Pegging Sex Toys & Advanced Kink — For Experienced Players

Updated May 2026

Pegging sex toys, kink kit, anal training sets, fisting gear, electrostim, and other advanced-play toys for experienced bodies. Browse strap-ons, anal training kits, kink catalog, or electrostim gear.

Advanced doesn’t mean rough — it means “knows what they like, knows what they don’t, and isn’t intimidated by size, complexity, or specialized features.” Most customers graduate up after 6-12 months in Beginner or Intermediate. Veteran-owned and operated. Plain box. (For broader sexual-health guidance, see Mayo Clinic’s sexual health overview.)

Showing all 15 resultsSorted by price: high to low

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        Lovebotz Milker Max Edition clear TPE automatic suction stroker with remote control and LED display by Xr Lovebotz
        -40%
        Original price was: $400.99.Current price is: $239.99.

        Lovebotz The Milker Max Edition

        Lovebotz Milker Pro Edition automatic suction and vibration stroker machine in clear silicone by Xr Lovebotz
        -38%
        Original price was: $379.99.Current price is: $233.99.

        Lovebotz The Milker Pro Edition

        Kiiroo Keon automatic thrusting masturbator combo set with FeelStroker sleeve in black
        -41%
        Original price was: $290.99.Current price is: $172.99.

        Keon Combo Set with FeelStroker by Kiiroo – Black

        Thrusting and rotating masturbator in black with transparent cylinder by Xr - The Milker
        -38%
        Original price was: $264.99.Current price is: $163.99.

        The Milker Thrusting & Rotating Masturbator – Black

        Lovebotz Milker Slider 18X automatic stroking masturbator in black ABS plastic with TPE sleeve by Lovebotz
        -38%
        Original price was: $260.99.Current price is: $161.99.

        Lovebotz The Milker Slider 18X Stroking Masturbator

        Jock Turbo Spin thrusting and rotating masturbator in black by Curve Novelties
        -39%
        Original price was: $255.99.Current price is: $154.99.

        Jock Turbo Spin Thrusting & Rotating Masturbator – Black

        Black hands-free thrusting and rotating stroker with suction-cup base by Pdx Brands
        -39%
        Original price was: $221.99.Current price is: $134.99.

        Mega-Bator Ass Hands-Free Stroker – Black

        Optimum Power vibrating and thrusting stroker in black with removable textured sleeve by California Exotic Novelties
        -39%
        Original price was: $206.99.Current price is: $126.99.

        Optimum Power Vibrating & Thruster Stroker – Black

        Dyso Impulsion automatic thrusting masturbator in black by Dyso
        -41%
        Original price was: $189.99.Current price is: $112.99.

        Dyso Impulsion Automatic Masturbator

        Jock spinning thrusting and sucking automatic masturbator in black by Curve Novelties
        -38%
        Original price was: $176.99.Current price is: $108.99.

        Jock Spinning, Thrusting & Sucking Masturbator – Black

        PDX Elite Talk Back Super Stroker beige interactive vibrating stroker with suction cup base by Pdx Brands
        -40%
        Original price was: $170.99.Current price is: $101.99.

        PDX Elite Talk Back Super Stroker – Beige

        Titan 01 automatic male masturbator in black with adjustable handle and Mag-Connect sleeve by Cyberskin
        -40%
        Original price was: $145.99.Current price is: $87.99.

        The Titan 01 Automatic Male Masturbator – Black

        Wing 01 automatic male masturbator in black with adjustable handle and Mag-Connect sleeve by Cyberskin
        -38%
        Original price was: $140.99.Current price is: $87.99.

        The Wing 01 Automatic Male Masturbator – Black

        Pumped Technothrust automatic masturbator with clear ABS housing and silicone sleeve by Shots Toys
        -41%
        Original price was: $142.99.Current price is: $83.99.

        Pumped Technothrust Automatic Masturbator

        PDX Elite Air-Tight Stroker Frosted red TPE masturbator with ribbed exterior case by Pdx Brands
        -38%
        Original price was: $64.99.Current price is: $39.99.

        PDX Elite Air-Tight Stroker Frosted

        What to look for when shopping pegging sex toys and advanced kink kit

        Two priorities for advanced-play gear. First, body-safe materials at every contact point — silicone for the dildo, leather or body-safe nylon for the harness, padded restraints (no chafing fabric). Pegging in particular needs medical-grade silicone (the shaft + the harness contact area) because sessions run longer than typical solo play. Second, fit and adjustability — harness systems like SpareParts Joque or Tantus Bend Over use adjustable straps that fit a wide body-size range; cheap one-size harnesses don't. Pegging sex toys at Discreet Toys are filtered for both criteria; we don't carry the cheap-import jelly-rubber pegging kits.

        Discreet shipping for pegging sex toys — what arrives at your door

        Every order in our pegging sex toys collection ships in a plain brown box with no external branding, product imagery, or tag identifiers. The shipping label uses our parent business name; the credit-card billing descriptor reads as a generic merchant. No one in your household — or your delivery driver — will know what's inside. Veteran-owned and operated. Free discreet shipping on every order. Most ship within 1 business day and arrive in 3 days or less.

        It's only freaky the first time.