be all the way inside. As I got closer to another eruption I began begging. "Shelia, please let me cum in your pussy. I've came in all your other holes tonight so you might as well let me." I realized I wasn't in the best position to ask a woman I barely knew to let me possibly impregnate her. "Please, I'm harder than I've ever been." My begging probably seemed pathetic but I was in such ecstacy that I couldn't speak in a commanding tone.

 

[MistressAthena]

Shelia smiled feeling glad she was still on birth control. She also liked knowing she could make a man beg for her. And for that man to be the incrdibly sexy and sweet Ted made it even better.

She slowly slid the dildo out and laid it on the bed. She slipped her mouth off of him and exhaled softly with a very happy smile, "Ok, sweety. Since you asked so nicely." She chuckled softly and then mounted him.

Shelia moaned enjoying the feeling of his pulsating cock burried deep within her. Her eyes closed for a moment as she arched her back and leaned her head back. She gently rode him savoring the feeling. Then, she looked to him again and said, "Cum for me, sweety. You can have me. I'm all yours." Feeling a rush of love and passion she began riding him fast as if trying to milk the cum from him. She couldn't wait to feel his seed errupt into her.

 

[allonblack]

I could feel a rush of cum heading towards its exit. It didn't take long after she mounted me for me to cum. I wrapped my arms around her to slow her riding pace so she could feel each loving burst. "All for you Shelia, all for you." I said feeling my cum seperate our flesh momentarily. With a contented sigh I released the rest of my semen into her. I only had came once inside Linda on the night I thought we conceived Jeffrey. So I had forgotten how good it felt to watch a woman get filled with cum. My whole body trembled from my toes to my lower lip. She continued to move her hips back and forth until my body finished twitching. The dildo was still in my ass and attacking the bundle of nerves, therefore I couldn't lose my erection even if I wanted to.

Her weight was like a feather on top of my numb loins. Feeling frisky I began thrusting gently inside of her. I reached my hand around to the dildo as I began mimicing an engine idling softly. I moved the dildo a little to the right, as if shifting gears and began thrusting faster and making motor noises louder. She giggled softly and I couldn't help but laugh.

"Wow, that's all I can say, is wow. I've got to say I'm proud of myself, I wish I could be there when you and your girlfriends chit chat about your love lives so I could hear you brag about how much of a stud I am." I said giving her a playful shove. It took her off guard and she nearly fell off of me.

"Whoa, easy there cowgirl. You've got to stay on for 8 seconds to get the prize." I had no idea what I was talking about but I was too exhausted to try and come up with generic romantic things that I thought she might want to hear.

 

[MistressAthena]

Shelia chuckled at his antics as she reached around and slipped the dildo from his ass. She then slid herself off of him and rested next to him. She put her head on his chest and said, "This little engine needs a rest." She looked up to him and chuckled.

Shelia smiled and sighed, "That was great, Ted. Not only did it all feel great, it was a lot of fun."

 

[allonblack]

As she removed the dildo I felt an emptiness, yet at the same time I felt fulfilled. My first experience with anal play was interesting and definitely something I would want to try again but not everyday. As she rested her head on my chest I said "So I assume I'm spending the night because honestly I don't think I have enough energy to walk across the street."

 

[MistressAthena]

She replied, "Yes. You should spend the night. Oh, and if you were wondering, my Dad left early. He was going to leave early tommorow but since we were supposed to be away for the night he felt it best to go on home. To tell the truth, I think he was missing his dogs." Shelia chuckled, "But by the way he seems to be trying to unload me on you, I doubt he would mind us being together like this." She kissed his cheek, "Baby, all of that was great. I don't think I have ever enjoyed sex that much."

She then rested her head on his chest again so he could not see her face. Her next comment was really meant to judge how he was feeling about her and a possible commitment. Although, she said it in a light hearted casual tone, "The next woman you have sex with will enjoy knowing you are that open to trying new things."