After our wedding Deborah and I escaped to a cove just south of Avon on Santa Catalina Island. We arrived at the secluded resort for our honeymoon. Deborah is a beautiful woman, she was wearing a tight minskirt and tank top, she has shaply ass and thighs. Deborah captured my attention the first time I saw her. Her shape, her short black hair, the smell of her perfume aroused me. In our suite I grabbed her rubbing my hands up and down her thighs and over her ass. I slid a hand between her legs carassing the inner thigh, then up rubbing her pussy through her panties. She stopped my hand, please stop.I rubbed her back telling her ok later. Later, I was sitting out on the balcony, without a word, Deborah came up behind me started stroking my hair and face relaxing me.
She stood over me, while stroking my hair, and started to work herself out of her tank top. She kissed me on the cheek, I turned kissing her on the lips. Deborah's hands glided over my back and I held her stroking her hair. She shivered when I ran my hands down her back, and experimentally, I let my fingers run lower and lower over her tight ass. I whispered in her ear, asking if she was alright, and she responded by removing her shirt revealing medium firm pert breasts with protruding nipples. Deborah started to unbutton my shirt and kissing my chest. I started carassing her skin slowly sliding to her breasts, squeezing them and the nipples. Her nipples were hard and she gasped quietly. Her nipples were perfectly shaped, taking one in my mouth I started to gently lick it first, then harder, pulling the entire nipple in with my mouth and pressing around the tip with my tongue. Deborah was whimpering then moaning louder, I worked my way down to her thighs.
I started carassing her thighs, my hands sliding up under her tight skirt, sliding my hand to her pussy finding her wet. I asked Deborah to go down on me, to suck my hard cock. Deborah shook her head. I rolled onto my back, working my pants off. My 10 inch hard cock sprang free bobing in front of her. Deborah slowly lowered her head, began to lick my hard cock then sucking it. She continued to suck my cock sliding it part way down her throat. The smell of her hair, her firm ass in my hands, and my hard cock in her mouth I groaned. I told Deborah I wanted to fuck her, she whispered yes. "Don't worry; let me do the driving." I said. Deborah laid back spreading her legs, Deborah feels my hairy legs pushing her legs farther apart. She feels my rock hard cock pressing aganist the lips of her cunt, she jerks, my hands begans roaming over her slender thighs, then under her grabbing her firm ass exploring her.
Deborah rolls on to her stomach, she feels my hairy legs pushing her legs farther apart. I begin to stroking down her back to her buttocks, my finger traced up and down her ass crack. She shivers as my other hand pulls her cheeks apart and hold them that way with thumb and forefinger. I run a finger over her exposed asshole, making her body tense up and then...OH GOD! Deborah feels the pressure on her exposed asshole as my finger pushs aganist it and she bucks wildly, tensing her muscles trying to keep me out. My finger continued pressing until pushing inwards inexorably, she felt pain as my finger went in deeper and deeper, up to my knuckle, buried in her small tight virgin ass. Deborah was trying to relax hoping the pain would go away. She relaxed a little, then I started sliding my finger in and out. Deborah screamed, NO! PLEASE NO! My finger pops out of her, leaving her feeling sore.
Turn on your back and spread your legs, I hear you saying OH yes. Deborah feels my hairy legs again pushing her legs apart. She feels my hard rock 10 inch cock pressing aganist the lips of her pussy, she jerks as my hand runs up and down her pussy, stroking her clit, then back down and now one finger begins to enter her pussy. Deborah whimpers and moans opening her legs more, giving me access to her pussy."Please, don't do this, it hurts," as one finger becomes two and then they begin to move in and out of her pussy. With a hard jolt, I push two fingers deep inside her and stop. Deborah felt my fingers beginning to spread her open. " It hurts, please stop" she cried, but the fingers continued to spread open her pussy. The two fingers retreated, but three entered into her pussy. I placed my hand on the side of Deborah's face and turned it gently towards me. Leaning over, I began softly kissing her lips.
Deborah was looking at me with fear in her eyes as I continued kissing and carassing her gentle. I slowly shifted my body on top of Deborah, kissing her gently as I did before. Slowly, I changed my position. Kneeling between her legs, I slowly rubbed both hands up and down Deborah's inner thighs, enjoying the feel of the nylons she wore. I always been a leg man, and Deborah had beautiful legs. I rubbed my hands over her inner thighs, up to her stomach and over the satin of her garter belt, up to her breasts. I gently, softly rubbed her breasts, looking into her eyes as I did so. A small moan escaped Deborah's throat.
Leaning over, I began kissing Deborah's thighs. Gently using my tongue, I licked and kissed her thighs and inner thighs, working slowly up towards her stomach. Continuing the gentle kissing and nibbling, I laid between Deborah's legs, my chest resting lightly on her pelvis area while I kissed and nibbled Deborah's stomach. My hands gently kneaded her breasts as I continued flicking kisses softtly over her stomach. I moved further up, gently kissing and nibbling Deborah's breasts as my hands softly rubbed her sides and face. Deborah closed her eyes and sighed. "Uuuoooohhhhhh." Deborah moaned as I gently pushed sliding my big hard cock into her wet pussy, lightly kissing her as I did. Deborah looked into my eyes as I began to slowly, thrusting easily into her. As I leaned down to kiss her, Deborah closed her eyes and returned the kiss.
I had my left arm under Deborah's shoulders, holding her close as my right hand softly stroked her hair. My lips touched hers in a long, soft kiss. Slowly, Deborah's arms moved up and around My back, pulling me closer as she lifted her legs and wrapped them around my hips. I continued kissing Deborah and massaging her body with my free hand. Deborah returned my kisses as she rubbed the back of my neck. Her hips began moving in time with me as I slowly continued thrusting into her deeper.
