Old Timer
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The Reluctant Anal First-timer free porn video
He had never forgotten her, but how could a man forget his best sex experience? He knew he was a dirty old man, and she was a horny young woman, but it all seemed so good to remember. He had enticed her to the hot tub room and gotten most everything he had desired without pushing her beyond her limits, but he wanted more. He always seemed to want more. He closed his eyes and remembered the experience… with a new ending.
After a long drive, he checked into the motel and hoped he wouldn’t be stood up. Is the manager wondering what he has in his toy bag? Will they see the young hottie come in and knock on his door? He tried to be as calm as possible and acted like nothing was unusual.
Finally, all of the bags were in the room, and he prepared the toys to be within easy reach. He was always in the mood for some bondage, and he made sure the straps were all untangled and latched to the bed corners. This wasn’t non-consensual, she wanted it…thankfully, but the thought of restricting her and keeping her in place and in position turned him on.
~~~
The toys are ready, he is ready, and then the worst part of the experience… the wait. Will she back out? Will she be late? He paces, and re-checks his toys. It’s all ready, he’s ready, he paces some more until…the knock-knock-knock. A quick peek through the peephole and its showtime.
“Hello,” he says it as if he’s calm, and he sees the nervous look on her face. He’s in charge now, and he likes it. Once inside the door, she hesitates and glances at him again as if to say “How do you want me?” or “What do you want me to do?” This all takes a fraction of a second, but he memorizes it all with his video-camera-like mind.
“Put your bag down and assume your position.” She acts like she’s not sure what position she is supposed to assume, so he continues to instruct her. “Step over here… turn around… hands behind your head… look up… mouth open… spread your legs.”
Standing behind her, he paws her like a teenager that is feeling tits for the first time. He steps close and smells her hair before pulling it into a ponytail, exposing her neck. He ruffles her top up her belly and back before tucking it into her bra exposing her bare skin.
This leaves the belt line of her yoga pants easily accessible, and he runs his fingers between her skin and the material and begins easing the pants down. He peels the material down to her knees, bringing her panties down with the pants and reaches between her legs from behind to cup and finger her slit. She’s wet, like always. It’s going to be a good day.
Her pants are still bundled around her knees, so he pushes them to her ankles before sitting back to admire the view. There’s something about an adult woman standing bottomless with pants around their ankles that he finds enticing. He likes the way she stands there…waiting. He likes the way her butt looks, and he paws at her round butt cheeks before saying, “Bend over.”
He had already positioned her in front of the bed stool, and she rests her forehead on her hands. He’s still pawing her flesh and opening her up a little to see between the cheeks. Her pussy peeks at him from the bottom curve of her ass. A sudden smack gets her attention, followed by two more on the same spot. He rubs her skin and watches it turn pink where he smacked her.
“Are you my bad girl?”
“Yes, sir.” She says it like she means it.
She says it like she’s really a bad girl and she knows she deserves it. Three smacks land on the opposite cheek, and he returns to rubbing the glowing bottom. He wants to dive in and enjoy her right now, but he’s waiting, savoring the moment, making her wonder what’s next.
Although he does have a thing for long-term spanking scenes, he doesn’t want to hurt her. He just wants to keep her wondering, to keep her guessing. A few swats will get the blood flowing to all the pink parts between her legs. He massages her legs and admires the smoothness. A woman’s legs can be so erotic, freshly shaved and with lotion applied, they are soft and smooth with a hint of a scent that reminds him of sex.
“Reach back and spread yourself for me.”
A “yes sir” is not necessary, she just does it, and she holds herself open for him to see everything, everything a man wants to see and a woman keeps hidden. This is a ritual position that he just can’t get enough of. He sits back and makes her stay that way. What better way to show her who is in charge? Her head begins to tire on the stool, and she wishes she could put an end to the embarrassing position, but he makes her wait. He even slides in closer to her to get a better look, before gently touching the precious sex holes. Both of them are going to get a workout today.
He tickles her clit a little and rubs between her lips searching for fluid. His wet finger polishes her button and she almost forgets about her aching neck, still supporting her body on the stool. His finger finds the opening, and he buries it all of the way to the knuckle before wiggling it and inspecting her pussy. A little searching uncovers her G-spot and the pressure makes her quiver as he uses his thumb now on her clit. But it ends as soon as it starts, and he makes her stand up to give her neck a break.
“Take everything off.”
She strips the clothes off and returns to her first position, standing with hands behind her head. He’s still behind her, and he cups her breasts and rolls her nipples a little too roughly. He pinches and rolls the nubs until she makes a little squeal and flinches her arms. He pulls her arms back even further than they were before and resumes the nipple abuse.
“These will get much more than that today.”
She doesn’t know what he means, but it makes her worry a little and keeps her heart beating fast. He likes messing with her mind. He likes to keep her guessing. The breast and nipple abuse continue as he manhandles the soft orbs with squeezes and pinches.
“Spread your legs wide and bend over again… just like before… only spread yourself wide and don’t move.”
She assumes the position and he gathers a toy for her. The enema tube and his favorite lube. He loads the tube with water and begins to lube her butt hole quite well. His finger can’t help but penetrate and prepare her for things to come. He continues to lube and finger her tight brown hole until he slips the tube inside of her and begins to empty the water into her ass.
It feels strange and she whimpers a little. He intentionally drains it slowly into her. He wants to increase the embarrassment of being bent over, holding her ass cheeks open, slowly getting filled with water as if he’s a doctor or a nurse. When the water is gone, he slides the tube out and says, “Hold that and don’t move.”
She’s concerned now about this predicament, but she obeys, and when she really gets concerned about the pressure, he says “Go empty that out and come back for another.”
Another?… she thinks this to herself, but just says, “Yes sir.”
