"Well, sweetie, this time I am going to mainly focus on your anal training, and I will also give you blowjobs for you to get used to them", Lily said.
Then, she continued, "Anal training mainly consists of rim jobs, fingering, prostate stimulation, and anal expansion."
Hearing that, Harry nods in acknowledgement and signs her to go on.
"First, we will start with fingering your ass. So, come here and stand on your fours and raise your ass", says Lily. He does exactly as she says.
He inhaled sharply when he felt a finger poke around his rosebud. She applied lubricant to her fingers and then slowly pushed her middle finger past his small ring. He gasped as she quickly worked her fingers in, stretching him in ways he had never experienced before and teasing nerves he didn't know existed. After some time, she started using two fingers. Feeling this sensation, he couldn't help but moan.
"Ahh…"
"Ahh…ahh…"
This continued for a few minutes.
Lily started thrusting her fingers in and out of his ass much more quickly after feeling his insides start to massage her fingers.
"Ahh…ahh…"
"Mhhm…ahh…ahh…"
"Ahh…faster...ahh…harder...ahh…ahh…"
"Ohhhhh", Harry moaned after Lily started thrusting even faster.
A third finger quickly followed, and together they started rubbing against a strange spot inside him that made him feel weak in the knees. His flagging erection became even stiffer as his tight anus started clenching around the invading fingers, making him even more aroused.
"Ahhh….ahhh….yes, mom, just like…that…ahh.."
He moaned and simultaneously increased her speed a lot as she thrust her fingers in and out of him.
"Ahhh….yes, mom, just like…that…ahh...fuck my ass…ahh..."
Harry moaned due to the sudden increase in pace.
"Ahhh…mommy, I am c-coming…"
"Ohhhhhh"
Alex moaned loudly and arched his back as he orgasmed. His eyes were half closed.
After a while, he recovered.
Finally, it was time for the main thing!
"So, how was it? Did you like, sweetie?" she asked him.
"Yes, it was fantastic and mind-blowing", he said to her.
"Well then, let's proceed to the next step." Saying that, Lily starts removing a few items from her enchanted pouch.
The items Lily took out were sex toys - A set of dick-shaped dildos of various sizes, anal beads, and butt plugs.
"Well, sweetie, I have a set of dildos ranging from 6 inches to all the way up to 14 inches. We will start from the smallest and by the end of the training, you will be able to take the biggest one without any pain", saying that she picked the smallest dildo.
"This dildo's current girth is 2 inches, which is perfect for you. Now, show me your ass", she says, looking towards me. Hearing that, he takes a doggy-style position and raises his ass towards her. She then pushed the dildo inside me completely.
"How does it feel?" She asks him. He says, "I feel like I am completely stuffed."
"Good, let me give you a blowjob in the meantime", she says as she flips me over on the bed.
Lily quickly cupped his balls, softly rolling his sack in her fingers, and her hand grabbed his shaft, a firm but gentle grip that was sending shivers up his spine. He could lie back and just enjoy it, but the way her hands were working his cock was amazing to watch. Her hands were very soft and gentle as they teased him all over. He was breathing heavily as he tried to keep himself from blowing early, not wanting the incredible feeling to end.
Then Lily leaned down, a small pink tongue peeking out between her lips as she gave the tip a little lick. He gasped as the lick turned into a gentle kiss, which in turn changed into a deep kiss, her tongue dancing all over the sensitive skin. She then started kissing her way down his abdomen before gently starting to suckle on his balls. God, it had probably only been a minute or two, but this was enough to make him want to blast off like it was New Year's Eve.
"Mom! Please!" Harry warned, gripping the sheets as he tried to hold back.
Lily just shot him a naughty grin, sucking the entire tip into her mouth, her cheeks hollowing as she seemed to be making every effort of sucking him dry. It was too much for him to handle, and he groaned loudly as he came into her mouth, jet after jet of his cum filling that gorgeous mouth. He briefly noticed that she was just calmly swallowing his load, which only made the orgasm even better. His hips twitched and shook as the last remnants of his load disappeared down her slender throat. Only then did she deem it was time to release his cock with a wet pop, giving the tip one last long lick.
"God..." Harry gasped, trying to regain his thoughts as well as his breath.
"You're not done, yet I hope?" Lily asked, slipping behind him on the bed and kissing him on the neck. His lips looked so tempting that she couldn't resist kissing him, her hands running over his hips and grabbing at his full ass. She then started stroking her shaft, making it wake up and become fully erect.
He felt something poking his chest. So, he broke the kiss, looking down between them to see if what he was feeling could truly be accurate. It was a huge, thick cock. It wasn't even fully hard yet. His hands circled the thick shaft, having to use both hands to fully grab it. He watched in awe as it hardened even further, standing tall like a monument to sexuality. It was easily 10 inches in length and 5 inches in girth. It was monstrous yet beautiful and alluring.