" Ooooohhhh."Deborah moaned as she nuzzled into my shoulder. " Oooohhhh." These were not the moans of pain. They were moans of one body responding to another. Moans of acceptance. " Ohhh. Ohhh. Uuhhh. Uuhhh. Uuhhh. Ohhh." Deborah continued responding to my gentleness. " Ohhh. Ohhh. Uuhhh. Uuhhh. Uuhhh. Ooohhhhhhh." Deborah was moving in time with me, her pace increasing as mine did, her pelvic area grinding against mine. Deborah felt the stirrings deep inside her. Slowly, she was becoming aroused. I was kissing and fondling Deborah, moving in cadencewith her as I felt my own excitement grow. I drove deeper into her like a pile driver and she responded, moving with me, driving her hips forward to meet my thrusts. " Ohhh. Ohhh. Uuhhh. Uuhhh. Ohhh! OHHH! UUHHH! UUHHH! MMMMMMM!" Deborah clamped her mouth onto mine, darting her tongue in and out of my mouth as I did the same. Their tongues intertwined as the pace of their thrusting increased. " OHHH! OHHH! UUHHH! UUHHH!" Deborah moaned as she pulled me tighter against her. She felt the feeling of arousal growing inside her, felt her body responding more and more to my attentions. "OMG! OMG! OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO" Deborah screamed as I thrusted hard into her popping her cherry. " OHHH! OHHH!! UUHHH! OHHH! UH-UH-UH-UUUHHHHHOOOOOOOOO!!!!" Deborah groaned as her body was wracked by a tremendous orgasm. Her entire body trembled, pushing me over the edge as well.
" Oh God!!" I moaned as I began shooting my load into Deborah. Deborah was still in the throes of her own orgasm as she felt the heat of my sperm filling her insides. The throbbing of my cock inside her caused her to groan as her orgasm began abating. " Mmmmmm." Deborah sighed, holding me close, her legs still wrapped around my hips, as the trembling of her body slowly ceased. I collapsed on her with a sigh of contentment. I rolled Deborah onto her stomach lying face down . I slid my hands up her long slender legs and rested them on her ass. "You have such a beautiful ass and I bet it is hot, virgin and tight. I parted her legs, tears began to fall from Deborah's eyes. Her legs were now spread obscenely, opening her pussy and her ass to me. "That's too far, it hurts", she cried.
I looked at this beauty spread naked before me, her ass open, her anus peaking out. I eased between Deborah's thighs. "What are doing" she yelled. "Quiet down and do as you are ordered. My hands began fondling her ass. My hands slipped between her cheeks moving toward her anus."Please not there, that will hurt." My finger reached her anus and Deborah cringed in fear as it began to enter her."Relax your ass and let me have my way."
My finger was dry and it hurt as it entered her. I pushed deeper into her rectum,"OOOWWW, that hurts, you're pushing too hard." I pushed hard and my finger plunged deep into her rectum until my knuckles hit her ass."Tighten your ass on my finger. Deborah grasped my finger, "Again, you are very tight." Deborah grasped my finger again. My finger pulled from her anus with a pop. "First time to be fucked in the ass, Deborah. "Yes, I would never do that, it would hurt."
You look so good spread out and your ass is so hot and tight. I am going to fuck you in the ass. As you know I have a large cock, so it will tear your ass as I fuck you, but the blood will aid as a lubricant. I can go about 20 minutes so by the time I come up your ass, you will be very sore. As I pull my cock out of your ass, I want you to squeeze my cock with your ass muscles. Deborah felt me get back between her spread legs. I pressed my naked body aganist her. She could feel my big hard cock push between her cheeks of her ass, resting on her anus. My 10 inch long and 3 inch diameter hard cock rested on her anus. She began to sweat in fear.
I stroked her sides squeezing her breasts, "OOOWW, that hurts." That's nothing, wait untill my cock forces its way into your asshole." Deborah could feel me push up from her body and fist my cock placing it on her anus. "Your lesson is about to begin" and I began to push the bulbous head of my cock into her anus. My cock was dry so at the beginning, all it did was try to push into her anus. I lubricated my cock with KY gel and again pushed into her anus. It felt like a baseball bat was driving up her ass as I continued to push and pull back and push again, each time gaining a millimeter at a time."OOOOOWWW, it's too big, don't stick into my ass," she wailed.
I pushed harder and Deborah's anus gave up to the assualt and opened to the head of cock. "AAAAAAAAAHHH, OWWWWWW, its tearing me, take it out, don't push it in," she yelled. You only got the head, wait until you get all 10 inches fucked up your ass. I am going to stretch you open, You better fuck back. I pushed another inch in, than out. The next thrust gained two inches, than back out. Deborah's asshole was bleeding from the assualt, adding lubrication to my cock for me to continue.
"Here comes all of it baby" and I pushed with all my might into her asshole. Ten inches of hard cock forced her asshole to open bigger then it ever did. Her asshole was stretched and torn to accept the fucking of her ass. I pulled my cock out to the head and than began the painful journey back up her ass.
My cock was gripped tightly by her ass.I began to fuck her ass hard and fast, riding her. My cock thrusted into her deeper each time, causing her to cramp as it was forced to accept my hard cock. Each stroke of my cock brought a fresh batch of pain to her ass. Deborah felt my cock swell as I thrusted into her, I groaned as I exploded in her. My hot cum flowing like lava in her. I collapsed on top of her breathing hard in her ear. Deborah was shivering and crying as I pulled my cock out.