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He wanted to turn around and see her breasts and right then, some other clothes fell on the sofa and he noticed the skirt and the panties falling there on top of her sweater. "You can look back if you want to". Professor showed no dithering and Ben twisted his head and the shoulders to see a huge grin on her face, a large pair of brown breasts and hard erected nipples on the beautifully placed areolas with nicely shaved clean pubic acreage and the apparatus, she was going to use on him, in her hands. "OK, turn your fucking face around now and with your both hands reach back and spread your ass cheeks for me". She told him.
Ben felt something penetrate his ass softly but it did not feel like anything he would believe to be a cock, either real or artificial. Seconds later, there was a cool feeling spreading like a flood and then quickly withdrawn. "That was a special lube called ‘Astra-Glide’ used mostly by the ass boys wanting to get fucked because it would be quite painful otherwise. You have a nice ass and I want to enjoy it and not hurt it". I am sure, you will enjoy it too". She said.
The next was something long and slender that slipped in his ass. It was so easy going in that it did surprise him. Once inside, it started moving around and the cool sensation began spreading covering his inside all around and the area outside too. As soon as the unknown object began moving very slowly, Ben realized it as her finger, being used to spread the lube to the farther areas for his comfort. So far everything seemed to be perfect and pleasantly erotic. He was not horny but his cock stiffened slightly.
"The next thing to enter your ass will be my cock. I shall take it nice and easy to make it hurt as little as possible for you to enjoy but you have to keep your ass spread open and pushed out for me. A hard but blunt object pressed inwards intimately but did not made a try to penetrate him. Instead 2 of her fingers slipped in his hole to push the side walls creating the room and then the blunt and the long object entered in the space created in Ben’s once virgin ass.
"Ouufaaa", Ben grunted and flinched but he was tight pressed in the front of the sofa and the dildo cock did not slip out of him. He felt the pain but it was neither sharp nor strong enough but strange that the feeling of pain lingered only for a few seconds before vanishing and leaving very pleasant awe in his ass. Hands came to his hips making the artificial cock slide deeper in his rectum causing warm and strange senses in his depth and no pain almost. Soon he began feeling the toy being slowly withdrawn and re-enter with a pace and rhythm in his asshole without any pause. The ecstatic joy actually surged inside his ass with short and rapid strokes as his hands spread the ass cheeks for the ease. Once more the artificial cock was withdrawn and then it plunged back in yet deeper massaging his prostate creating a wonderful sensation in his ass. He did not know what to think about it but it felt so good that he hoped, Professor shall not stop it all too soon.
She positively had no intension to stop soon. The deeper she went into Ben’s ass, the strap-on would rub hard on her swelling clitoris making her enjoy the activity. The strap-on toy had a much thicker girth near the base, stretching Ben’s ass, coursing a very nice & deep pleasure in him. As it wedged farther, it felt indescribably great in his ass massaging his prostate as it came out and went in repeatedly with vengeance. Over and over, deeper and deeper her dildo plowed in Ben’s ass until it was fully embedded with every thrust. Professor Eleanor had known that the young college boy was enjoying the fucking, she was giving him due to his moves to meet her every stroke and the involuntary moans of joy coming from him.
So far her body had been upright behind his ass, holding his hips for leverage to fuck him deeper but now she preferred some much more intimate position. Her hands rose to his shoulders while her body fell on his back and she whispered in his ear, "You are really loving it? Aren’t you"?
"Ouuh Waah". The teen boy only moaned immersed in complete joy and she knew, he liked far more than she had thought. She pressed her body against his back digging her nipples into him with each move she made in his ass, continuing slow strokes in and out of him. Her clitoris getting constant massage with each push in his ass and caressing her sensitive places, enflaming her pleasure. With the dildo sending more and more waves of pleasure through him, Ben was now also feeling some anguish due to his cock becoming overly hard. As a matter of fact, it was so hard that it was hurting but he was so tightly close to the front of the sofa to pump his cock. Prof noticed, what he was trying to do, like many other young boys, while she was fucking them and she asked, if he wanted to jerk off? Then offering him some of that lube used by gay boys to put on his cock, they moved back a little slowly keeping the dildo buried in his ass until he had enough room to stroke his cock the way he needed to with the same pace as the dildo was fucking him. It was not fast enough but his cock got some relief immediately, adding to the mountain of pleasure rising in him.
Now, Professor Eleanor was feeling her pleasure surging and rising for her orgasm getting ready to blow soon. Seeing his big cock and his fist moving fast on it, she informed him that she was going to fuck him much faster and suggested to try to cum at the same time. Ben agreed to try it because he had always asked the girls to do it when he was fucking them.
Now Professor changed her position once again to crouch over him. It looked as if she was sitting on his ass, driving the dildo faster and harder in his asshole. Ben also corrected his position by arching his back to take the dildo far deeper to home in his ass. Now the faster pace was matched by both. Ben was masturbating raw as she fucked him rough. The pleasure radiating from his cock was adding multi-folds to his overall pleasure level surge inside him. The rubbing of her clitoris with the sheath and the leather of the strap-on was actually surmounting unbearable.
"Ohhh fuck yeahhhh"! They both grunted taking all the pleasure, they could. Ben kept yanking his dick and also thrusting back on the artificial cock pushed by her in his ass to meet for great fucking sensation in him. They both ejaculated heavily on the floor, on the sofa cushions while she drenched his back. Both of them collapsed as she leaned forward lovingly on top of her boy to announce the end of fucking him although the dildo on her strap-on stayed in him producing the thrills of rippling pleasure in his ass. They remained motionless for a long while.
"That was incredible, Professor"! Ben confessed that he had never felt so good ever after having had sex many, many times and without a doubt, he would like a repeat of it many times over if it were possible by her.
"Oh, fuck why not but not right now". Professor suggested for a get together couple of times a week, during the next a few weeks she was going to compile the midterm results and submit to the college office. She suggested for the much longer sessions after taking the previous appointment before the final examinations, hinting that she would see what could be done to remove his name from the probation list of students.
The End. All I ask is for some comments, AWC.
March 21/ 2021.
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