Strapon training with Emily and Dani

Public exposure was just a part of the games Dani and I played in our free time. I had already mentioned deepthroat training, but sucking a strapon isn’t exactly fun, especially when compared to the real thing. I was mostly enjoying the whole set-up, dressing in matching lingerie, the dirty talking, but ultimately the whole deepthroat practice was kinda boring. I was sure that moving to the real thing would make the “exercise” more exciting, but at the moment the only penis in the room belonged to me. That might have been the reason, although I am not exactly sure, that I said the following.

“What would you say to trying anal sex?”

I looked up at Dany from my knees and our gazes met. She hesitated only for a moment.

“Sure,” she replied, but immediately added, “but we both try it, right?”

“Of course,” I answered with a grin.

It was another sexual novelty to us, so we again went to our guru - my sister.

“Oh! My little sis is getting even more curious,” Emily replied with a grin when we presented the matter, “sure, I can help you.”

“We both are,” Dani added.

“That’s even better. Listen up.”

Emily gave us a short lecture on the importance of hygiene, safety and lubrication. It is all crucial, but I won’t bore you with the details. Enough to say that after the theory we moved to practise. We had already broken the taboo walls of **** by having Emily suck my cock, so getting fucked in the ass by her no longer felt so ‘forbidden’.

First we did the necessary preparations and then moved onto my sister’s bed; I was the first to go. Dressed only in stockings and a bra I laid on my back, my booty on the edge of the bed. Emily was fully naked, she put on a strapon with the smallest dildo. She also had a large bottle of lubricant, which she generously applied to my hole and the toy. She then put a pillow underneath my buttocks to raise them slightly.

“You’re nimble enough, aren’t you?” Emily asked with a smile as she raised my legs and bent them, placing my knees by my sides. I had never felt so exposed and **** in my life; it was incredibly exciting. Finally my stretching exercises were truly paying off.

“Relax sis. I’m sure you’ll love it.”

I was almost certain of that as well. Dani’s presence next to me helped me to relax, we could both sense one another’s excitement.

“Remember to go very very slowly. You need to be gentle and aware of your lover’s state the whole time. The angle is also important.”

I was not listening to her words too carefully, but I could see that Dani was focused; her gaze was locked on Emily’s crotch. I could also notice a gleam in her eyes, similar to the one she had when she had observed me giving blowjobs. My girlfriend was turned on by the sight of my getting ass-fucked and that turned me on even more.

After a short while of slow, gentle anal sex Emily stopped and said:

“Now you try it, Dani.”

My girlfriend grinned enthusiastically as she got off the bed. My sister took off the strapon and helped Dani put it on. I maintained my somewhat awkward position and waited patiently. Dani did her best to mimic Emily’s motions and was just as careful. For me the activity was… novel and not unpleasant. I definitely was not moaning with pleasure, but the experience felt good enough that it encouraged me to try it again in the future. Especially since I could see that it was genuinely turning Dani on. We both cared for the other’s pleasure as much as for our own. My girlfriend fucked my ass slowly under my sister’s guidance for a few minutes. I remained in the same position the entire time, which was somewhat boring, but I could feel that my anus was gradually adapting to the penetration. The dildo was not a source of direct pleasure yet, but I could sense the potential.

After a while we took a short break and replenished some of the fluids; I mean we drank water. Then we made another round this time in a doggy-style position. Emily specifically instructed me not to arch my back or the experience could become uncomfortable or even painful. Fortunately I was nimble enough to maintain such a position with ease as well. My sister fucked my ass first, Dani watched her closely with lust building in her eyes. Then she put on the strapon and fucked me once again. Ultimately our first anal training turned out to be a decent foreplay before regular lovemaking. We both still wore the same sets of matching lingerie while we made love. Emily did not participate in that activity. In the end I was the only one who tried anal sex, although Dani was the one who insisted we both do it.

“Did you like it?” Dani asked me, when we were cuddling in bed after sex. I knew she did not have the recent lovemaking in mind, but the earlier pegging.

“It was fine,” I replied, “not the best, but not bad either. I see the potential for anal becoming more pleasant though. It might simply require more practice. What about you?”

“Well…” she hesitated for a moment, “I really like it, but…”

“Go ahead. It’s not like you to be shy in such matters.”

“Watching you get fucked turned me on a lot more, than pegging you myself.”

“So you’re saying we should employ Emily more often?”

“Not just her,” Dani replied, biting her lip.

“Oh you! I said, finally understanding what she had in mind, “you want to watch me get fucked by guys.”

“You don’t like the idea?” a possibility of disappointment could be heard in her voice.

“I guess it’s a natural step after giving blowjobs,” I replied with a wink, “but we’ll need to practise a lot more with dildos first. And bigger ones too. The boys in my harem are quite well-endowed.”

“I love you!” Dani clapped her hands in joy, then kissed me on the lips before I could reply, “I love you too.”

The future looked very exciting.