She runs off to the bathroom with a slight giggle and a glance at him. She sits and tries not to make much noise as she releases the water. She can hear the bath water running, and when she returns, she sees he indeed does have another full enema tube waiting for her. He’s playing with the bubbles building in the tub, and she returns to the stool, bending over into the full-spread position.
He smiles when she can’t see him, and applies a large blob of lube to her hole. Never missing a chance to insert a finger, he works her asshole over with more lube and two fingers this time. Another precious whimper escapes her mouth and he eases up on her a little before draining the second enema inside of her. “Go empty that out and get back in here.”
“Yes, sir.” She does as she is instructed. She sits on the toilet and releases the water again, hoping that the cleansing is over.
She returns to the tub to find him already inside the tub soaking. “Get in,” he says to her, and she eases a leg over the side of the tub. “Not like that… reverse… with your ass to me.” He watches her ease herself into the steaming tub of bubbles, ass first. She is on all fours and he plays with her from behind. He soaks her back and legs, and ass of course. He massages her with the soapy bubbles and she rises up on her knees while he soaps her belly and breasts.
The slippery flesh excites them both, until he gently pushes her back to all fours. She’s slippery all over, but he uses more lube on her rear hole and works his fingers deep inside of her. One, two, then three fingers going inside and opening her sphincter. The warm water and the enemas have her relaxed and ready, but he continues to play with her over and over.
“Tonight’s the night,” He says.
She’s not sure exactly what he means, but she assumes… anal. Yes, the anal that she denied him on each previous visit. She tightens at the thought, and his fingers push back on her ass muscle.
“You need to relax,” He says as he continues to play with her.
She tries to relax and mentally prepare herself. Yes, she said she wanted it, but each time, she denied him the pleasure. As soon as she said, “stop,” he did, but she just wasn’t sure… even now.
“Let’s get dried off,” He says to her as she looks back a little concerned. He just nods his head like… yes… it’s time. She gets out of the tub and begins to dry herself. Then he gets out and she dries him without him asking. After a while, he realizes she stalling for time.
“Get on the bed, at the foot, on all fours.”
She moves into position, and he begins to buckle her in. The ankle straps are locked and she’s spread wide. He pulls her hands between her legs and fastens her wrists into the straps, jerking them toward the end of the bed, he locks her down and says, “Slide up… pull your legs up… farther... farther… good.”
Her legs are wide and pulled toward the head of the bed, her hands are locked between her legs and pulled tight, forcing her head down on the mattress, and she’s trying to look back at him… questioning her decision to submit. He fetches one more toy and returns to the bed to say, “Once this goes on, there’s no turning back… are you ready?”
A feeble, “yes,” escapes her lips before she has time to think, and the gag goes on. The same gag that he used the first time they met. The full-face strap gag with no escape. OMG… it’s in my mouth now… and there is no safe word… there is no stopping this…and I’ve never been able to handle it with him before.”
She felt like she was on a roller coaster. The moment it leaves the station, you want to stop, you want to return, but there’s no stopping it now. It’s going to happen. She feels the straps tighten and she makes a few noises just to test the gag, but it only turns him on more. The gag is tight now, and she tries to turn her head left and right, but she can’t find a comfortable place. He’s touching her gently, patting her ass, the ass that he now owns. He begins to mess with her mind.
“Oh, my… what have you done?”
“There’s no turning back now.”
She whimpers a little. He’s scaring her. Her heart is beating faster and faster. He just continues to prolong the moment, pawing her and stroking her. He keeps saying things that make her want to be released, but he just continues to play with her thoughts. As if her legs weren’t wide enough, he pulls her knees wider and straps them open. She’s completely open now, ready for anal… or at least in position for anal. Mentally, she’s not sure. Why did she say yes? How did all of this happen? She feels the lube going on again. She’s already felt it many times today, but it’s all different now. She tightens.
“Yes… that’s it… tighten up for me.”
He plays with her hole over and over and gets into position behind her. He’s not stretching her this time, and she feels the need to tighten. She’s not ready. After all of this foreplay and cleansing, she’s still not ready… mentally. OMG… he wants me tight… he intentionally trapped me into this with a gag and no escape, because he wants me tight for him!”
“No more teasing and saying no…” She wanted anal, but she was always too afraid to allow it. She said she needed to be tied down to get past the fear. She knew that once the gag was in, she was committed.
He begins to probe and push on her hole. She tries to resist, then tries to relax, but he still doesn’t penetrate her. The lube helps his cock slip in a little and then he pulls back, only to push deeper. She tightens and relaxes and tightens again, until she has a moment’s relaxation, he pushes, but this time he continues in...all the way. A groan and a muffled cry fill the room, and this is where she would normally say…”STOP!” But there’s no stopping, and he’s pulling back just for his own pleasure now, stroking and pumping her asshole while she continues to tighten and try to relax and fight through it.
He leans into her and plunges deep, all the way… opening her and burying himself into her. They are connected, and she’s battling the pain and the thoughts of relaxing with the involuntary tightening. Moans and whimpers are filling the room, he spreads her wide and plunges in and out. It’s all about him now, the orgasm building. The whimpers and moans only help to turn him on before he climaxes and blows a huge load. Deep inside, the jerking pumps squirt deep inside of her freshly rinsed colon, which she continues to squeeze and push open for him.
She’s milking him involuntarily now, and he remains inside of her, not wanting the moment to end. Until he eases out and rolls onto the bed beside her. She’s breathing hard.
She wanted it, but the only way to get past the fear was for him to strap her down. She had agreed to a night of rough sex, and it was all she could take. She remains ass-high and strapped down until he gathers himself and releases her. He then rolls her over and gives her the best oral she ever had, and they fall asleep in each other’s arms.
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