Sensual Shadows: Dildo Shopping for Sienna

It has been 30 days since I last saw Sienna, and our next get together is just around the corner. It has been about a month since Sienna and I shared our major fantasies with one another (30 Days – Michael’s Fantasies & 30 Days – Sienna’s Fantasies). Coming out of those discussions we have three primary fantasies that are taking center stage during our phone sex:

• Cuckolding (watching Sienna with another man)
• Domination/submission (Sienna’s submission)
• Taking Sienna’s anal virginity

As I make final preparations for our upcoming visit, a trip to the adult toy store is on my to-do list. I’d like to purchase a long, thick realistic-looking black dildo, bondage restraints, and lube for Sienna’s virgin ass which I will soon “own”. Heading into the store, I’m feeling a slight erotic charge because there is a slim chance I might have a little fun around the dildo purchase. If I do it right, I will experience a dash of erotic humiliation (which I love) through self-imposed small penis teasing. However, my expectations are modest. I’ve been through this many, many times with high hopes of experiencing a little mind fuck to no avail. Occasionally though, I pull off a little magic. Let’s step inside and see what happens today.

Like most of the newer, more female-friendly “couples” stores, there are women working the floor. I feel an extra embarrassing erotic rush as a very attractive young lady approaches. Damn, they must have to pay her extra to work here – she’s a beauty! Whatever she is selling, I’m buying. I’m not even sure I can go through this little mind game with her.

“Sir, is there anything I can help you find?”

Alright, here we go – showtime. “Yes, ummmm, I ah, um…”

She senses my “nervousness” and tries to make it easier on me. “It’s okay, I’ve heard everything working here and happy to help. What are you looking for?”

I explain that my girlfriend recently shared a fantasy about wanting to be with a well-endowed man…especially a black man.

The sales associate smiles reassuringly. “Ah, the ‘BBC’ fantasy. No worries, we get that one a lot. Are you looking for a vibrator, dildo, videos, both, or something else…maybe a penis sleeve?”

I love her enthusiasm and customer-centered approach. I take a moment to introduce myself, thank her for helping me through this embarrassing process, and then answer her question. “I’m looking for a realistic looking black dildo with a soft texture that warms to the touch.”

She introduces herself as Taylor and guides me over to the dildo section while taking a moment to ease my angst. “You know, your girlfriend’s fantasy is very common. Well, at least it is among my girlfriends and certainly among many of our customers. Honestly, I’d be more surprised if I learned that a woman hasn’t at least thought about it. It’s no big deal.”

Whew, that was an unexpected and very arousing bit of information. My wheels are turning. Is she into the fantasy as well? Does she have a boyfriend? Does she cuckold him? Taylor breaks my train of thought by asking about size and texture preferences. Okay, I need to focus!

“Well, I think she would really enjoy one that is larger than me.”

The question I am certain Taylor now wants to ask (or at least needs to know) in order to actually help is the size of my cock. However, it would be nearly impossible for her to come right out and ask me, a complete stranger, “How big is your cock?”. As expected, she resists, but I bet her wheels are turning. I decide to work on her mind and mine a little more. I see the 6″ and 8″ black dildo boxes side by side.

I ask to see the 6″ dildo. She seems to hesitate momentarily as if stifling a question or comment but opens up the box. I play up the moment and embrace the swirl of erotic humiliation by being somewhat impressed with its length and thickness. “This looks a lot larger than advertised, and it is really thick. I can’t even imagine anyone buying the 8″ version.”

Taylor is attentive. “Actually, the 8″ version is the more popular of the two and is one of our best selling dildos. Let me show it to you so you can decide.” She pulls the large black dildo out of the box and wraps her sexy hands around the shaft as if taking a moment for herself.

She then hands the cock to me. I wrap my hands around the long, thick shaft and squeeze it as she watches intently. I work the head briefly like I would work my own cock…trying to create a moment for Taylor to imagine.

“Feels great doesn’t it?”, she asks. I nod in agreement and comment hesitatingly on the enormous length. She educates me. “It’s the thickness she will truly appreciate. If it’s too long, she doesn’t have to take all of it but it’s there when she is ready to handle more. Sorry if this is TMI, but I have this same dildo and love it. She’ll love the fullness too. Maybe buy a mini to rub on her clit at the same time – she’ll be in heaven!”

Wow. That was a lot, and I liked it…a lot. Taylor isn’t done. “She’s lucky to have an open-minded man like you that she can talk to about her fantasies. It is really cool that you are doing this for her. I could never tell my boyfriend, he would have a heart attack!”

Man, is she hitting on me? This might be a fun story to share one day. We check out a few more toys to include larger ones as our conversation loosens up, but I end up going with the 8″ dildo. After all, it has Taylor’s personal endorsement. How could I resist?

Taylor stays with me to help with the restraints and lube. Oh man, she had plenty to say about those as well. I’m pretty sure she just laid one hard mind fuck on me today. She seemed to have a lot of fun and that makes it much more enjoyable for me. As I am checking out, she asks me to come back by sometime and let her know how everything goes…adding, “It will help me make recommendations for other customers.” Seems like a reasonable request.

I’m feeling great leaving the store with all the naughty goodies for my trip. I think Sienna is going to be a very happy girl…

To be continued…

Interested in reading more about my journey with Sienna? You can find the chronology with brief descriptions and links here: Sensual Shadows – Chronology & Links